Holiday houses in Long Pond

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Top-rated holiday rentals in Long Pond

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Top Guest favourite
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, 234 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!

Top Guest favourite
The cottage exterior is illuminated by warm lights, showcasing a spacious deck with inviting seating. Lush greenery surrounds the property, with a vibrant purple flowering bush nearby. The serene atmosphere is enhanced by the evening sky, providing a cozy and welcoming retreat.
Cottage in Marion
5 out of 5 average rating, 200 reviews

Little Boho Retreat by the Beach

Kick back and relax in the most calming, low charm country, coastal cottage the town of Marion has to offer. You’ll experience spectacular view of the beach right from the deck to watching the boats from the harbor. Don’t just limit yourself to life at the beach in just the summer months, come and make memories in this beautiful year-round cozy cottage. It's a perfect retreat to go swimming, kayaking, fishing, bird/seal/crabs watching and more right here in a private community on Dexter Beach.

Guest favourite
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
4.78 out of 5 average rating, 120 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.

Top Guest favourite
Houseboat in New Bedford
4.98 out of 5 average rating, 47 reviews

Blue Haven Houseboat

Brand-new houseboat. Perfect for a cozy winter getaway. Interior is warm, inviting, with views of the historic New Bedford-Fairhaven Swing Bridge. Steps from Fathoms, home of award-winning chowder. Enjoy winter in NB: visit the Whaling Museum or stroll through Holiday Lights. Safe, charming waterfront escape with easy access to dining, and attractions. 4 min drive to Seastreak Ferry 3 min drive to commuter rail 🚉 10 min walk to downtown New Bedford 2 min walk to Dunkin’ and liquor store

Guest favourite
Cottage in Freetown
4.87 out of 5 average rating, 15 reviews

Peaceful Long Pond Cottage w/ Dock & Views

Find peace, tranquility, and endless opportunities for some waterfront fun at this 1-bedroom, 1-bath vacation rental in East Freetown. On-site, daily activities might include relaxing morning paddles around the pond, afternoon cat naps in one of the inviting backyard hammocks, and evenings spent stargazing around the wood-burning fire pit. At the end of each blissful day, treat yourself to a refreshing rinse in the outdoor shower, or sunset cocktails on the deck. You know you want to!

Guest favourite
A spacious living area features a green sectional sofa with accent pillows and a coffee table. A light area rug lies beneath. The open design connects to a modern kitchen, visible in the background, with sleek cabinetry and bar seating.
Apartment in Taunton
5 out of 5 average rating, 20 reviews

Stylish Top-floor Retreat

Experience the perfect blend of contemporary design and historical beauty with this newly renovated 1 bedroom 1.5 bath apartment located in the heart of downtown Taunton. Offering a private balcony, modern amenities and prime location. This unit is perfect for professionals, couples or anyone looking for a comfortable urban lifestyle. This stunning unit offers breathtaking views overlooking the iconic Taunton green bringing a touch of history right to your doorstep.

A lakeside view of a charming home with large windows, surrounded by lush greenery. A stone patio features seating arrangements with a pink umbrella, while the shoreline is visible in the foreground. Calm waters reflect the structure, enhancing its serene atmosphere.
Home in Lakeville
4.83 out of 5 average rating, 24 reviews

Shoreline Dreams

Welcome to your dream vacation getaway! Nestled on the serene shores of Long Pond, this charming lakefront home offers the perfect blend of comfort and natural beauty. Step inside to a spacious, open-concept living area adorned with large picture windows that provide breathtaking views of the sparkling water. Outdoor chairs with firepit offer panoramic views of the lake. The private dock is perfect for swimming, fishing, or launching kayaks and paddleboards.

Guest favourite
A renovated antique house is displayed, featuring a three-story structure with a green and cream exterior. Large, multi-pane windows are positioned prominently on the front, and a distinctive red trim highlights the architectural details. A small front garden area is visible.
Apartment in Providence
4.82 out of 5 average rating, 635 reviews

Clean Studio Apt. #5 on Federal Hill, Providence

Charming small, self contained studio apartment on the 3rd floor of newly renovated antique house. Warm in Winter, cool in Summer. Fast internet and TV with Netflix. Fully equipped kitchen, full bath/in-bath shower. Quiet neighborhood with coffee shops, restaurants and bus stop literally around the corner. Easy, 15min walk to downtown/Convention Center /Bus/Train stations/Mall. 10mins walk to the famous Atwells Avenue and all it's wonderful restaurants.

Guest favourite
A serene lakeside view features calm waters reflecting pastel hues of the sunset. Smooth stone pathways lead to a grassy area, where comfortable seating arrangements are visible. The landscape is framed by trees, adding a natural element to the tranquil outdoor setting.
Home in Lakeville
4.9 out of 5 average rating, 60 reviews

Your Stay at this Lakefront Oasis Awaits.

Take it easy at this unique and tranquil getaway. Swim, Boat, Fish, Kayak, Float, Ice Skate or Anything Else Imagined, Steps from MA #1 Fully Recreational Lake - Long Pond (4miles x 1mile). This 3 BEDROOM, 2 BATHROOM Home Also Includes a Private Dock. Fully Equipped with Kayaks, Canoes, Row Boat & Paddleboard. With This Newly Renovated Home, Your Stay Will Not Disappoint! 5 Private Neighborhood Only Beaches as well as a Private Boat Ramp.

Guest favourite
Two wooden adirondack chairs are positioned on a grassy area, facing a tranquil lake surrounded by trees. Bright yellow daffodils bloom nearby, adding a touch of color to the natural landscape under a clear blue sky.
Guesthouse in Dartmouth
4.89 out of 5 average rating, 163 reviews

Lovely Lakeside Cottage

Keep it simple at this peaceful and centrally-located cottage. Lovely lakeside cottage with open floor plan. Centrally located in southeastern Massachusetts with short drives to Boston, Providence, Newport, and Cape Cod. Several beaches within 20 minutes. Washer/ Dryer on site and California King Size bed. A simple five (5) minute ride to UMass Dartmouth. Cottage has a living room, full kitchen, bedroom, full bath, and small dining area.

Top Guest favourite
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
4.99 out of 5 average rating, 139 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.

Guest favourite
Cabin in Freetown
5 out of 5 average rating, 5 reviews

Off-Grid (heated) Forest Cabin

Escape to a private off-grid cabin on 40 acres beside Freetown Forest. Easy to access from the road, heated, fully secluded, and perfect for a quiet retreat. Enjoy rustic simplicity with modern essentials, including WiFi and a 12V power source for charging devices. Hike, relax, or work remotely in peaceful nature. A perfect getaway for solo travelers, couples, writers, and anyone needing a reset.

Popular amenities for Long Pond holiday rentals