Holiday houses in Rochester

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Top-rated holiday rentals in Rochester

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Guest favourite
A spacious deck extends from the cottage, offering unobstructed views of Buzzards Bay. The serene water reflects a clear blue sky, while a sandy beach and distant island can be seen in the background. A picnic table is positioned nearby on the shore.
Home in Mattapoisett
4.9 out of 5 average rating, 51 reviews

Oceanside Cottage with Private Beach

Escape to our Charming Waterfront Cottage in Mattapoisett, MA! Enjoy private beach access, a picnic table with grill, stunning sunrise views, and the serenity of Buzzards Bay. Perfect for couples or families, this cozy retreat features 2 bedrooms, a fully equipped kitchen, and a relaxing deck overlooking the water. Explore nearby historic sites, local dining, and scenic trails. Whether you're craving adventure or tranquility, this coastal gem is the ideal getaway. Make unforgettable memories!

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
5.0 out of 5 average rating, 241 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 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
5.0 out of 5 average rating, 60 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.

Top Guest favourite
A cozy living area is furnished with dark gray sofas layered with colorful throws, complemented by a wooden coffee table showcasing a bowl of lemons and books. Natural light streams through the windows, illuminating the adjacent kitchen and vibrant blue cabinetry.
Home in Mattapoisett
4.98 out of 5 average rating, 62 reviews

Salty by the Sea

Bright and charming cottage with the perfect gathering space! An open-concept great room with water views and cozy bedroom wing. Ideal location just a few minutes walk to historic lighthouse/park (200 yds), town beach (0.7 mi) and quaint seaside village with great eateries (1 mi). Rail trail 1.4 mi away for scenic coastal walks/rides. New heating/AC for year-round comfort, outdoor shower and much more! Picture-perfect rental for a quiet getaway or whole-family fun! Hope to welcome you soon!

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
5.0 out of 5 average rating, 245 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.

Top Guest favourite
A bright living area features vaulted wooden ceilings and an inviting neutral color palette. Two contemporary lounge chairs and a plush sofa are arranged around a wooden coffee table adorned with books. Light enters through multiple windows, illuminating the space and providing a view of the outdoor greenery.
Cottage in Marion
5.0 out of 5 average rating, 24 reviews

The Salt House • Private Beach

A fully remodeled, design-forward beach cottage just a two-minute stroll from a private beach framed by unforgettable golden-hour sunsets. Inside, vaulted ceilings, natural light, and luxury furnishings set the tone for a stay that’s both elevated and easy. Enjoy a chef’s kitchen with custom Bosch appliances and bedrooms outfitted with luxurious linens and mattresses. Outside, a quaint private backyard with a sitting and dining area is ideal for morning coffee or dinner under the stars.

Top Guest favourite
A charming outdoor deck is shown, featuring a small round table with two wooden chairs. A potted plant adds a touch of greenery. A spiral staircase leads to the upper level, with views of the nearby marina visible through the glass doors.
Houseboat in New Bedford
4.97 out of 5 average rating, 90 reviews

Blue Haven 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

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, 241 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.

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, 193 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 bright bedroom is presented featuring a queen-sized bed with a light blue floral coverlet and decorative pillows. A window allows natural light to fill the room, highlighting the wooden furniture, including a red dresser and a wicker bedside table.
Apartment in Marion
4.97 out of 5 average rating, 60 reviews

Lucky Duck Farm

Welcome to your own little slice of heaven! Enjoy coffee on the deck, overlooking our 1 acre "Lucky Duck Farm." Watch the ducks take their morning dip, the chickens and geese foraging, and enjoy farm fresh eggs for breakfast. Your private 2nd floor apartment is newly renovated, comfortable, bright and cheerful. Check out our local beaches, cranberry bogs, and delicious fresh seafood- you're going to love the South Coast!

Guest favourite
Cabin in Freetown
5.0 out of 5 average rating, 62 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.

Top Guest favourite
The exterior of a beach cottage is showcased, featuring a gravel driveway and a lush garden area. Large windows provide views of the calm water, while a covered porch offers a shaded entryway. Vibrant fall foliage frames the backdrop along the shoreline.
Cottage in Bristol
4.97 out of 5 average rating, 220 reviews

Beach Front Cottage in Bristol

“Sandy” “Clean water swimming” Beach front cottage in Historic Bristol, RI. This Cottage has a sandy beach front for family fun! Just minutes away from museums & restaurants. Centurally located between Newport, & Providence, RI (30-minute drive) You could not ask for a closer proximity to the beach front and scenic water views.

Popular amenities for Rochester holiday rentals