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

SUMMER ROSE a Yurt for ALL Seasons
SUMMER ROSE - Overlooking the Field of Dreams pasture, and future pond, is a spacious wooden yurt with a spectacular ceiling, personal hot tub and "Hideout" a screened in sanctuary. The Appleton Retreat is situated on 120 acres of privately owned land. To the south, a short walk from Summer Rose, is the Pettengill Stream, a resource protected area where you can view wildlife or kayak; and to the north, a wooded trail leads to a secluded pond on 1,300 acres of Nature Conservancy protected land.

Waterfront, 5 Bedroom, Spacious Home in Freeport!
Large, luxury 5 bedroom home on Harraseeket Cove & South Freeport Harbor, great for kayaking & wildlife, set on 3.5 acres tucked away in the woods! WiFi, Smart TVs, backyard grills, firepit, outdoor furniture and kayaks. Waterfront tranquility just 3 minutes to Freeport's lively downtown shops, restaurants, breweries, and LLBean. Wolfes Neck State Park's stunning coastal trails and forests are close by and Portland's scenic Old Port is 20 minutes! Enjoy an authentic coastal Maine experience!

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!

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

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.

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.

Tiny house near the beach!
Enjoy a wooded retreat just minutes from Maine's stunning Fortune's Rocks beach. This newly constructed tiny home welcomes you for a memorable stay near the coast. We strive to offer a thoughtful balance between modern amenities and a natural setting. This space is perfect for two guests, with a maximum of four who are comfortable sharing tiny accommodations. We are pet friendly for an additional fee - one dog maximum per reservation.

Stone Isle. 8 acres next 2 little john preserve.
Nestled on 8 acres overlooking Casco Bay, the Stone Isle guest house has 2 bedrooms, 1 bathroom and amazing water views. The guest house includes an open plan layout with a full kitchen, living room (with sleeper sofa) and a dining table for 4. Last but not least the guest house is a 5-minute walk from a 23-acre preserve that has numerous scenic viewpoints, tide pools and ledges, and picnic tables. Coastal Maine at its best!

Waterfront Cottage On Basin Cove - Amazing Sunsets
Bright, airy cottage right on Basin Cove,a tidal cove in Harpswell Maine. Cool breezes with pristine views, especially for the sunsets over the cove. At the end of Harpswell Neck, so it feels like you're far away, but still only an hour from Portland, 1/2 hour from Freeport & 15 minutes from Brunswick. Use it as your hub to explore Midcoast Maine or hunker down and enjoy the screened in porch after a swim in the cove.

Private Guesthouse in the Woods
Charming Yarmouth, Maine! This picturesque town offers the perfect blend of small-town charm and modern conveniences. Explore beautiful coastal landscapes, indulge in outdoor activities, and savor the vibrant local culture. This gem boasts spacious interiors, updated kitchen, and a serene backyard. Enjoy proximity to parks, shops, and dining. Don't miss the opportunity to enjoy relaxing in our Yarmouth home!
Popular amenities for Harpswell pet-friendly home rentals
Pet-friendly house rentals

Maine Cottage/Your Year-Round Destination

Maine Waterfront Hideaway

Dreamy Mountain Views w/ Hot Tub + Wood Stove

Seaside House/Upstairs

Spectacular River Retreat with Hiking Trails

Coastal Home away from Home

Sunset & Lake View, Theater, HTub, Xbox, Woodstove

Rustic Farmhouse at Oxbow Brewery
Pet-friendly home rentals with a pool

Luxe Liberty: Getaway with Heated Indoor 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

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

The Getaway - A River Paradise

Steep Falls Escape, river & falls just steps away

OOB Oasis: 5BR Home w/ Private Pool Near Beach
Private, pet-friendly home rentals

Orchid Harbor, Bailey Island 3BR

Coveshead - Dramatic waterfront designer cottage!

Oceanfront Luxury Estate in Mid-Coast Maine

Captain's House near Henry Allen's Lobster Shack

Ocean Waterfront Getaway - Sunsets, Tennis, Kayaks

Chickadee A-Frame

Maine Oceanfront Retreat

Private oceanfront cottage, great views, and float
When is the best time to visit Harpswell?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$42,394 GYD | G$54,507 GYD | G$45,945 GYD | G$52,210 GYD | G$58,475 GYD | G$67,664 GYD | G$72,049 GYD | G$75,391 GYD | G$63,487 GYD | G$57,848 GYD | G$57,431 GYD | G$65,993 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 130 vacation rentals in Harpswell

Nightly prices starting at
Harpswell vacation rentals start at G$12,530 GYD per night before taxes and fees

Verified guest reviews
Over 3,530 verified reviews to help you choose

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

Rentals with dedicated workspaces
70 properties have a dedicated workspace

Wi-Fi availability
130 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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- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- Popham Beach State Park
- Pemaquid Beach
- Willard Beach
- Pemaquid Point Lighthouse
- Gooch's Beach
- East End Beach
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Crescent Beach State Park
- Footbridge Beach
- Wolfe's Neck Woods State Park
- Pleasant Mountain Ski Area
- Palace Playland
- Hills Beach
- Maine Maritime Museum
- Portland Museum of Art
- Bradbury Mountain State Park
- Farnsworth Art Museum
- Ogunquit Playhouse




