Port Clyde Vacation Homes

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

In two months

In three months

In four months

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

Friendship

HK$5,348 total

includes taxes & fees

27 Sept - 28 Sept

A compact bedroom with a bed, a small table, a bench, a TV, and a kitchenette.

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

Rockland

sarah

HK$1,282 total

includes taxes & fees

23 Oct - 24 Oct

A wooden deck with Adirondack chairs and a grill.

3. Bright 2-Bedroom Apartment Near Downtown Thomaston

Thomaston

Alexis H.

HK$2,026 total

includes taxes & fees

29 Sept - 30 Sept

A living room with a brown leather sofa, a wooden coffee table, and a window with curtains.

4. 2 Bedroom Close to Town Home

Thomaston

HK$2,291 total

includes taxes & fees

23 Oct - 24 Oct

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

Thomaston

Pastor Heidi G.

HK$2,385 total

includes taxes & fees

20 Oct - 21 Oct

A two-story house with a dark exterior, a balcony, and a well-maintained garden with rocks and plants.

6. Oceanview Bungalow Style Home in Owls Head

Owls Head

Victoria S.

HK$4,664 total

includes taxes & fees

27 Sept - 28 Sept

A modern kitchen with a central island, built-in appliances, and a dining area with a high chair.

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

Thomaston

Stephen H.

HK$3,522 total

includes taxes & fees

20 Oct - 21 Oct

An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

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

Owls Head

Jeanette Q.

HK$3,904 total

includes taxes & fees

21 Oct - 22 Oct

A room with a large window offering a view of a snowy landscape and a body of water.

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

Owls Head

Rich W.

HK$2,941 total

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with a stainless steel refrigerator, a coffee maker, and a sink.

10. In-town, coastal + relaxing in Rockland

Rockland

Rob J.

HK$4,749 total

includes taxes & fees

5 Oct - 6 Oct

A living room with a fireplace, a mounted TV, and bookshelves filled with books.

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

Nobleboro

Betty Jo O.

HK$3,172 total

includes taxes & fees

1 Oct - 2 Oct

A spacious tent with a large skylight, a bed, a sofa, a lamp, and a fireplace.

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

Union

Sabrina D.

HK$2,227 total

includes taxes & fees

25 Oct - 26 Oct

A wooden staircase leading to a stone entrance of a building surrounded by trees.

13. Fully Renovated "Saltbox" Home in Boothbay

Boothbay

HK$4,702 total

includes taxes & fees

27 Sept - 28 Sept

A wooden deck with a view of a lake and trees.

14. 1920s Riverfront Cottage – Historic Maine Charm

Edgecomb

Sam D.

HK$3,157 total

includes taxes & fees

28 Sept - 29 Sept

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.

15. Come Spring Farm Glamping Dome 2

Union

Healy C.

HK$1,988 total

includes taxes & fees

18 Oct - 19 Oct

A wooden deck with a view of a lake, a small building, and surrounding trees.

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

Edgecomb

Steve M.

HK$3,095 total

includes taxes & fees

25 Oct - 26 Oct

A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

17. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor

Justin T.

HK$3,009 total

includes taxes & fees

2 Oct - 3 Oct

A spacious living area with a wooden ceiling, a dining table with chairs, and a kitchen area with white cabinets.

18. 3 Bedroom Happy Cottage 15

Edgecomb

Decourcey D.

HK$4,328 total

includes taxes & fees

21 Oct - 22 Oct

A two-story white building with a symmetrical facade, large windows with shutters, and a central entrance with a door and columns.

19. The Entire Waldoboro Inn

Waldoboro

HK$10,207 total

includes taxes & fees

25 Oct - 26 Oct

A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

20. Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor

"Host communication was excellent. Location was ideal, walkable to the Boothbay Harbor attractions. Nice new wooden floors upstairs with the bedrooms. No AC which was fine for our stay. We must have stayed the first of the season, as the negatives were related to this. The toilets were disgusting with a foul odor and green mold on toilet seats, presumably from 9 months of zero use and the maids not cleaning prior to our arrival. Either way they should be replaced. All else with home was fine."

Timothy M.

View all properties

Find holiday rentals that suit your style

Cabins

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Port Clyde Hotel Reviews

Bluebird Ocean Point Inn

10/10 Excellent

"We had and end room facing the water with a porch. Doesn't get any better. Even first floor has stairs though. Restaurant great."

Spruce Point Inn

10/10 Excellent

"The Inn is ideally located and is truly beautiful. The staff is friendly and helpful. We ate many meals in the on-site restaurant which were quite delicious. The room was clean and spacious. The only issue we had was that the Front Desk does not answer the phone and return messages left regarding a stay. Otherwise, beautiful!"

Cod Cove Inn, BW Signature Collection

10/10 Excellent

"We enjoyed our one night stay on our way up the coast. The hotel was easy to find and was a convenient proximity to town. We had a comfortable bed and the facility was quiet so we could get a good night’s rest. We did not take advantage of any of the amenities so cannot comment on those, but would definitely stay again."

Find out more about Port Clyde