A harbor with several boats at sunset.

Search Vacation Homes in Port Clyde

  • 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
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Port Clyde holiday homes

A wooden deck with two blue Adirondack chairs, surrounded by white flowers and trees.

1. Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is HK$1,913
HK$5,145 total
includes taxes & fees
28 Sept - 29 Sept
Luxury Yurt at Seaside Farm in Friendship
A spacious room with a dining table, chairs, and a sofa. There are large windows offering a view of the outdoors.

2. Bee Hive Cottage, Romantic Maine Waterfront Cottag

Bee Hive Cottage, Romantic Maine Waterfront Cottag
2.0 star property
Cushing
The price is HK$3,325
HK$5,035 total
includes taxes & fees
20 Sept - 21 Sept
Bee Hive Cottage, Romantic Maine Waterfront Cottag
A wooden deck with Adirondack chairs and a grill.

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$1,372
HK$2,444 total
includes taxes & fees
8 Sept - 9 Sept
Bright 2-Bedroom Apartment Near Downtown Thomaston
A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

4. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (52 reviews)
"Perfect location to everything. Spacious house and clean. The directions for check in and check out where very clear and helpful!"
United States
Brianna M.
The price is HK$1,333
HK$2,581 total
includes taxes & fees
29 Sept - 30 Sept
2 Bedroom Close to Town Home
A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

5. Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.6 out of 10, Exceptional, (40 reviews)
"Great Stay!"
United States
Pastor Heidi G.
The price is HK$1,388
HK$2,649 total
includes taxes & fees
29 Sept - 30 Sept
Peaceful, Centrally Located Home with Seasonal River Views
A room with a large window offering a view of a snowy landscape and a body of water.

6. 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
8 Sept - 9 Sept
Comfortable, Close to Town Home, with Oceanview.
A two-story house with a dark exterior, a balcony, and a well-maintained garden with rocks and plants.

7. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (73 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$1,588
HK$4,662 total
includes taxes & fees
14 Sept - 15 Sept
Oceanview Bungalow Style Home in Owls Head
A modern kitchen with white cabinets, stainless steel appliances, and a dining area with a round rug.

8. 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$3,906 total
includes taxes & fees
9 Sept - 10 Sept
Near Lakes, Bay & Trails! Historic Waldoboro Gem
A modern kitchen with a central island, built-in appliances, and a dining area with a high chair.

9. 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, (40 reviews)
"Wonderful place at a great price!"
United States
Stephen H.
The price is HK$1,905
HK$3,837 total
includes taxes & fees
21 Sept - 22 Sept
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
A modern kitchen with a stainless steel refrigerator, a coffee maker, and a sink.

10. 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$2,399
HK$4,940 total
includes taxes & fees
1 Oct - 2 Oct
In-town, coastal + relaxing in Rockland
An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

11. 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$1,647
HK$3,928 total
includes taxes & fees
23 Sept - 24 Sept
Harbor/🦞 Pound Access & Views from Large Deck
A living room with a sofa, a coffee table, a TV, a fireplace, and a window with curtains.

12. Fully Updated Airy Historic Home in West Rockport

Fully Updated Airy Historic Home in West Rockport
Rockport
The price is HK$1,356
HK$4,863 total
includes taxes & fees
8 Sept - 9 Sept
Fully Updated Airy Historic Home in West Rockport
A dome-shaped building at night with a visible interior light source.

13. Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (20 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 HK$1,686
HK$2,467 total
includes taxes & fees
8 Sept - 9 Sept
Dome 1 - Luxury Dome at Come Spring Farm
A spacious tent with a large skylight, a bed, a sofa, a lamp, and a fireplace.

14. Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
8.6 out of 10, Excellent, (14 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is HK$1,294
HK$1,885 total
includes taxes & fees
8 Sept - 9 Sept
Dome 3 at Come Spring Farm Glamping - Alpaca Farm
A cozy living room with a dark blue sofa, a wooden coffee table, and a patterned rug. There is a bookshelf with various items and a window with a view of trees.

15. Sunsets Galore Peace & Quiet Beautiful 3-bedroom home on Monhegan Island.

Sunsets Galore Peace & Quiet Beautiful 3-bedroom home on Monhegan Island.
Monhegan Island
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful place! Spectacular views and sunsets!"
United States
Jackie R.
Sunsets Galore Peace & Quiet Beautiful 3-bedroom home on Monhegan Island.
A living room with a fireplace, a mounted TV, and bookshelves filled with books.

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

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (49 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 HK$1,757
HK$3,171 total
includes taxes & fees
20 Sept - 21 Sept
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
A cozy interior of a geodesic dome tent with a bed, a sofa, a small table with a bottle, a fireplace, and a view of the outdoors.

17. Come Spring Farm Glamping Dome 2

Come Spring Farm Glamping Dome 2
Union
5.6 out of 10, (4 reviews)
"My friends and I had a great time at Come Spring Farm! We got hit with a lot of rain as soon as we arrived and it was really cool to watch the storm through the windows in the dome. We were impressed with the bathroom/shower facilities and the Coop hang out space, and I was thrilled to help feed the animals in the morning. We hope to return soon!"
United States
Healy C.
The price is HK$1,294
HK$1,885 total
includes taxes & fees
8 Sept - 9 Sept
Come Spring Farm Glamping Dome 2
A wooden deck with a view of a lake and trees.

18. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot. Make sure to use the hot tub!"
United States
Sam D.
The price is HK$1,615
HK$3,227 total
includes taxes & fees
8 Sept - 9 Sept
1920s Riverfront Cottage – Historic Maine Charm
A wooden deck with a view of a lake, surrounded by trees and a small brick building.

19. Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Joyful Maine Escape: A Three-Bedroom Water View Townhouse
Edgecomb
10.0 out of 10, Exceptional, (54 reviews)
"The accommodations were wonderful and the views were amazing. The house was nicely appointed. "
United States
Judith t.
The price is HK$1,757
HK$3,334 total
includes taxes & fees
8 Sept - 9 Sept
Joyful Maine Escape: A Three-Bedroom Water View Townhouse
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

Smuggler's Cove Inn

Smuggler's Cove Inn

10/10 Excellent
"Clean room and amazing views!"
Lindsay 3-night trip
Posted 2 hours ago
Smuggler's Cove Inn

Find out more about Port Clyde

Port Clyde Vacation Homes information

Number of reviews
Accommodation
592 Vacation Homes
Lowest Price
HK$5,035
Highest Price
HK$5,035

Explore a world of travel with Expedia