A calm harbor with a wooden dock, boats, and a small house.

Friendship Vacation Rentals

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Our top choices for Friendship vacation rentals

1. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (519 reviews)
"the views were incredible, staff friendly and accommodations comfortable."
United States
Allene
The price is CA $123
CA $134 total
includes taxes & fees
Oct 22 - Oct 23
Trade Winds on the Bay

2. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (57 reviews)
"It was in a perfect location for our planned trip. Thank you"
United States
Nita S.
The price is CA $163
CA $367 total
includes taxes & fees
Oct 28 - Oct 29
2 Bedroom Close to Town Home

3. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
Waldoboro
The price is CA $205
CA $256 total
includes taxes & fees
Oct 20 - Oct 21
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

4. Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (37 reviews)
"This was such a super cute place. Great little get away. Very clean! I would definitely recommend this place if you are in the area!"
United States
Beth
The price is CA $137
CA $215 total
includes taxes & fees
Oct 20 - Oct 21
Simplicity-Just what you need! STR24-20

5. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
9.0 out of 10, Wonderful, (6 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
The price is CA $120
CA $290 total
includes taxes & fees
Oct 20 - Oct 21
Tiny Cottage Near Everything 10

6. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (16 reviews)
"This place was nice and clean. The only thing was the service was spotty and WiFi was slow. Overall, great place and great location."
United States
Alexis H.
The price is CA $175
CA $344 total
includes taxes & fees
Nov 17 - Nov 18
Bright 2-Bedroom Apartment Near Downtown Thomaston

7. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
9.0 out of 10, Wonderful, (12 reviews)
"Great location, excellent accommodations, perfect for our weekend adventure."
United States
Brian
The price is CA $205
CA $256 total
includes taxes & fees
Oct 20 - Oct 21
Peaceful Intown Studio ~ Walk to Shops & Dining

8. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (41 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is CA $199
CA $416 total
includes taxes & fees
Nov 16 - Nov 17
Peaceful, Centrally Located Home with Seasonal River Views

9. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is CA $130
CA $313 total
includes taxes & fees
Nov 10 - Nov 11
Spacious 1 Bedroom Cottage Close to Everything 5

10. Across the road from Pemaquid Beach — quiet wooded king-bed cabin

Across the road from Pemaquid Beach — quiet wooded king-bed cabin
Pemaquid Beach
9.2 out of 10, Wonderful, (5 reviews)
"Loved our stay"
United States
Jeanne
Across the road from Pemaquid Beach — quiet wooded king-bed cabin

11. Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Thomaston
10.0 out of 10, Exceptional, (44 reviews)
"I always enjoy staying at this place!"
United States
Stephen H.
The price is CA $223
CA $542 total
includes taxes & fees
Oct 20 - Oct 21
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets

12. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is CA $143
CA $330 total
includes taxes & fees
Oct 21 - Oct 22
Cheerful Cottage with Loft 9

13. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (71 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is CA $190
CA $413 total
includes taxes & fees
Oct 25 - Oct 26
A Spacious Vacation Cottage in Sheepscot Harbour

14. Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (102 reviews)
"Great location close to town"
United States
Rich W.
The price is CA $250
CA $506 total
includes taxes & fees
Nov 10 - Nov 11
Comfortable, Close to Town Home, with Oceanview.

15. Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.6 out of 10, Exceptional, (18 reviews)
"Great central location"
United States
Bruce O.
The price is CA $184
CA $384 total
includes taxes & fees
Oct 26 - Oct 27
Spacious 1 Bedroom Cottage Close to Everything 3

16. Harbor/🦞 Pound Access & Views from Large Deck

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (84 reviews)
"Great place for a girls' weekend!! Had a wonderful stay!"
United States
Jeanette Q.
The price is CA $200
CA $584 total
includes taxes & fees
Nov 1 - Nov 2
Harbor/🦞 Pound Access & Views from Large Deck

17. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (85 reviews)
"The property was wonderful! Our group of 5 adults were very comfortable and satisfied with our stay of 3 nights. We were in town for a family reunion, and enjoyed the great amenities of the property as we spent cherished time with our extended family. Comfortable beds, relaxing common areas and great location."
United States
christoohey1
Oceanview Bungalow Style Home in Owls Head

18. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
Edgecomb
9.8 out of 10, Exceptional, (90 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is CA $190
CA $413 total
includes taxes & fees
Oct 26 - Oct 27
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

19. Come Spring Farm Airstream , Lake & farm animals

Come Spring Farm Airstream , Lake & farm animals
Union
8.4 out of 10, Very good, (5 reviews)
"Pet Friendly, Great surroundings, close to popular tourist towns in Maine"
United States
Thomas W.
The price is CA $233
CA $362 total
includes taxes & fees
Oct 20 - Oct 21
Come Spring Farm Airstream , Lake & farm animals

20. Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is CA $389
CA $837 total
includes taxes & fees
Nov 15 - Nov 16
Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Friendship Hotel Reviews

Find out more about Friendship

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Friendship. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Friendship?

Yes, we give you a choice of vacation rentals near popular local attractions in Friendship, or you can choose a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Friendship has to offer?

Oceanview Bungalow Style Home in Owls Head: This vacation home rental outside of Friendship is located by the ocean and has a balcony, a terrace, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals are there in Friendship?

With 16 Expedia vacation rentals, you're sure to find just the right place for your Friendship stay.

What’s there to see and do in Friendship?

Explore the area and family-friendly sights such as Maine State Prison Store, or get out into nature at a spot like Delano Cove. Marshall Point Lighthouse and St. George River are a couple of places you'll find in the larger area.

What’s a vacation rental in Friendship like?

Vacation rentals are privately owned accommodations you can book for a couple days or more in Friendship. Vacation rentals offer amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for small groups.