We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Pet Friendly Holiday Rentals in Harpswell

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
loading...
From
€100
Per Night
View Details
1 / 8
Payment Protection
Harpswell
3 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
From
€242
Per Night
View Details
1 / 16
Harpswell
4 Bedrooms, 2 Bathrooms, Sleeps 8
Details Reviews (1) Make Enquiry
From
€1,409
Per Week
View Details
1 / 11
Harpswell
3 Bedrooms, 3 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
From
€220
Per Night
View Details
1 / 14
Harpswell
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
With water all around you as you stand in the living room of this recently renovated cottage, you feel as though you're standing on the bridge of a ship--water, water everywhere. The cottage is directly on Middle Bay (Casco Bay area) with stair access to approximately one hundred feet of private... View all property information
Make Enquiry
From
€1,586
Per Week
View Details
1 / 15
Harpswell
3 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (4) Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Imagine overlooking a wide view of Casco Bay and out to open ocean, so close that you can almost dangle your feet in the gentle surf. Imagine a bright and cheerful cottage, renovated with the finest of materials and a decorator's eye. Imagine strolling down the road to the lobster dock and one of... View all property information
Make Enquiry
From
€2,202
Per Week
View Details
1 / 27
Harpswell
5 Bedrooms, 2 Bathrooms, Sleeps 10
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This property is on the tip of Basin Point in Harpswell Maine. This Casco Bay Victorian is as classic as you can get. Built in 1912 it has remained in the same family from generation to generation. There are many aspects of the property that is still original. Such as the bathroom with the claw... View all property information
Make Enquiry
From
€242
Per Night
View Details
1 / 12
Harpswell
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located at the end of a private 1/4 mile road, Harbor Watch offers unmatched privacy, large living spaces, and expansive bay views. With 4 bedrooms, dining seating for up to 20, 3 full bathrooms, over 450' of deck space, and 2 living/family rooms each with large flat screens. . . there is ample... View all property information
Make Enquiry
From
€110
Per Night
View Details
1 / 13
Harpswell
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Charming ocean front cottage with beautiful views of Gurnet Cove. Cottage has 2 bedrooms and a sleep sofa to accommodate 6 guests comfortably. Enclosed screen porch and outside deck for relaxing enjoying the ocean air with a cup of coffee or a meal watching a glorious sunset. Cottage offers a full... View all property information
Make Enquiry

The following rentals are within 10 kilometers of Harpswell, Maine.

From
€308
Per Night
View Details
1 / 34
Orrs Island
5 Bedrooms, 2 Bathrooms, Sleeps 9
Details Reviews (1) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
East Rising is a delightful family-owned rustic cottage on Orr's Island. When you walk into the home it is very apparent that it has been loved and cared for generation after generation. Walking through the front door, there is a mudroom and laundry room and to your left there is a suite with a... View all property information
Make Enquiry
From
€308
Per Night
View Details
1 / 19
Orrs Island
8 Bedrooms, 3 Bathrooms, Sleeps 14
Details Reviews (4) Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
As much 'an experience' as shelter, Kinsale delights everyone of all ages. It's a three-story, turn-of-the-20th-century family home, one large enough for multi-generational families or groups. It stands on the side of a hill at the eastern edge of Orr's Island and looks out to open ocean and small... View all property information
Make Enquiry
Get the List
From
€573
Per Night
View Details
1 / 10
Bailey Island
4 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (4) Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Available for weekly rentals and special events. Now featuring in season our roof top deck. The Captain Lawrence E. Johnson House is available as a weekly luxury summer rental and year round, Maine Island Getaway, on Bailey Island, featuring four luxury bedrooms with flexible accommodations with en... View all property information
Make Enquiry
From
€220
Per Night
View Details
1 / 19
Bailey Island
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (4) Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Home Port has undergone a foundation-up renovation completed in August 2011. The house modernization design allows you to enjoy the magnificent view of Mackerel Cove and Mackerel Cove beach. Settled among houses that have come down through generations of lobster-men, this home enjoys a desirable... View all property information
Make Enquiry
From
€115
Per Night
View Details
1 / 8
Orrs Island
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
2bedroom, first or second floor rental, 40 feet from Harpswell Sound. You can sit and watch sunsets from your private deck, see the local lobstermen go by or see the student sailors or kyakers have their lessons in the bay out front. From the wharf in the front of the property you can fish, swim... View all property information
Make Enquiry
5 of 5 stars Reviewed 26 June 2013
Two separate units in this house by the water - the upstairs unit and the downstairs unit. My family of five stayed upstairs - two queens and a pullout. It's a bit tight for five...
See all reviews
From
€1,762
Per Week
View Details
1 / 21
Cundys Harbor
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located in the scenic Cove of Long Island Sound near Cundy's Harbor, Sea-Clusion has magnificent views of the Cove and the local Lobstermen. The exterior welcomes lobster bakes and BBQs with family and friends,as well as, imaginative places for children to play. The property has a nice front yard... View all property information
Make Enquiry
From
€462
Per Night
View Details
1 / 35
Bailey Island
5 Bedrooms, 4 Bathrooms, Sleeps 11
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Summer Salt is an excellent waterfront property located on Bailey Island. The property offers magnificent open ocean views of Casco Bay and views of Ragged Island. Standing outside on the large back yard, one can hear the sound of the waves crashing on the pebbly shoreline. The sounds and views of... View all property information
Make Enquiry
From
€220
Per Night
View Details
1 / 17
Orrs Island
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Internet Access
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Views to open ocean to the south and waterfront with a dock on Lowell's Cove provide the coastal Maine vacationer everything necessary to be the captain of this ship, if only for a vacation stay! Captain's View boasts a wide and deep waterfront lawn, a spacious deck for evening sunsets, a dock and... View all property information
Make Enquiry
From
€1,321
Per Week
View Details
1 / 10
Orrs Island
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Down a private road and through the trees comes Compass Rose. This newly renovated, 3-bedroom ranch located in Harpswell, Maine sits among forest and grassland with views of the opening of Quahog Bay. In front of the house enjoy the brand new deck to lounge and enjoy the tranquility or family... View all property information
Make Enquiry
From
€1,498
Per Week
View Details
1 / 21
Orrs Island
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Located in Orr's Island near the shores of the popular Lowell's Cove. With a beach within walking distance and endless places to explore. This cottage is nestled among family and vacation homes where lobster-men still fish nearby. When you first step into this cottage you immediately sense the care... View all property information
Make Enquiry
From
€1,101
Per Week
View Details
1 / 23
Orrs Island
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Grill
  • Satellite TV
  • Water Views
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This small one bedroom cottage located on the waters edge in beautiful Orrs Island Maine. This is the perfect spot for a small family or a romantic getaway for two. The view of the sunrise can be enjoyed while relaxing on the covered deck, from the living room window or the bench that is situated... View all property information
Make Enquiry
Go to map view
Book Online(1)
Use filters to find the best results!

Suitability

  • Wheelchair access (1)
  • Elder access (3)
  • Suitable for children (0)
  • Pet friendly (19)
  • Smoking allowed (0)

Amenities

  • Grill (9)
  • Internet (8)
  • Other outdoor space (4)
  • Fireplace (2)
  • Wi-Fi (2)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities