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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

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, (518 reviews)
"the views were incredible, staff friendly and accommodations comfortable."
United States
Allene
The price is HK$681
HK$742 total
includes taxes & fees
20 Oct - 21 Oct
Trade Winds on the Bay
A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

2. 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 HK$763
HK$1,191 total
includes taxes & fees
20 Oct - 21 Oct
Simplicity-Just what you need! STR24-20
A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

3. 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 HK$903
HK$2,045 total
includes taxes & fees
28 Oct - 29 Oct
2 Bedroom Close to Town Home
A wooden deck with a glass door leading to a room.

4. 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 HK$675
HK$1,643 total
includes taxes & fees
20 Oct - 21 Oct
Tiny Cottage Near Everything 10
A wooden deck with Adirondack chairs and a grill.

5. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (15 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$973
HK$1,950 total
includes taxes & fees
17 Nov - 18 Nov
Bright 2-Bedroom Apartment Near Downtown Thomaston
Outdoor dining

6. 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 HK$1,138
HK$1,420 total
includes taxes & fees
19 Oct - 20 Oct
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

7. 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 HK$730
HK$1,764 total
includes taxes & fees
9 Nov - 10 Nov
Spacious 1 Bedroom Cottage Close to Everything 5
A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

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 HK$1,107
HK$2,310 total
includes taxes & fees
16 Nov - 17 Nov
Peaceful, Centrally Located Home with Seasonal River Views
A bedroom with a bed, a bedside table, and a window with curtains.

9. 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 HK$1,138
HK$1,420 total
includes taxes & fees
20 Oct - 21 Oct
Peaceful Intown Studio ~ Walk to Shops & Dining
An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

10. 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 HK$1,112
HK$3,243 total
includes taxes & fees
1 Nov - 2 Nov
Harbor/🦞 Pound Access & Views from Large Deck
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

11. 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$777
HK$1,832 total
includes taxes & fees
19 Oct - 20 Oct
Cheerful Cottage with Loft 9
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

12. 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 HK$1,052
HK$2,293 total
includes taxes & fees
25 Oct - 26 Oct
A Spacious Vacation Cottage in Sheepscot Harbour
A modern kitchen with a central island, built-in appliances, and a dining area with a high chair.

13. 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 HK$1,295
HK$3,080 total
includes taxes & fees
17 Nov - 18 Nov
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
A room with a large window offering a view of a snowy landscape and a body of water.

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 HK$1,389
HK$2,806 total
includes taxes & fees
10 Nov - 11 Nov
Comfortable, Close to Town Home, with Oceanview.
A compact kitchen with a dining table, two chairs, a sofa, a lamp, and a refrigerator.

15. 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
A small cabin with a wooden deck, surrounded by trees in a wooded area.

16. 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 HK$1,036
HK$2,157 total
includes taxes & fees
10 Nov - 11 Nov
Spacious 1 Bedroom Cottage Close to Everything 3
Two Adirondack chairs facing a body of water with a bridge in the background.

17. 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 HK$1,169
HK$2,438 total
includes taxes & fees
26 Oct - 27 Oct
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
A bedroom with a large bed, a desk with two red chairs, a window with blinds, and a nightstand with a lamp.

18. Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.4 out of 10, Exceptional, (19 reviews)
"Cute place and very clean will definitely stay again "
United States
Tom C.
The price is HK$698
HK$1,738 total
includes taxes & fees
27 Oct - 28 Oct
Cheerful Cottage Close to Everything 12
A cozy living room with a sofa, a small table, and a view of a backyard through large windows.

19. Spacious 1 Bedroom Cottage Close to Everything 2

Spacious 1 Bedroom Cottage Close to Everything 2
Edgecomb
9.4 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay. The cottage had everything that we needed. The cottage was clean and well stocked with the essentials for our visit. Thank you for a nice stay."
United States
Terrence F.
The price is HK$871
HK$1,943 total
includes taxes & fees
9 Nov - 10 Nov
Spacious 1 Bedroom Cottage Close to Everything 2
A deck with a table and chairs, overlooking a wooded area with trees and a house in the background.

20. 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$549
HK$1,500 total
includes taxes & fees
26 Oct - 27 Oct
Happy Cottage Near Everything 11
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

Strawberry Hill Seaside Inn

Strawberry Hill Seaside Inn

10/10 Excellent
"Cute seaside location, unfortunately it rained the day we were there so didn’t get to enjoy the outdoor spaces. Beautiful views helped to make up for the weather."
Lorilee 1-night trip
Posted 5 hours ago
Strawberry Hill Seaside 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?

Oceanview Bungalow Style Home in Owls Head: This holiday home rental outside of Port Clyde 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 that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals will I find in Port Clyde?

With 17 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.