Cottage vacation rentals in Cumberland

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Top-rated cottage rentals in Cumberland

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Guest favourite

Cottage in Sumner

4.95 out of 5 average rating, 19 reviews

Peace at the Pond with Hot Tub & Sauna

Relax with the whole family at this dog-friendly, private cottage with all the amenities and easy access to nearby trails, restaurants, and movies within 1/2 hour. It's a waterfront paradise with hot tub, fully restored Finnish sauna, kayaks and canoe. Or just relax in the hammock with a book, after an outdoor (or indoor) shower. Spend the day swimming and canoeing, read a book on the shaded deck, and grill your dinner outside. Or satisfy your entertainment habits by streaming Netflix or PRIME!

Guest favourite

Cottage in Topsham

4.93 out of 5 average rating, 249 reviews

Cozy waterfront home on Merrymeeting Bay.

Our cozy cottage is the perfect romantic getaway or quiet retreat in any season. Located on a private rd with scenic waterfront view. Guests can enjoy sitting on the dock (May- October) or the jetty, watch the eagles and Osprey, use our kayaks, do some fishing, walking or biking. Sit by the propane fueled fireplace on a chilly night. Brunswick, home of Bowdoin College and a # of great restaurants and unique shops is just 5 mi. Travel by bus or train to/from Boston. Portland is @ 30 min away.

Superhost

Cottage in Lyman

4.82 out of 5 average rating, 101 reviews

RK North : All season Waterfront cottage with dock

Waterfront get away !You will love the cottage in any season - right on the pond! Enjoy a private dock, swimming and floating right at your door. Relax at the fireplace under twinkle lights , enjoy birdwatching, hiking and swimming during your stay. Lots of ATV and snowmobile trails near by. A close drive to Kennebunkport where your find beach’s , shops and restaurants galore. The cottage has 2 kayaks and a canoe for use during your stay. There are 2 Smart TVs for streaming. Shows and DVD

Guest favourite

Cottage in Wells

4.94 out of 5 average rating, 147 reviews

Cozy Cottage with Ocean Views, Wells Maine

Ocean breezes, panoramic views of the Atlantic, comfortable cottage to relax & enjoy your time in Maine, what more could you ask for on a getaway?! This cozy cottage for 6 boasts near panoramic views of the Rachel Carlson preserve and the Atlantic Ocean. Tastefully decorated and newly updated, our cottage offers AC/heat, ceiling fans, fully equipped kitchen with dishwasher, outdoor gas grill, cable TV in all rooms, WiFi, cabled phone, skylights, in unit W/D & a large screened in porch.

Guest favourite

Cottage in Raymond

4.91 out of 5 average rating, 110 reviews

Relax by a Quiet Lake

Charming lakeside cottage only 29' from the waterline, w/65' of private waterfront. The cottage is a 3-season, classic L.C. Andrews, log-sided Maine summer lake home. Cozy atmosphere and a wonderful enclosed porch with amazing waterfront views. Enjoy fishing off the dock, hiking, canoeing, camp fire, and exploring surrounding areas. Air conditioning units will ensure your comfort on warm summer nights and high-speed internet will keep your devices connected. Furnishings are family mix.

Superhost

Cottage in Kennebunkport

4.8 out of 5 average rating, 5 reviews

Waterfront Cottage on Paddy Creek

Private waterfront cottage with ocean, island and lighthouse views on quiet tidal cove. Located in Cape Porpoise, a small fishing village which is part of Kennebunkport. Fully equipped eat-in kitchen, screened-in porch, both overlooking the cove. Large living room with two twin built-in daybeds and fireplace, cozy master bedroom and bath. Pier and water access for kayak, canoe or boat owners. It is a scenic walk to the local pier, A short drive to the beaches and Kennebunkport center.

Guest favourite

Cottage in Kennebunkport

4.98 out of 5 average rating, 109 reviews

Charming Designer Cottage on Marsh

Cozy renovated Cottage w/ stunning marsh views is short walk to beautiful Goose Rocks Beach. No need to pack gear, cottage comes equipped w/ 2 kayaks, 2 bikes/helmets & beach buggy. Stroll to general store for morning coffee, walk on beach or head out and explore the Kennebunks & Cape Porpoise. Our community offers world class dinning, boutique shopping , entertainment and beautiful hiking trails all close by. At days end kick back & relax by the fire pit...”The way life should be”

Superhost

Cottage in Old Orchard Beach

4.94 out of 5 average rating, 298 reviews

#1 Cozy cottage minutes from the beach!

3 night Min. 6/1 to Labor Day. This charming one bedroom cottage is beautifully decorated with a blend of vintage pieces and modern decor, creating a cozy and stylish atmosphere. It features a fully stocked kitchen, complete with pots and pans, perfect for cooking when you choose to stay in. The cottage also includes a private patio with a gas grill and outdoor seating for your enjoyment. Just a short 7-minute walk to the beach and pier. And yes, pets are welcome at no extra charge.

Top guest favourite

Cottage in Boothbay Harbor

4.99 out of 5 average rating, 406 reviews

The Cottage at the McCobb House

Freshly renovated inside and out, the cottage is your private Maine camp. Located on an acre and a half of wooded grounds, and surrounded by forest, the cottage feels secluded, but it’s only a mile to the restaurants, shops, and waterfront attractions of bustling Boothbay Harbor. With hiking trails in the Pine Tree Preserve that adjoins the property and the Lobster Cove Meadow Preserve a five minute walk up the road, you can also explore nature and enjoy the solitude of the woods.

Guest favourite

Cottage in Bridgton

4.91 out of 5 average rating, 180 reviews

True Maine Artist Cottage with Outdoor Shower

Featured on Huckberry!! Beautifully decorated seasonal artist cottage with brand new soaking tub and outdoor shower. Solo stove fire pit and Adirondack chairs. Huge wrap-around porch with outdoor seating and glorious sunset views across blueberry fields. Also amazing stargazing!! Close to Naples, Bridgton, Sebago Lake. Tons of lakes nearby, hiking, swimming, boating, restaurants, music and local beer! Great place to stay to explore the area or also just relax and hang out.

Guest favourite

Cottage in Buxton

4.98 out of 5 average rating, 142 reviews

Peaceful Cottage on Maine Flower Farm

Overlooking vibrant flower fields at Ferris Farm, this charming cottage offers a peaceful retreat to relax and reconnect with nature. Wake up to scenic views, sip coffee on the deck, and explore the farm before spending the afternoon kayaking the Saco River. Use the cottage as a home base to visit Old Orchard and Saco beaches or experience Portland’s craft breweries, coffee shops, and incredible dining. Ideal for a solo retreat, romantic escape, or remote work getaway.

Guest favourite

Cottage in Norway

4.92 out of 5 average rating, 137 reviews

Cottage with Whirlpool tub - McLeod

The town of Norway has recently been recognized in the top 3 coolest small Towns in Maine you may never have heard of. Hillside Cottages offers that special something that every vacation needs. If you’re looking for a friendly vacation destination which offers a truly relaxing getaway, then look no further. Close to the shores of Norway Lake in the Lakes and Highlands of Western Maine, Hillside Cottages are waiting for you.