Pet-friendly holiday rentals in Greenwood

4.99 out of 5 average rating, 155 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 spacesPetsLaundry

4.88 out of 5 average rating, 137 reviews

A spacious lakefront home is depicted against a backdrop of lush greenery. A large deck with seating is visible, complemented by colorful landscaping. The yard, featuring well-kept grass, offers ample space, while the sun casts gentle shadows across the scene, inviting outdoor relaxation.

Home in Woodstock

One of a kind Lakefront home near Sunday river

Amazing large lakefront home right on the water near Sunday river ski resort. Sleeps upwards of 25 people. There is a small surcharge per person for groups larger than 20. At certain times of year we rent to smaller than average groups at an other than listed price. Great for family reunions, weddings etc. Largest yard on the lake! And our hot tub is very invigorating after a day of skiing or hiking! Hot tub is charged separately. NOTE: From late June to late August we only rent by the week.

Outdoor spacesPetsBathroom

4.94 out of 5 average rating, 266 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

PetsWalkabilityIndoor spaces

4.99 out of 5 average rating, 548 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.

Outdoor spacesWalkabilityCheckout

5.0 out of 5 average rating, 286 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

Outdoor spacesPetsCleanliness

4.96 out of 5 average rating, 175 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. Hike, kayak, swim, fish in pristine lake in Summer. Ski, skate, XC Ski, Ice Fish, Snowshoe, Hike in Winter. Fireplace and Fire Pit. Excellent wifi - Private 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.

WalkabilityOutdoor spacesLaundry

4.95 out of 5 average rating, 274 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*

Outdoor spacesWalkabilityHospitality

4.95 out of 5 average rating, 117 reviews

The waterfront camp is situated amid tall trees, featuring large windows that allow natural light to fill the living space. A grassy area slopes gently toward the sandy shore, creating an inviting outdoor space. The tranquil lake reflects the surrounding greenery.

Cottage in Woodstock

Cozy Camp on North Pond

Charming waterfront camp on a quiet dead end road. Freshwater lake is great for fishing, swimming, boating and simply relaxing! Watch for the family of bald eagles that call this lake their home and listen to the loons as you watch the sunset. Plenty of room for the whole family with two bedrooms and trundle beds . Hike Bucks Ledge right from the camp or make the 5 mile loop around the pond. Cookout on the gas grill, propane provided, and then toast marshmallows over the campfire.

PetsWalkabilityHiking

4.93 out of 5 average rating, 193 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!

Outdoor spacesPetsHeating

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.

4.97 out of 5 average rating, 127 reviews

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

North Star Hideaway – Cozy Retreat Near Sunday River Escape to North Star Hideaway, a brand-new, 4BR/3.5BA home just 10 minutes from Sunday River! Sleeps 12 with a game room & fire pit. 🛏️ Bedrooms: (4 bedrooms) Upstairs: 2 King suites w/ Smart TVs, mini-split AC & ensuite baths. Downstairs: 1 Queen room, 1 Bunk room (2 sets), plus a bonus room w/ sleeper sofa. 🔥 Fireplace | Starlink Wi-Fi | Xbox Game Room | Ski Mudroom | S’mores Kit Book now for adventure & relaxation!

PetsOutdoor spacesLayout

4.95 out of 5 average rating, 179 reviews

Home in Greenwood

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.

PetsOutdoor spacesCheck-in

4.97 out of 5 average rating, 275 reviews

A two-story home is set against a backdrop of lush greenery, featuring a spacious driveway in the foreground. A private balcony is visible on the second floor, while the garage doors provide additional functionality. Natural light enhances the inviting exterior.

Apartment in Bethel

Have you found YOUR Happy Space yet?

Come find YOUR Happy Space in My Happy Place! Set against Egypt Mountain with serene views, nature will nurture your soul as you reconnect with a simpler pace of life and rejuvenate in Your Happy Space. A two bedroom in-law apartment with private entrance, full kitchen, private balcony, queen bed in master full in second bedroom. Enjoy a campfire, stargazing, walk along the private road, fields, or hike the mountain. See "Your property" for booking information.

PetsWalkabilityComfort

Popular amenities for Greenwood pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.98 out of 5 average rating, 189 reviews

The spacious kitchen features wooden cabinetry and ample counter space. A central food prep island is surrounded by four wooden chairs. Basic cookware and utensils are visible, along with modern appliances, including a refrigerator and microwave, set against a patterned backsplash.

Home in Rumford

Your Maine Base Camp

WalkabilityOutdoor spacesRiver

4.97 out of 5 average rating, 364 reviews

Sunday River Orchard w/Fireplace, Firepit & Hens!

PetsOutdoor spacesParks

4.85 out of 5 average rating, 252 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)

PetsWalkabilityBiking

A live edge bar counter is showcased with three leather stools positioned beneath it. Natural light streams through two windows adorned with white blinds, and a small plant sits on the counter. The kitchen area features a dark tile backsplash and wooden cabinetry.

4.92 out of 5 average rating, 159 reviews

Escape to Bethel w/ Firepit, King Bed, EV Charger

WalkabilityOutdoor spacesHospitality

4.95 out of 5 average rating, 268 reviews

Home in Bridgton

Dreamy Mountain Home w/ Hot Tub, Firepit, + Views!

Outdoor spacesPetsBathroom

4.92 out of 5 average rating, 179 reviews

A single-story mobile home is set among trees, featuring a light yellow exterior with maroon shutters. A small porch is positioned at the front, while flower beds with blooming plants and a stone border enhance the well-maintained yard.

Home in Paris

Just a get away!!

Outdoor spacesWalkabilityAccess

4.94 out of 5 average rating, 167 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!

Outdoor spacesPetsAir conditioning

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.

4.96 out of 5 average rating, 122 reviews

Sunday River Bethel Village ! Walk to Restaurants

PetsOutdoor spacesWi-Fi

Pet-friendly home rentals with a pool

4.94 out of 5 average rating, 236 reviews

A log cabin is nestled among tall trees on a gentle slope. Large windows create airy views from the exterior, showcasing a front deck that extends along the house. The natural surroundings provide a peaceful and serene setting.

Home in Peru

the lake house

WalkabilityPetsCheckout

4.82 out of 5 average rating, 180 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 spacesWalkabilityHospitality

4.94 out of 5 average rating, 122 reviews

Cabin in Bartlett

The White Mountains Signature Chalet

WalkabilityOutdoor spacesShared spaces

4.98 out of 5 average rating, 120 reviews

The modern cabin features a sleek design surrounded by lush greenery. Soft bistro lights create a warm glow, illuminating the outdoor seating area with two Adirondack chairs. The deck can be seen in the background, enhancing the inviting atmosphere of the natural setting.

Cabin in Freeport

Romantic hideaway cabin w/ access to spa - 26

Outdoor spacesPetsGetting around

4.87 out of 5 average rating, 129 reviews

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

Charming Chalet 3 min to SKIING & PVT beach access

Outdoor spacesWalkabilityLong stay

4.93 out of 5 average rating, 123 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 spacesWalkabilitySleep quality

4.88 out of 5 average rating, 101 reviews

The exterior of a restored cottage is showcased with light shingle siding and a covered front porch. Vibrant flowerbeds are highlighted along the walkway, and a wooden arch frames the entrance. Lush green grass surrounds the home, complemented by a white picket fence.

Home in Gorham

Top Notch Inn | Mt. Moriah Cottage

Outdoor spacesWalkabilityKitchen

4.91 out of 5 average rating, 184 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

Outdoor spacesPetsQuiet

Private, pet-friendly home rentals

4.96 out of 5 average rating, 223 reviews

Cabin in West Paris

Log cabin, stunning views, hot tub, fire pit

WalkabilityOutdoor spacesParking

4.95 out of 5 average rating, 141 reviews

A log cabin with a welcoming design features four prominent gabled windows on the upper level. The earthy tones of the wood blend harmoniously with the surrounding greenery. A wooden walkway leads from the lakeside, enhancing accessibility to the cabin's entrance.

Cabin in Weld

Camp Bai Yuka/Little Camp (Log Cabin on Webb Lake)

Outdoor spacesPetsLocation

4.99 out of 5 average rating, 220 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

Outdoor spacesPetsBackyard

The exterior of the cabin features large glass windows reflecting the colorful evening sky. The sloped roofline and modern design are contrasted by the natural landscape in the background. A hint of green seating is visible on the deck, enhancing the outdoor living space.

4.97 out of 5 average rating, 32 reviews

Your Front-Row Seat to Maine’s Mountains & Foliage

WalkabilityPetsHiking

A sunlit living area features wooden walls and a ceiling fan. Comfortable seating includes a plaid sofa, two wooden chairs, and a side table. A brick fireplace serves as a focal point, with large windows providing natural light and views of the surrounding outdoors.

4.97 out of 5 average rating, 90 reviews

Rustic Cabin Near Mt Abram & Sunday River

PetsOutdoor spacesBiking

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.

4.93 out of 5 average rating, 70 reviews

Nordic House | Glamping Cabin w Private Hot Tub

PetsOutdoor spacesKitchen

4.92 out of 5 average rating, 48 reviews

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.

Home in Greenwood

Quiet Hideaway, Lg Deck, Hot tub, Pet Friendly

PetsOutdoor spacesParking