Vacation rentals in Long Pond

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Top-rated vacation rentals in Long Pond

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Guest favorite

A spacious bed is centered against a light grey wall, featuring a wooden headboard. Colorful coral-patterned pillows add a subtle touch. Two bedside tables with lamps sit on either side, creating a balanced and calming atmosphere.

Home in Mattapoisett

4.94 out of 5 average rating, 208 reviews

*The Cozy Escape* | Historic South Coast Retreat

SAVE (heart) US NOW! Escape to Mattapoisett on the South Coast of MA & experience the charming beauty of this small town! Our recently updated home is a perfect retreat for your getaway. Take in the stunning views of the harbor at Shipyard Park or stroll along the area beaches. Explore the area's history at Neds Point Lighthouse & Salty the Seahorse. Unwind at our cozy & inviting home. Dine in with our fully equipped kitchen or indulge at the many great restaurants! Book your unforgettable stay!

Guest favorite

A spacious living area features a comfortable sofa with decorative pillows, facing large glass doors that open to a deck overlooking the ocean. Soft natural light illuminates the room, while the expansive view highlights the serene blue water and sky.

Home in Plymouth

4.92 out of 5 average rating, 152 reviews

Panoramic ocean views 100 ft above Cape Cod Bay

Our 5-bdrm Nantucket style beach house has a new kitchen & open living space, with a new deck, all overlooking the entire shoreline of Cape Cod Bay from a commanding perch atop a 100-foot bluff. Whales and seals can be seen from your deck. Located in a private community with its own rocky beach access about 5 min walk from the house where you can hunt for shells & observe the ocean wildlife. This beach is ideal for kayaking. Plymouth also boasts 4 of top 10 rated public golf courses in MA.

Superhost

A cozy living area is presented with a dark couch and a wooden dining table accompanied by black chairs. A TV is situated on a light-colored media unit, while bookshelves filled with books line one wall. Natural light filters in through sheer curtains.

Apartment in Fairhaven

4.77 out of 5 average rating, 111 reviews

Main Street on the Park

Welcome to Main Street on the Park! The morning sun will greet you in the bright apartment in our big white house with a yellow front door. Perfect for a romantic getaway or a convenient place to stay if you are in the area for business. A large fenced yard abuts a public park complete with tennis courts, track and walking trail. Explore our small town with a big history, visit its historic buildings, great restaurants and unique shops. The location is convenient to all of the South Coast.

Superhost

A serene sunset is observed over Long Pond, with vibrant hues of orange and pink reflecting on the water's surface. Silhouetted trees frame the view, while peaceful homes line the shoreline, enhancing the tranquil lakeside atmosphere.

Cottage in Freetown

4.94 out of 5 average rating, 83 reviews

Serenity On Long Pond Massachussetts

Come enjoy this beautiful cozy PET FRIENDLY (limit 2 pets) lake front cottage. Direct access to the lake off your own dock and deck. Bring your boats and launch from the the town launch less than a mile away. You will have use of 3 kayaks, outside fire pit, and there is nothing better than spending time in the outside screened in porch and deck overlooking the lake. Only 20 minutes to ferry for the Vineyard and Nantucket and within an hour away to Cape Cod, Boston, and Providence.

Top guest favorite

A charming yellow house with blue shutters and a welcoming front door is surrounded by greenery. A comfortable seating area is positioned on the front deck, complemented by a pathway leading to the driveway. Adjacent lighting adds ambiance in the outdoor space.

Home in Lakeville

5 out of 5 average rating, 18 reviews

The Shore House

Welcome to The Shore House. Our little peace and quiet getaway. This cozy little two bedroom one bath house has a nice calming water view. Sit on the the front deck and have your morning coffee. Go for a stroll on the quiet little private roads of this vacation location. The Shore House has a nice water view of Long Pond, which is on of Massachusetts largest fresh water ponds and it’s largest recreational pond. There are three beaches on the pond to enjoy within 200 yards of the house.

Top guest favorite

The kitchen area features modern stainless steel appliances, including a gas range and a dishwasher. A granite countertop is prominently displayed, alongside an assortment of cooking oils and spices on the shelves above. A kettle rests on the stovetop, adding functionality.

Loft in Wareham

4.93 out of 5 average rating, 155 reviews

Beautiful clean renovated loft close to Cape Cod!

Aug 3-6 special rate! BEACH PASS PROVIDED PLEASE READ THERE IS AN OPTION TO RENT BOTH UNITS IN THIS BUILDING PERFECT FOR FAMILIES Can sleep a 6th SMALL CHILD (5 or under) in this unit if needed! 5 adults MAX *parking for 2 cars only WELCOME to this newly renovated loft! Minutes away from Water wizz and TONS of local beaches and ponds.Wareham Center and a local grocery store are both walking distance away!! Located close to Cape, Plymouth. Great proximity to Boston and providence.

Guest favorite

A serene bedroom is showcased, featuring a spacious bed covered with white linens and accented by a dark headboard. A natural wooden dresser stands nearby, while a comfortable chair with a patterned cushion is positioned next to a window draped with striped curtains. Decorative mirrors and a potted plant enhance the room's decor.

Apartment in New Bedford

4.94 out of 5 average rating, 54 reviews

New Bedford West End Apartment

Keep it simple at this peaceful and centrally-located getaway. Tucked in at the end of a quiet street, this two occupancy 2nd story apartment boasts a full kitchen, WiFi, streaming channels, tea and cocoa selection, and plush furnishings, perfect for a home base as you explore historic New Bedford (downtown is 20 minutes away on foot), or when you just want to relax and settle in comfortably. Please message to check on availability. Blocked dates don't necessarily mean unavailable.

Superhost

The exterior of a cozy cabin is displayed, featuring white siding and decorative wooden shutters. A simple stone pathway leads to the front door, surrounded by well-maintained greenery and blooming flowers, all under a clear blue sky.

Cottage in Lakeville

4.68 out of 5 average rating, 88 reviews

Cozy Lake cabin Boston/Providence/Cape Cod

This cozy cabin is located just steps away from beach access to Long Pond, one of Massachusett's largest fully recreational Lakes. Newly renovated kitchen/bath. Beds feature luxurious sleeping accommodations including UGG bedding. The backyard features a seating area/fire pit and grill. Pets welcome Centrally Located!! 45 minutes outside of Boston 25 minutes away from Cape Cod and the ocean. 30 min from Providence Rhode Island 2 hours from the White Mountains of New Hampshire.

Top guest favorite

A cozy living area features a stone fireplace, with a muted flame providing a warm glow. Above, a flat-screen TV is mounted against white shiplap walls, complemented by exposed beams. A dark wood coffee table sits at the center, surrounded by comfortable seating and decorative accents.

Home in New Bedford

4.99 out of 5 average rating, 243 reviews

Historic Cobblestone Carriage House near Downtown

Enjoy a piece of history at this carriage house! Jonathan Bourne owned a mansion along with this home, and his son purchased a whaler, Lagoda, in 1841. The ship is currently displayed at the New Bedford Whaling Museum, which is walking distance; just four/five blocks of downtown New Bedford, where you can also enjoy shopping, great food, entertainment, and the ferry to either Martha’s Vineyard or Nantucket. New 2025 (MBTA) commuter train rail to Boston and more. Check it out!

Guest favorite

The living room features a light-colored sectional sofa adorned with patterned throw pillows. A decorative coffee table sits in front, surrounded by neutral-toned walls. A ceiling fan provides air circulation, while artwork enhances the ambiance. The space is designed for relaxation and entertainment.

Apartment in New Bedford

4.94 out of 5 average rating, 89 reviews

NEAR THE FERRY/ Charming Gem Apt.

This peaceful centrally apartment will make you feel like you never left the your house. The apartment is located on the 2nd floor, Is cozy,comfortable and ideal for (2 adults and 1 child or 4 adults. The place have 1 Queen bed and 1 SLEEPER SOFA. This place is only 10 min away from ferry station to Martha's Vineyard and others Islands, 30 mins from Providence RI and 45 mins from Boston. The Charming Gen is only 10mins away from Dartmouth and the Downtown Of New Bedford.

Top guest favorite

A handcrafted tree house is perched among trees, supported by wooden stilts. The structure features a rustic exterior with a metal roof and large windows, surrounded by greenery and vibrant pink flowers in the foreground, creating a serene and natural setting.

Treehouse in Wareham

4.97 out of 5 average rating, 206 reviews

Mink Cove Treehouse

A unique adult adventure awaits in this cozy hand crafted tree house! Nestled 12 feet off the ground amongst the chirping birds, red oaks & breathtaking views of Mink Cove in Buzzards Bay. The tree house is accessible by a suspension bridge that leads you to a partially covered porch where you can enjoy a cup of coffee or sit back & take in the sunset with a glass of wine. Step inside to the living space & snuggle up on the couch for an intimate evening.

Top guest favorite

A modern kitchen is showcased, featuring navy blue cabinetry and wooden countertops. Equipped with a stainless steel refrigerator, oven, and a farmhouse sink, the space includes a toaster and coffee maker. Shelves display dishware, while bright light enhances the welcoming atmosphere.

Apartment in Mattapoisett

4.98 out of 5 average rating, 112 reviews

Brand new! Whole apartment, huge tub, full kitchen

Beautiful self-contained apartment. Enjoy the blissful extra-long Kohler soaking tub, rain shower, and luxurious Matouk towels. Full kitchen and outdoor seating area. DreamCloud queen bed. Short walk to the center of the village and town wharf, providing easy access to all of Mattapoisett's charm, including Ned's Point Lighthouse and Town Beach. Outstanding local restaurants and sweet treats all close by.