Vacation rentals in Cumberland

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Top-rated vacation rentals in Cumberland

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Guest favorite

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, 108 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

Top guest favorite

Home in Bristol

4.97 out of 5 average rating, 39 reviews

Super Private, Luxe Retreat. Close to Newport, RWU

Newly renovated to the highest standards, 2 King bedrooms! This beautiful home is the last house in a cul de sac, surrounded by preserve (HELLO PRIVACY!) in the desirable Hopeworth neighborhood. The perfect getaway in historic Bristol, RI. Close to downtown, RWU, Newport, & so much more. Sparkling clean with new memory foam mattresses & premium linens, freshly painted, and freshly refinished original wood floors. Light a fire and relax with family and friends in the eve! Netflix included + WIFI.

Guest favorite

Cottage in Portsmouth

4.99 out of 5 average rating, 107 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, 131 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

Home in Exeter

4.97 out of 5 average rating, 117 reviews

Come relax at Lakeside Landing

Come relax and enjoy lakefront living in this 2 bedroom, 1 bath house on Boone Lake. 1st BR offers a king size bed and 2nd BR offers a twin over full bunk bed with a trundle. Enjoy open concept living with beautiful views of the lake. Inside you will find wifi, streaming on 3 tvs, Wii, board games, puzzles and books. Relax on the large deck, enjoy yard games or use the 2 kayaks, canoe or paddle board. A perfect place for a relaxing family getaway. Ring camera at front door only for security.

Guest favorite

Cottage in Oakland Beach

4.98 out of 5 average rating, 141 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.

Top guest favorite

A pathway is lined with string lights, guiding the way through a grassy area surrounded by trees. The warm glow of the lights contrasts with the twilight sky, creating an inviting atmosphere for evening strolls.

Guest suite in Thompson

4.99 out of 5 average rating, 154 reviews

Meadowside: Perfect Location w/ Endless Recreation

Perfect location, great value, & tons of privacy! Come stay at Meadowside! You'll be in a beautifully appointed and completely private 620 sq ft in-law suite. We're a quarter mile away from Webster Lake and an easy drive to all area attractions! Bring your boat, as we have plenty of room for your trailer in our parking lot-sized driveway! Room to sleep up to 4, king bed in the master, 1.5 baths, kitchen, laundry, front farmer's porch, and garden dining! You name it, it's here at Meadowside!

Guest favorite

A bedroom features a spacious bed with a coastal-themed duvet and decorative pillows. Two sliding glass doors open to a balcony overlooking a serene waterfront view. Light-filtering sheer curtains frame the doors, allowing soft natural light to illuminate the room.

Home in Somerset

4.99 out of 5 average rating, 81 reviews

The Tequila Sunrise House

We are so excited to list TheTequila Sunrise House. Our Waterfront gem offers 5 Spacious bedrooms ( 3 full masters) with 4 full baths; it is comfortable for multi family rental or just a relaxing couples get away. Our home is Immaculate with new furnishings/coastal décor and top of the line new mattresses/beds for your comfort. Sip your morning coffee on the deck or enjoy evening cocktails in the Adirondack chairs by the firepit watching the boats cruise by . New Arcade on lower level

Top guest favorite

A cozy living area features warm wooden paneling and a plush sectional sofa with soft throw blankets. A large television is mounted on a sleek black entertainment unit, complemented by a rustic wooden coffee table. Natural light streams through spacious windows, enhancing the inviting ambiance.

Home in Prudence Island

4.98 out of 5 average rating, 62 reviews

5⭐️SeaClusion⭐️HOT🔥Island Trip. Getaway & Unwind!

This excellent Prudence Island home has been furnished to a great standard. In a serene setting, it offers a unique sense of seclusion, as only an island can do. Like nothing you have ever experienced before, it’s the ideal retreat for an exquisite & extraordinary stay. Get ready to get inspired! Away from everything. All in all, guaranteed enjoyment and relaxation. All-day long. Settle in by zoning out with the whole family in a professionally cleaned home. Unfiltered fun for everyone!

Top guest favorite

A charming cottage exterior features a blue front door, surrounded by vibrant flower planters. A small patio set with a table and chairs is positioned beneath a blue umbrella, adjoining a white picket fence with a view of the lake in the background.

Tiny home in Greenville

4.97 out of 5 average rating, 688 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Good things definitely come in pet friendly, environmentally conscious, small packages. Solar upgrade makes this lake front cottage 100% energy efficient. Built with an open, thoughtful design offering private bath, washer/dryer, full kitchen, Hotel Suite Luxury bedding and Tempur-Pedic mattress, blazing fast wifi, 46"HDTV (w/ Netflix, Sling, Prime and Plex), private deck with nice lake view. Cozy, charming and stocked with everything you could want for a perfect vacation or staycation.

Top guest favorite

A gravel patio area features a fire pit surrounded by several light-colored Adirondack chairs. In the background, a calm lake is visible, with trees lining the opposite shore and a hammock gently swaying nearby.

Home in Burrillville

5 out of 5 average rating, 14 reviews

Lakefront Home With a Great Views for Every Season

Newly Renovated Lakehouse, everything inside is brand new! This property has a spacious backyard that opens up to a wide open lake and nothing but beautiful trees across the way. From the fun summer months to beautiful fall colors, or a white winter day, you won’t be disappointed with the view! Sit back and read a book, have fun swimming or adventuring on the lake with access to kayaks, paddle-boards, grill, back patio, or winter activities like ice fishing or skating.