Holiday rentals in Long Pond

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Top-rated holiday rentals in Long Pond

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
Home in Portsmouth
5 out of 5 average rating, 12 reviews

Island Park Beachfront|Ocean Views + Steps to Sand

Welcome to our charming waterfront Beach Cottage! Located directly on Island Park Beach, our private cottage is steps away from dining & local attractions. Stroll down Park Ave to enjoy some ice cream and burgers at Schultzy's or a lobster roll from Flo's Clam Shack (seasonal) while you take in the ocean views. Head to Bristol or Newport, relax at one of the local vineyards and breweries, or enjoy a day on the golf course. Our cottage is also conveniently located near wedding venues & colleges.

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Top guest favourite
Home in Plymouth
4.98 out of 5 average rating, 41 reviews

Panoramic Cape Cod Bay View-Sandy Beach 5 min walk

✅ Beach access – Public sandy beach (quiet section of White Horse Beach) ✅ Unobstructed ocean views and sunrises from bedroom, living room, and yard ✅ Watch playful seals and occasional whales from living room or ocean-facing deck ✅ Waterfront dining in Plymouth Waterfront ✅ Magical moonlit nights over the water ✅ 2 bdrms: King and Queen beds ✅ AC & Heat ✅ 75” TV entertainment center ✅ Spacious private yard ✅ Brand-new renovated kitchen ✅ Cooktop (no oven). Cosori Airfryer and grill available.

LocationAmenitiesAir conditioning

Top guest favourite
A stunning sunset paints the sky with vibrant colors reflected in the calm water of Woods Pond. The outdoor deck features seating arrangements, while two fishing poles stand ready for use by the private dock. Trees frame the serene view, adding a natural touch.
Home in Middleborough
5 out of 5 average rating, 59 reviews

Pelicans Bog on Woods Pond in Middleboro

Centrally located in Middleboro, this 3 bedroom house on Woods Pond is in a private community. Enjoy the massively spacious out door space while you fish directly off your private dock in the water. Kayak the pond with 2 tandem kayaks provided. Enjoy breezy dinners on the elevated deck overlooking the pond. There is an Air Hockey table located just off the basement bonus room or the foosball table inside. A dedicated large office space fully equipped and minutes to MBTA 1 hour to Boston.

LocationFamilyCondition

Top guest favourite
A historic home features classic New England architecture, with a peaked roof and wooden shingle siding. White trim outlines the windows and door, while a white picket fence surrounds the property. Lush greenery and colorful flowers enhance the welcoming exterior under a clear blue sky.
Home in Sandwich
5 out of 5 average rating, 244 reviews

Quintessential Waterfront Historic Cottage

Set in a historic district and on a quiet pond shore, create memories with family and friends that will last a lifetime. Enjoy quintessential New England views from every angle. Coffee, restaurants, shopping & a fresh spring water fountain within a short walk to village center and under a mile to the nearest beach. Spend time walking the local area, exploring Cape Cod and relaxing in an atmospheric setting. Each room has been curated in a timeless tone, with relaxation and comfort in mind.

LocationValueBack garden

Guest favourite
Guest house in Freetown
4.9 out of 5 average rating, 10 reviews

The Knotty Witch Waterfront Retreat w Full Kitchen

Escape to the tranquil beauty of the Assonet River with a stay in this charming second-floor getaway. The home features a covered deck that's perfect for enjoying your morning coffee or unwinding in the evening while taking in the stunning views. You'll find a spacious living space and a fully equipped kitchen, providing everything you need for a relaxing getaway. This serene retreat is perfect for business travel, couples or families looking for a peaceful escape. Travel nurse friendly.

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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, 95 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.

ValueFamilyComfort

Superhost
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
4.87 out of 5 average rating, 75 reviews

Lakefront Retreat -Private Dock+Kayaks on the Lake

Escape to Long Pond, Massachusetts’ premier fully recreational lake. This beautifully renovated 3-bedroom, 2-bath waterfront retreat features a private dock plus kayaks, canoe, rowboat, and paddleboard for your enjoyment. Swim, boat, jet ski, fish, water ski, tube, or simply relax by the water. Conveniently located within 30-45 minutes of Cape Cod, historic Plymouth, downtown New Bedford, beaches, restaurants, and many of Southeastern Massachusetts’ top attractions.

LocationFamilyAccuracy

Top guest favourite
An open-concept studio is displayed, featuring a spacious bed with a light gray blanket. A cozy seating area includes a sofa and a chair, while a dining table is positioned in the background. Large windows allow natural light to illuminate the checkered floor.
Guest house in East Providence
4.95 out of 5 average rating, 125 reviews

Beautiful Studio - < 15 mins 2 downtown & Brown

Relax, work, and unwind in “The Treehouse,” our serene, light-filled studio apartment nestled among the trees. Perfectly located in historic Rumford, RI, it’s just 3 miles from Brown, RISD, and Johnson & Wales, and 5 miles from Providence College. Enjoy quick access to the East Side of Providence, Newport, and Little Compton beaches. Conveniently close to Amtrak, bus lines, and the airport, it’s an ideal spot for exploring New England or visiting area colleges.

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Superhost
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
4.77 out of 5 average rating, 39 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.

ValueFamilyWalkability

Top guest favourite
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, 240 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.

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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.
Guest house in Dartmouth
4.89 out of 5 average rating, 192 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.

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Top guest favourite
Tiny home in Seekonk
5 out of 5 average rating, 20 reviews

Modern Tiny Home Retreat | Pond, Woods & Sauna

Enjoy the lovely setting of this romantic spot in nature. Escape to a brand-new, architect-designed tiny home set in a quiet open field beside a private pond, surrounded by woods in every direction. You won’t see another house—just water, trees, sky and visits from local wildlife. Thoughtfully built with warm all-wood interiors and expansive windows, this is a secluded, modern retreat just 15 minutes from beautiful downtown Providence.

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Popular amenities for Long Pond holiday rentals