Vacation Rentals By Owner In Gloucester, MA

Summary:brbr✓ Smith Cove Views – Perched above the harbor with sweeping water & neighborhood scenerybrbr✓ Two Spacious Decks – Lounge seating + outdoor dining overlooking Rocky Neckbrbr✓ Open-Concept Living – Expansive windows + handcrafted nautical details throughoutbrbr✓ Unique Design – Vintage sailboat-inspired décor with porthole doors & a central mastbrbr✓ Waterfront Comfort – Primary suite + bunk room with modern amenitiesbrbrbrbrVisit @stay_collections on IG for a video property tour!brbrbrbrThe Space:brbr☆☆☆ WATERFRONT VIEWS & OUTDOOR LIVING ☆☆☆brbrbrbr→ Directly above Smith Cove with panoramic harbor viewsbrbr→ Large waterside deck with lounge seating + dining areabrbr→ Front patio with gazebo, grill, and outdoor dining table — perfect for entertainingbrbrbrbr☆☆☆ NAUTICAL DESIGN & COMFORT ☆☆☆brbrbrbr→ Kitchen: Granite counters, stainless appliances & center island with barstoolsbrbr→ Living Room: Fireplace, Smart TV & nautical décor, complete with a sailboat mast centerpiecebrbr→ Dining Area: Wraparound bench seating with water viewsbrbrbrbr☆☆☆ BEDROOMS & BATHS ☆☆☆brbrbrbr→ Primary Bedroom: Queen bed • Fireplace • En-suite bath with walk-in shower + jacuzzi tubbrbr→ Bedroom #2: Queen bed • Harbor view • Vintage coastal accentsbrbr→ Bedroom #3: Nautical bunk bed (Queen bottom + Twin top) — perfect for kids or extra guestsbrbr→ Second Bathroom: Full bath with walk-in shower + washer/dryerbrbrbrbr☆☆☆ EXPERIENCE NAUTICAL GLOUCESTER ☆☆☆brbrbrbrWith handcrafted details, whimsical sailboat décor, and panoramic cove views, this Rocky Neck retreat blends coastal comfort with authentic New England charm. Whether dining under the gazebo, lounging on the deck, or relaxing by the fireplace, this home captures the essence of waterfront living.brbrbrbrBook today and immerse yourself in Gloucester’s maritime spirit.brbrbrbrGuest Access:brbrWe'll send you a key code ahead of check-in for easy access.brbrbrbrThe Neighborhood:brbrThe Rocky Neck Art Colony is a charming, walkable neighborhood offering a vibrant mix of galleries, local artists, and charming waterfront cafés — only 10 minutes from downtown Gloucester. For those craving outdoor adventure, Ravenswood Park features serene hiking trails through woodlands and marshes, making it a perfect nature escape. For dining, head to The Causeway for a laid-back spot with hearty seafood dishes, or enjoy an upscale, authentic Italian meal at Tonno in Downtown Gloucester.brbrbrbrGetting Around:brbrLocated steps from the Gloucester Water Shuttle which has different stops throughout the town — a super easy and inexpensive way to explore Gloucester.brbrbrbrOther Things to Note:brbrAccessibility Notes: Please note there are steps leading to the front entrance and a staircase to access the upstairs bedrooms.brbrbrbrParking & ArrivalbrbrParking is a breeze here! You have a dedicated off-street spot reserved specifically for you (the third space to the right in the lot). Additionally, there is ample, unrestricted street parking available right on the same block. 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.

Stay at The Neck

Gloucester, Massachusetts, United States

3

Bed

Bath

7

Sleeps

$904.77

Forget your worries at Harbor Lights. Listen to the waves crash on Niles Beach from abrrocking chair on the enormous screened-in porch. Enjoy quality time with your family after a great day at the beach. Take in the views of Boston's skyline from the rocks overlooking the ocean (or from the new outdoor shower!) Soak up the sun while reading a great book. Harbor Lights has been a source of tranquility for generations, and now it's your turn to find out what makes this charming cottage so special! We would love to host you for a long or short stay at Harbor Lights!brbrThe spacebrHarbor Lights is a funky summer cottage, with throwback charm and simplicity. The cottage is steps from Niles Beach at the entrance of Eastern Point. The cottage sits on 1.3 acres and is dramatically set on rocks that overlook Gloucester Harbor, with views of downtown Boston. The cottage sleeps up to 10 people and has a fantastic 40 foot long porch perfect for reading, playing games, or taking in the sunset. Freshen up after a day at the beach in our new outdoor shower, from which you can see the Boston skyline on a clear day!

Cottage

Harbor Lights: Charming 5-Bedroom Seaside Cottage in East Gloucester

Gloucester, Massachusetts, United States

5

Bed

Bath

10

Sleeps

$1504.93

Timeless Seaside Estate: 4 Lodgings, Private Beach

Gloucester, Massachusetts, United States

9

Bed

5

Bath

14

Sleeps

$1021.12

Features:brbr☆ Waterfront home overlooking Ipswich Bay in Annisquambr☆ Expansive patio with breathtaking ocean viewsbr☆ On a 55 rolling acre estate of meadows, forest, marshgrass and rocky granite shorelinebr☆ The estate has walking paths that connect residents to various estate amenities, including two private beaches, a playground, and tennis court br☆ The estate home has 2 separate structures giving you plenty of space br☆ Board games and beach essentials included (towels, chairs, and an umbrella)br☆ Outdoor shower br☆ BBQ grill (gas and grill equipment included)br☆ Private workspacebr☆ Piano br☆ In-unit washer and dryer brbrLocation:br☆ 5-minute walk to a private white-sand crescent beach br☆ 5-minute walk to a private flat mica beachbr☆ 5-minute drive to The Cove Cafe br☆ 10-minute drive to Halibut Point State Park br☆ 15-minute drive to downtown Gloucester & Rockport (lots of restaurants, museums, galleries, and whale-watching!) brbrGuest Access br☆ The entire home and grounds are yours to explorebr☆ The beach and tennis courts are shared with other homes on the Bayview Estate - all related to one another. br☆ A lockbox with a key for you to use during your stay (instructions will be sent before check-in) br☆ You will receive a text with a link to Breezeway digital guidebook which contains helpful info for the home as well as food/local recommendations for Gloucester brbrParkingbr☆ Private driveway can comfortably fit multiple carsbrbrThe 2 separate structures are:brMain house - Center home with two floors brMonkey house - Apartment above garage with monkey decor, all one level brbrKitchen and Dining: brbrFirst Kitchen br☆ Fully stocked kitchen with cookware, dishes, toaster, microwave, drip coffee maker (with coffee and supplies), blender, stove kettle, and other essentialsbr☆ Dining room with long elegant table seating 10 people and ocean views brbrSecond Kitchen br☆ Fully stocked kitchen with cookware, dishes, toaster, microwave, drip coffee maker (with coffee and supplies), blender, stove kettle, and other essentialsbr☆ Small dining room seating 4 brbrLiving Room brbr☆ First Living Room br☆ Shared space with dining area br☆ Comfortable seating br☆ Small hidden TV with streaming br☆ Indoor Wood fireplace br☆ Ocean views br☆ Built in window nook br☆ BoardgamesbrbrSecond Living Roombr☆ TV with streaming br☆ Comfortable seating br☆ Splitter AC units br☆ Board games brbrBedrooms brbrBedroom 1 (Main house loft bedroom)br☆ (currently being renovated, photos coming soon) br☆ King bed br☆ Clothes storagebrbrBedroom 2 (Main house/ main level)br☆ King bed br☆ Beautiful ocean viewsbr☆ Work deskbr☆ Built in window nook br☆ Ceiling fanbr☆ Clothes storagebrbrBedroom 3 (Monkey house/ above garage) br☆ Queen bed br☆ Window AC unit br☆ Clothes storagebrbrBedroom 4 (Monkey house/ above garage) br☆ Two bunk beds (sleeps 4)br☆ Window AC unit br☆ Clothes storage brbrBathrooms br☆ Each house has a hairdryer br☆ Bathroom essentials included br☆ Main house bathroom on the main level has a step in shower and large vanity br☆ Main house half bath on main level br☆ Monkey house bathroom has a step in shower and separate bathtub brbrOutdoor Living br☆ Expansive brick patio with breathtaking ocean views, outdoor dining set, sun loungers and extra seating br☆ Walkable to 2 beaches, a playground, and tennis court (first come first serve basis) br☆ BBQ grill (gas and grill equipment included)br☆ Spacious yard around the house br☆ Outdoor games available brbrBaby & Family-Friendly Amenities br☆ Pack ’n play/Travel cribbr☆ High chair br☆ Baby bathbr☆ Kids games, books, and toys

Oceanside Estate: Main House & Apt w/beach access

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$305.04

Stay on Cape Ann for the Holidays ! Celebrate Gloucester’s 400th celebrations and activities. Attending a local wedding Renovating this winter This unit is a fabulous location to be for all life celebrations. Have family in the area but want your own space You found just the place:) Fabulous sunset view of Little River. Best location to get to all Cape Ann has to offer. brbrRelax on large deck and watch the infamous West Gloucester sunsets. Ten minutes drive to Wingaersheek Beach, Good Harbor Beach or downtown to events in Gloucester. Dock access to swimming in the Annisquam River or bring a kayak or paddle board to venture further down the river for day's activity!brShort drives to Manchester-by-the-Sea, Essex, and Rockport. Within and hours drive you may travel north to Newburyport, Portsmouth, NH and then into Kittery, Maine for a fabulous day trip. The MBTA train has 2 Gloucester stops for a 45 min trip into Boston, or take a stop in Salem, MA. brbrThis spacious (1,800 sq ft) unit is perfect to be the central location for any wedding or family event you would have in the area. Plenty of parking on site. brbrWe have hi speed Wifi, 2 TVs, 65 living room & 50 in bedroom. Full kitchen and space to cook or enjoy local takeout ! brbrBest local neighborhood restaurant is Lobsta Land minutes out the door !

#Weddings #Holidays #Corporate short term Just need some “in between” place

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$265.56

This 950 square foot duplex one bedroom home is deceiving from the outside, once an old store in Lanesville Village now a village home overlooking the Cove. inside it is well appointed remodeled home featuring a large loft master bedroom upstairs and more sleeping and living on the ground floor. Air conditioning throughout~ though with the cove breezes it is unlikely you will need it. There is a large separate eat in kitchen with all the appliances, and almost everything else you may need downstairs.-BYOL (bring your own lobsters). Included are more conveniences, in the kitchen spices, and basic pantry items, in the bath- hair dryer,, towels and linens, a washer and dryer,. Our home features comfortable seating, games, books and more! Close to everything, yet a real vacation spot.br Walk a couple doors down to the package/general store for marinated meats and some wine, settle in on the deck to enjoy the famous sunset over Lanes Cove. Wake up and start at the Plum Cove cafe for coffee on your way to Plum Cove beach, never crowded! Great for families and sea glass hunting! Like a more rugged hike explore the wooded quarries of the Greenbelt - great on a hot day. Lots more a short drive away, like Rockport and Bearskin Neck, large beaches like Good Harbor, Wingarsheek, Cranes and more. Many people come to relax but if you want to visit Rockport, Salem or Boston they are easy to jump to- catch the train for a day jaunt to Salem or Boston a couple miles away (three stations to choose from), Rockport is just a mile up the road as you pass by Lobster Cove.We will consider your dog, but require a special dog security deposit. Dedicated parking for one car and street parking is always available. There is one granite step to enter, and stairs to the loft bedroom. Many guests enjoy the down couches and high Queen airbed downstairs for overflow

Large, open floor plan. Water views of Lanes Cove. Walk to Plum Cove beach.

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$977.38

Welcome to Aerie! Enjoy this grand gathering house with great flow and enough rooms for all the beach lovers in your life. The home is situated between two of Cape Ann's most coveted beaches, Long Beach and Good Harbor Beach. As an added bonus the home is moments walk to an ice cream stand and pizza shop.brbrBeamed ceiling, paneled walls, and wood floors throughout provide period detail and create a traditional cottage vibe. The first floor includes an open concert kitchen and dinning area, a bath with stand up shower, a large living room with lots of seating, and a cozy den with fireplace. Laundry is also located on this level. There is also a finished, enclosed 1st level porch washed with natural light that opens onto a large exterior patio perfect for outdoor dinning and lounging. New for 2024 is an outdoor shower. brbrThe 2nd level has 8 bedrooms featuring two king bedrooms, and another full bath. Two of the front bedrooms room have distant ocean views. The four central bedrooms have central air. The rear two bedrooms and fronttwo bedrooms have portable air conditioners. In the winter the two front and rear rooms use electric heat. (Window units removed in early fall).brbrThe house can sleep 16 people in beds.brbrThe name Aerie means an elevated, secluded dwelling and this home is just that. This near 100 year old beach cottage is perched above Thatcher road making it a quick walk to local beaches. The large driveway, and an additional small lot across the street, allow guests to park up to ten cars.brbr*All bed Linens/bath towels are included. Beach towels are not provided. brbr———Extra Information————-br-Boomings last week of June-labor day require 7 nights stay Fri-fri. br-Guests are asked to maintain ability to communicate via VRBO app for notifications and updates. brbr-See our sister property listing on homeaway (#3641328). Sleeps 12 and is a quick walk to Goodharbor beach.brbr -We take our neighbors comfort and privacy very serious. If your group cannot handle being respectful of our neighbors and maintain quiet time after 10pm we ask you to please not book.

The Aerie. 2 King beds, AC, outdoor shower. Walk to 2 local beaches

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$1415.36

Summary:brbr4-Minute Walk to Good Harbor Beach!brbrbrbr✓ Prime Beach Road location just steps from iconic Good Harbor Beachbrbr✓ Brand new, top-to-bottom renovation with every detail thoughtfully reimaginedbrbr✓ Sleeps 18 across a spacious main house + private attached guest housebrbr✓ Designer-furnished throughout with all-new, high-end finishesbrbrbrbrThe main house features 4 bedrooms plus a bunk room, 3.5 bathrooms, and two laundry rooms. The attached guest house includes its own kitchen, bathrooms, and porch—ideal for added flexibility.brbrbrbrVisit @stay_collections on IG for a video property tour.brbrbrbrThe Space:brbrStep inside this fully renovated coastal retreat just a 4-minute walk to Good Harbor Beach. Thoughtfully redesigned from top to bottom, this home blends historic charm with elevated modern finishes, offering exceptional space, privacy, and comfort for large groups and multi-family stays.brbrbrbr☆☆☆ HIGHLIGHTS ☆☆☆brbrbrbr→ 4-minute walk to iconic Good Harbor Beachbrbr→ Sleeps up to 14 across a main house + private attached guest housebrbr→ Brand new renovation with all-new furnishings and finishesbrbr→ Private outdoor spaces + parking for 6 carsbrbrbrbr☆☆☆ MAIN HOUSE – LIVING SPACES ☆☆☆brbrbrbr→ Bright living room with exposed beams and refinished hardwood floorsbrbr→ Chef’s kitchen with induction range, wine fridge, and eat-in diningbrbr→ Front porch, back patio, private yard, and grillbrbr→ Designed for gathering and entertainingbrbrbrbr☆☆☆ MAIN HOUSE – SLEEPING ☆☆☆brbrbrbr→ Primary bedroom with king bed and en-suite bathroombrbr→ Two queen bedrooms + one twin bedroom (2 twins)brbr→ Bunk room with four twin beds and half bathbrbr→ 3.5 bathrooms totalbrbr→ Two laundry roomsbrbrbrbr☆☆☆ ATTACHED GUEST HOUSE ☆☆☆brbrbrbr→ Private entrance with enclosed porchbrbr→ Full kitchen with dishwasherbrbr→ King bedroom + 1.5 bathroomsbrbr→ Dedicated laundrybrbr→ Queen sleeper sofa (please inquire)brbrbrbrA rare opportunity to stay steps from the sand in one of Gloucester’s most desirable beach neighborhoods. Perfect for multi-family groups seeking space, style, and privacy — all moments from Good Harbor Beach.brbrbrbr Book today and experience Good Harbor Beach at its best.brbrbrbrGuest Access:brbrSmart lock door codes will be sent prior to arrival.brbrbrbrThe Neighborhood:brbrThis home is located in a quiet, residential coastal neighborhood just steps from some of Gloucester’s most iconic scenery. Directly across the street from Bass Rocks Golf Club, the area feels peaceful and established, while still offering quick access to everything Gloucester has to offer. Good Harbor Beach is a short walk away, the scenic Back Shore is just a 1-minute drive, and Downtown Gloucester is a lively 7-minute drive for dining, shops, and harbor views — the perfect balance of calm and convenience.brbrbrbrOther Things to Note:brbrThere are two queen pull out couches, please inquire. No pets, smoking, or events are permitted.brbrbrbrInteraction with Guests:brbrIf you need anything during or leading up to your stay, just shoot us a message and we are there to help!

Stay at Good Harbor Beach

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$413.29

My husband and I want to assure you that we take your family's health and safety very seriously. Our house is professionally cleaned after each guest, to ensure your comfort. Our home offers self check in and keyless entry, and if you are more comfortable using your own linens and towels, please let us know and we will accommodate you. We want you to be able to relax and enjoy your vacation.brbrPlease enjoy our 3 Bedroom, two bath home, It sleeps 7 comfortably, with 2) queen size bedrooms, and one bedroom with bunk beds and a trundle. There is room for an extra person on our couch. Both full bathrooms have been remodeled, one features a walk in shower, and the other has a tub/shower combo. There is also an outdoor shower for your use after returning from the beach. brbrOur house does not have air conditioning. There are ceiling fans in the two master bedrooms, and tower and box fans for your use while you enjoy your stay. The open kitchen and living room floor plans have cross ventilation thru the front and back windowsbr brOur home features an open floor plan for the kitchen and living room, complete with skylights. Relax on the patio with your morning coffee or dinner and drinks. There is also a laundry room off of the kitchen with a washer and dryer for your convenience.br brAdditional amenities include two 55 smart TV's, one in the bedroom and one in the living area (use must use your Netflix account), an Xbox 1 (please bring your own games), WIFI, cable TV, an outdoor grill and patio furniture. All linens and towels are included.brbrIt is a short walk to Long Beach from our home (less that 5 minutes), and just a 10 minute walk to Good Harbor Beach if you are looking for a change of scenery.brThe house also offers plenty of parking space.brbrRockport's famous Bear Skin Neck, with all the art galleries, food and shopping you can enjoy is a bike ride or quick trip in the car downtown (less than 3 miles away).

3 Bedroom Two Bath Walk to Long Beach and Good Harbor Beach

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$878.37

Located on the waterfront of Little River (offshoot of Annisquam) in Gloucester, Cape Ann, sweeping ocean river views, gorgeous sunsets, and a direct water access dock perfect for hanging out and watching the tide come and go. Swim to the raft, fish, kayak and paddle board (at high and medium high tide)! Kids love to look for crabs and snails at low tide. Watch the ospreys, egrets, herons and bald eagles fish. Nap, read or dine on the screened-in porch or in the patio/yard area overlooking the water. Close proximity to beaches - Stage Fort beach and park (5 min drive) and Good Harbor and Wingersheek beaches (12 min drive). Explore the many cafes, shops, bakeries, restaurants and nightlife in Gloucester center. Short drive to Halibat State park and Downtown Rockport. brbrLots of beds for your whole family! There are 3 bedrooms on the top floor and a fourth bedroom and bonus den/office on the bottom floor that can used for sleeping too. The three main bedrooms are on the top floor along with the kitchen, family room, full bath and porch. One bedroom overlooks the river with a king bed. A second bedroom has two twin beds side by side and a third twin bed, perfect for kids. The third has a full size bottom bunk and twin top bunk as well as a free standing twin bed. Below the main floor, in the walk-out basement overlooking the water, is a bonus den/office with a queen bed, couch area and desk as well as a bedroom with a queen bed and trundle twin beds. There is a rustic full bath with a standup shower, sink and toilet in the unfinished part of the basement near the bedroom, off the den. Washer and dryer are also on this floor. There is an outdoor shower to rinse off the salt water. brbrThere are two outdoor dining options - one on the patio by the walk-out den overlooking the river which seats 4-6 and the other is on the screened-in porch, off the living room, which seats 8 -10. Indoor dining seats 4. Renters can use paddle boards, dock and raft. Motor Boat, trampoline and fireplace not in use for guests. Please note the dock is removed seasonally.

Waterfront Home! Stunning sunsets, swimming, paddling!

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$1173.48

Salt Marsh is a large and comfortable vacation home with lush views that stretch across Farm Creek Marsh. This property also has rights to access private Coffin's Beach.brbrThe generous open-plan floor plan starts with the large eat-in kitchen and continues to the living room and library beyond. There is a pantry area off the kitchen that includes laundry and a half bathroom. Up a short flight of stairs is a newly-built game room with a daybed and trundle for extra sleeping space.brbrUpstairs, the Primary bedroom offers great views and a spacious full bath with soaking tub and separate shower, plus double sinks. Two additional bedrooms, one with twin beds and another with a Queen bed, and a full bath completes the second floor. The lower level has a large suite that sleeps four and includes a daybed and trundle, a Queen-sized Murphy bed, and a full bath with shower.brbrOutside, there are marsh and peek-a-boo ocean views from the lush backyard and from the oversized deck with a gas grill, dining set, and outdoor shower.

Salt Marsh Cottage: Private Coffins Beach!

Gloucester, Massachusetts, United States

3

Bed

Bath

8

Sleeps

$377.32

Perched on the third floor of a well-maintained building, this modern two-bedroom apartment offers comfort, convenience, and ocean views of Ipswich Bay.brbrInside, you'll find a thoughtfully updated space featuring a fully equipped kitchen with plenty of natural light. Whether you're relaxing with a book or preparing a home-cooked meal, this home is designed with ease and enjoyment in mind.brbrStep outside and explore all that Lanesville has to offer—scenic Lanes Cove and Harvey Reservation, coffee shops, and scenic walking trails. Best of all, you'll be just a few hundred yards from Plum Cove Beach, a quiet, family-friendly beach.brbrWith one off-street parking space and a peaceful coastal setting, this apartment is ideal for couples or small families looking to unwind by the sea.brbrNo Pets. No smoking. No events or parties.

Spy Glass - Views of Ipswich Bay

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$722.58

If you don't know Gloucester, a stay at our Beach Haven is the best way to experience it - and if you do know it, you'll appreciate the access to great views, perfect light, and a wonderful little town. Read on...brbrThe house: A very short walk to Gloucester's two best beaches, Good Harbor & Long Beach, our Beach Haven has breathtaking views from the living room and spectacular roof deck. (No busy roads to cross to get to the beach.) From the deck, you can enjoy your morning coffee or dinner & cocktails while breathing the sea air and watching the waves over Salt Island. The roof-top shower lets you gaze at the clouds and feel the ocean breeze while washing off the sand after a long day at the beach. A perfect respite from your busy days.brbrThe town: We also highly recommend a trip or two to the wonderful harbor/fishing town (10 min drive) for super fun and eclectic shopping, more than a few casual or elegant restaurants and cafes, museums, whale watching excursions and more. This 400 year old port has a deep, proud history - never a dull moment. We absolutely love it here and so will you. Come visit!

All-Season Beach Haven - walk to two beaches!

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$659.4

Watch the beautiful sunsets over the Annisquam River from the deck or just enjoy the scenic views all day long of Merchants Island, Jones Creek and Wingaersheek beach at a distance. Simply spectacular. brbrThis vintage home built by a boat captin in the 1890’s has six bedrooms on the second floor and sleeps up to 10people. Large eat in kitchen with two seating areas. There is a half bath off the kitchen, and a bathroom with a tub on the second floor. The walk out lower level has a newer bath with shower and laundry. You may swim from the property or boat from the shore or dock with a canoe, kayak, flippers, mask and snorkel and get ready for a fabulous vacation. (We do not supply any of thesebrItems). brKeywords: Single Family

Waterfront Home with Spectacular Viewsof the Annisquam River

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$739.86

Ideally situated between two of Cape Ann's most beautiful beaches, this ideal vacation rental home is a mere 3-minute walk to Long Beach and an 8-minute walk to Good Harbor Beach. The home has a single level and an open floor plan that offers convenience and practicality.brbrThe location for this beach house is especially convenient to many local amenities. In addition to the beaches, in one direction there are super markets, coffee shops, family restaurants and the rest of Gloucester beyond. In the other direction is Rockport, with it famous village center of shops, eateries, art galleries, and the Shalin Liu performance center.brbr1,402 Sq. Ft. No pets. No smoking.brbrLiving Room: A sunny room with large windows, this room contains a 55” flat screen TV, a decorative fireplace, a large sofa, and a rocking chair.brbrKitchen: The kitchen contains granite counter tops, recently updated stainless appliances, and a gas range. The kitchen opens on to the adjacent dining room.brbrDining Room: Dining area seats 6 and is between the kitchen and living room.brbrSun Room: This bonus room is filled with light with a pull-out sofa for additional sleeping space. There is also a card table and a sliding door to the back yard and deck.brbrFull Bathroom: Contains both tub and shower.brbrHalf Bathroom: Doubles as the laundry room, with the washer and dryer.brbrBedroom 1: Master bedroom with King bed and a sliding door to the deck.brbrBedroom 2: Queen bedroom.brbrBedroom 3: Queen bedroom.brbrEXTERIORbrbrThe deck overlooks the spacious yard and features a patio dining set with an umbrella for shade. There is also a gas grill, additional outdoor seating, and a cold-water outdoor shower to rinse off the sand after the beach.brbrPARKINGbrbrThere is a circular drive that can accommodate 4 cars.

Two Beaches: Long Beach & Good Harbor

Gloucester, Massachusetts, United States

3

Bed

Bath

8

Sleeps

$298.23

Welcome to this charming Gloucester home! This delightful 2-bedroom, 1-bath guest home is perfect for families. Enjoy a cozy queen bed in one room and fun bunk beds in the other, sleeping up to four kids. Cook in the fully equipped kitchen and dine in the quaint dining area. Kids will love the unique monkey-themed decor!brbrLocated on a stunning 55-acre estate, you'll have access to two sandy beaches shared with other families. The perfect getaway for relaxation and adventure!

Guest House on Private Estate with Beach

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$1025.21

This is the vacation house you have been looking for! It’s perfectly located only a few steps from the private & secluded section of Coffins Beach. As well as a short walk to the world famous Wingearsheek Beach. The younger crowd will love the excitement of the public part of Wingaersheek beach, while the private access to Coffins Beach is unexcelled for that quiet relaxing time. Why have to make a choice when you can have them both All within a 2-3 min minutes walk, less than 2/10th of a mile to the private neighborhood section of the beach called Coffins beach. Or 1/2 of a mile to the white sands of the public side of Wingaersheek Beach. This immaculate and graciously appointed home is the perfect destination for discerning beach lovers who want only the best in accommodation, sea & surf, at the same time having the secluded privacy you have been dreaming of.brbrHousing accommodations are a perfect set-up for the extended family or share with the best friends. This location contains 3000 sq/ft. of housing for your enjoyment. This is one of the most private and secluded houses available in the area, as you will be quietly resting on 1.38 acres. Once you enter the private community by way of the guarded gate house and continue until Sleepy Hollow Pond you will turn on to your own private way and head up the driveway to the house, and you will immediately feel like you are on vacation and ready to enjoy your stay. All the while as it seems you are the only one around. You will be residing on your own 1.38 acres of private land. There are numerous outdoor custom built landscapes and a front patio to enjoy the beautiful weather and enjoy the wonderful privacy. As you walk-in the first floor entrance into the spacious custom tiled foyer/entrance, you will immediately feel the beach house charm! The first floor also contains an expansive open concept fully appointed eat-in gourmet kitchen featuring double built-in Jenn-Air ovens. The granite counters, custom cabinets, complete with Built-in counter blenders, and coffee grinder, pantry and stainless appliances completes this home so that it is the perfect place to be the ultimate beach home away from home. Produce your family’s favorite recipes or try some of the great local dining options, its all up to you. Beyond the 8 chair open concept, eat in kitchen, you can relax as you proceed thru to the spacious living room which contains the center-piece of the room, a beautiful custom stone built fireplace. Enjoy watching the 55” HDTV with the full surround system and music surround system (iPod friendly), or choose to relax in quietness, as the choice is yours. To your right you have two oversized custom French doors to the enormous and fully screened-in rear deck which has some spectacular water views over looking Sleepy Hollow Pond, which is a brackish pond teaming wide life. This is the prefect spot where you can relax on the outside deck furniture and sunbath privately instead of the beach if you prefer. As you continue around the first floor, there is the first of the three very nice bathrooms. For the more formal dining experience, you can always entertain in the Formal Dining room, if you prefer. You will also find the separate laundry area off the kitchen entrance/foyer. As you climb the stairs to the Lower Level. You will enter into the entertainment area which contains a large TV, and a spacious and comfy living room sets, and don’t forget you can always challenged each other at the 3-in-1 game table, with your choice of pool, ping pong and air hockey. Perhaps you prefer to play Xbox with your friends and family, and of course bring some family favorites, or sit at the beautiful Oak table and play table games or have a card tournament. It’s a great space while you’re not enjoying the beach. Additionally the sectionals do contain sleeping arrangements which can be used once the fun has ended! Once you are back on the main level and you climb the stairs to the second floor you will find the king sized master bedroom with cathedral ceilings It contains your own custom full-sized bathroom and another queen-size sofa set, and a large TV. The King size bed actually looks small in this space! There also is a huge second king size bed room, and an additional bedroom with Two Bunk beds set ups, one with pull-out trundle to round out the sleeping arrangements. The third full size custom bathroom is also located between the two bedrooms. In addition to the three bedrooms on the second floor, we also have a very large beautiful bedroom with a queen size bed in the loft over the garage, which gives you the added ability to have an another extra bedroom to fully round out this wonderful location. The house is air conditioned, if you prefer, or you can enjoy the sea-breeze air and open the numerous oversized Anderson windows. For those of you who need to always be connected, the house has WiFi, of course, but brings your cell phone as there is no landline at the house. Plenty of parking in the U- shaped driveway and lovely landscaping outside! Additionally, Gloucester is quickly becoming artwork-culturally friendly area. Take a ride to the local artwork shops found around Rocky Neck. Find a new treasure for your home to remember your trip or come every year if you prefer.brMore pictures and information available. Please make a request or make a suggestion. There is everything you would expect for a great ocean beach stay, located only 10-15 minutes drive to Gloucester harbor. Electric Beach/Golf cart provided with house. Once you experience this vacation house and locale, you will want to return for years to come. Start a new tradition and make a reservation today!brbrNew in 2013.. Exciting news, we are adding a Classic restored 1965 Pontiac GTO or a 1986 Tran Am WS-6 for rental during visiting guest stays. Enjoy the area even more in a Classic GTO or Trans Am. Please ask about rates and pictures if interested.brNOTE: If you are looking for an additional house/property, Please view our beautiful sister-house (Homeaway Listing number: 951090 or VRBO Listing number: 391707 ) Located only 1/3' of a mile away, and located in the private section of the beach as well.brbrAbsolutely NO smoking or Pets allowed. For the safety and comfort of all current and future guests.brPlease note: our cancellation policy is if you need to cancel, it is based on our ability to re-rent the booked time, and we always have fulfilled any cancellation.

Wingaersheek, Private & Public Beach, Beautiful Luxury Home, Ext'd Family

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$226.19

If you are a nature lover, you'll love our location. 200 yards or so in either direction will lead you to treasured habitats on foot. You can choose a secluded salt/freshwater inlet where you can launch a kayak, paddleboard, or jump in for a swim, or you can choose to explore the maze of trails in Ravenswood Park on foot or by bike (gorgeous fall leaf peeping). Up for a picnic, then pack one up and enjoy the sea breeze at Stage Fort Park, a mile down the road. When nightlife calls, whether be it fine dining or eating in the rough, the city of Gloucester or the town of Essex awaits your visit. Ready for the big beaches, get your towels and sand chairs (we have both for you to use) to head for Good Harbor or Wingersheek Beach. Singing Beach in Manchester-By-The-Sea is easily reached within 10 minutes by following the route we live on, Rt 127. Two train stations are close by for a day trip to Salem, MA or to Boston.brbrWe strive to help you make your trip a memorable one by helping you along the way. At this time, we can offer you a king size bed setup in the 'Blue Room' as the bedframes are designed to be able to assemble together. Please let us know in advance. Twin XL beds are offered in the 'Blue Room' and 'yellow' room. Please ask for our 'Easy Trip Stuff' list which is s compilation of items avail for your use. You won't have to pack those huge beach towels, we've got you covered!brbrWe offer a newly renovated 1300 sq ft 2nd floor unit which features a large vaulted kitchen that opens up to a spacious dining and living room area. The unit has a nice flow: open kitchen to living room, long hallway leads to separate bedrooms off to each side, bathroom access from hallway and blue bedroom, separate private deck and an additional 'reading' room. A 55 smart flatscreen tv offers you the ability to hook up to your Internet, cable tv or you can relax to enjoy iheart radio. Search for your favorite music or maybe you'll like my favorites: Nat King Cole radio, Easy Jazz, and Benny Goodman Greats. brbrOur cozy bedrooms feature 2 twin XL beds each with new 10 memory foam mattresses to give you a good night's sleep - AC is avail in every room or if you prefer, we have plenty of fans. The master bedroom leads to a spacious private roof top deck that everyone can share. Our bathroom is large and features accessories you may need such as that iron and ironing board to smooth out travel wrinkles. Did forget your toothpaste, sunscreen, or other small cosmetic staple, we probably have it avail. Tired and want some time alone, our converted Victorian style sleeping porch will offer you an oversized chair with ottoman for quiet reading or dozing off. If there is a member of your party who snores, we can setup a makeshift bed in this room, AC avail in here as well. brbrBy staying at our place, you'll save money and you can finally travel light. How We live here and we are available to give lots of information about local restaurants, events, sightseeing venues, and more. No need to pack that heavy cooler, or try to stuff beach chairs in the car. If you flew in, you'll have the necessary beach items available to expand your adventures. My wife and I are easy going and our place is known for our Freshwater cove friends to stop by our firepit. You're welcome to join us. People describe us as being generous, friendly and helpful. We hope you'll consider us for you stay here in Freshwater Cove. The pictures of Freshwater Cove are taken by walking down our little dirt lane, This is what is actually here and not across town, etc. br

Ocean and Woods! Best of both seaside delights in Gloucester!

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$238.67