A harbor with several boats at sunset.

Port Clyde Holiday 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 Sept - 13 Sept
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 Port Clyde holiday rentals

Lobby sitting area

1. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (466 reviews)
"Great stay, great location."
United States
Jerold
The price is HK$1,110
HK$1,209 total
includes taxes & fees
31 Aug - 1 Sept
Trade Winds on the Bay
Room

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (32 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is HK$847
HK$1,282 total
includes taxes & fees
15 Sept - 16 Sept
Simplicity-Just what you need! STR24-20
Property grounds

3. 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 HK$1,278
HK$2,324 total
includes taxes & fees
8 Sept - 9 Sept
Bright 2-Bedroom Apartment Near Downtown Thomaston
Terrace/patio

4. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is HK$1,944
HK$5,187 total
includes taxes & fees
29 Sept - 30 Sept
Luxury Yurt at Seaside Farm in Friendship
Living area

5. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (51 reviews)
The price is HK$1,239
HK$2,470 total
includes taxes & fees
1 Sept - 2 Sept
2 Bedroom Close to Town Home
Property grounds

6. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (70 reviews)
"We really enjoyed staying at this house! It was in a good location and was cute and cozy!"
United States
Victoria S.
The price is HK$1,411
HK$4,444 total
includes taxes & fees
3 Sept - 4 Sept
Oceanview Bungalow Style Home in Owls Head
Living area

7. 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 HK$1,380
HK$2,649 total
includes taxes & fees
1 Sept - 2 Sept
Peaceful, Centrally Located Home with Seasonal River Views
Terrace/patio

8. Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
8.0 out of 10, Very good, (11 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is HK$783
HK$1,281 total
includes taxes & fees
1 Sept - 2 Sept
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Front of property

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

Near Lakes, Bay & Trails! Historic Waldoboro Gem
3.0 star property
Waldoboro
10.0 out of 10, Exceptional, (2 reviews)
"This home is such a gem! A historic home that is updated with many modern conveniences. We’ve been to MANY AirB&B’s and this home was probably the best equipped we’ve been in! Convenient to Boothbay and lots of downeast inlets and harbors. Very quiet, but close to groceries, food and farm stands. Our only regret was not staying longer- we would have loved to grill and use the fire pit!"
United States
Deborah
The price is HK$1,419
HK$3,847 total
includes taxes & fees
9 Sept - 10 Sept
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Private kitchen

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 HK$2,078
HK$4,051 total
includes taxes & fees
22 Sept - 23 Sept
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 HK$1,929
HK$3,478 total
includes taxes & fees
28 Sept - 29 Sept
Comfortable, Close to Town Home, with Oceanview.
Living area

12. Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
The price is HK$5,071
HK$6,937 total
includes taxes & fees
19 Sept - 20 Sept
Bee Hive Cottage, Romantic Maine Waterfront Cottag
Living area

13. Bee Hive Cottage, romantic Maine waterfront cottag

Bee Hive Cottage, romantic Maine waterfront cottag
Cushing
10.0 out of 10, Exceptional, (1 review)
"we enjoyed sipping coffee in the morning watching the lobster boats go to/from the working harbor next door."
United States
Karen L.
The price is HK$3,903
HK$6,476 total
includes taxes & fees
19 Sept - 20 Sept
Bee Hive Cottage, romantic Maine waterfront cottag
Private kitchen

14. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is HK$949
HK$2,044 total
includes taxes & fees
1 Sept - 2 Sept
Spacious 1 Bedroom Cottage Close to Everything 5
Private kitchen

15. 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 HK$1,074
HK$3,940 total
includes taxes & fees
9 Sept - 10 Sept
Near Lakes, Bay & Trails! Historic Waldoboro Gem
Marina

16. 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 HK$1,646
HK$3,928 total
includes taxes & fees
23 Sept - 24 Sept
Harbor/🦞 Pound Access & Views from Large Deck
Outdoor dining

17. 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 HK$659
HK$1,626 total
includes taxes & fees
28 Sept - 29 Sept
Happy Cottage Near Everything 11
Living area

18. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (68 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is HK$1,051
HK$2,291 total
includes taxes & fees
2 Sept - 3 Sept
A Spacious Vacation Cottage in Sheepscot Harbour
Room

19. 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 HK$941
HK$2,035 total
includes taxes & fees
7 Sept - 8 Sept
Cheerful Cottage with Loft 9
Private kitchen

20. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (48 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
The price is HK$2,799
HK$5,444 total
includes taxes & fees
20 Sept - 21 Sept
In-town, coastal + relaxing in Rockland
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 Port Clyde Hotel Reviews

Fishermans Wharf Inn

Fishermans Wharf Inn

8/10 Good
"So, number one this hotel is in the best location with the best views. It is clean and that’s all you should really expect from this place. The bathrooms leave much to be desired. Very small. Low water pressure and our tub/shower didn’t drain. Don’t book this place with great expectations. Book it for the location and the view."
William 2-night trip
Posted 8 hours ago
Fishermans Wharf Inn

Find out more about Port Clyde

Search for holiday rentals in Port Clyde on Expedia! You can easily find your home rentals, villas, holiday apartments in Port Clyde using one of the methods below:

  • View our selection of featured holiday rentals in Port Clyde
  • Use the map to find apartments and other holiday homes in the Port Clyde neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Port Clyde while they last

Look no further and take a look at our great range of rental properties in Port Clyde!

Frequently asked questions

Can I find holiday rentals in Port Clyde?

Yes, there are holiday rentals close to the most popular sights in Port Clyde, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Port Clyde has to offer?

Comfortable, Close to Town Home, with Oceanview.: This holiday home rental outside of Port Clyde offers a patio, a private garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Port Clyde?

With 18 Expedia holiday rentals, you're guaranteed to find just the right place for your Port Clyde stay.

What’s there to see and do in Port Clyde?

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

What are holiday rentals like in Port Clyde?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Port Clyde. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.