Vacation Rentals By Owner In Gloucester, MA

brWelcome to your very own summer beach home! Located a short 3 minute walk from good harbor beach, this two level single family home offers five bedrooms, two bathrooms and an open concept kitchen, living room and dinning room with an additional living space on the lower level perfect for the kids. The grounds include parking for up to six cars, an outdoor entertaining/dinning area, and spacious fenced in yard for the kids to run around in. It's the perfect home for a large group or family traveling together.brbrInside you will find comfortable furnishings and all the necessary items to make your stay enjoyable. Onsite amenities include but are not limited to: Wi-Fi, Washer and dryer, fully stocked kitchen with dishes and cookware, two televisions with app/ streaming services and a bunk bed set up for those traveling with kids. Don't forget the outside shower to get all that sand off after a day on the beach.brbrThe top floor features an open concept living room, dinning room and kitchen as well as two bedrooms and a bathroom. The master located on this floor has a king bed and small balcony overlooking the marsh. Another smaller bed off the kitchen has a twin over full bunk bed. A large deck off the living room overlooks the fenced in yard with fire pit. All rooms on this level have ductless AC. brbrDownstairs you'll find 3 bedrooms, a small tv area and another full bathroom. The bedrooms on this level consist of 2 queen beds and 2 twin beds. All of the bedrooms have window air conditioners (window units are in place Memorial Day-labor day) . The living room has a ductless wall unit. The laundry room is also located on this level.brbrAside from the accommodations, what will keep you coming back year after year is the unbelievably short walk to Good Harbor beach. You can be on the beach in minutes, and you'll welcome the short walk back after a relaxing day. brbr**Linens/towels are NOT provided (we do supply pillows, blankets and mattress covers). Please see the house manual/welcome email for needed items. brbr*Pets are not permitted at the property. brbr*From June 24-August Check in day will be FRIDAY**brbrPlease about our sister property which can accommodate 16!br

Steps to Good Harbor Beach, 5 Bedrooms, Air Conditioning, Large Deck, Fire Pit

Gloucester, Massachusetts, United States

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Bath

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$684.56

This finely maintained summer cottage built in the 1820s overlooks Hodgkins Cove in Gloucester Massachusetts.brbrUnique and special amenities include 2 private beach accesses, consistently spectacular sunset views over Hodgkins Cove and Ipswich Bay, and hiking/walking paths on a 55 acre private estate (yes really!).brbrIt comfortably sleeps 11, has 5 bedrooms, 2 and a half bathrooms, a downstairs porch, and and upstairs nightclub (which is a covered screened in outdoor lounge area great for evening cocktails to watch the sunsets).brbrIt's located 5 miles from Bearskin Neck in downtown Rockport and 5 miles from downtown Gloucester. Both downtowns are filled with very nice, family restaurants, fun boutiques, and art galleries. brbrEnjoy water views from most rooms in the house. Dogs allowed, smoking not allowed.brbrFIRST FLOOR:brbrKitchen: Everything you need in a kitchen: range, sink, dishwasher, silverware and plates and pans, and of course ocean views.brbrBathroom 1: sink, toilet, shower/bath.brbrBedroom 1: King bed, closet, ocean views.brbrDining Room: Dinner table that seats 10 comfortable.brbrLiving Room: Television, 2 couches, antique day bed, fireplace, and an ocean view.brbrUtility Porch: Washer/DryerbrbrBay View Downstairs Porch: Overlooks Hodgkins cove. Beautiful views. Perfect for enjoying a nice day.brbrbr2ND FLOORbrbrBedroom 2 (the door room): 3 twin beds, 1 closet, 2 dressers. Great for kids.brbrBathroom 2: sink, toilet, bathtub.brbrBedroom 3: full bed, closet, ocean view.brbrBedroom 4 (the pillow): a smaller, cozy room with a full bed. Ocean view. brbrBedroom 5 (the master): king size bed, closet, half bathroom, sitting area, and of course ocean views.brbrBathroom 2.5: sink and toilet in the master bathroom.brbrUpstairs Porch (the nightclub): screened in, couches, and a swinging Gloucester hammock. Great for cocktails in the evening and for a fantastic sunset.

Gloucester: 5 Bedroom Summer Cottage with Sunset Views and Private Beach Access

Gloucester, Massachusetts, United States

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Bath

Sleeps

$526.45

. - Sunny and cheerful home with direct views of harbor, boating activity & glorious sunsets from your private deck & living spacebr- 1 mile to all the attractions of Downtown Gloucesterbr- Located in the quaint East Gloucester neighborhood walking distance to Rocky Neck art galleries and restaurantsbr- 1 mile to either Good Harbor Beach OR Niles Beachbr- Hi-speed WiFibr- Fully fenced in backyardbr- Free washer/dryerbr- Fully equipped + stocked kitchen brbrRare opportunity to experience an authentic Gloucester vacation right on the harbor! Conveniently pull into the street parking spots and step up to your front deck overlooking the specular harborside. Upon entering the recently updated duplex you'll immediately be greeted by all the light and bright coastal colors and details. brbrOn the first floor you'll find a newly renovated and fully equipped kitchen complete with stainless appliances and complementary coffee and tea. Head into a comfortable living room with smart TV to stream your favorites. Curl up on the spacious bay window seating with plenty of books to explore and enjoy harbor views. The first floor also has a full bathroom and a washer and dryer.brbrHead up the stairs and you'll find 2 coastal style bedrooms with queen beds and a full bathroom. In the largest bedroom you'll wake up to unobstructed views of the harbor! In the backyard you'll find a lovingly cared for lawn with gardens and private deck for al fresco dining & summer grilling. The yard is fully fenced in making it perfect for letting little ones run around!

2BR/2BA Harborside Home · Fenced Backyard · Ocean View ·Walk to Rocky Neck+Beach

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$530.58

Welcome to C by the Sea, our stunning penthouse apartment located in the heart of Gloucester, MA. This beautifully renovated 1 bedroom, 1 bathroom top floor unit boasts breathtaking views of the Gloucester Harbor and Ten Pound Island and features stunning skylight windows, which flood the space with natural light. C by the Sea is located in a charming historic building, built in 1865, sleeps up to 4 people, and is just steps away from all that Gloucester has to offer.brbrAs you step into the living room, you'll notice the charming cedar shingle feature wall that creates the feeling of a New England boathouse. It not only provides a unique aesthetic to the space, but also offers a great photo opportunity to capture memories of your stay. brbrThe living room features a 65 inch smart TV and heavenly cloud couch. Whether you want to catch up on your favorite shows or stream a movie, this TV has you covered. brbrThe living room also has a dining table that can serve as a place to enjoy meals or work during your stay. With its comfortable seating and modern decor, the living room is the perfect place to relax and spend time with loved ones. We hope that you'll make many happy memories in this welcoming space during your stay.brbrOne of the standout features of this apartment are the huge skylight windows that bring in an abundance of natural light throughout the unit. The space feels bright, airy, and inviting. brbrThe fully stocked kitchen is perfect for preparing meals during your stay. Our recently renovated kitchen features brand new countertops and island that provide ample space for meal preparation, cooking and eating. brbrThe kitchen is equipped with top-of-the-line appliances, including an oven hood range, gas stove, dishwasher, and garbage disposal. The kitchen also features a coffee bar with a french press, Keurig Duo, electric kettle, coffee and tea for your convenience. brbrWhether you prefer to cook a homemade meal or simply heat up leftovers, this kitchen has everything you need to make your stay comfortable and convenient. With its modern design and high-quality finishes, we are confident that you'll enjoy spending time in this beautiful kitchen during your stay.brbrThe bedroom is the perfect place to unwind after a day of exploring the surrounding area. You'll find that the luxurious linens on the comfortable queen-sized bed will provide a great night's sleep. If you prefer a darker sleeping environment, the blackout curtains will help ensure that you get the rest you need. Additionally, the bedroom features a lovely sitting area where you can enjoy a cup of coffee in the morning or read a book in the afternoon. We hope that you'll find the bedroom to be a cozy and welcoming space during your stay.brbrThe bathroom offers a modern nautical design, with high-quality finishes and thoughtful details that make it a relaxing and comfortable space. The luxury rainfall shower head will help revitalize your senses to start or end your day. brbrAnd of course, we can't forget about the stunning ocean views that you can enjoy from the comfort of the apartment. The sight, sound, and smell of the waves crashing against the shore will create the perfect backdrop to your stay.brbrYou'll have access to the C by the Sea apartment. The entrance to the unit is through a shared stairwell with apartment B. You have access to a lovely shared bistro seating area on the front porch.brbrWe hope that you'll enjoy all that this space has to offer and have a wonderful time during your stay.

C by the Sea - Ocean View Penthouse

Gloucester, Massachusetts, United States

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Bath

Sleeps

$1119.89

This is the Vacation Beach House you have been searching for. Perfectly located only steps to Long Beach Gloucester, this immaculate and graciously appointed home is the perfect destination for discerning beach lovers who want only the best in accommodation, sea & surf! The house has direct waterfront views of the private section of Gloucester’s side of Long beach as well as direct views of the Twin Lighthouses of Thatcher’s island, which is a well known spectacular tourist view. Enjoy your favorite part of the day gazing out at the beautiful scenery. All this while less than a 2 minute drive (8-10 minute walk) to the World Famous Good Harbor Beach. You can enjoy both beaches during your stay. Why would you settle for one beach when you can enjoy two This beautiful home boasts 5+ lovely bedrooms and 3 sparkling custom tiled full baths as well as fabulous extras like a family room with a big screen TV and 3 in 1 gaming table, formal living room, Fully open concept first floor formal dining room, and gourmet kitchen, with ocean views from many parts of the house. The outdoor space of this house is just as amazing with large outdoor decks and two fully expanding canopies which only add to the space and charm of this location. Relax on the patio, or recharge for a bit on the outdoor hammock. All within 50 yards to the white sands of Gloucester’s side of Long beach. You won’t want to leave!brHousing accommodations are a perfect set-up for the extended family or share with the best of friends. This location contains 3500+ sq/ft. of housing for your enjoyment. This is one of the largest houses available in the area. On your drive to the house you will pass by Good Harbor Beach and there is no question that you are at the ocean as the breeze and surroundings are undeniable. As you continue only a short distance you will turn into the private area of Gloucester’s section of Long Beach. After a few short turns you will arrive to the house, and you will immediately feel like you are on vacation and ready to enjoy your stay. Outdoors you will notice the numerous outdoor custom built landscapes and a large rear yard with patio to enjoy the beautiful weather and enjoy the wonderful privacy. As you enter the house at the first floor into custom tiled entry you will immediately feel the beach house charm! Prepare to be amazed at the open concept Kitchen, Living room and Dining area which are perfect for the family gatherings and the memory making event you are visiting for. The custom hardwood stairwell is impressive and the detail is outstanding, as it blends into the hardwood flooring on the entire first and second floor. The Kitchen, while fully appointed, has a full granite surround with a bar level set-up for sitting down for a nice quick meal while the dining area is perfect for the larger sit down style dinners. The expansive custom built-ins and full appliances complete 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, it’s all up to you. The living room is just amazing for relaxing and watching the ocean, or watching TV if you prefer. Additionally on the first floor we have a full bathroom and a spacious bedroom containing a Queen-size bed with a pull-out trundle. As you ascend to the top of the beautiful custom staircase to the second floor the view of Long beach with the Twin light houses of Thatcher’s Island in the background will astound you. The top of the stairs lead to another living room a huge custom designed sectional with the breath-taking ocean views, as well as a 55” HDTV and gas fireplace. The sectional includes a pull out twin size bed. It really is an amazing space to just relax and enjoy your time. Just off this living room is the master bedroom which contains a majestic King Size bed, a 55” HDTV and your own private deck with outdoor furniture and fully automatic expanding awning. Have your morning coffee on the deck overlooking the picture perfect private back yard. As you exit the master bedroom thru the oversized French doors onto the deck you will notice a hand painted seascape mural by one of the very famous local artists. It’s a great touch and just adds so much charm! We also have an additional bedroom/nursery off the master for those who want to have the kids close by. This bedroom/nursery contains a twin bunk bed with a trundle. Also on the second floor is the master bathroom with many custom features including a Jacuzzi tub and separate stand up shower. If you ever do decide to leave this upstairs retreat, and head back down the stairs to the main level you can still proceed to the lower level for even more entertainment. The lower level contains the washer/dryer and laundry area, as well as two more bedrooms and an additional Living room with a kitchen/kitchenette and another full bathroom. The bedrooms are spacious and well appointed, one bedroom contains a Queen bed with an additional twin bed with trundle and the other bedroom contains a twin bed with trundle and a second twin bed. The Living room has a large Queen-size pull-out sofa coach. 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 Wii 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. There is also a walk-out slider to the beautiful yard as well with easy parking and access if required. You can have plenty of room with friends and family but never feel like you are crowded. This also makes an excellent area for in-laws, an au pair, or a family with small children that need a bit more privacy. 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. If the house is not big enough already and you need more space, then the outdoor area is the place for you! This is the perfect spot where you can relax on the outside deck furniture and sunbath privately instead of the beach if you prefer. We have a full patio arrangement for you with a fully expanding automatic awning as well as a relaxing hammock, which seems to draw you to some downtime! There is an outdoor shower with hot and cold water to rinse everything off and we do have an outdoor grill of course! The large driveway is spacious enough for 5 or 6 vehicles. with plenty of parking. 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. We would love to have you visit our home!brMore pictures and information are available. Please make a request or make a suggestion. There is everything you would expect for a great ocean beach stay, located only a 5-10 minute drive to Gloucester harbor. 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!brbrPlease 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.br

Long Beach & Private Good Harbor Beach, Beautiful Luxury Home, Ext'd Famil

Gloucester, Massachusetts, United States

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Bath

Sleeps

$463.68

This simple and quiet home is behind a Victorian mansion and was used as the Maid's quarters to house staff. It's now a cozy vacation home to get away and take advantage of the 55-acre rambling estate, with 2 sandy beaches, meadows, forest, marsh grass, a rocky granite shoreline, a granite swimming pier, and even a lily pond. brYou have access to the beaches, shared with other families living in this private compound. brThe deck looks out to Ipswich Bay, providing a great outdoor dining space.

Cottage

Maids Quarters; private beach

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$595.73

As you step through the threshold of this sensitively restored 1680 residence, you are transported to an earlier time—immersed in the history of the home and the area. One of the oldest homes in the Essex corridor, the interior of the William Haskell House has remained virtually untouched since it was built and is documented as one of the finest examples of a First Period Colonial house that exists today.brbrIf you are a lover of period antiques, historic old homes, American history, and seek a truly unique experience—then a stay at the William Haskell House is for you! You will sojourn amid historically significant antiques, in a home that has been meticulously conserved to reflect the aura of the original 17th century structure.

First Period Colonial Lodging in Gloucester MA

Gloucester, Massachusetts, United States

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Bath

Sleeps

$665.76

Summary:brbr✔ Great location: 3 min walk to Niles Beachbrbr✔ 5 beds: king, queen, 3 twins (2 baths)brbr✔ Fully equipped kitchen and diningbrbr✔ 3-car parking, EV charger*brbr✔ Hassle-free check-out, leave the chores to usbrbrbrbrSituated between Rocky Neck and Eastern Point, explore Gloucester and Greater Cape Ann easily.brbrbrbrNewly renovated, designed for comfort. Enjoy hotel-like amenities with the convenience and togetherness of a home! Visit @stay_collections on IG to explore our property gallery and local recommendations!brbrbrbrThe Space:brbr☆☆☆ 1ST FLOOR ☆☆☆brbrbrbr→ Kitchen: Fully-stocked with essentialsbrbr→ Dining: Kitchen bar and dining tablebrbr→ Living room: Smart TV equipped with Netflix subscriptionbrbr→ Sun room: Sofa, coffee table and reading chairbrbr→ Bathroom: Full bathroom with bath tub and stand-up showerbrbr→ Note: Fireplace not in usebrbrbrbr☆☆☆ 2ND & 3RD FLOORS ☆☆☆ brbrbrbr→ Primary suite: King bed with ocean views, balcony, en-suite full bathbrbr→ Secondary bedroom: Queen bed, private deck, personal workspacebrbr→ Laundry: Convenient access to washing machine and dryerbrbr→ 3rd floor: Bunk room with 3 twin beds and ocean viewsbrbr→ Note: all bedrooms have window blinds and air-conditioning units (seasonally)brbrbrbr☆☆☆ OUTDOORS & PARKING ☆☆☆brbrbrbr→ Patio: Dining table with seating for 6brbr→ Grill: Fully equipped propane grillbrbr→ Garden: Flower beds with bench seatingbrbr→ Parking: Up to 3 vehicles (2 in driveway, 1 along the side) with a Level 2 EV charger (Tesla & non-Tesla compatible). Please note: the street and driveway are narrow, so larger SUVs may find maneuvering challenging.brbrbrbrAccessibility brbrThere are steps throughout the property as well as a tight staircase to the second floor that may make it more difficult for people with mobility issues to navigate throughout the house.brbrbrbrGuest Access:brbrGuests have access to the entire house with the exception of three closets that contain supplies and mechanical equipment for the property.brbrbrbrThe Neighborhood:brbrJust a three-minute stroll from the residence, Niles Beach offers a serene, family-friendly shoreline—an ideal escape from the typical tourist crowds. Nearby, Eastern Point Lighthouse and Good Harbor Beach are just minutes away, whether you’re in the mood for a scenic walk or a short drive along the coast.brbrbrbrLess than a mile away, the Rocky Neck Art Colony invites you to explore its vibrant mix of galleries, working artists, and charming waterfront cafés. For outdoor enthusiasts, Ravenswood Park features tranquil hiking trails that wind through quiet woodlands and salt marshes—perfect for a peaceful nature retreat.brbrbrbrWhen it comes to dining, enjoy local flavor at The Causeway, a laid-back favorite for generous seafood plates, or elevate your evening with authentic Italian fare at Tonno, located in the heart of Downtown Gloucester.brbrbrbrOther Things to Note:brbrOur home includes a narrow staircase—consider this if mobility is a concern for a comfortable stay.brbrbrbr*Please give us a heads up if you would like to utilize the EV charger. Usage rates will vary based on the length of stay.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, please do not hesitate to reach out! We’re available 24/7 via phone, email, or the booking platform’s app.

Stay at Niles Beach

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$440.1

Keep it simple at this peaceful and centrally located place. This two-bedroom house is just what you need for a family, couples or friend's getaway. The property is within easy walking distance of downtown Gloucester, a short drive to any of the many Gloucester beaches, and a 5-minute walk to the T-station with train service to Boston. Located on a quiet street with free off-street parking, free laundry, full kitchen and tasteful furnishings, you can relax and enjoy Cape Ann. This is an old house, and the stairway is a little steep, so please consider this when booking if you have mobility restrictions.

Cozy two bedroom house in the heart of Gloucester

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$596.07

Summer at its best! A delightful spot near the beach, nice private fenced in backyard, walkable to Long Beach and Good Harbor Beach. We have everything you need to enjoy your summer vacation -outdoor shower, beach gear available. After the beach enjoy the back deck with grill and backyard fire pit. brbrLong Beach is the closest at .2 miles. Approx 4 min walk. Good Harbor is .4 miles. About 10 min walk brTbrWiFibrbrbedroom 1- queen bed (a/c window unit- seasonal)brbrbedroom 2- Queen bed, window a/c ( seasonal)brbrSmall bedroom 3- twin bed , desk ,window A/C ( seasonal)brbrliving room - 57” Smart TV, window a/c ( seasonal) , WiFibrbrbrkitchen - fully stocked kitchen, Keurig Coffee Maker, washer/dryer, dishwasherbrbrback yard - outdoor shower ( seasonal) deck that has a large table that seats up to 8, grill, fire pit, beach gear available for use in shed seasonal. brbrcheck in 4pm , check out 10am.brbrparking for 4 cars brbrmaximum occupancy 5 people, no smoking , 1 dog allowed with a pet fee upon approval of landlord. no parties, renters over age 30 only please. House most suitable for maximum of 4-5 adults.( 2 queens 1 twin). Cottage is 860 square feet.

Cozy Beach cottage walkable to Good Harbor and Long Beach

Gloucester, Massachusetts, United States

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Bath

Sleeps

$428.56

This quaint, cozy, quiet two bedroom fully furnished apartment in the Village of Lanesville has views of the Ipswich Bay from its second floor vantage point.brbrThe neighborhood's grassy knolls, serene pines, rocky coast and walking trails provide a perfect setting to enjoy the beautiful sunsets over the Bay. brbrNearby are quarries, coves, beaches, galleries & retreats. Walk to beautiful Flat Rocks, an exquisite stretch of Cape Ann's renowned rocky coast to the north & west; or visit Halibut Point State Park, an exploration of trail and quarry surrounded by the North Shore Ocean Sanctuary, Atlantic Coast, Rockport. Lanes Cove and Plum Cove Beach are both to the south, less than a mile away. Located on a coastal scenic byway, public transportation is easily accessible in either direction.brbrThe open plan living / dining room / kitchen is spacious and bright. One bedroom has a queen bed and a day bed; the second bedroom has a twin single bed. All rooms (with the exception of the kitchen & bath) have wall to wall carpeting.brbrThe kitchen includes cooking utensils, pots & pans, dishcloths, potholders, flatware, dishware, glassware. Standard appliances include a refrigerator, stove, microwave, toaster and coffee maker.brbrBed linens and bath linens (bath towels, hand towels & face cloths) are provided. Basic housekeeping supplies are provided.brbrAlso provided: Xfinity cable, WiFi wireless network, HDTV, DVD player (No land line)brCentral heat with thermostat control, window AC, fans, electricitybrbr3 Night minimum staybrDiscounts for longer staysbrMinimum age limit for guestsbrWheelchair Inaccessible, No Smoking, No House PartiesbrParking for two cars out front, Shared back yardbr$125.00 Cleaning FeebrbrOutdoor Activities: Biking, Walking Trails, Boating, Fishing, Scuba Diving, Swimming, SunningbrLocal Restaurants & Shops Nearby - Rockport & GloucesterbrbrGuest Check in After 3:00 pm brGuest Check Out by 10:00 ambrbrbrbrbrbr

Seaside Village of Lanesville - North Gloucester, MA

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$476.32

Escape to our idyllic retreat, the ultimate vacation spot for you, your family, and friends. Nestled between the picturesque Annisquam Village and Lanesville, our turn-of-the-century Bayview home offers the perfect location to unwind and explore. brbrTake a leisurely stroll to Plum Cove Beach for a day of sun and sand or venture up our street to enjoy a refreshing swim in the local quarry. A short walk brings you to the Greenbelt hiking trails or if you want to explore Dog Town it's just a short ride away. A mile from us is Halibut Point in Rockport.... There is so much to explore. brbrAs you step into our spacious and updated home, you'll be greeted by an inviting open living space and a new fully equipped kitchen, thoughtfully designed for comfort and relaxation. The first floor boasts a cozy bedroom with a queen bed, while the second floor features two additional bedrooms - one with a queen bed and the other with two twin beds with Ipswich Bay right across the way.brbrBeyond the comforts of your temporary haven, a world of adventure awaits. Indulge in boating, whale watching, fishing, and swimming at breathtaking beaches. Embark on scenic sea kayaking excursions, explore the picturesque biking and hiking trails, and embark on leisurely nature walks. Immerse yourself in Cape Ann's vibrant art community, visit notable museums, and enjoy the lively atmosphere of festivals and farmer's markets.brbrLet's not forget the not to be missed sunsets of Ipswich Bay (right across the street) or take a stroll to Plum Cove beach. And if you’re too relaxed to cook, Gloucester Center is just a seven-minute drive away and has a great selection of restaurants, bars & nightlife! (Don't forget to ask us for our recommendations!) Minutes to Rockport, and easily accessible by commuter rail or car from Boston -- less than an hour away.brbrEscape to this Cape Ann sanctuary and experience the perfect blend of tranquility, natural beauty, and endless activities. brbrThis is the upstairs unit of a two family house (2nd and 3rd floors)brbrHere's a glimpse of beautiful Gloucester:brhttps://www.youtube.com/watch v=63n9crVxhn0&fbclid=IwAR1__KZdtusK-B906mwogwSIg0pg0JtNoNHIrX8WeTUngly81JO3SjTjlBsbrbrbrSmoke and pet-free. Parking for two cars.brCheck-in 4pm, Checkout 10ambrbrAbout GloucesterbrGloucester, founded in 1623, is America's oldest seaport. It is the quintessential New England town. Among the many maritime activities offered by Gloucester are: world-class whale-watching expeditions, lighthouse tours, stunning destination beaches, the Gloucester Schooner Adventure, the Cape Ann Historical Museum, fishing and boating opportunities in abundance, the best seafood restaurants, and a lively nightlife rich with live music and theatre. Gloucester is also the home to National Geographic’s “Wicked Tuna”. brbrAnd.....Wall Street Journal and Conde Nast say Gloucester and Cape Ann is a must-see!brbrRESOURCESbrCape Ann Guide: https://issuu.com/bostonguide/docs/cacc_2020_web fr=sYzFhNDcwOTAbrDiscovery Gloucester: https://issuu.com/discovergloucester/docs/dg2020_fulllayoutrev2brCity of Gloucester website: https://gloucester-ma.gov/1074/Coronavirus-COVID-19brbrMore about Gloucester - brhttps://www.onlyinyourstate.com/massachusetts/ancient-town-ma/ fbclid=IwAR0o9-XU4detObYU6lixK2EdIIpDFtWh7WXJ0v6ecaLwvLTOD5HUMPbEsz0brbrFYI - The film CODA was filmed here

Discover Your Perfect Cape Ann Getaway - A Charming Bayview Retreat

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$796.42

- Rare quiet retreat in the quaint seaside village of Lanesvillebr- Newly remodeled bathrooms and modern, fully equipped kitchenbr- 37 ft full length deck with outdoor dining and sun loungersbr- Main level is full of wide windows and sliders with stunning panoramic views of Ipswich Bay all the way to NH complete with spectacular sunsetsbr- A short walk to Lanes Cove where you can launch boats or the sandy beach at Plum Covebr- Private Outdoor Showerbr- Comfortable King sized memory mattressbrbrDrive right past Plum Cove Beach you'll pull into a quiet seaside neighborhood and find your oceanfront retreat. You'll find two parking spots and a convenient Tesla charger out front with 2 additional parking spots out back. Step inside and you'll be greeted by the newly remodeled and modern furnished living space. This open concept space includes a dining area, living room, and kitchen are all the perfect gathering spot surrounded by stunning unobstructed ocean views.brbrOpen the glass doors and find a large deck with dining area for 8 and sunloungers for afternoons basking in the sun. This main level also includes a full bathroom and two bedrooms - one king and one queen. The queen sized bedroom has a desk perfect for getting some remote work done. brbrThe additional 2 bedrooms can be access through a separate front door or back entrance around the corner from the deck. This is the perfect setup for 2 families to have their own spaces or a great setup for giving the older kids a space of their own! These 2 bedrooms are adjoined but each with their own entrance to the front or back yard. Each bedroom is furnished with a full bed and adjoined by a full bathroom with stand up shower.brbr*Please note there is no direct access to the water from the home but there are direct views and a beautiful little beach a 5 minute walk down the road called Plum Cove Beach. brbr- NO CATS allowed, owners must clean up after pet waste and dispose in the garbage.br- Dog fee is charged at $15/daybr- Dog limit 20lbsbr- Dog cannot be left unattended in the unit unless crated.br- No smoking ANYTHING inside and no candles please.

Lanesville 4BR Fully Renovated Home • Oceanfront Deck w/ Grill+Outdoor Shower!

Gloucester, Massachusetts, United States

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Bath

Sleeps

$766.26

Waterfront on the Annisquam River in Gloucester, this exceptional vacation rental boasts wonderful views of the river and of Ipswich Bay. You will never forget the sunsets seen from the deck or from the delightful gazebo.brbrInside, there are water views from just about every window! The large, open living room includes plenty of comfortable seating with spectacular views of the river and beautiful yard. Just off the living room is a library filled with a variety of books and a comfortable working nook with a desk. The custom galley kitchen is fully equipped with modern appliances, storage and countertops for food prep.brbrThere are two primary bedroom suites with full baths on two separate floors as well as a sleeper sofa in the living room. On the lower level, the laundry area includes a washer/dryer and plenty of countertop for folding.brbrMultiple decks and terraced patios overlook the water and the beautiful grounds, with perennials and a gazebo for outdoor dining on those soft balmy evenings.brbrThe historic village of Annisquam is less than a mile away. Downtown Gloucester with its great restaurants and seafaring treasures is four miles in one direction and Rockport and Bearskin Neck and the Shalin Liu Performance Center are just five miles in the other direction where you can easily explore many of the local shops and restaurants that the area has to offer.brbrThere is off-street parking in the driveway for 2 cars.brbr1,319 SF. No smoking. No events or parties.

Sunset Cove: Waterfront at Goose Cove

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$668.28

Situated on a knoll in Gloucester's Bay View neighborhood, Helena House offers peekaboo views of Ipswich Bay from the second floor bedroom with deck. Decorated with a European sensibility, the home is sunny, comfortable and cheerful, with hardwood floors throughout. A Queen Anne-style house, you can access the second floor via a front staircase that leads from the living room or from the back staircase via the kitchen. The bedrooms upstairs have AC units for comfort and the separated WC and shower areas provide flexibility. A lush and private back yard gives you a feeling of being away from it all.brbrSpend your summer vacation relaxing, discovering local fauna such as hermit crabs, and swimming to your hearts content. A short walk takes you to Hodgkins Cove where you can swim and enjoy the scenery or walk to many fishing spots and quarries for swimming. The picturesque neighborhood beach of Plum Cove is 6/10 of a mile, and a bit farther is the sweet little village of Lanesville. Annisquam and Rockport are a short drive away, making this home a convenient and comfortable Cape Ann getaway.brbrGROUND FLOORbrbrLiving Room: A sunny room with a bay window, a stylish modern sectional sofa and a flat-screen TV.brbrKitchen: The sunny eat-in kitchen has plenty of storage, a gas range, and a full-size front loading washer and dryer.brbrDining Room: Formal dining room seats up to 8.brbrBathroom 1: A half-bath off the kitchen.brbrDen: The den (just off the dining and living areas) offers a comfy double futon if extra sleeping space is needed.brbrSECOND FLOORbrbrBedroom 1: This bedroom has sliders to a deck from which you can glimpse the ocean, as well as a California king bed.brbrBedroom 2: A sunny room with twin beds.brbrBedroom 3: A corner room with twin beds and trundles for optional sleeping arrangements.brbrBathroom 2: The European-styled bathroom has a walk-in shower and double vanity. The toilet (and another sink) are separate and located down the hall.brbrEXTERIORbrbrOutside you'll find a slate patio, hot & cold outdoor shower, and a verdant backyard.brbrPARKINGbrbrThere is parking for 2 cars tandem in the driveway and additional parking on the street.

Helena House: Close to Plum Cove Beach

Gloucester, Massachusetts, United States

Bed

Bath

Sleeps

$675.93

Get away from it all and unwind at this comfortable riverfront vacation retreat. Located in a quiet neighborhood, Thurston Point Cottage offers a relaxing atmosphere with spectacular sunset views over the Annisquam River.brbrInside, there are three bedrooms and 1.5 baths, along with a bonus enclosed sleeping porch overlooking the river. Mini-splits keep the house cool in the summer and warm in the shoulder seasons.brbrSip a cool drink on one of the large porches and watch the boats go by or drive into downtown Gloucester or nearby Rockport to explore shops, restaurants, waterfront, and a vibrant arts scene.brbrSwim and kayak from the property or even fish off the deepwater dock, which can accommodate boats up to 18' and has a ladder on the side to make it easy to get in and out of the river for a refreshing swim. Either way, you'll enjoy the perfect summer escape!brbrNo pets. No smoking. No events or parties

Thurston Point: Deepwater River Dock

Gloucester, Massachusetts, United States

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Bath

Sleeps

$287.58

Our serene, open floor plan home features everything you need for a short stay or a long term get away. Our goal was comfortable and attractive- a place we like to go and share. I hope you agree. We are walking distance to everything, Lanes Cove, Plum Cove and quarries in the heart of funky, scenic Lanesville. Park your car (in your own dedicated spot). Stroll to the Package/General store, post office, Cafe and more. Convenient, yet private! At 1,100 square feet it is bigger than some three bedroom homes we have seen but as it is open with a modern, beach feel we count it as a one bedroom. The 'official' bedroom is upstairs overlooking the Cove, it features a queen and a twin and a sitting area. Downstairs there is comfortable seating for all your friends, three full couches, two dining areas, an office/desk area and a full kitchen with all the appliances (and a well stocked pantry). In the rare occasion it is too hot or cold we have that covered. We recently renovated and installed a/c through heat pumps (split systems). We also offer wifi and cable in case you need to get a bit of work done, and a full laundry. There is one granite step to enter, and stairs to the bedroom. Many guests enjoy the down couches or the high Queen airbed downstairs for overflow guests. brWhy we love Lanesville. If you have been there you will know-Lanesville is a funky village home to an eclectic crew, lobstermen, artists and a white and blue collar workforce. A highlight of life in the Cove is the sunsets, residents and visitors make the evening pilgrimage to the Cove wall or Plum Cove to enjoy what has been dubbed some of the best sunsets in the world. They really are! Outdoor, adventure travelers will love Lanesville too for it's easy access to the water, and quarries and Greenbelt trails-Kayaks, SUP, and mountain bikes are everywhere. Need more adventure Halibut Point State Park is a mile down the 'Scenic road'brPrefer a more sedate vacation. Park it on the deck, overlook the Cove with a good book or maybe cook up some fresh lobsters from down the street- or start the grill. Shopping in nearby Bearskin neck, or taking in a concert at the many musical venues including the Shalin Liu Center is an option. Shopping in Gloucester is fun too. brEveryone will enjoy nearby adventures, including whale watches- though we have seen them right off the rocks, visiting the wolves or the big sandy beaches in town- Wingarsheek and Good Harbor. Try to save some time for Hammond Castle, the wonderful Cape Ann Museum, Brewery and distillery tours and of course great eats! All good rainy day escapes or just to try! brWe accept well behaved dogs... the smaller and quieter the better- let's talk about yours. Mine are perfect :) Dog deposit for cleaning. Dog friendly cove is a huge plus!brPlease note we rent by the week Saturday to Saturday

Lanesville Cove Retreat Home

Gloucester, Massachusetts, United States

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Sleeps

$322.81

Ideal for up to four people, this apartment is located on the first floor of a two-unit building. It has two bedrooms, one full bathroom, a living room and a kitchen with a dinning table. It has a nice fully fenced yard and two parking spaces in front of the house. It is fully furnished and includes all utilities, wi-fi and laundry. Located in a cute cul-de-sac from a quiet neighborhood, just 1/2 mile from the beach and 50 minute drive to Boston. There is a central heat system for the winter and window a/c units for the summer. The laundry is shared and is located in the basement. FYI there is another apartment upstairs and it is occupied by other tenants and there may be some ambient noise that travel through the walls and ceiling (both ways).

Charming Retreat

Gloucester, Massachusetts, United States

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Bath

Sleeps

$377.49