Vacation rentals in Long Pond

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Top-rated vacation rentals in Long Pond

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Top 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
4.95 out of 5 average rating, 227 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 favorite
A cozy living space features a striped sofa and a round table set near a rug. Light from the windows brightens the room, which leads to a bedroom visible in the background, adorned with a patterned quilt and vibrant pillows.
Cottage in Bourne
4.98 out of 5 average rating, 313 reviews

Upper Cape Cozy Cottage

Simple but cozy cottage on an acre property next to the main house. Moderate sized bedroom and living room. Small kitchen and bathroom. The kitchen is fully equipped for cooking. Air conditioning is a portable unit and only in the bedroom. Games, books, and puzzles provided. There is no cable but a smart TV is included with access to Netflix etc. if you have an account. Outdoor area includes charcoal grill and seating . Large back yard with yard games, basketball hoop and fire pit.

Top guest favorite
A spacious bedroom features a large king bed with a custom wood frame and soft bedding. Natural light enters through two windows with sheer curtains, and a colorful abstract art piece adorns the wall. A full-length mirror stands adjacent to the bed on a textured area rug.
Apartment in Falmouth
4.97 out of 5 average rating, 261 reviews

Modern Luxury Apt. | 7 min from Commons

This luxury 1Br + 1bth apartment is the perfect getaway. - 650 square feet, newly renovated - 15 Minutes from Old Silver Beach, South Cape Beach, and Falmouth Heights beaches - Steps from 1,700 acres of walking trails (Crane Wildlife) - 7 minutes to Mashpee Commons (shops and restaurants) - 15 minutes to Main Street Falmouth - 13 minutes to Ferry for Marthas Vineyard - 85” smart TV - 5 minutes to Shining Sea Bike Trail - Coffee/Espresso Machine - 2 minutes from Paul Harney Golf Course

Guest favorite
The exterior of the cottage is shown, featuring a welcoming blue door and a well-maintained front yard with colorful flowers. The view includes a quiet street lined with trees and nearby houses, providing a glimpse of the neighborhood atmosphere.
Cottage in Fairhaven
4.83 out of 5 average rating, 235 reviews

Cottage by the Bay

Cottage in Fairhaven, perfect for a vacation for a small family, a romantic getaway or a home away from home if you are in the area for business. Enjoy all a vacation has to offer. During warmer weather, walk to the public beach and boat ramp - swim, sun, boat. Spend evenings by the outdoor fireplace. When it is cold out side, enjoy parks, museums, arts and cultural events, with evenings spent enjoying hot chocolate in front of the gas stove as the fire blazes providing a cozy warmth.

Top guest favorite
The living area features a brown leather couch facing a wooden coffee table and a television mounted on the wall. A desk is positioned to the side, and large double doors lead to the deck outside. Natural light filters in through sheer curtains.
Houseboat in New Bedford
4.97 out of 5 average rating, 35 reviews

Blue Haven Houseboat

Stay aboard a brand-new houseboat with all the comforts of home. Steps from Fathoms Bar & Grill and the Fisherman’s Market for the freshest local seafood. Enjoy sweeping views of the historic New Bedford-Fairhaven Swing Bridge, which opens daily. A perfect waterfront escape with easy access to dining, beaches, and attractions. 4 min drive to Seastreak Ferry (Martha’s Vineyard) 3 min drive to commuter rail 🚉 10 min walk to downtown New Bedford 2 min walk to Dunkin’ and liquor store

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
4.7 out of 5 average rating, 92 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, 256 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, 100 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.

Guest favorite
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, 18 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.

Guest favorite
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
4.9 out of 5 average rating, 154 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.

Guest favorite
A historic lighthouse stands beside a renovated white keepers home, both set on a lush green lawn. The Atlantic Ocean stretches out in the background under clear blue skies, offering a serene coastal view.
Lighthouse in Pocasset
4.94 out of 5 average rating, 114 reviews

Wings Neck Lighthouse

Once in a lifetime experience to stay in a Lighthouse. Historic, unique and charming but with all of the conveniences that make a great vacation. Just feet from the Atlantic with 360 degrees of ocean view. Beautiful, peaceful and memorable all year long. Sandy private association beach just steps away. Expansive lawn and patio for enjoying salt air, waves, boats and sunsets.

Guest favorite
The lakefront home is framed by lush greenery and features large windows that provide expansive views of the water. A private dock and outdoor seating areas are visible, along with a charming guesthouse situated nearby along the shoreline.
Home in Freetown
4.79 out of 5 average rating, 19 reviews

Gorgeous Luxury Freetown Lakefront: Near Boston

Looking for a great deal? Discounts are automatically applied based on your length of stay—whether it’s 7 nights, 28 nights, or more! No need for promo codes or requests. The total price you see includes your savings, so you can book with confidence. Discounts may display differently across booking platforms, but rest assured, they’re built into your final price.

Popular amenities for Long Pond vacation rentals