
Pet-friendly holiday rentals in Winthrop
Find and book unique pet-friendly homes on Airbnb
Top-rated pet-friendly home rentals in Winthrop
Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

Loon Lodge
Located on beautiful Damariscotta Lake, "Loon Lodge" is a rustic cabin from another era. Fall asleep to the sound of crickets and frogs and wake every morning to the call of the lake's many loons. The cabin is 30 minutes from Augusta and 15 minutes from Damariscotta. Hiking enthusiasts will enjoy climbing the Camden Hills-a quick 45 minute drive from the lake. You’ll love my place because of the views, the ambiance, the people, and the location. My place is good for couples and solo adventurers.

Modern 1 Bedroom, Private Entrance, Great Location
This spacious and comfortable 1 bedroom in law suite will not disappoint! Equipped with its own entrance and parking, this modern suite is nestled in the Foothills of Maine, but within walking distance of UMF, restaurants, shops and just a short drive from Franklin Memorial Hospital. This space is perfect for business travelers and vacationers alike! Equipped with a full washer & Dryer, fully stocked kitchen, state of the art appliances and a luxury walk in shower. Pets welcome with deposit.

Room B with private entrance, bathroom & hot tub
Room B is a small (10’ x 10’) but cozy room with full size bed with luxury mattress and private bathroom (5’ x8’) with towel warmer & glass shower. The room includes a desk, TV, minifridge, microwave, coffee maker, dresser, reading chair & private entrance. In the summer we have bicycles to use on the rail trail and kayaks for the Kennebec River. Year round hot tub. Downtown is just a block away where there are numerous restaurants and pubs with live music. Hiking trails & waterfalls nearby.

Forest Bathing: Off-Grid Tiny Home, Pond w/ Kayak
Immerse yourself in our forest and serene pond. Quiet 40-acre commune consists of two tiny house cabins + barn on private pond. Book one of the simple yet elegant cabins/barn for more guests. Modern, off-grid, solar-powered retreat. Two solid glass walls to bring you closer to nature while staying in our simple yet elegant tiny house with all comforts of home. 5 min walk to shared fire pits, kayaks, pond & seasonal picnic shelter. AWD SUV or truck required. Off-grid, so no A/C. Pet fee $89.

Waterfront Sunrise Cove Cottage
Unwind with spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! This is the perfect home base for a midcoast Maine getaway. The post-and-beam cottage has cozy furnishings and expansive views across a field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river & nights are full of stars. Not recommended for those with mobility issues. Bathroom is downstairs, bedroom is upstairs. Owners live on property with small dog.

Roxie the Tiny Cabin on 100 acres
If all you need is a bed and a bathroom & hot tub, Roxie is the cabin for you! A comfortable full-size bed, composting toilet, a mini fridge & woodstove and electric heater are here for you in this cozy 8x12 cabin in the woods. 2wd access & a parking spot near your door. Hike trails, kayak, fishing, cross-country skiing, or snowshoeing then return to your little space to relax & enjoy! A firepit with wood, an outside table and hammock chairs. 24/7 Guest restroom with shower

Gorgeous Studio on the Kennebec
Gorgeous riverside studio, the smaller of two AirBnB houses on the same property on the outskirts of beautiful and historic Bath, Maine. (The other, “Beautiful Summer River Retreat,” is a separate Airbnb rental.) Kitchenette, bathroom/shower, living room, and bedroom. Simple, modern decor. Close to great shops, restaurants, and beaches, and just a 20-minute drive from Bowdoin College. Adjacent to a boat launch, and a short walk from the Bath Marine Museum and a scenic dog park.

Charming Victorian farmhouse 1880's bedrooms-2
Victorian farmhouse 1880's Stay in an "era gone by". Private 2 bedroom. Original hardwood floors. Original pocket doors. Sleeps 6. Has living room, kitchen, dinning area 1 bathroom with tub , study area. Charming town, population 4000+. smoke free house. Private keyless entry. The blue door. Free wifi, cable, roku. Has keurig coffee maker with free coffee, dishes, pots, pans, silverware, nu-wave cooktop, toaster, microwave, fridge, pack n play. Queen beds. W & D private.

Charming Cottage With Spectacular Water View
Find peace and serenity as you gaze at the glistening waters of the Sheepscot River. Our property sitting on Davis Island in Edgecomb, Maine overlooks the quaint town of Wiscasset, providing a calm atmosphere, stunning evening sunsets, and panoramic views. Located within the Sheepscot Harbour Village Resort, you are in a prime location to have access to local shops, antique markets, and restaurants. Take a stroll down to the Pier where you can experience the water up close.

Hallowell Hilltop Home with Hot Tub & Sauna
Discover this newly renovated 2-bedroom, 1-bathroom home in a quiet family-friendly neighborhood in Hallowell. This home's rustic-modern design, natural light, and all-new amenities make it a perfect getaway. Relax in the hot tub, grill on the deck, enjoy the backyard or visit downtown Hallowell and explore its restaurants, cafes, live music and antique shops. This home is also minutes away from several hiking and walking trails that can all be found in our guidebook.

Island Aframe Adventure in Maine
The Island A-Frame is a gentle reminder that enough really is enough. Enough comfort, enough nature, enough quiet, and enough adventure to leave you feeling full instead of fried. Tucked into a wooded corner of 1 Big Sustainable Island, this cozy A-frame invites you to slow down: sleep deeply, cook simple meals, sway in a hammock, warm yourself by the woodstove, and listen as loons and crackling fires take turns filling the air.

Downtown Augusta Studio - Newly Renovated #3
Located at the heart of downtown Augusta, this newly renovated studio apartment is a wonderful choice when visiting Augusta Maine! The apartment comes fully furnished with brand new furniture, supplies and bedding! The apartment has keyless entry via a keypad with each guests receiving a unique pin. There is parking and free laundry available on site. Enjoy a stylish experience at this centrally-located place.
Popular amenities for Winthrop pet-friendly home rentals
Pet-friendly house rentals

Cozy comfortable mobile home on private farm.

Cottage on Todd Bay

Riverside

Brook Ridge Retreat

Rustic Farmhouse at Oxbow Brewery

Sandy River Valley Farm House

Higgins Beach *New* Beach Home & Private Offices

Amazing Bay View Home with Hot Tub
Pet-friendly home rentals with a pool

Large Home with Great View next to horse farm

Vacation Home Near Sunday River

A+ Views-Ski Snow Machine Spa-Tub Sauna

Charming Chalet 3 min to SKIING & PVT beach access

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

The Getaway - A River Paradise

Privacy, River, Pond, A frame Hot Tub EPIC Views,

Historic Schoolhouse c1866 / Sauna + Hot Tub + Gym
Private, pet-friendly home rentals

Bluebird Cottage on Woodbury Pond

Modern Tiny Cabin Near Belgrade Lakes

Lakefront Retreat in Augusta Cozy Holiday Cottage

Belgrade Lake house with Dock!

Quaint & rustic 2-bedroom camp on Echo Lake

Modern lakefront log cabin with sunset views.

The Cozy Cottage

Lakefront apartment near Western Maine mountains
Quick stats about holiday rentals that are pet-friendly in Winthrop

Total holiday rentals
Explore 20 holiday rentals in Winthrop

Nightly prices starting at
Winthrop holiday rentals start at $100 NZD per night before taxes and fees

Verified guest reviews
Over 1,110 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Winthrop holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Winthrop rentals

4.9 Average rating
Winthrop stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Capital District, New York Holiday rentals
- Island of Montreal Holiday rentals
- Laurentides Holiday rentals
- Quebec City Area Holiday rentals
- Mont-Tremblant Holiday rentals
- Laval Holiday rentals
- Rentals with a kayak Winthrop
- Rentals with a patio Winthrop
- Family-friendly rentals Winthrop
- Rentals with a washing machine and dryer Winthrop
- House rentals Winthrop
- Rentals with lake access Winthrop
- Waterfront rentals Winthrop
- Rentals with outdoor seating Winthrop
- Rentals with a fire pit Winthrop
- Pet-friendly rentals Kennebec County
- Pet-friendly rentals Maine
- Pet-friendly rentals United States
- Sebago Lake
- Sunday River Resort
- Popham Beach State Park
- Popham Beach, Phippsburg
- Pemaquid Beach
- East End Beach
- Willard Beach
- Pemaquid Point Lighthouse
- Coastal Maine Botanical Gardens
- Wolfe's Neck Woods State Park
- The Camden Snow Bowl
- Bradbury Mountain State Park
- Maine Maritime Museum
- Mt. Abram
- Portland Museum of Art
- Farnsworth Art Museum
- Rockland Breakwater Light
- Pleasant Mountain Ski Area
- Sunday River
- Grafton Notch State Park
- Pineland Farms
- Maine Mineral & Gem Museum
- Bug Light Park
- Cellardoor Winery




