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Pet-friendly vacation 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.

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Townhouse in Sabattus

4.84 out of 5 average rating, 148 reviews

Modern Victorian

This is a beautifully renovated, private, 2 bedroom, first floor of a duplex. The yard is fenced in and has a large deck. The unit is very light and bright and tastefully decorated. The rooms are very large and the kitchen is open to the living room. It is in a quaint little village with a little country store just steps away where you can find almish anything you need! 10 minutes from Bates College and many lakes. Hop on the highway and be in Portland in 40 minutes or the ocean in 45 minutes!

Mar 30 – Apr 6

ﺩ.ﺇ470 per night

Tiny home in Dresden

4.96 out of 5 average rating, 160 reviews

Maplenook Tiny Cabin - A Cozy Woodland Oasis

Escape the hustle and bustle and retreat to the woods with this off grid tiny cabin nestled among a nook of maples. Surrounded by 20 acres of woods with a wide winding walking path to a beaver pond and a stone’s throw away from the Kennebec and Eastern Rivers. This is the perfect little woodland oasis! - 15 minutes to scenic Route 1 + Maine’s beautiful coast, 30 minutes to the Freeport outlets + LLBean Flagship Store and 45 minutes to Portland and the white sandy beaches of Popham and Pemaquid.

Dec 3 – 10

ﺩ.ﺇ415 per night

Guesthouse in Bath

5.0 out of 5 average rating, 112 reviews

Waterfront Sunrise Cove Cottage

Unwind and enjoy spectacular sunrises from this sunny waterfront cottage on a tidal cove in the Kennebec River! Less than 30 minutes to Popham Beach, this is the perfect home base for a midcoast Maine getaway. The cottage has a post-and-beam design, cozy furnishings, and expansive views across the field, pond, and cove. Bald eagles and osprey soar overhead, sturgeon leap in the river, and nights are full of stars. Best for 2 adults or a small family. Owners live on property with small dog.

May 24 – 31

ﺩ.ﺇ599 per night

Home in Belgrade

4.99 out of 5 average rating, 105 reviews

SkyView Treehouse- Luxury Waterfront Retreat

With direct access to Belgrade stream & Messalonskee lake, this treehouse is nestled within the pine trees on the waterfront of Belgrade Stream. Located 20 mins away from Colby College, we welcome families of students to come and stay with us during such a monumental transition. We are 10 mins from the Maine State Capitol, 10 mins from downtown Belgrade Lakes, an hour from Acadia National Park, and one hour, 20 mins from Sugarloaf. Our space is ideal for all vacationers looking for a getaway.

Jan 4 – 11

ﺩ.ﺇ2,052 per night

Yurt in Appleton

4.95 out of 5 average rating, 176 reviews

SILVER MOON, a Yurt for All Seasons

Silver Moon at The Appleton Retreat is quite private, check out the Trail Map. This contemporary yurt features a private therapeutic hot tub on the wrap around deck, a fire pit, and fast wifi. Silver Moon is located in a wooded area close to a bog that attracts a variety of wildlife. The Appleton Retreat encompasses 120 acres hosting six unique retreats. To the south is the Pettengill Stream, a resource protected area. To the north is the Nature Conservancy's 1300 acre reserve.

Feb 6 – 13

ﺩ.ﺇ672 per night

Apartment in Lisbon falls

4.95 out of 5 average rating, 383 reviews

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.

Apr 8 – 15

ﺩ.ﺇ361 per night

Island in Monmouth

4.98 out of 5 average rating, 194 reviews

Island Glamping in a Luxury Tent in Maine

The Hemlock Haven tent overlooks Annabessacook Lake. Sleep comfortably, cook your favorite meals, nap in the hammock, bask in the glow of the fire or woodstove, listen to the calls of the loons, play on the rope swing, canoe or kayak the lake, and walk the trails of this 14 acre wooded island. We greet you at our dock on shore, ferry you and your gear to the island, and ease you into island-life until you are settled. Enjoy super clean, Superhost, Maine Guide hospitality.

Oct 14 – 21

ﺩ.ﺇ383 per night

Cottage in Edgecomb

4.97 out of 5 average rating, 179 reviews

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.

Oct 20 – 27

ﺩ.ﺇ592 per night

Guest suite in Damariscotta

4.93 out of 5 average rating, 149 reviews

Cozy Carriage House in Downtown Damariscotta

Welcome to Damariscotta, Maine! Our carriage house apartment has the rustic, romantic feel of a classic Maine cabin, but is located a short walk from downtown Damariscotta. Guests have a private studio that includes sleeping accommodations, a bathroom, a small kitchen area, and closet space. This is the perfect spot for adventurous travelers who want to explore the Midcoast of Maine like a local or for creative folks to unplug and focus on their craft.

Dec 28 – Jan 4

ﺩ.ﺇ397 per night

Guesthouse in Unity

5.0 out of 5 average rating, 194 reviews

Modern Home on Working Farm

Modern duplex built recently across the street from a small berry and vegetable farm. This fully furnished home has a large deck with a great view. It is located 2.5 miles from Freedom village and the Lost Kitchen restaurant. It is also 8 miles from Unity College, and the Common Ground Fair fairgrounds. This single story building has a ramp, but it is slightly steeper then current standards. The inside is also laid out for wheelchair access.

Mar 13 – 20

ﺩ.ﺇ361 per night

Home in Paris

4.94 out of 5 average rating, 129 reviews

Just a get away!!

My place is close to great views - for fall time - half hour to ski area's -oxford casino 7 miles away - hour drive to Mt Washington or Portland - Plenty of hiking area's- Oxford plains speed way 3 miles - , restaurants and dining . Read all { House Rules } it's under things to know, on the bottom left, before making reservation - Thank You

Dec 18 – 25

ﺩ.ﺇ392 per night

Apartment in Boothbay

4.96 out of 5 average rating, 259 reviews

Sunnymeade

Centrally located close to Boothbay Harbor, East Boothbay and Southport Island. Coastal Maine Botanical Gardens, Boothbay Region Land Trust's 26 hiking trails, Boothbay Railroad Village with live steam train rides and much, much more are great spots to visit.

Sep 23 – 30

ﺩ.ﺇ374 per night

Vacation rentals for every style

Get the amount of space that is right for you

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Stylish accommodations and amenities

Unique stays

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Popular amenities for Winthrop pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

Home in Pittston

4.99 out of 5 average rating, 128 reviews

Riverside

Jul 11 – 18

ﺩ.ﺇ863 per night

Home in Rumford

4.99 out of 5 average rating, 118 reviews

Your Maine Base Camp

Dec 3 – 10

ﺩ.ﺇ561 per night

Home in Thorndike

4.9 out of 5 average rating, 147 reviews

Rural spacious getaway with access for adventure

Oct 30 – Nov 6

ﺩ.ﺇ376 per night

Home in Greenwood

4.97 out of 5 average rating, 116 reviews

Bright, Vintage Maine Home, Awaiting Adventure!

May 8 – 15

ﺩ.ﺇ534 per night

Home in Bath

4.89 out of 5 average rating, 280 reviews

Gorgeous Spring Studio Getaway on the Kennebec

Jul 25 – Aug 1

ﺩ.ﺇ1,139 per night

Home in Andover

4.97 out of 5 average rating, 107 reviews

Cozy comfortable mobile home on private farm.

Dec 6 – 13

ﺩ.ﺇ399 per night

Home in Cornish

4.97 out of 5 average rating, 115 reviews

The Watson House

Sep 9 – 16

ﺩ.ﺇ583 per night

Home in Auburn

4.81 out of 5 average rating, 233 reviews

Unique artist's sun filled farmhouse meets loft

Oct 5 – 12

ﺩ.ﺇ678 per night

Pet-friendly home rentals with a pool

Tiny home in Freeport

5.0 out of 5 average rating, 211 reviews

Cozy Rock Cabin #thewaylifeshouldbe

Jul 30 – Aug 4

ﺩ.ﺇ1,839 per night

Tiny home in Harrison

4.9 out of 5 average rating, 280 reviews

MILLION$ views, HOT TUB, Crooked RIVER, 14 acres

Dec 25 – Jan 1

ﺩ.ﺇ1,762 per night

Apartment in Cornville

4.85 out of 5 average rating, 123 reviews

Large Home with Great View next to horse farm

Jul 7 – 14

ﺩ.ﺇ649 per night

Chalet in Bridgton

4.86 out of 5 average rating, 111 reviews

Charming Chalet 3 min to SKIING & PVT beach access

Dec 6 – 13

ﺩ.ﺇ680 per night

Guest suite in Standish

4.92 out of 5 average rating, 87 reviews

Steep Falls Escape, river & falls just steps away

Sep 12 – 19

ﺩ.ﺇ488 per night

Cabin in West Paris

4.97 out of 5 average rating, 72 reviews

Cabin on the hill!

Dec 17 – 24

ﺩ.ﺇ894 per night

Tiny home in Hanover

5.0 out of 5 average rating, 16 reviews

Vacation Home Near Sunday River

Aug 12 – 19

ﺩ.ﺇ462 per night

Condo in Hanover

4.87 out of 5 average rating, 30 reviews

Sunday River area condo! Mountain views and pool

Oct 17 – 24

ﺩ.ﺇ753 per night

Private, pet-friendly home rentals

Bus in Durham

4.93 out of 5 average rating, 115 reviews

Celebration Bus: Tree Farm & Wellness Center

Oct 8 – 15

ﺩ.ﺇ345 per night

Cabin in Weld

4.97 out of 5 average rating, 157 reviews

Colby's Cabin

Jan 7 – 14

ﺩ.ﺇ321 per night

Guesthouse in Hanover

4.9 out of 5 average rating, 173 reviews

Sunny Studio-Guesthouse. Near Sunday River!

Aug 5 – 12

ﺩ.ﺇ444 per night

Farm stay in Gray

4.94 out of 5 average rating, 249 reviews

Great Goat Get-away in Southern Maine!

Jan 20 – 27

ﺩ.ﺇ526 per night

Cabin in Phillips

4.93 out of 5 average rating, 163 reviews

Stream-side mountain retreat

Mar 4 – 11

ﺩ.ﺇ669 per night

Apartment in Edgecomb

4.91 out of 5 average rating, 298 reviews

Sunny Apt in Woods 10 Min to 3 Towns- Dog Friendly

Mar 29 – Apr 5

ﺩ.ﺇ381 per night

Guesthouse in Washington

4.95 out of 5 average rating, 131 reviews

Fox and Bird Retreat on Davis Stream

Oct 19 – 26

ﺩ.ﺇ453 per night

Dome in Jefferson

4.98 out of 5 average rating, 168 reviews

ComfyDome Glamping Hill-Side Site!

Oct 13 – 20

ﺩ.ﺇ466 per night

Quick stats about vacation rentals that are pet-friendly in Winthrop

Total rentals
20 properties
Popular amenities
Kitchen, Wifi, and Pool
Wifi availability
20 properties include access to wifi
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
450 reviews
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees

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