Vacation Home Rentals By Owner In Gloucester, MA

$418.88

Seaside Escape just steps to Good Harbor beach in Gloucester

Gloucester, Massachusetts, United States

Charming 2 bedroom home located on a quiet Cul de Sac that's just steps to beautiful Good Harbor Beach. Completely renovated in 2017 with new Quartz counters, SS gas stove, dishwasher & fridge and Washer & dryer in unit. Well stocked kitchen with dishes, pots & pans & just about everything you will need for a vacation away. Seating for 6 plus a breakfast bar that seats 2. High ceilings and fans with a coastal feel throughout. 1st bedroom has a queen bed and large armoire. 2nd bedroom has a full size trundle bed with a twin size pull out and a large closet. The bath has tiled shower, marble vanity & washer/dryer for your use. There is a portable A/C, window A/C and fans to cool you off but there is always a nice ocean breeze. Outside there's a patio with dining table for 6 & gas grill that's great for al fresco dining as well as an outdoor shower with hot & cold water to rinse you off after a day at the beach. There's 2 off street tandem parking spots. Gloucester has so much to do and see whether it be deep sea fishing, Whale watching, surfing, boating, exploring the many trails & parks, swimming at world class beaches, fabulous restaurant's, artist gallery's, museums and shops and so much more.brbr

2

Bed

5

Sleeps

Exceptional(37)

$1072.32

/ Nightly

Private Vacation Home

Ocean front and 3 beaches across,parks, short walk to historic downtown!

Gloucester, Massachusetts, United States

Enjoy the most amazing ocean views and the best location in Gloucester! The house is right on the Boulevard in Gloucester where the gardeners by the ocean are so unique and breathtaking. This is a two family house that can be rented separately(each apartment) or the whole house(both apartments) to enjoy a family reunion or a group of friends where everyone is comfortable and private.br***Please message the owners before make a reservation ** During summer we prefer to rent the whole house weekly so the rate will be different so please ask the host.***brRight in front of the house you have 3 beaches, Stage Fort Park, tennis courts and a bocce court.brThis Victorian/ coastal style two family house is located in the best spot of Stacy Boulevard, the number one attraction in town. Walk to many unique restaurants and shops on Main Street of the historic downtown Gloucester!br*Please ask the host for availability to book the whole house*brbrThe spacebrYou can rent the whole house that consists of two apartments Or one apartment at the time. brbrUnit # 1consist of: 2 bedrooms, 1 bathroom, laundry, ocean view living room and kitchen, a private front entrance, private parking for one car on the right side of the house, private indoor porch and balcony to enjoy the boating activity on the ocean and the best sunrise and sunset ever! This unit is all in one level, no stairs. It is on the first level.brThe Bedrooms: The master bedroom offers one king bed and a sleeper pull out ottoman. The second bedroom has a full size bed with a twin trundle. We provide extra blankets, pillows and bed sheets. Each bedroom has an AC window unit and a white noise machine for the light sleepers.brThe Kitchen and bathroom are fully equipped with pans, pots, blender, coffee maker, toaster, microwave, dishes, silverware, cup, wine glasses, grill utensils,etc.brWe will provide with some pantry and toiletries essentials to make your stay more comfortable: coffee,sugar,tea,cream,butter,salt,pepper, shampoo, conditioner, body wash, body lotion, hand soap, bathroom towels,paper towels, toilet paper, dishwasher soap, sponge, cleaning products and laundry detergent.brAlso we have some fun items for entertainment :beach chairs, umbrellas, tennis rackets and balls, bocce balls and some board games and puzzles.brbrUnit#2 consist of: 3 Bedrooms, 1 full bath and a half bathroom, laundry, open concept eating in kitchen with beautiful ocean views and living room. This unit will have 3 cars parking on the driveway and a private use of the backyard. The backyard is fully equipped with a grill, seating, a fire pit and beautiful ocean views. brbrThe Bedrooms: brThe master bedroom with a beautiful coastal décor has a king side bed and breathtaking ocean views, a nice sitting area for you to enjoy the views and the boulevard. The second bedroom has a queen size bed with a nice nautical décor with a lot of space, closet and dresser. The third bedroom has two twin side beds with ocean views and a walk-in closet on the third level. This level also has a half bathroom, laundry and a nice family TV room to hangout. Each bedroom has an AC window unit and a white noise machine for the light sleepers.brbrThe Kitchen and bathroom are fully equipped with pans, pots, blender, coffee maker,toaster,microwaves, dishes, silverware,cup,wine glasses, grill utensils, etc.brWe will provide with some pantry and toiletries essentials to make your stay more comfortable: coffee,sugar,tea,cream,butter,salt,pepper, shampoo, conditioner, body wash, body lotion, hand soap, bathroom towels,paper towel, paper toilet, dishwasher soap, sponge, cleaning products, vacuum and laundry detergent.brbr*Please ask the host for availability to book the whole house before booking.The moth of November 2024 is available just the unit1 with 2 bedrooms and private porch.

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Bath

Sleeps

$382.59

/ Nightly

Private Vacation Home

Oceanside Village Home~Private Fenced Yard~Reserved Parking

Gloucester, Massachusetts, United States

- Cozy home with 3 floors of space and ocean views from across the street! br- A 10 minute drive to all the attractions of Downtown Gloucester or Rockport's quintessential Bearskin Neckbr- Walk through the quaint village of Lanesville to Plum Cove Beach br- Less than 2 miles from beautiful Halibut Point State Parkbr- Enjoy a spacious and private fenced in backyardbr- Hi-speed WiFibr- Free washer/dryerbr- Fully equipped + stocked kitchenbrbr→ Top floor features skylights, ocean view, 3 twin beds, and a full bathroombr→ Smart TV and dedicated workspace with monitor in living room for your work-cationbr→ Lower level includes primary bedroom with TV, full bathroom with large tub, and washer + dryerbr→ 2 Off-street parking spacesbr→ Fully equipped + stocked kitchen

3

Bed

2

Bath

7

Sleeps

$463.56

/ Nightly

Private Vacation Home

4 Bedroom LUX House/with Pool Next Door

Gloucester, Massachusetts, United States

Nestled on private street in beautiful West Gloucester, this large vacation rental (you get the entire house-- not just 1 or 2 rooms)bris a tranquil escape for your upcoming ocean side getaway. Offering 4 bedrooms, 2 bathrooms, 2 Living Rooms and enough sleeping accommodations for 8 guests throughout 2,500 square feet of beautifully decorated living space. This lovely home is the perfect size for families or a group of friends out for a rejuvenating beach getaway.br brOur properties have kayaks and walking trails . There is a large side deck with patio furniture.brbrWe also have an in-ground, heated pool at my house next door!.br(It is a 30 second walk over) brWe are 3 minutes to the Boulevard 5 minutes to downtown and grocery stores. We are 8 minutes to Wingaersheek Beach. It is just a beautiful place to be!brbr

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Bath

Sleeps

$1731.35

/ Nightly

Private Vacation Home

Tranquil 7-bedroom house with Ocean views in Gloucester's charming Rocky Neck

Gloucester, Massachusetts, United States

Escape to this beautiful Home nestled in the heart of Rocky Neck. This home boasts newly renovated interiors adorned with exquisite finishes & tasteful furnishings. A true haven for vacationers, it features ample outdoor entertainment areas, including outdoor fire pits, a grill & bar setup, a wrap around porch & a picturesque 2nd level balcony offering scenic views of Gloucester Harbor. Indoors, the allure continues w/ inviting spaces aplenty-a cozy family room for fall, winter game nights, a spacious living area & a bonus room perfect for shared family activities, whether it's catching up on TV, delving into a good book, or simply basking in the refreshing ocean breeze. Within walking distance, discover an array of dining options, a cozy wine bar, art galleries & boutique shops.

7

Bed

3

Bath

18

Sleeps

$779.95

/ Nightly

Private Vacation Home

Newly Renovated Luxury 5BR Home + Office, Walk to Beach & Town

Gloucester, Massachusetts, United States

Stylish East Gloucester Retreat | 5BR + Office | Walk to Marina & Good Harbor BeachbrbrWelcome to your dream coastal getaway in the heart of East Gloucester—just a 1-minute stroll to the marina and a 10-minute walk to iconic Good Harbor Beach. Perfect for families, remote workers, and groups, this fully renovated multi-level home blends modern luxury with classic New England charm.brbrWhat You’ll Love:brBrand-new hardwood floors throughoutbrChef’s kitchen with quartz countertops, oversized island & stainless steel appliancesbrOpen-concept main level with kitchen, dining, living, laundry & powder roombrFinished basement with foosball, games & bonus lounge spacebrThoughtful layout across 4 levels to give everyone room to relaxbrbrSleeping Arrangements:br2nd FloorbrMaster Suite: King bed + private en-suite bathbrGuest Room: King bedbrGuest Room: Queen bedbrFull shared bathbrbr3rd Floor:brGuest Room: Queen bedbrKids Room: Two Twin bedsbrSeparate Office for remote workbrbrBasement:brFinished lounge with games & foosballbrbrComfort & Amenities:brbr3rd Floor: LG mini splits in each room for A/Cbr2nd Floor: Ceiling fans in every room, No A/CbrMain Floor & Basement: No A/C, but well-ventilated with cool coastal breezesbrSmart Honeywell heating system for year-round comfortbrbrIn-home laundrybrHigh-speed WiFibrbrThings to Know:brbrMax 10 guests on propertybrDriveway parking for up to 4 cars onlybrNO PARTIES, NO EVENTS, NO LOUD MUSIC (Quiet Hours 10pm-8pm)brbrLocation Highlights:brbr1-minute walk to East Gloucester Marinabrbr10-minute walk to Good Harbor BeachbrbrMoments from downtown Gloucester: restaurants, shops, art galleries & morebrbrWhether it’s a summer family vacation, a fall coastal escape, or a work-from-anywhere retreat, this home offers the perfect blend of space, style, and unbeatable location on Cape Ann.

Bed

Bath

Sleeps

$702.11

/ Nightly

Private Vacation Home

5 minute walk to Beach, Stage Fort Park, and Gloucester Promenade!

Gloucester, Massachusetts, United States

This historic home has great access to one of the best hidden gems of Gloucester, Stage Fort Park. Just a five minute walk across the street and you will be looking down through the trees at the beautiful Half Moon beach. Hike to the knoll and gasp at the amazing view of Gloucester as schooners sail by. Play tennis, bring your kids to the playground, or hike to the top of Tablet Rock. Lay at the beach or dip in the ocean at Cressy or Half Moon beach. Or walk up the hill out the front door to hike at the 60 acre nature preserve, Ravenswood Park. Order an ice cream cone or seafood from the Cupboard. Or walk back and grill in the backyard kitchen. brbrThe Parsons at Stage Fort home is the perfect place for your family’s adventures. This home is a unique opportunity to connect with Colonial New England. The home is a wonder to explore with beams and floorboards from the 1600s. Fireplaces and a baking oven that were used as the original kitchen Early immigrants from England, connections to the Salem Witch Trials, a soldier in the Revolutionary War, and even an ice harvester (like Sven from Frozen) all lived in this house.brbrWe provide everything you need for an unforgettable family vacation:brTennis rackets, frisbee, lawn games. brBeach supplies: towels, caddy, chairs, umbrella and toys.brPlenty of board games to occupy all ages.brExtensive library – feel free to take and keep any book.brbrParsons at Stage Fort provides many configurations for sleeping arrangements. The primary bedroom has a large king bed. The spacious 2 bed bedroom has a queen bed and full bed. The third bedroom has a twin bed. An optional fourth bedroom is the library, with closing doors and two full sofa beds. Pack-n-play crib, blow up mattress and cot are available upon request.brbrWhile you may find all the adventure you need at Stage Fort Park, there are many other amazing activities just a short drive away. Schooner sailing and whale watch boat trips, boogie boarding at Good Harbor beach or exploring tide pools at the calmer Wingaersheek beach. Bikes, paddle boards, surfboards and kayaks are all available at local rental locations. Gloucester Stage company has live plays or the beautiful Shaolin music center has concerts. Gloucester's downtown has plenty of one of a kind shops and a grand variety of restaurants, cafes and dessert locations. brbrRainy day - no problem! You can visit the Hammond Castle – just a short drive to see this fascinating building and artifacts. Or visit the Cape Ann Museum with artifacts from the Revolutionary War, beautiful paintings and sculptures new and old. Go antique shopping in Essex or go to the movies at our local theater. The bottom line is that there is just SO much to see and do here on “the island.”, you may never want to leave. brbrWe are always excited to share our recommendations for your vacation. Please do not hesitate to reach out. brbrJonathan and Kelly Hudgins

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Bath

Sleeps

$726.05

/ Nightly

Private Vacation Home

Sunset Views, Waterfront Property, Dock - Sleeps 12

Gloucester, Massachusetts, United States

Stunning sunsets, a parade of boats going by, a charming marina, and a beach brimming with natural beauty — these are the sights you’ll behold at this year-round waterfront home built to maximize its spectacular maritime views. The modern yet cozy house features a balcony overlooking the water, and an open floor plan downstairs allows for maximum water views from the kitchen, dining, and living areas thanks to an expanse of windows across the entire first floor. Two upstairs bedrooms also offer lookouts onto the ever-changing natural vista.brbrRelax in a rocking chair with a book or spend the day in the fresh air by taking advantage of the private dock just 50 feet away from the house. Swim at high tide or embark on a nature walk on the firm mud flats during low tide, when tidepools capture sea creatures that delight all ages. When hunger strikes, fire up the gas grill and gather around the table on the patio, which also features water views, or cook in the fully equipped kitchen outfitted with a gas stove and basic pantry supplies. brbrThe off-the-beaten-path home makes for a serene and peaceful getaway, yet there are many excursions that might tempt you to leave the house. A visit to this area is incomplete without a trip to nearby Rockport for an afternoon of shopping or a jaunt into downtown Gloucester to experience the bustling harbor, shops, and the Fisherman’s Memorial. Whale watches, fishing expeditions, the Hammond Castle Museum, and Dogtown Common are a few other unique local activities. The location also provides easy access to Boston, Salem, and Newburyport. brbrThe house offers two bedrooms with queen-size beds, water views, and balcony access, plus a bedroom with two twin beds on the top floor. There is also a laundry area and large bathroom on the top floor that the three upstairs bedrooms share. Downstairs, there’s a bedroom with a full-size bed located next to the bathroom, and two couches in the living room open to queen-size beds. The downstairs shower features a seat and grab bars. brbrIf you are looking to relax in a vacation home where your every need has been considered, this is the place to go!

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Bath

Sleeps

$574.14

/ Nightly

Private Vacation Home

Beach Life Bliss - steps to the beach

Gloucester, Massachusetts, United States

Delightful, dog friendly, 8 room romantic colonial home on beautifully landscaped lot just 5 doors from Plum Cove Beach. Get away from it all and watch the spectacular sunsets voted one of the best in the world by National Geographic. brbrBe welcomed by the cobblestone Sun room, step thru a set of sliding glass doors to hardwood floors throughout the home. A full Kitchen with granite counters and stainless steel appliances will welcome and type of cooking from the advanced to the beginner. Relax after a day at the beach in our inviting dining and living room with a cozy wood stove for cold nights. Our basements holds the front loading washer and dryer for your use while at our beach house.brbrDo not forget to go explore of Cape Ann; there are so many sites to see. You can enjoy Gloucester's rich New England history, natural beauty, extraordinary beaches, fresh seafood and on-water activities - especially the popular whale watching excursions, lighthouses, art galleries, fall foliage tours and other year round events. brbrA truly charming 1900’s home; old details mixed with modern amenities in a wonderful beach community setting.brbrbrbrJust the two of you: See our listing # 140506 on this site for our sister property. A luxurious cottage with all the amenities you could want.

Bed

Bath

Sleeps

$409.65

/ Nightly

Private Vacation Home

Good Harbor Beach Retreat ~ Walk to beach, shops, restaurants ~Dog Friendly

Gloucester, Massachusetts, United States

Our adorable, 3 bedroom home is in a prime location for your vacation, with plenty of windows for ocean breezes. If you prefer, there are several AC window units for the hot, muggy days. Just a short walk to Good Harbor Beach. Catch amazing sunrises on the beach, or stunning sunsets at nearby Niles Beach. You will enjoy the retreat-like atmosphere, from the simple and tasteful, Zen-inspired furnishings, to the old, tall trees on the property, with outdoor grilling and dining space in the patio area. Lots of windows for the ocean2 minute walk to the supermarket, coffee shop, liquor store, ice cream shop and more. 5 minute drive to downtown Gloucester, Stage Fort Park and Harborwalk concerts. The train to Boston is 5 minutes by car, with ample parking. Cape Ann, and especially Gloucester has amazing restaurants, nightlife, live music and special events all summer! Come practice yoga on Good Harbor Beach, relax with your family or go out and enjoy all that Cape Ann has to offer! The house has ample parking for 3 cars, cable/wifi, and comfy beds with new mattresses. One is tempurpedic foam, and the others are traditional mattresses... Ideal for one couple, a whole family or 2-3 couples!!! The space is in a quiet neighborhood, but near to all of the lively attractions of the beach-fishing-shopping-growing resort town of Gloucester. *Please note: Separate studio efficiency space in back of the basement level of the house - is also available for rental for additional fee-adds one additional bed/bedroom, bathroom/shower, lounge area, TV, coffee maker, and fridge, and full use of backyard, hammock and extra patio space. Inquire if interested

Bed

Bath

Sleeps

$763.28

/ Nightly

Private Vacation Home

Spacious Modern Beach House- Steps to Long Beach and Good Harbor

Gloucester, Massachusetts, United States

Just steps to Long Beach, or a 10 minute walk to Good Harbor Beach, enjoy this clean, modern new single family home with views of Long Beach. Take in breathtaking sunrises and sunsets from the upper deck, living room or master bedroom all overlooking views of the beach. In Summer season, there is an outdoor patio and grill, and enclosed outdoor shower. The house also comes equipped with beach chairs, beach cart, and umbrella, and beach toys!brThere are 4 floors of living space with master suite and a guest bedroom on 2 nd floor. All bedrooms have private bathrooms. On the top floor there are twin over double bunks which lead out to a spacious upper deck with outdoor seating overlooking Long Beach. There is a downstairs family/ entertainment room that serves as a 4th bedroom with a tv, bathroom, and additional kitchen.

4

Bed

4

Bath

10

Sleeps

$1569.85

/ Nightly

Private Vacation Home

Bell View: Private tennis court and an in-law

Gloucester, Massachusetts, United States

☀ Sleeps up to 19 guestsbr☀Plenty of driveway parkingbr☀ Prime location on the Back Shore ~ 1 mile or 5min drive to Good Harbor Beach - beach gear included!br☀ Private pickleball and/or tennis courtbr☀ Ocean views on 3rd floor br☀ Sprawling lawn+multiple decks to enjoy ocean breezes br☀ Private au-pair suite perfect for an additional familybr☀ Family friendly amenities included - toys, pack and play, boosterbr☀ Multiple living spaces to gather on first floorbr☀ Hi-Speed WiFi and Smart TVs throughout brbrWelcome to Bell View, a spacious, family‑friendly coastal getaway in Gloucester — just a five minute walk from the sparkling Atlantic and the beauty of the rocky coastline known as Bass Rocks. brWelcome to Bell View, a spacious family home tucked away in Gloucester's coveted Back Shore neighborhood. This almost 5000 sq ft home was carefully crafted for groups to enjoy the 2 acres of rare space in this seaside community. Enjoy no shortage of living spaces from sun room, game room, to formal living and dining rooms. A private in-law suite with kitchenette makes this the perfect spot for groups looking for their own space. Conveniently just minutes to Rocky Neck, Bass Rocks Golf Club, and Good Harbor Beach. Perfect for families, friends, and groups, this home blends seaside New England charm with comfort and fun.brbr5 Min Drive to Good Harborbr5-10 Min Drive to Gloucester's Main Street (Beauport Hotel, Cruiseport, etc)br30 Min Drive to SalembrbrExperience Bell View With Us & Learn More Below!brbr☆☆ FIRST IMPRESSION ☆☆brNestled in the quant neighborhood of East Gloucester you'll pass Rocky Neck art colony on your way into this quiet street. The long driveway provides plenty of privacy as well as parking for multiple cars. brbr☆☆ FIRST FLOOR ☆☆brInside, a one-of-a-kind waterfront scene, hand painted along the staircase by a local artist, greets you as you enter via the formal foyer. Pick your hangout spot from two comfortable living rooms, a game room with a ping-pong table, the sunroom, the cheerful and well equipped kitchen, the umbrellaed patio, or the multiple decks and porches. brbr☆☆ SECOND FLOOR☆☆brHead upstairs and you'll find a common full bathroom as well as a bedroom with 2 full beds and a bunkbed room. This floor also boasts 2 king suites each with en-suite bathrooms. One of these suites features a desk for remote work and the other has convenient laundry machines in the bathroom as well as a private balcony.brbr☆☆ THIRD FLOOR ☆☆brThis bonus loft style floor is perfect for kids! Carpeting throughout makes it a safe place to play and there's plenty of room and toys to spread out. Four twin beds are comfortable for kids or adult guests! This floor also gets amazing ocean views. brbr☆☆ PRIVATE SUITE ☆☆brThe in-law suite is located on the east wing of the house. Head up stairs to a cozy apartment - the perfect place for a family or couple to have their our private space! A sofa bed also pulls out to a full sized mattress to sleep 1 or 2 additional guests. A bistro set and kitchenette gives you the option of to have some nights in to yourself. Unwind in front of the smart TV or enjoy your own private balcony after a day of north shore exploring!brbr☆☆ OUTSIDE ☆☆brSet on a spacious lot with plenty of level lawn space, Bell View also boasts a tennis court with equipment to double as a pickleball court. The shed is contains all kinds of sports equipment and outdoor toys - perfect for guests of all ages. In addition, a slate patio in front and a wraparound deck in the back are delightful spots to gather and relax.brbrBell View is just a stone's throw from Bass Rocks on Gloucester's Back Shore where you can enjoy looking out at the scenic surf or a leisurely walk listening to the sounds of waves. It's about a mile to Niles Beach and 2 miles from the white sands and surf of Good Harbor Beach. The home is also about a mile to Rocky Neck, the oldest art colony in the U.S. and home to many galleries, shops and great restaurants.brbr★☆ Book Today & Let Us Take Care Of You at Bell View! ☆★ brbrYou'll have access to the entire property and grounds except the garage. brPlease remember that you're staying in a house, not a hotel. Treat the space with respect. If any problems arise, we will do our best to take action ASAP. brbrI am here for you during your stay, but our level of interaction is up to you. I'm only a phone call/message away. brbr• Check-in is anytime after 4:00 PMbr• Check-out is 11:00 AM or earlierbr• No early check-in or late check outbr• Quiet hours is from 10:00 PM to 8:00 AM

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Sleeps

$1113.33

/ Nightly

Private Vacation Home

Seaside House: Walk to Good Harbor Beach

Gloucester, Massachusetts, United States

Location, location, location! This vacation home is large and comfortable and is just steps to the white sands and surf of Good Harbor Beach. The location offers the best of all worlds as it is so close to Cape Ann's most popular beach and also has water views of Bass Rocks.brbrThe front of the house has a full-length porch from which you can view the sea in comfortable shade and enjoy a beverage or meal in the fresh ocean breezes.brbrFrom the porch, enter into the living room with a flat screen TV and plenty of seating. The adjoining den has a pullout sofa, a TV, and games, which makes the room serve double-duty as a kid (or adult) getaway or semi-private additional sleeping space. The recently renovated granite kitchen is eat-in and fully applianced. The butler's pantry offers more storage and prep space in addition to a half bath.brbrUpstairs are 4 bedrooms (3 of which are air conditioned) and two more full baths.The master bath offers an oversized jetted tub, double sinks and a separate glass-enclosed shower and the hall bath also has a full size jetted tub with a shower.brbrThe house will comfortably sleep 10 with enough room for your family and the folks that will want to visit you in this wonderful beach house. Leave your car in the driveway (and avoid the beach parking fees) and walk to Good Harbor Beach.brbrThis dramatic rocky bit of coastline is a destination for those looking for views of the Atlantic at its most intense. The popular Back Shore walk is one of the most scenic walks on the eastern seaboard and the sidewalk begins in front of Seaside House and continues for 1.5 miles one way (or 3 miles round trip back to the house).brbrNote: The house has two other occupied units with separate entrances and parking.brbr2,500 SF. No pets. No smoking. No events or parties.

Bed

Bath

Sleeps

$454.37

/ Nightly

Private Vacation Home

Joseph's Way: Quiet Beach Retreat

Gloucester, Massachusetts, United States

Close to Gloucester's sandy Good Harbor Beach, Joseph's Way is delightful two bedroom property is nestled on a quiet wooded lot on a hidden side street with just 4 other houses.brbrEnjoy the ease of one-level living with a spacious open plan dining/living room which expands to the fully applianced kitchen with breakfast bar, two bedrooms, and a second sitting area that opens to the deck. Dine al fresco on the spacious deck which overlooks a pretty and private wooded lot.brbrMAIN LEVELbrbrLIVING/DINING/KITCHEN: The living area has a couch, chair, and a mounted large flatscreen TV. The dining area has a high-top table with barstools accommodating up to 4, and expands into the well-applianced kitchen with breakfast bar, and beautiful granite counter tops.brbrBEDROOM 1: The room has a Queen bed and TV.brbrBEDROOM 2: This corner room has a Queen bed and TV.brbrDEN: This sitting area has a pullout sofa and TV with access to the back deck and yard.brbrBATH: The full bath has walk-in shower and includes the laundry room.brbrEXTERIORbrbrRelax or dine outdoors on the spacious back deck overlooking the backyard and woods.brbrPARKINGbrbrThere is parking for up to 2 cars in the driveway.

Bed

Bath

Sleeps

$528.18

/ Nightly

Private Vacation Home

Good Harbor Beachfront at the Footbridge

Gloucester, Massachusetts, United States

Single family house, over one hundred years old, accommodates ten. Three queen beds, one double bed with a trundle, and two sets of bunk beds allow for comfortable sleeping for ten. A large eat-in kitchen and large dining room makes entertaining a delight. brbrThe beach is accessed by crossing a narrow road and a foot bridge over a sandy creek. The house has a first floor wrap around porch, and a second floor veranda that overlook the beach. brbrFour bedrooms and the kitchen have a ceiling fan.Towels and bed linens are available in a linen closet off the kitchen. One full bath has an old claw tub for those who enjoy an old fashioned bath. The other full bath has a shower.brbrKeywords: House

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$475.42

/ Nightly

Private Vacation Home

Stay at East Gloucester

Gloucester, Massachusetts, United States

Summary:brbrCharming East Gloucester Home - 15-Minute Walk to Good Harborbrbrbrbr✓ Prime Location – Walk to Good Harbor Beach & local attractionsbrbr✓ Outdoor Retreat – Private fenced yard with trellis + seatingbrbr✓ Peaceful & Convenient – Quiet neighborhood close to dining & maritime landmarksbrbr✓ Room to Gather – Spacious eat-in kitchen + formal dining roombrbrbrbrA charming family escape — book now! Visit @stay_collections on IG for a video property tour!brbrbrbrThe Space:brbr☆☆☆ FIRST FLOOR ☆☆☆brbrbrbr→ Kitchen: Bright, open space with new appliances + eat-in area overlooking the backyardbrbr→ Dining Room: Welcoming, formal dining for memorable shared mealsbrbr→ Living Room: Coastal-inspired with Smart TV — perfect for movie nightsbrbr→ Half Bath: Includes brand-new washer & dryerbrbr→ Outdoor Deck: Lounge seating, trellis, & refreshing outdoor showerbrbrbrbr☆☆☆ SECOND FLOOR ☆☆☆brbrbrbr→ Primary Bedroom: Spacious retreat with plush queen bedbrbr→ Bedroom #2: Nautical-inspired queen roombrbr→ Bedroom #3: Cozy twin bedroom with closet spacebrbr→ Bedroom #4: Twin bed + twin trundle — ideal for kids or extra guestsbrbr→ Bathroom: Full bath with shower/tub combo for relaxing after a beach daybrbrbrbrStay cool during your summer visit! Each of the four upstairs bedrooms is equipped with a dedicated AC window unit. Please note the first floor is typically comfortable but does not have AC.brbrbrbr☆☆☆ EXPERIENCE EAST GLOUCESTER ☆☆☆brbrbrbrThis thoughtfully appointed home blends coastal charm with family-friendly comfort. With multiple gathering spaces, private outdoor seating, and a walkable location near beaches and local attractions, it’s the perfect base for exploring Gloucester.brbrbrbrBook today and make East Gloucester your next getaway!brbrbrbrGuest Access:brbrWe'll send you a key code ahead of check-in for easy access.brbrbrbrThe Neighborhood:brbrNestled in the historic East Gloucester neighborhood, this area is centrally located and is surrounded on three sides by the Atlantic Ocean and offers a perfect mix of charm and convenience. Quiet streets connect you easily to downtown, shopping, dining, beaches, and parks. The neighborhood features classic New England architecture and sits within a historic district that reflects Gloucester’s rich maritime heritage. It’s also close to Rocky Neck, the nation’s oldest working art colony, making it a vibrant hub for culture and creativity.brbrbrbrGetting Around:brbrCentrally located, you can walk (13 minutes) to Good Harbor Beach, quick drives to Rocky Neck, the Back Shore, Niles Beach, downtown and more! If you are looking to venture outside of Cape Ann, we are just a 7-minute drive from the Gloucester train station, making it easy to explore the North Shore or head into Boston.brbrbrbrOther Things to Note:brbrAccessibility Notes: Access to the entrance involves a few steps, and the bedrooms are located upstairs via a staircase.brbrbrbrOnce a booking is confirmed, the following cancellation policy is immediately in effect. Due to automatic platform processing fees, full refunds cannot be issued for same-day cancellations. Cancellations made more than 30 days before check-in are eligible for a 50% refund. Cancellations made within 30 days of the check-in date are non-refundable. No-shows are not eligible for any refund.brbrbrbrInteraction with Guests:brbrWe are here to help! We’re available 24/7 via phone, email, or the booking platform’s app.

1

Bed

7

Sleeps

Exceptional(18)

$773.77

/ Nightly

Private Vacation Home

Magnolia By The Sea-Attractive home, large yard & deck. Walk to Magnolia Beach

Gloucester, Massachusetts, United States

Enjoy the wooded setting, beautiful gardens and privacy of our family vacation home. Our 4 bedroom, 2 bathroom home includes a large family room, well appointed eat-in kitchen, basement rec room with pool table and queen sofa bed, spacious deck and huge yard. We're a 15 minute drive from two of the most beautiful beaches in New England, Wingaersheek and Good Harbor. Whale watch, deep sea fishing, museums, shops and restaurants in downtown Gloucester are a 10 minute ride.brbrThe large, well stocked eat-in kitchen has both a dining table and an island, a double oven, four burner stovetop, microwave, toaster oven, toaster, coffee maker, dishwasher and kid's dishes. Whether you are an avid cook or prefer to throw something on the grill, you will find everything you need.brbrThe comfortable, vaulted ceiling family room has a Smart TV and is stocked with games and books for adults and children, and has plenty of room to relax. Large windows and sliding glass doors allow the sun to pour in, and provides views of the variety of birds that love the birdbaths and trees that surround the house.brbrYou will want to spend a lot of time on the large deck which is a great place to read a book, have cocktails or a serve a meal. In addition to patio furniture, there is a built-in picnic table that seats 10 and a gas grill. The deck overlooks a beautiful yard with gardens, a Koi pond, a big grassy area to play games on, and our own wiffle ball field. We have cornhole, bocce and other yard games available.brbrThe Primary bedroom has a King bed and large jetted tub. The other three bedrooms have queen beds. All rooms have closets and dressers. There is also a queen sofa bed in the lower level rec roombrbrEnjoy the quiet residential neighborhood. Take a short walk to sunsets on Magnolia Pier, walks on Magnolia Beach, strolls along the ocean on Shore Road and to visit shops and restaurants on Lexington Avenue.brbrIf you want to explore the area, you will have easy access to the historic towns of Salem, Manchester-by-the-Sea, Rockport, Essex, Ipswich and Boston.brbrWe have available for your use plenty of things you'll need for the beach including beach chairs, beach umbrella, cooler bag, kid's beach toys, beach games, boogie boards and plenty of beach towels. Wingaersheek Beach, Good Harbor Beach and Stage Fort Park all allow you to reserve a parking space up to 10 days in advance. Visit the City of Gloucester official website for more information. brbrBedrooms and BathroomsbrThe first floor of the house has two bedrooms and a full bathroom.brbrBedroom 1: Large Primary bedroom has a King bed, closet, dresser and desk for remote work. It also has a large jetted tub to relax in or bathe the kids.brbrBedroom 2: This bedroom has a Queen bed, dresser and closet.brbrBathroom 1: The full bathroom on this floor has double sinks, and a shower with a rainshower head, regular head and removable wand. It also converts to a steamroom.brbrThe walk-out lower level has two bedrooms and a bathroom, a rec room with a pool/ping-pong table and a queen sleeper sofa. There is a TV with a Fire TV Stick so you can log into your accounts, connect a gaming console or attach the DVD player to watch movies.brbrBedroom 3: This bedroom has a Queen bed and dresser/closet wardrobe.brbrBedroom 4: This bedroom has a Queen bed and a dresser and closet.brbrThere is also a queen sleeper sofa in the Rec Room.brbrLinens, blankets, duvets, pillows and towels are provided.br--------------------------------------------------------------------------------------------------------brThere is parking for 3 cars.brbrChildren are welcome but please note that the house and grounds are not childproofed.brbr

4

Bed

2

Bath

10

Sleeps

$563.0

/ Nightly

Private Vacation Home

Oceanview Home/Walk to Lanes Cove and Plum Cove beach I Sleeps 6

Gloucester, Massachusetts, United States

KEY FEATURES:br*4 season sunroom with panoramic ocean viewsbr*Primary loft bedroom with ensuite bath and dedicated work spacebr*Updated and fully equipped kitchenbr*3 spacious bedrooms & 2.5 bathroomsbr* Located lovely LANESVILLE walkable to Lanes Covebr* Private outdoor patio with seating and BBQ grillbr* Comfortable living area with fireplace & Smart TVbr*Washer/dryerbr* Washer and dryerbr*High-speed wifi brbrThe spacebr☆☆UPPER FLOOR☆☆ brStep inside and head up the stairs where you'll feel right at home in the welcoming main open concept living area. The first floor features a comfortable living room with a Smart TV and a cozy and convenient gas fireplace, perfect for relaxing after a day exploring Gloucester. The fully equipped kitchen provides everything you need to prepare meals during your stay, with space to gather and enjoy time together. Choose to enjoy your meals at the breakfast bar, the dining table for 6, or the sunroom! brbrThe sunroom is the gem of this home with panoramic ocean views. It's warm and cozy in the cooler seasons and in the summer enjoy it screened in for ocean breezes. A convenient half bathroom is also located on this level with a smart toilet. This luxurious amenity includes a bidet and heated seat feature!brbrStep into the primary suite and you'll find a queen bed, and plenty of space to unpack and unwind in front of the smart TV. This suite features a dedicated workspace with pristine ocean views. The en-suite bathroom is fully updated with a walk in shower and plenty of space to get ready.brbr☆☆LOWER FLOOR☆☆brHead downstairs to find two more comfortable bedrooms, a full bedroom and a bedroom with 2 twin, offering various options to accommodate families or groups. All bedrooms feature their own smart TV. This floor also includes a full bathroom with shower/tub combo and a laundry room so you can pack light! You'll also find a pack and play and high chair to make traveling with little ones easier. brbr☆☆OUTDOOR SPACE☆☆brStep outside to enjoy the private backyard area with zero gravity chairs to relax and sunbathe. The home also features a BBQ grill and outdoor dining set, making it easy to enjoy outdoor meals during warmer months. In the garage you'll also find beach chairs and toys and lawn games like corn hole and badminton. There's no shortage of summer fun to be had!brbrBook today and let us take care of you at the Lanes Cove Cottage! brbr☆☆HOME AMENITIES☆☆brThe home includes high-speed WiFi, central heating and air conditioning, and a washer and dryer available for guest use. You'll also find thoughtful touches such as a hair dryer, hot water, and safety features including smoke detectors, a carbon monoxide detector, fire extinguisher, and first aid kit to ensure a safe and comfortable stay.brbrGuest accessbrYou'll have access to the entire house and property with the exception of one owner's closet in the downstairs back bedroom. Please remember that you're staying in a house, not a hotel. Please treat the space with respect. If any problems arise, we will do our best to take action ASAP.brbrOther things to notebr• Check-in is anytime after 4:00 PMbr• Check-out is 11:00 AM or earlierbr• No early check-in or late check outbr• Quiet hours is from 10:00 PM to 8:00 AMbrbrWalking/Driving Distance: br• Good Harbor Beach -12 min. drivebr• Downtown Rockport & Train Station to Boston: - 5 min. drivebr• Downtown Gloucester: 15 min. Drive br• Children's Playground - 5 min. walkbr• Lanes Cove - 5 min. walkbr• Plum Cove Beach - 15 min. walk or 3 min. drive (on-street parking only)

Bed

Bath

Sleeps

$475.65

/ Nightly

Private Vacation Home

WaterViews Overlooking Gloucester Inner Harbor /Sunroom/ Deck /Walk to Town/ AC

Gloucester, Massachusetts, United States

VACATION or WORK or do a bit of both if it means you'll have longer to play here on Cape Ann! The preferred spot for all things is the sunroom chaise overlooking the harbor, but there are also two spacious desk areas including one in the living room which can be closed off for privacy while your family enjoys the rest of the house! (Then, of course, go to the beach!) Vaccination preferred, though no longer required. brbrWELCOME brFrom this convenient in-town location enjoy restful refinement while also delighting in being part of the Gloucester experience. This 2800 sq ft, easy-to-live-in home is perched above the sparkling waters of Gloucester's inner harbor. Watch the gulls soar and fishing boats return from the comfort of your enclosed sunporch or adjacent outdoor deck, family room or spacious, fully-equipped kitchen. Or fire up some tasty burgers on our new gas grill on the patio overlooking the garden. brbrWalk an easy five to ten minutes to great restaurants, our favorite whale watch boat, schooner sailing, harbor water shuttle, fun and funky shops, and maritime and art museums. In a five minute drive, you can also be at Good Harbor Beach, Niles Beach, Rocky Neck Art Colony or the commuter rail to Boston.brbrWith a peaceful décor and open floor plan, guests tell us this is an especially comfortable place to call home. On the main floor, all overlooking Gloucester's inner harbor are the sunroom, adjacent outdoor porch, family room and fully-equipped kitchen; plus there are a half bath, formal dining room and living room with a baby grand piano. Upstairs are three bedrooms, two full baths, and laundry. The master bedroom with en suite bath overlooks the inner harbor and has a king bed, reading chairs and desk area. Your other two bedrooms include one with a queen bed, and one with two twins. These rooms share the adjacent hall bath with double vanity sinks. Ceiling vented, room-controlled Air Conditioning and ceiling fans in all bedrooms. Family Room/Kitchen area also has a ceiling fan and split AC/Heat unit for any unusually hot days. brbrBASIC DETAILSbrWhen you arrive, on the kitchen island you’ll find a garage door opener, extra keys, house and travel directions (including wifi code); a list of favorite restaurants, activities, and links to explore local events, plus brochures for fun activities around town and in Boston.brbrFAMILY ROOMbrEnjoy wireless internet, a 55 flat-screen Smart TV in the family room, books and games, Bose wireless speakers to listen to your favorite music from your phone or computer. Smart TV is loaded with Netflix and Amazon Prime free videos and music. Or load your subscription streaming services. (Be sure to log out when you depart.)brbrKITCHEN & DININGbrOur kitchen is well-equipped so it's easy to 'eat-in' if you wish. brSeating for four on the kitchen island; seating for six in the dining room. Lovely linens, dishes, silver, glassware...brYou are welcome to use the spices you'll find in the kitchen. brThere's also a Weber gas grill on the patio in the back yard - available early Spring thru late Fall.brbrGARAGE & PARKINGbrThe garage under the house holds two carefully parked medium-sized cars or one larger car. There is also easy, free, on-street parking on Friend St. Beach equipment is in the garage for you. (Beach chairs, 2 kid chairs, coolers, toys and pails, noodles, boogie boards for the kids.) Beach towels are in the linen closet upstairs. brbrTELL US ABOUT YOU!brWhen inquiring please tell me something about yourself, what brings you to Gloucester, and what you love to do. It will help me know you a bit better and it also helps me have some sense of the kinds of activities I might recommend for you while visiting. About a week before your reservation I'll send you a welcome note with Arrival Tips (address, unloading, parking . . . ) plus highlights of Special Events happening while you are with us. Nice people of all races, cultures, faiths, sexual preference and political views are welcome here. brbrCHECK-IN & DEPARTURE: Check-in any time after 3PM / Check-out by 11 AM. brbrRESERVATIONS & PAYMENT: Available online via VRBO. They will add a 4-9% service fee to your rental fee. 25% of fees are due at time of reservation. Balance due 60 days prior to arrival. VRBO will send you payment reminders. brbrLIABILITY & DAMAGES: You agree that the homeowner is not responsible for any accident, injury or illness that occurs to you or anyone in your party. Only guests or visitors agreed to at the time of your making the reservation are to be on the property. No parties without approval prior to reservation. Any visitors are solely your responsibility. You also agree that you are solely responsible for the safekeeping of your personal belongings. In the unusual event of any damage you cause, you agree to pay for the entire repair. brbrWE ARE HERE TO HELP: I’m happy to answer any questions you may have and to help you in any way prior to or during your visit to assure your stay is most enjoyable. Be in touch any time. brbrWINTER VISITORS: Please be aware that we have a petite well-behaved seal point Birman cat who lives with us here typically January/February, though our home is available for guests throughout the entire year. (When guests are here we live in Rockport, the town next door. )You'll find the house super clean, but if you have severe cat allergies, please be aware of this and do what works for you.brbrWelcome to Gloucester!

3

Bed

2

Bath

6

Sleeps

$461.57

/ Nightly

Private Vacation Home

1 Mi to Beach! Family Gloucester Gem w/ Yard

Gloucester, Massachusetts, United States

Relax on the Deck | Peaceful Surroundings | Great Location Near Train StationbrbrSeeking a coastal adventure in New England You’ll love this charming Gloucester vacation rental! With easy access to beaches, eateries, and shops, this home is perfect for families looking to explore the best of the city. Catch some rays at Half Moon Beach or check out the Hammond Castle Museum. As evening falls, return home to unwind and enjoy a movie night. Your next seaside getaway awaits!brbr-- THE PROPERTY --brbrC0514521070brbrSLEEPING ARRANGEMENTbr- Bedroom 1: 1 king bed br- Bedroom 2: 1 queen bedbr- Bonus Room: 1 twin bunk bedbrbrMAIN FEATURESbr- 2 Smart TVs, 2 living spacesbr- 6-person dining tablebr- Private yardbr- Fireplace (decorative only)brbrKITCHENbr- Cooking basics, refrigerator, stove/oven, microwave, dishwasherbr- Coffee maker, toasterbrbrGENERALbr- Free WiFibr- Central A/Cbr- Linens/towels, in-unit washer/dryer (small loads only)br- Hair dryer, hangers, complimentary toiletriesbrbrFAQbr- 3 exterior security cameras (facing out)br- Infant supplies not providedbr- Not child-proofedbrbrACCESSIBILITYbr- Single-story, 4 steps required to enterbr- 1 interior step to access the family roombrbrPARKINGbr- Driveway (3 vehicles)brbr-- THE LOCATION --brbr- Easy access to Half Moon Beachbr- 1 mile to Gloucester Fisherman's Memorial & Stage Fort Parkbr- 2 miles to Maritime Gloucester Museum, Cape Ann Museum & Gloucester HarborWalkbr- 3-4 miles to Ravenswood Park & Mount Ann Parkbr- 5 miles to Good Harbor Beach & Wingaersheek Beachbr- 8 miles to Halibut Point State Parkbr- 36 miles to Boston Logan International Airportbrbr-- REST EASY WITH US --brbrEvolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.brbr-- POLICIES --brbr- No smokingbr- No pets allowedbr- No events, parties, or large gatheringsbr- Additional fees and taxes may applybr- Photo ID may be required upon check-inbrbrADDITIONAL INFORMATIONbr- This single-story property requires 4 steps to enter and 1 interior step to access the family roombr- The fireplace is decorative only and not for guest usebr- Although the property welcomes children, parents should note that the home is not childproof and not equipped for infants. Children should always be supervised by responsible adults on our property to ensure their safety. If you require further information, kindly contact the Guest Contactbr- While the property has a washer/dryer combo, it is only suitable for small loadsbr- Your safety matters. The property features 3 exterior security cameras: camera 1 is located on the front door and faces the driveway, camera 2 is located above the garage facing the driveway, and camera 3 is located on the side of the garage and faces the garbage cans. The cameras do not look into any interior spaces. The cameras record video and sound when motion is detected

2

Bed

2

Bath

6

Sleeps

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