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

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Yurt on Chebeague Island
Imagine staying in a yurt in the woods of Chebeague Island, nestled in a private clearing in the woods. Explore island beaches and hidden trails. This yurt is “glampy” inside with leather chairs and a substantial log bed. The yurt has a rusticator kitchen with all of the basics for cooking: fridge, stovetop, sink, water, firepit & firewood. Outdoor shower. WiFi . Cozy heater for cool spring nights. Ferry options on Casco Bay Lines or CTC Ferry. Host provides transport to/from ferry to the yurt.

Cheerful 3Bedroom Home Close to Downtown Brunswick
Located 1.5 miles from Bowdoin College and downtown Brunswick, your family will be close enough to restaurants and shops, but still return home to a quiet neighborhood. Spend the day exploring the college, visiting the ocean, or outlet shopping 15-minutes away in Freeport. Come home to watch the big game in the family room while the kids play board games in the bonus room complete with table, sleeper sofa, and television. Enjoy a long walk after dinner on the expansive nearby trail system.

King Beds Modem Luxe Downtown 2BR Walk to Bowdoin
Highlights Of This Property * Fully Renovated: Every Surface, Appliance, & Furniture Is New in 2020 * 2 Minutes Walk To Bowdoin College, Restaurants, Cafes, Groceries * Off-street Parking * Washer & Dryer * Single Floor Open Concept Living * Large Bathroom With Double Vanity * Large Kitchen Island For Gathering & Entertaining * 2 King Size & 1 Single Bed For Comfortable Sleeping * Over The Top Insulation For Keeping You Warm In The Winter & Cool In The Summer. VERY Important for Maine.

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.

“Hip-Torical” “Hip-Historical” near Bowdoin
Located on a quiet street in Brunswick, a short walk to the town center & Bowdoin College. Equipped w everything you need for a refreshing home away from home experience. This Airbnb has a sitting area for art gazing & there are desks in each bedroom. Kitchen table seats 4. living rm that seats 4. Throw blankets, bth rm w bath & washer/dryer. 2 bedrooms w Kg sized beds. Black out shades. Designated free parking spots. Awesome location for visiting families, friends and solo travelers.

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!

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

Shore House, Leona Unit - Ocean Front Property
This is the ground level of a multi-unit house. It is wheelchair friendly, with cathedral ceilings, a modern kitchen, and wide plank pine floors. The expansive deck will only enhance you experience overlooking a working wharf on Garrison Cove and Casco Bay. Dogs allowed upon approval. Must not be big barkers and owners are responsible for any waste. We want to be courteous with all renters and their pets. Weekly rentals preferred in July and August months (Saturday - Saturday)

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.

Timeless Tides Cottage
This comfortable 2 bedroom, one bathroom, A-frame pine cottage is set on its own private point with 350 feet of waterfront! Cook out on the grill, lounge on the deck or dock while taking in the wildlife on a beautiful tidal river. Watch nesting Bald Eagles and Great Blue Herons fishing! There is plenty of sight-seeing in this picturesque area. Rockland is just 10-minutes away where you can enjoy shopping, restaurants, museums, galleries, lighthouses and festivals.

SNOW SWEET, A Yurt for All Seasons
Snow Sweet at The Appleton Retreat is very private, check out the Trail Map. This contemporary yurt faces the Field of Dreams and has a nice view of Appleton Ridge. It features a private therapeutic hot tub on the deck, a fire pit, and fast wifi. 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.
Popular amenities for Harpswell pet-friendly home rentals
Pet-friendly house rentals

Maine Cottage/Your Year-Round Destination

Beautiful +Nostalgic + Coastal Maine Cottage

Hallowell Hilltop Home with Hot Tub & Sauna

Oak Leaf

The Loons' Nest: Lakefront oasis w/ private dock

Peaceful Getaway at The Ledges

Renovated home with amazing waterfront views

Classic Maine, Modern Comfort
Pet-friendly home rentals with a pool

35x18Pool| Hot Tub| Private Oasis w/ Deck | Yard

Old Falls Retreat-4BR w Gorgeous River View & Pool

Secluded Rustic Log Cabin on Beautiful Frye Island

Portland Sweet Escape

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

The Getaway - A River Paradise

Steep Falls Escape, river & falls just steps away

OOB Oasis: 6BR Home w/ Private Pool Near Beach
Private, pet-friendly home rentals

Oceanfront Getaway, located in Orr's Island

Captain's House near Henry Allen's Lobster Shack

Chickadee A-Frame

A beautiful 3 bedroom home overlooking Basin Cove.

Upscale Oceanfront with Panoramic Views!

The Buttermilk Cove Cottage

Private oceanfront cottage, great views, and float

Little Harbor Cottage
When is the best time to visit Harpswell?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$57,298 GYD | G$56,252 GYD | G$50,397 GYD | G$52,279 GYD | G$58,552 GYD | G$67,754 GYD | G$72,145 GYD | G$75,491 GYD | G$63,571 GYD | G$57,925 GYD | G$57,507 GYD | G$66,081 GYD |
| Avg. temp | -6°C | -5°C | 0°C | 6°C | 12°C | 17°C | 21°C | 20°C | 16°C | 9°C | 3°C | -2°C |
Quick stats about vacation rentals that are pet-friendly in Harpswell

Total vacation rentals
Explore 150 vacation rentals in Harpswell

Nightly prices starting at
Harpswell vacation rentals start at G$10,456 GYD per night before taxes and fees

Verified guest reviews
Over 3,590 verified reviews to help you choose

Family-friendly vacation rentals
130 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wi-Fi availability
150 of Harpswell vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Harpswell rentals

4.8 Average rating
Harpswell stays are highly rated by guests—averaging 4.8 out of 5!
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