Vacation rentals in Cumberland

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Top-rated vacation rentals in Cumberland

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Superhost

A serene morning on the lake is depicted, with two individuals paddling a kayak through mist-covered water. The surrounding landscape features dense trees and gentle hills, while soft light reflects off the calm surface, creating a peaceful atmosphere.

Vacation home in Natick

4.87 out of 5 average rating, 109 reviews

Private Lakefront with game room/Newly renovated

Ideal private location on crystal clear Lake Cochituate! Peaceful quiet spot w amazing view only 20 min to Boston & 1 or 2 min drive to anything u could need Fun game room &free use of tandem kayak & paddleboard and fishing Sliding barn door separates main king bedroom, bath, & open kitchen & livingroom from the back 2 queen beds, game room & bath Im always available to answer questions + provide tips, but I also respect your privacy & want u to feel comfy & independent 》25 6 person 3 car limit

Top guest favorite

Place to stay in Westport

4.9 out of 5 average rating, 113 reviews

Coastal Luxury with Historical Charm

Planning a visit to Southern New England? The historic home is centrally located near Newport, Providence, Cape Cod and the ferry to Nantucket. Westport is a charming seaside community with a relaxed and peaceful atmosphere. You will enjoy private accommodation in a historic home designed for a luxurious stay. Surrounded by a kaleidoscope of art and design, treat yourself to a king-sized Posturepedic bed enveloped in pressed linen sheets, sumptuous bath, heated floors and walk in rain shower

Guest favorite

Cottage in Portsmouth

4.99 out of 5 average rating, 111 reviews

Waterfront Oasis minutes from Newport w/ hot tub!

Welcome to our charming waterfront Oasis! Located on Blue Bill Cove, our private cottage is steps away from Island Park beach, 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.

Guest favorite

A wooden deck overlooks Johnson's Pond, with a table at the center surrounded by four chairs. Two red cushioned rocking chairs provide a comfortable seating option, and a vibrant red umbrella offers shade. Lush green trees frame the serene water view.

Home in Coventry

4.86 out of 5 average rating, 132 reviews

Awesome 3 bed vacation lake house. Great location!

Three bedroom house right on Johnson’s Pond with private water access right in the back yard. House features queen master with deck overlooking the pond. 2nd bedroom features a full bed with twin bunk bed above along with a stand alone twin bed. 3rd bedroom has a queen bed. Perfect for one or two couples to share. Full kitchen and laundry along with WiFi and streaming services. Use of 2 kayaks and pedal boat. Just two miles from I-95, so everything in southern New England is just minutes away!!

Guest favorite

A spacious living area is furnished with a light-colored sofa and two woven chairs, arranged around a round coffee table. Large windows provide natural light and a view of the ocean, enhancing the inviting atmosphere of the room.

Townhouse in Middletown

4.96 out of 5 average rating, 118 reviews

5BR/4BA Spacious Beachside Oasis Steps to Beach!

Book your private beach paradise today! Steps from Newport’s Easton’s Beach, this NEW CONSTRUCTION town home ("Sea Side") features 5 bedrooms and 5 full bathrooms spanning 3 floors with 3200+ sqft and includes spacious living/entertainment spaces and large decks with gorgeous views of the Atlantic Ocean and Newport's famed Cliff Walk. This home is perfect for family vacations, get togethers, and wedding parties. The unit comfortably sleeps up to 10 adults (12yo+) and 6 children. #tidesnewport

Top guest favorite

Cottage in Oakland Beach

4.98 out of 5 average rating, 145 reviews

Renovated cottage w water views and walk to beach

This beautiful cottage has waterviews from most rooms. 1st floor has 4 season porch, Living room opens to white kitchen w quartz countertops, dining area , bedroom and 1/2 bath. 2nd floor has 2 bedrooms & full bath with laundry. Outdoor sitting at Small table in the front garden & Adirondack chairs in the backyard. 1/2 block to the beach, kayak, fishing, boat launch, cafe & 2 restaurants. Home has been renovated w love and caring. No parties. Please be considerate of cleaning person.

Superhost

Condo in Newport

4.94 out of 5 average rating, 508 reviews

Newport unforgettable

My place is close to the beach, Mansions,restaurants and dining, nightlife, and family-friendly activities. You’ll love my place because of the comfy beds, the kitchen, the coziness, and the high ceilings.(been on third floor) My place is good for couples, solo adventurers, business travelers, families (with kids), 2 parking spaces available(in the back of the building) washer /drier; the home is on third floor via outside/inside stairs and may not be suitable for anyone with mobility issues.

Superhost

Home in Newport

4.86 out of 5 average rating, 383 reviews

Central Downtown Newport House & Courtesy Parking

Location, location, location: Your luxurious and spacious vacation home in the center of historic downtown Newport - just steps to harbor and wharves, waterfront restaurants, wedding venues, the water taxi to the Jazz and Folk festivals at Fort Adams, Brick Market Place, Thames Street shops, cafes, Starbucks, museums, Jane Pickens Theater, Trinity Church, and a short stroll to Goat Island, trendy Broadway, Bellevue Avenue shopping and mansions, Tennis Hall of Fame, and summer farmers market.

Superhost

A bright bedroom features a spacious bed draped in white linens, accentuated by decorative pillows. Two stylish nightstands stand on either side, topped with lamps. Large windows allow natural light to fill the room, complemented by a patterned area rug that enhances the serene atmosphere.

Home in Middletown

4.86 out of 5 average rating, 29 reviews

Little Creek Retreat - RIBryan Property

Tranquil location near Pebble Beach, 3rd Beach, and Indian Ave, this 4-bedroom, 3-bath house offers privacy and seclusion on a 9-acre plot. It includes a master suite with an en-suite bathroom. The property is well-suited for families, featuring a hot tub, a fenced-in yard, and extra space available for children under 12. This home combines the comfort of expansive private grounds with the convenience of nearby coastal access, providing a peaceful retreat.

Guest favorite

A contemporary A-frame home is set against a clear blue sky, showcasing a large wooden deck that extends from the main structure. The sloping rooflines and triangular windows contribute to the unique architectural design, surrounded by lush greenery indicative of a tranquil outdoor setting.

Home in Dartmouth

5 out of 5 average rating, 19 reviews

Unique Coastal Retreat: South Dartmouth, MA

On a private lane, nestled between South Dartmouth's most exclusive gated communities, this contemporary home blends the standards of today with eras past. Classic New England and Scandinavian design meet in surprising accord to provide an ideal summer retreat. Anchoring the house is a fireplace living room that leads to a large rear deck with substantial privacy and views across the private Round Hill fairways. Steps from entrance to Round Hill Beach.

Superhost

A well-maintained grassy area is surrounded by various shrubs and trees. The view extends to a serene body of water framed by lush greenery, under a clear blue sky with scattered clouds.

Guesthouse in Dartmouth

4.89 out of 5 average rating, 130 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 favorite

Home in Portsmouth

4.96 out of 5 average rating, 121 reviews

Waters Walk

Recently renovated in a family friendly neighborhood. Walk to the beach. ~ 1/2 mile walk and enjoy the local restaurants. Enjoy local activities in Portsmouth like Polo & Greenvale Vineyard or take a 20-30 minute drive to Newport for the hustle & bustle. 1 bedroom downstairs and 3 bedrooms upstairs.