House holiday rentals in Greenwood

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Top-rated house rentals in Greenwood

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Guest favourite

Home in Sumner

4.96 out of 5 average rating, 142 reviews

Family Getaway in Oxford Hills-Dog Friendly!

Experience this 2BR/2BA retreat, perfect for couples and small families. Nestled among nature, this hillside getaway offers privacy, modern comforts, and a peaceful ambiance. Unwind by the fireplace, fire pit, relax on the deck, or explore the great outdoors with your furry friend (guests may bring 1 dog). Whether you're seeking outdoor adventure or relaxation, this hideaway is the perfect home base for your next getaway. Families of 5 or 6 can be accommodated with the queen size pull out sofa.

Superhost

Home in Harrison

4.89 out of 5 average rating, 321 reviews

Private Riverfront Lux A frame EPIC Views. Pond

Secluded A-frame nestled along Clean Crooked River, breathtaking VIEWS and world-class fly fishing beckon. Swim in the river or explore scenic hiking trails right from your doorstep. Inside, savor modern comforts including central AC. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Book your unforgettable getaway today and immerse yourself in this one-of-a-kind retreat!

Top guest favourite

Home in West Paris

4.99 out of 5 average rating, 124 reviews

Four Season Western Maine Adventure Base

Make some memories at this family-friendly property. Enjoy panoramic views of Maine's western foothills. Owned by an outdoor-loving family, complete with hounds and chickens, this is a perfect spot to launch your Maine adventures. On the doorstep of skiing, hiking, biking, hunting, fishing, kayaking,canoeing. Enjoy beautiful sunrises and sunsets, sightings of eagles, moose, deer, sounds of peepers, woodcock, wild turkey gobbles and whip-o-wills. Enjoy the lifestyle that makes this Vacationland.

Guest favourite

Home in Rumford

4.97 out of 5 average rating, 159 reviews

Your Maine Base Camp

You have full access to this spacious house. Enjoy the large kitchen with a food prep island, ample counter space, basic cookware utensils and ingredients for cooking and baking. The dining room table comfortably seats eight. Relax in the living room with a TV monitor for streaming your preferred services, comfy furniture, and a pellet stove. One bedroom is on the ground floor and two upstairs. Living room is 4 steps down from other ground floor areas. There are no TV monitors in bedrooms.

Top guest favourite

Home in Farmington

4.96 out of 5 average rating, 245 reviews

Carriage House

Renovated circa 1920 carriage house in a quaint New England college town. Eight-minute walk to busy downtown with restaurants, bars, shops, and grocery store. Elegant contemporary style. Open concept downstairs with sofa, daybed (napping in the sun!), and chef-designed kitchen. Second level with two queen beds and small balcony. Adjoins miles of walking trails and forest, full of wildlife. Less than 5-minute drive to a 1.5 mile running trail along the Sandy River, with refreshing swimming.

Top guest favourite

Home in Canton

4.99 out of 5 average rating, 157 reviews

Private Lake House, Firepit & Amazing Sunset Views

Escape to Lakeshore Point, a serene lakeside retreat in Maine! Our charming lake house offers the perfect spot for families to unwind and enjoy warm, sunny days. Surrounded by lush greenery, take in stunning views of Canton Lake from your private beach access. With 200' of lakefront, enjoy swimming, kayaking, or simply relaxing by the shore. Begin your day with the sounds of nature and end it by the fire pit under the stars. Experience the beauty of Lakeshore Point this summer season!

Top guest favourite

Home in Bethel

5 out of 5 average rating, 102 reviews

Dog-Friendly House MountainViews+Sauna+Hot Tub

Escape to this dog-friendly Bethel, ME retreat on 4 private acres—perfect for all four seasons! With 3 bedrooms, and 2.5 baths, it comfortably fits the whole crew. Enjoy an indoor sauna, hot tub, and shuffleboard. The property is located just minutes from Sunday River, where you can enjoy skiing, snowboarding and golf. If you’re looking for more outdoor adventure you can also enjoy snowmobiling, hiking, biking, and fishing. Book now for the perfect mix of adventure and relaxation!

Guest favourite

Home in Bethel

4.98 out of 5 average rating, 324 reviews

Sunday River Orchard w/Fireplace, Firepit & Goats!

Charmingly rustic with tons amenities & modern touches minutes from the slopes! The Bungalow @ Sweet Tart Orchard is the perfect romantic escape <3 Pet the goats & watch the free-range chickens roam as the seasons change. Unwind & relax by the fireplace or explore the 1000s of acres of trails outside your door! Ideally located near Sunday River, Mt Abrams, Alder River, North Pond, Grafton Notch & historic covered bridges. Click our profile for more listings!

Top guest favourite

Home in Bridgton

4.98 out of 5 average rating, 127 reviews

Wren Cabin + Wood fired Sauna

We built the Wren Cabin to be a serene space filled with light and art and with lots of cozy details. Lofted ceilings, a spiral staircase and large open concept with lofted bedroom. The cabin also has a gorgeous wood-fired sauna for those colder days. Wren cabin has a large wraparound deck for relaxing and an outdoor fire pit, as well as shared access to Adams Pond. The space is modern Scandinavian, light and aery, and filled with thoughtful details.

Guest favourite

Home in Rumford

4.9 out of 5 average rating, 337 reviews

House in a Mountain Valley Near Hiking & Skiing

The entire house is yours, easy Self Entry Doors, located on US Rt 2 and Androscoggin River, nestled in a Mountain Valley. Summer activities: Appalachian Mountain Hiking (Grafton Notch State Park) , Mountain Biking, River Public Boat launch, Kayak & Paddle Board Rentals, Gem & Mineral Museum, Golf Courses, Covered Bridges great Restaurants and Breweries. Winter activities: Ski Resorts Sunday River (18 mi), Black MT (12 mi) & MT Abram (16 Mi).

Superhost

Home in Greenwood

4.97 out of 5 average rating, 117 reviews

Lakefront summer getaway cabin for 6

Located along Main Street, this beautifully restored lake front home had a private dock and yard facing the lake. Come enjoy summer on the lake with our canoes, kayaks and corn hole. In the winter come to ice skate in the front yard and ski at Sunday River (20mins) or Mt Abrams (5mins). House offers high speed internet, a smart TV and modern amenities. Custom dining nook, custom kitchen and modern, yet cozy finishes throughout.

Guest favourite

Home in Greenwood

4.94 out of 5 average rating, 154 reviews

Bright, Vintage Maine Home, Awaiting Adventure!

Ahhh. SUMMER is here! Swim~bike~hike~fish~relax...repeat. Classic 3 bedroom, 1 bath centrally located Western Maine home, with hot tub! Much of the vintage charm remains in this early 1900's home, with modern comforts added throughout. This area offers four seasons of fun and you won't have to go far to find it! A mile to skiing & biking at Mt. Abram/15 minutes to Sunday River and five minutes to Bethel Village.