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
A welcoming living area features comfortable electric recliners and a small table, set against neutral-colored walls. A nautical-themed rug lies on the floor, while wall art and colorful flags add character. Natural light flows in through the window, which is adorned with blinds.
Tiny home in Mattapoisett
4.99 out of 5 average rating, 129 reviews

101 Steps to Beach/Island/Bike Path

Experience the Seaside Town of Mattapoisett. Location! Relax in this cozy cottage that is 101 steps from the front door to the Beach/Island/Bike Path. Enjoy this popular, sought after scenic Path for walking, biking, or a day at the Beach. The path is known for its picturesque coastal views. Walking distance to the Quaint Town, Shipyard Park, and many restaurants. Ned's Point Lighthouse- 5min. Day trip to the Vineyard? Ferry- 14 min. Season Open! 20% off wk! Early Bird- 3,4,5 days- 10%. Exp 4/1.

Guest favourite
A serene view of the Westport River at dusk features soft pastel hues reflecting on the water. A wooden dock extends into the calm river, framed by gentle grasses in the foreground. The sky transitions from deep blue to warm oranges and yellows as the sun sets.
Cabin in Westport
4.94 out of 5 average rating, 319 reviews

Koselig Cabin on the Farm Coast of New England!

This cabin is full of comforts, convenience, and love. Just miles from Horseneck Beach. It is located under a mile to Buzzards Bay Brewery and Westport Rivers Winery and a 5 minute walk to the quiet little neighborhoods private beach on the East Branch of the Westport River. Koselig embodies feelings of family, friends, warmth, love, coziness, contentment, and comfort. We have a custom area and house guide at the Cabin with everything you need to know to maximize your experience in the area!

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, 207 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.

Top guest favourite
A spacious deck overlooks the beach, featuring two comfortable lounge chairs facing the ocean. The scene captures a sandy shore and distant beachgoers, with vibrant blue skies and gentle waves creating a serene coastal atmosphere.
Cottage in Plymouth
4.9 out of 5 average rating, 100 reviews

Journey’s End Beachfront Cottage with Parking

Escape to the beach and enjoy the Journey's End! This gem of a revived fisherman's cottage is nestled on the beach & provides 180-degree views of unspoiled White Horse Beach on the Atlantic Ocean with uninterrupted views of sea, sky, sunrises, & sunsets. It is THE spot to relax, walk the beach, watch the ships, stargaze, or enjoy a meal oceanside. With its private beachfront deck & beach stairs & one off-street parking space (a rarity), the Journey’s End lives up to its name for vacationers!

Top guest favourite
The exterior of the modern houseboat features a wooden façade and large windows. A small patio area includes two wooden chairs with white cushions, positioned on a textured surface beside the water. The setting is bright under a clear blue sky.
Houseboat in New Bedford
4.98 out of 5 average rating, 46 reviews

Drift Loft Houseboat

Stay aboard this charming houseboat with rooftop seating and the best harbor views, overlooking the historic New Bedford-Fairhaven Swing Bridge. Minutes to beaches, ferries to Martha’s Vineyard & Nantucket, downtown dining, and the Whaling Museum. Steps from Fathoms (award-winning chowder!). Walkable, convenient, unforgettable waterfront escape. 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

Superhost
A single-story blue house is set in a green, spacious yard, surrounded by tall trees. A curved driveway leads to the entrance, where a small garden is visible. A chimney rises from the roof, and a shed can be seen to the left of the house.
Home in Halifax
4.76 out of 5 average rating, 68 reviews

Lakefront Bliss,Your Perfect Getaway on the Water.

Welcome to our charming lakefront Airbnb! Nestled on the shores of Monponsett lake, this cozy retreat offers breathtaking views and a peaceful escape from the hustle and bustle of everyday life. With comfortable accommodations for up to 6 guests, our Lake front features a fully equipped kitchen, a spacious living Room, fireplace, private deck overlooking the water. Enjoy a morning coffee as the sun rises over the tranquil lake, or unwind in the evening with a bonfire by the shore.

Top guest favourite
A living and dining area is presented with a circular table and four teal chairs. A dark sofa is positioned opposite a wall-mounted TV. Natural light enters through two windows, complemented by gray walls and modern light fixtures.
Flat in New Bedford
4.99 out of 5 average rating, 136 reviews

One Bedroom in-law near beach with breakfast

One bedroom in-law apartment with Queen size bed, and Queen sleeper sofa in the living room. Full kitchen and 3/4 bathroom. Close to downtown New Bedford with many restaurant options, and ferries to Martha's Vineyard, Nantucket and Cuttyhunk. Short walk to the beach (1/4 mile), Fort Rodman and Fort Taber where there is a military museum and a walking/bike path. Flexible Check-in, so you can arrive when convenient for you (as early as 9AM). No Guests or parties.

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, 222 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.

Superhost
A sandy beach extends alongside the gentle waves of a clear blue ocean, bordered by lush green grasses. The shoreline is lightly populated, with distant figures enjoying the tranquility of the setting against a backdrop of a clear sky.
Cottage in Chilmark
5 out of 5 average rating, 4 reviews

Spacious 2 BR Cottage, Ocean View, Path to Beach

Forecastle is a two bedroom and one bath, full kitchen, living room with wood burning fireplace and Roku TV. It includes a private deck with chairs and a screened-in porch with a picnic table. Additional amenities include outside showers, BBQ grill, use of the inn's facilities, and walk-on or car passes to a choice of Chilmark's Private Beaches - Lucy Vincent or Squibnocket during beach pass season.

Top guest favourite
Aerial view showcases a peaceful coastal neighborhood, with homes set against a backdrop of the ocean. The green lawns and sandy shore create a harmonious landscape. Soft clouds drift above, and the water glistens under natural light, enhancing the serene coastal environment.
Flat in Little Compton
4.96 out of 5 average rating, 344 reviews

Home by the Sea

Private entrance to the full 1st floor with an ocean view in quiet neighborhood. The apartment features a bedroom with full sized bed, private bathroom, private living room with dining area, gas fireplace, tv and couch. Washer/dryer, refrigerator, microwave, coffee maker, toaster and hot plate included are in the apartment. There also is an additional outdoor H/C shower, private patio and gas grill.

Top guest favourite
A bright living area is highlighted by a mounted flat-screen TV and an electric fireplace. Natural light filters through sheer curtains adorning the window. A cozy sofa and a stylish bar cart are positioned for relaxation and entertainment, creating a welcoming atmosphere.
Cottage in Sandwich
4.98 out of 5 average rating, 204 reviews

Red Sky Retreat! Sun soaked 2 bedroom cottage!

Welcome to Red Sky Retreat! Our quaint sun soaked cottage with peekaboo ocean views is the ideal spot to unwind & getaway from it all! Spend all day soaking up the sun on one of the many nearby beaches, return home to our private outdoor shower then kick up your feet and relax in the backyard! Our recently remodeled home has all the amenities needed for a stress free beach vacation!

Top guest favourite
A cozy studio is highlighted by a spacious queen bed with decorative pillows and a white coverlet. Framed art featuring sailing imagery adorns the walls. A small sofa is positioned nearby, while a kitchenette and dining area are visible in the background.
Apartment in Provincetown
4.97 out of 5 average rating, 161 reviews

Downtown Condo with Dedicated Parking

You'll find this cozy studio close to everything Provincetown has to offer. Just a 2 minute walk to Commercial Street and the Boatslip, Bike rentals, Restaurants and more. You won't have to worry about your car and parking because you get a dedicated parking space with this Airbnb. Come enjoy an amazing vacation in Ptown!!

Popular amenities for Long Pond holiday rentals

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