Pet-friendly vacation rentals in Greenwood

4.99 out of 5 average rating, 153 reviews

A private hot tub is situated outdoors, surrounded by greenery and offering views of the lake and mountains in the background. Two glasses of sparkling wine are placed on the tub's edge, reflecting the natural scenery under a clear blue sky.

Home in Woodstock

Sunset & Lake View, Theater, HTub, Xbox, Mini Golf

Welcome to the Sunday River retreat in our luxury chalet with the best views in Maine. Our sanctuary can comfortably sleep 12 and boasts Lake Christopher panoramic views with Mt. Abram sights. Minutes from Sunday River Resort, a public boat launch and other area attractions. Private hot tub, fire pit, wood stove and deck await your arrival. Enjoy arcade games, Xbox, a movie theatre room, BBQ grill and speakeasy theme bar setup. Don't forget to take a picture in the gondola and to catch a sunset!

Outdoor spacesPetsAmenities

5 out of 5 average rating, 199 reviews

The log cabin, set against a clear blue sky, features a peaked roof and large windows that reflect the natural surroundings. A front porch with a railing extends from the cabin, surrounded by patches of snow and green trees, enhancing its secluded ambiance.

Cabin in Andover

Mountain Time Cabin,Spectacular Views! Secluded!

Looking for a mountain cabin getaway? You have found it here at Mountain Time Cabin! This cabin is new and absolutely beautiful! Located in the Western Mountains of Maine - a true paradise for the outdoor enthusiast. Bring your Snowshoes,Skies,Snowmobiles, or hike right from the front door with a 130 acres of trails to explore. Enjoy the spectacular views of the mountains and the cascading brook all from sitting in the recliners with the warmth of the pellet stove Has AC and pool table.SECLUDED!

PetsWalkabilityHiking

4.94 out of 5 average rating, 260 reviews

A private hot tub is surrounded by trees displaying vibrant autumn leaves, with a gentle stream flowing nearby. A fire pit sits beside the hot tub, offering a cozy gathering space. The cabin's exterior features wooden siding and large windows that invite natural light.

Tiny home in Norway

Glass Wall Waterfront Hot Tub Fireplace Tiny Home

Wake up to rushing waterfalls right outside your glass wall in this romantic waterfront tiny home in Norway, Maine! Private hot tub with river views, see-through gas fireplace, cozy raised queen bed overlooking the water, outdoor shower, hammocks, and direct access to hiking trails. Total privacy—no neighbors in sight. Modern kitchen, heated floors, fast WiFi, and thoughtful touches for couples or solo escapes. Romantic getaway near Sunday River skiing, golf & Maine adventures. Nature's oasis

WalkabilityPetsKitchen

4.99 out of 5 average rating, 543 reviews

A cozy cabin is nestled among snow-covered trees, showcasing a wooden exterior in warm tones. The entrance features a welcoming pathway lined with snow, while the nearby deck offers a glimpse into the winter landscape, creating a serene atmosphere in the snowy environment.

Cabin in Hanover

Cabin retreat just steps from adventure

Nestled on 80 acres in the woods alongside a stream, this cabin is the perfect retreat. Whether you are looking for a romantic getaway, a family vacation, or a gathering of your closest friends-this cabin is ideal. It is located on a private road and close to Howard Pond, Androscoggin River, and Sunday River skiing. No matter the season, opportunities await, whether you decide to stay close or venture out. There are plenty of trails nearby to explore, canoe rentals, skiing and so much more.

PetsOutdoor spacesAccuracy

4.96 out of 5 average rating, 171 reviews

A wooden dock extends into a calm lake, flanked by lush greenery and colorful foliage. Two Adirondack chairs are positioned invitingly at the end of the dock, with a brightly colored blanket draped over one. Reflections of clouds and trees are visible on the water's surface.

Cabin in Woodstock

Private Lakefront Cabin in Woods near Sunday River

Private waterfront Cabin in woods, nestled off private dirt road near Mt. Abrams and Sunday River. Kayak, swim & fish in pristine lake in Summer. Skate, XC Ski, Ice Fish, Snowshoe, Hike in Winter. Fireplace and Fire Pit. Excellent wifi - Private, quiet remote workspace. Rustic modern cozy decor: fully-equipped stainless steel kitchen with dishes, utensils, pots, pans, coffee maker & espresso machine. Organic linens. Pristine bathroom-large hot shower area, heat lamp, soaking tub.

PetsOutdoor spacesCheck-in

5 out of 5 average rating, 281 reviews

Yurt in Woodstock

Luxury Romantic Yurt •Hot Tub •Mt Views •AC •WiFi

Escape to Birdsong Yurt, a romantic and luxurious retreat nestled in the mountains of Maine. Enjoy beautiful mountain views, serene privacy on 2 acres, and a cozy yurt experience you won’t forget. Perfect for couples, friends, or small families seeking a magical getaway. Whether sipping wine under the stars, relaxing sunsets in the hot tub, or cozying up by the fire, Birdsong Yurt is your perfect mountain escape. Book your unforgettable experience today! •Full Kitchen/Bathroom •WiFi/AC

PetsOutdoor spacesHospitality

4.85 out of 5 average rating, 273 reviews

A glamping Geodome stands elevated against a twilight sky, illuminated by warm lights. A small fire burns in a metal pit near a seated figure. Surrounding trees add greenery to the serene outdoor setting, creating a calming atmosphere.

Dome in Buckfield

StreamSide Getaway- HOT TUB / AC/ Wi-Fi

The Streamside Getaway offers a luxurious glamping experience in a new solar and wind-powered Geodome. Equipped with custom furniture, new hot tub,luxury appliances, free high speed wifi, AC/Heat Unit and modern bathroom and kitchen facilities, guests can enjoy a homely and comfortable stay in nature. A glamping site built in 2022 offers a contactless check-in process with a custom key code. Additionally, we have added archery, axe throwing, and kayaks to enhance your outdoor activity!

Outdoor spacesWalkabilityTV

4.94 out of 5 average rating, 272 reviews

Sun&Fun on the Pond! Swim, Fish, Kayak, Paddle

Summer at Camp Wigwam! Lake cottage on North Pond. Swim, paddle, hike, enjoy the firepit. Stay in comfort with all the amenities. Explore Western Maine or just relax at camp. Watch the nesting pair of bald eagles swoop down to capture fish, listen to the loons. Strong WiFi with Streaming. Enjoy the Wii, 100+ DVDs' and the record turntable. Near Bethel with lovely restaurants, bars and other venues. Great for kids, couples and families. *Bring your 4-footed friend-pet fee applies*

PetsOutdoor spacesParking

4.93 out of 5 average rating, 220 reviews

A modern cabin exterior is surrounded by lush greenery, featuring a spacious outdoor area with a fire pit at the center. Four wooden chairs are arranged around the fire pit, while a picnic table is nearby. String lights are hung to enhance evening ambiance.

Cabin in Madison

Cedar Hideaway: Walk to Pond, 15m N. Conway

Sip coffee on the screened porch listening to the wind in the pine grove. This modern cedar cabin is your sanctuary from the summer crowds, yet only 15 mins to the bustle of North Conway. Walk to the pond for a dip or read a book in the hammock. Equipped with fast WiFi and a fully stocked kitchen and charcoal grill. Cathedral Ledge and many hikes a short drive away. A tranquil, shady escape for those looking to slow down and breathe or your launchpad for White Mountain adventures.

WalkabilityOutdoor spacesHeating

4.93 out of 5 average rating, 189 reviews

Chalet in Bryant Pond

Sunday River | Mt Views | Dog Fndly | 20% Off 3+

Luxury mountain retreat minutes from Sunday River slopes. Designed for discerning guests, this upscale estate features breathtaking panoramic views, a private hot tub, a gourmet chef’s kitchen, and an open living space with a cozy fireplace. Whether you're here for world-class skiing, hiking, or a premium alpine getaway, enjoy high-end finishes and ultimate comfort. Perfect year-round Maine escape for families and groups seeking outdoor adventure and relaxation. Book your stay!

PetsWalkabilityCheck-in

4.95 out of 5 average rating, 176 reviews

Bright, Vintage Maine Home, Awaiting Adventure!

Spring has SPRUNG in the mountains! Hike, bike, explore and take it all in before the hustle & bustle of summertime. 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.

WalkabilityOutdoor spacesGrill

4.96 out of 5 average rating, 136 reviews

Lakefront summer getaway for 6

Restored lakefront home on Main Street with a private dock, canoes, and kayaks steps from your door. Summer means paddling, swimming, and evenings on the lake. Winter means ice skating in the front yard and skiing at Mt. Abrams (5 min) or Sunday River (20 min). Custom kitchen, cozy modern finishes, smart TV, and fast WiFi. One of Bethel/Greenwood's most charming addresses — book before it's gone. Summer will sell out. We newly allow pets!

PetsOutdoor spacesAmenities

Popular amenities for Greenwood pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.96 out of 5 average rating, 122 reviews

A charming two-story blue house with a welcoming front porch is surrounded by lush green grass and trees. The structure features multiple windows and a contrasting red house visible in the background, providing a sense of space and community.

Home in Bethel

Sunday River Bethel Village ! Walk to Restaurants

WalkabilityOutdoor spacesBreakfast

4.94 out of 5 average rating, 165 reviews

The open living area features a vaulted pine ceiling and large windows that offer seasonal mountain views. A modern kitchen with a gas stove and granite countertops seamlessly connects to the sitting area, which includes a comfortable gray sofa and a 55" smart TV.

Home in Sumner

Family Getaway in Oxford Hills!

PetsOutdoor spacesLayout

4.97 out of 5 average rating, 142 reviews

A modern exterior of the eco-friendly retreat is displayed, showcasing a sloped roof and large windows. The deck features comfortable seating and steps leading to the welcoming entryway. Surrounding greenery adds a natural backdrop, enhancing the serene atmosphere of the waterfront sanctuary.

Home in Sweden

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit

Outdoor spacesPetsLaundry

4.89 out of 5 average rating, 108 reviews

A warm and inviting living area features a wood-burning fireplace set against a stone wall. A spacious, light-colored couch faces the fire, complemented by a round ottoman and a wooden coffee table. Large windows allow natural light to fill the space, showcasing surrounding greenery.

Home in Intervale

As Unique as they come!

PetsWalkabilityHospitality

4.97 out of 5 average rating, 129 reviews

An open-concept living area features comfortable couches adorned with yellow pillows. A glass coffee table sits on a plush rug, and hardwood floors add warmth. The space is complemented by modern kitchen elements, including a large hooded range and sleek cabinetry, visible in the background.

Home in Bethel

Sunday River Escape | Sauna, Hot Tub, Dog-Friendly

Outdoor spacesPetsAccuracy

4.85 out of 5 average rating, 251 reviews

The image showcases a bright interior with vaulted ceilings, featuring large angular windows that allow natural light to fill the space. A rustic brick fireplace with a black stove is centered against a wall. A wooden ceiling fan hangs above, enhancing the cabin-like atmosphere.

Home in Waterford

Maine Lakes Region house (private hot tub)

PetsWalkabilityBeach

4.98 out of 5 average rating, 123 reviews

A backyard space features a circular fire pit surrounded by several black wooden Adirondack chairs. In the background, the modern, three-story home is partially obscured by trees and showcases a combination of gray and white siding.

Home in Bethel

Brand New 4BR- fire pit, hot tub, game room.

PetsOutdoor spacesAmenities

4.95 out of 5 average rating, 112 reviews

An aerial view showcases a spacious home surrounded by lush greenery and a golf course. Nearby, a parking area is visible, along with manicured fairways and trees in the distance, providing a sense of tranquility and openness.

Home in Bridgton

Beautiful Views, Bridgton Maine

Outdoor spacesWalkabilityCheckout

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 113 reviews

A spacious two-story building is featured, characterized by green siding and a brown roof. Large windows create a bright appearance, while a front staircase leads to the main entrance. Surrounding pine trees and a plaque at the entrance enhance the natural setting.

Condo in Bartlett

White Mountains Hiking Dogs Storyland Family

Outdoor spacesPetsDecor

Superhost

A spacious living area features warm wood paneling and a cozy wooden fireplace. Comfortable seating is arranged around a coffee table, and large glass doors allow natural light to fill the room, leading to the scenic outdoors. A ladder provides access to the loft area.

Chalet in Bridgton

4.86 out of 5 average rating, 125 reviews

Charming Chalet 3 min to SKIING & PVT beach access

Outdoor spacesWalkabilityCheckout

4.88 out of 5 average rating, 176 reviews

A gentle river flows over smooth, rocky surfaces, creating soft white rapids. Surrounding the water, a mix of evergreen and deciduous trees line the banks. A clear blue sky is visible above, enhancing the natural landscape.

Condo in Bartlett

Spacious Condo-Attitash Ski-Storyland-Saco & More!

PetsOutdoor spacesHeating

4.82 out of 5 average rating, 179 reviews

A modern living area is equipped with a large flat-screen TV mounted on the wall. A wooden coffee table sits in the center, surrounded by two floral armchairs. A dining table with white chairs is positioned against the wall, illuminated by natural light from two windows.

Apartment in Berlin

White Mountain Renovated 1 Bdrm + queen sleep sofa

Outdoor spacesWalkabilitySleep quality

4.97 out of 5 average rating, 129 reviews

Cabin in Bartlett

Saco River Private Chalet: 2BR/2BA

Outdoor spacesPetsSleep quality

Superhost

Cabin in Freeport

4.92 out of 5 average rating, 183 reviews

Cozy storybook A-frame over a stream - 24

PetsWalkabilityIndoor spaces

4.9 out of 5 average rating, 178 reviews

The exterior of the townhouse features a wooden facade with large windows that allow ample natural light. A welcoming entrance is marked by a front door and the number '13.' An American flag and seasonal decorations add to the inviting appearance.

Townhouse in Bartlett

Centrally located, Spacious: Ski, Hike, Swim, Bike

PetsOutdoor spacesFamily

4.93 out of 5 average rating, 121 reviews

A welcoming living area features warm wood flooring and natural light from multiple windows. Comfortable seating includes a sofa and chairs arranged around a central table. A ceiling fan provides gentle airflow, while double French doors lead to an outdoor space.

Guest suite in Standish

Steep Falls Escape, river & falls just steps away

Outdoor spacesPetsQuiet

Private, pet-friendly home rentals

5 out of 5 average rating, 14 reviews

The image captures a serene landscape of rolling mountains under a colorful sky at sunset. Soft hues of orange and blue blend with the silhouettes of the distant peaks, set against a lush green foreground of trees and foliage.

Barn in Greenwood

The Barn North at The Cross Farm

Outdoor spacesPetsIndoor spaces

A Scandinavian cabin is nestled among tall trees, featuring a natural wood facade and a gently sloping roof. A spacious deck extends from the front, with stairs leading down to the forest floor. The surrounding area is adorned with rocks and leaf-covered ground.

4.92 out of 5 average rating, 65 reviews

Nordic House | Glamping Cabin w Private Hot Tub

Outdoor spacesPetsBeach

A spacious Maine-style home is set amidst natural surroundings, featuring a screened-in front porch and multiple entries. The roof is gabled, and large windows allow light to fill the interior. A gravel path leads up to the porch, providing access to the entryway.

4.91 out of 5 average rating, 47 reviews

Quiet Hideaway, Lg Deck, Hot tub, Pet Friendly

Outdoor spacesPetsView

A modern living area features large windows that provide views of the surrounding hills. A cozy seating arrangement includes a spacious leather sofa and two armchairs, positioned around a wooden coffee table. A television is mounted on the wall above a stylish fireplace, enhancing the inviting ambiance.

5 out of 5 average rating, 44 reviews

Chic Greenwood Chalet

Outdoor spacesPetsNearby

4.99 out of 5 average rating, 215 reviews

The exterior of the chalet showcases a striking design with a sloped roof and large windows. Soft lighting emanates from within, creating a warm glow against the dark wood finish. Surrounding greenery enhances the natural setting, while a deck with a patio umbrella is visible.

Cabin in Stoneham

Mad Moose Lodge• Secluded Cabin w/ Mountain View’s

PetsOutdoor spacesTV

A cozy living space features a black wood stove as the focal point, surrounded by stacked firewood. A rustic rocking chair is positioned nearby on a light wooden floor, with exposed wooden beams adding character to the room. A wooden cabinet complements the inviting atmosphere.

4.93 out of 5 average rating, 15 reviews

The Greenwood Cabin

Outdoor spacesFamilyGrill

4.98 out of 5 average rating, 116 reviews

A hot tub bubbles invitingly on the deck, surrounded by rustic stone steps leading to a wooded area. The tiny home’s welcoming entrance, framed by large windows, is visible, alongside a classic porch swing, creating a serene outdoor space.

Tiny home in Weld

Tumbledown Tiny Home w/ Hot Tub

WalkabilityOutdoor spacesComfort