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

Friendship Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
11 Sep - 13 Sep
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Friendship vacation rentals

Terrace/patio

1. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is SAR 1,081
SAR 2,672 total
includes taxes & fees
20 Sep - 21 Sep
Luxury Yurt at Seaside Farm in Friendship
Living area

2. Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58

Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58
Rockland
10.0 out of 10, Exceptional, (1 review)
"Perfect stay"
United States
Kayla G.
The price is SAR 1,095
SAR 2,532 total
includes taxes & fees
5 Sep - 6 Sep
Jenoalli cozy 3 bedrooms and 2 bathrooms STR26-58
Lobby sitting area

3. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (464 reviews)
"Great stay, great location."
United States
Jerold
The price is SAR 531
SAR 579 total
includes taxes & fees
1 Sep - 2 Sep
Trade Winds on the Bay
1 bedroom, WiFi (free), bed sheets

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (31 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is SAR 406
SAR 614 total
includes taxes & fees
15 Sep - 16 Sep
Simplicity-Just what you need! STR24-20
Exterior

5. The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
The price is SAR 3,323
SAR 4,829 total
includes taxes & fees
7 Sep - 8 Sep
The Entire Waldoboro Inn
Outdoor dining

6. Happy Cottage Near Everything 11

Happy Cottage Near Everything 11
Edgecomb
6.8 out of 10, (3 reviews)
"Great quit little place, great accommodations with even better help and information about the local area."
United States
George
The price is SAR 334
SAR 801 total
includes taxes & fees
15 Sep - 16 Sep
Happy Cottage Near Everything 11
Property grounds

7. Rustic Retreat Across from Lake; Family Friendly!

Rustic Retreat Across from Lake; Family Friendly!
Union
8.8 out of 10, Excellent, (22 reviews)
"Great location for visiting the coast."
United States
Sallie S.
The price is SAR 372
SAR 1,506 total
includes taxes & fees
30 Aug - 31 Aug
Rustic Retreat Across from Lake; Family Friendly!
Interior

8. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (46 reviews)
"We loved our cozy stay everything was clean and tidy, and we had everything that we needed"
United States
Betty Jo O.
The price is SAR 841
SAR 1,519 total
includes taxes & fees
27 Aug - 28 Aug
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Smart TV

9. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (38 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is SAR 642
SAR 1,244 total
includes taxes & fees
15 Sep - 16 Sep
Peaceful, Centrally Located Home with Seasonal River Views
Coffee/tea maker, fridge, microwave, oven

10. 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, (39 reviews)
"Great place at a great price! I look forward to staying there again. "
United States
Stephen H.
The price is SAR 811
SAR 1,711 total
includes taxes & fees
31 Aug - 1 Sep
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
Interior

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (97 reviews)
"Great location close to town"
United States
Rich W.
The price is SAR 939
SAR 1,674 total
includes taxes & fees
6 Sep - 7 Sep
Comfortable, Close to Town Home, with Oceanview.
Smart TV

12. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (51 reviews)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is SAR 582
SAR 1,170 total
includes taxes & fees
22 Sep - 23 Sep
2 Bedroom Close to Town Home
Property grounds

13. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (70 reviews)
"Perfect home away from home. Very well stocked kitchen, the beds were very comfy and everything was just overall cozy. Such a serene location. We will definitely stay again next time we come to visit our grandkids. "
United States
Tina B.
The price is SAR 676
SAR 2,128 total
includes taxes & fees
30 Aug - 31 Aug
Oceanview Bungalow Style Home in Owls Head
Coffee/tea maker, fridge, microwave, stovetop

14. Near Lakes, Bay & Trails! Historic Waldoboro Gem

Near Lakes, Bay & Trails! Historic Waldoboro Gem
Waldoboro
9.8 out of 10, Exceptional, (27 reviews)
"It was a wonderful stay at this home. The home was incredibly clean, the beds were very comfortable and had great bedding on them. It was a great location to all the nearby places we wanted to go to. Loved the historic charm. We would love to come and stay again!"
United States
Tina S.
The price is SAR 514
SAR 1,887 total
includes taxes & fees
9 Sep - 10 Sep
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Coffee/tea maker, fridge, microwave, oven

15. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (60 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is SAR 972
SAR 2,149 total
includes taxes & fees
24 Sep - 25 Sep
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
2 bedrooms, iron/ironing board, bed sheets

16. 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 SAR 477
SAR 1,007 total
includes taxes & fees
7 Sep - 8 Sep
Cheerful Cottage with Loft 9
Property grounds

17. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
8.8 out of 10, Excellent, (10 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 SAR 544
SAR 1,031 total
includes taxes & fees
1 Sep - 2 Sep
Bright 2-Bedroom Apartment Near Downtown Thomaston
Terrace/patio

18. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
8.8 out of 10, Excellent, (3 reviews)
"Communication with Property Owner was excellent. This cute little cottage has been renovated and has a nice feel indoors. There is a beautiful porch on the back with a lovely view. The unit includes a mini fridge and mini microwave along with a little table and two chairs. If you have long hair, water pressure could be a concern. My shower worked great but the sink water pressure was not strong. The bed was comfortable and the decor was nice. The air conditioning works fine."
United States
Abra H.
The price is SAR 657
SAR 982 total
includes taxes & fees
3 Sep - 4 Sep
Renovated The Driftwood Cabin at White Anchor Inn
Exterior

19. Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (19 reviews)
"Scenery was amazing, it was a bit chilly at night but a great place for peace and quiet!"
United States
Maurice E.
The price is SAR 845
SAR 1,227 total
includes taxes & fees
1 Sep - 2 Sep
Dome 1 - Luxury Dome at Come Spring Farm
Marina

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

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful house with a beautiful location!"
United States
Angel H.
The price is SAR 788
SAR 1,881 total
includes taxes & fees
23 Sep - 24 Sep
Harbor/🦞 Pound Access & Views from Large Deck
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Friendship Hotel Reviews

Smuggler's Cove Inn

Smuggler's Cove Inn

10/10 Excellent
"The view from the rooms was beautiful. Atmosphere was relaxing. Would recommend for anyone to stay."
Michael 2-night trip
Posted 7 hours ago
Smuggler's Cove Inn

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?

Remarkable Four Gable House Overlooking Friendship Harbor: Visitors give good reviews to this Friendship vacation home rental, which is located in a rural location and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 8 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 La Verna Preserve. 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.