House holiday rentals in Cumberland

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Top-rated house rentals in Cumberland

Guests agree: these houses are highly rated for location, cleanliness and more.

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Guest favourite

Home in Falmouth

4.89 out of 5 average rating, 247 reviews

Amazing Bay View Home with Hot Tub

This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

Guest favourite

Home in Litchfield

4.92 out of 5 average rating, 135 reviews

Beautiful lake house on Tacoma Lakes near Coast

Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

Guest favourite

Home in Buxton

4.88 out of 5 average rating, 126 reviews

Charming 4 bedroom lake front, with private beach

Will not consider less than weekly rentals for July and August and the last week in June.The house sits 80 ft off the lake. It has over 150 ft of lake shore and own private beach. We supply several kayaks paddle boards canoes and tubes . You will be required to sign a waiver to use them and you Must wear lifejackets .The home is located down a private gravel road .We are only 20 miles from the city of Portland, Old Orchard beach, Lake Sebago. Come explore and relax. 2 hours from Boston

Superhost

Home in Wells

5 out of 5 average rating, 3 reviews

"In Tempore" Cottage

Relax in this calm, stylish space. New for 2024, "In Tempore Cottage" at Summer Village! Downtime at the right time! Enjoy the many amenities: tennis, pickle ball, putting green, ball fields that provide unobstructed stargazing on clear nights, heated pools, hot tub, indoor gym, playground. Ride the resort trolley in season. Bike, or walk along peaceful forests. New! Discounted rates for fall! **Linens and towels not included. Guests must supply their own or rent from Cottage Linens**

Guest favourite

Home in Kennebunkport

4.89 out of 5 average rating, 18 reviews

Waterfront House with Pier

House on Paddy Creek Formerly rented by the U.S. Secret Service. Our waterfront home is surrounded by salt water and has island, ocean lighthouse views on a quiet tidal cove. Our property is 4 acres in Cape Porpoise, a small fishing village in Kennebunkport, on the end of a private road so there is plenty of privacy. The house looks directly towards the water so at high tide you can take in the water views and feel like you are away from it all.

Guest favourite

Home in Bethel

5 out of 5 average rating, 62 reviews

Dream Vacation Home - Full Amenities & Hot Tub

The Bingham House in Bethel / Sunday River is the ultimate vacation home to meet all your needs. Sleeps up to 18 people in 6 bedrooms, 6 bathrooms. Full service amenities include: wifi, 10 HD TVs with premium cable (including HBO), 8-person hot tub, fire pit, billiards room, bar w/ wine fridge, game room, elevator, full kitchen & walk-in pantry, gas grill, fireplaces, parking, free shuttle to Sunday River, crib + high chair + booster seat

Guest favourite

Home in Kennebunk

4.95 out of 5 average rating, 151 reviews

Quiet cozy cottage close to restaurants, beach

Winter-wonderland, close to skiing and a walk from great dining. In the summer, enjoy the quiet backyard or walk to the beach! No need to find parking, my place is 3/10 of a mile from downtown Kennebunkport and 7/10 of a mile to Gooch's Beach. You will love my place because of the kitchen, the coziness, and the location. My place is good for couples. It has a tempurpedic king-sized bed and a queen sized pull out bed in the living room.

Superhost

Home in Kennebunk

4.77 out of 5 average rating, 109 reviews

Charming Kennebunk Cape - Walk to Dock Square!

Explore Kennebunk/Kennebunkport from this classic Cape style house, recently renovated and perfect for big groups! Originally built in the 1800s, charm and character abound in this 5 bedroom/3 bathroom home that can sleep up to 13 guests. Walk to the restaurants, cafes, and shops in Lower Village in 5 minutes or 10 minutes to Dock Square. Other highlights include the courtyard hot tub, relaxing sunroom, and backyard fire pit.

Guest favourite

Home in Old Orchard Beach

4.91 out of 5 average rating, 176 reviews

Beach Getaway House

Recently updated home in the heart of beautiful Old Orchard Beach. In town lot with convenient off street parking, a back yard, and many fun and exciting amenities within walking distance away. The beach is .3 miles away and a short 5 minute walk. This includes clean linens, towels, a fully stocked kitchen with appliances and anything you will need for 1 night or for a family gathering.

Guest favourite

Home in Ogunquit

4.92 out of 5 average rating, 38 reviews

Ogunquit Beach House - New Listing -Great Location

Newly renovated in 2021. This unique property has a modern open floor plan with two master suites, plus guest bedroom with 2 twins and a private loft area upstairs with sofa bed. Ping pong table, foos ball tables, and tv located in lower level. This property is one block from downtown Ogunquit with a short walk to the beach. Park your car and walk to everything Ogt has to offer!

Guest favourite

Home in Kennebunk

4.91 out of 5 average rating, 111 reviews

A Great Space in a Great Place

This Lindal Cedar Home overlooks the tidal marsh. Walking distance to beach and Kennebunkport. Second story duplex with master bedroom loft. Complete kitchen. Children's play park, pitch and putt golf, kayak and bike rentals, bakery, restaurants, market, antiquing, whale watching, Shipyard brewery and retail shopping; all within walking distance. Owners on site.

Top guest favourite

Home in Kennebunk

5 out of 5 average rating, 109 reviews

4 Bufflehead Cove

This recently built home is in a prime location and steps from Dock Square – short distance to the beach, restaurants and shops. Bufflehead Cove Road is located off of Rt. 35, Lower Village and the house is approximately 100 yards in off of Rt. 35. A Pak & Play is available for $25.00/stay