A harbor with several boats at sunset.

Port Clyde Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Port Clyde vacation rentals

A wooden deck with outdoor furniture, a table, and a view of the water.

1. Gardenwalk Crest, Elevated Harbor Views, Deck and Village Setting

Gardenwalk Crest, Elevated Harbor Views, Deck and Village Setting
Port Clyde
9.8 out of 10, Exceptional, (59 reviews)
"Perfect!"
United States
Susan B.
The price is AED 716
AED 893 total
includes taxes & fees
30 Oct - 31 Oct
Gardenwalk Crest, Elevated Harbor Views, Deck and Village Setting
Lobby sitting area

2. Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (504 reviews)
"Its a place to stay."
United States
Todd
The price is AED 301
AED 328 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.

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

Simplicity-Just what you need! STR24-20
Rockland
9.8 out of 10, Exceptional, (35 reviews)
"Very nice tiny house in a quiet neighborhood. Easy walk to downtown"
United States
sarah
The price is AED 357
AED 557 total
includes taxes & fees
8 Oct - 9 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.

4. 2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (55 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 AED 422
AED 961 total
includes taxes & fees
1 Nov - 2 Nov
2 Bedroom Close to Town Home
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, (14 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 AED 466
AED 925 total
includes taxes & fees
2 Nov - 3 Nov
Bright 2-Bedroom Apartment Near Downtown Thomaston
A spacious living room with a black leather sofa, a glass coffee table, and large windows offering a view of greenery.

6. 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 AED 533
AED 1,101 total
includes taxes & fees
2 Nov - 3 Nov
Peaceful, Centrally Located Home with Seasonal River Views
A wooden deck with a glass door leading to a room.

7. 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 AED 331
AED 788 total
includes taxes & fees
5 Oct - 6 Oct
Tiny Cottage Near Everything 10
Outdoor dining

8. 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 AED 533
AED 665 total
includes taxes & fees
5 Oct - 6 Oct
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
A bedroom with a large bed, a desk with two red chairs, a window with blinds, and a nightstand with a lamp.

9. Cheerful Cottage Close to Everything 12

Cheerful Cottage Close to Everything 12
Edgecomb
9.4 out of 10, Exceptional, (18 reviews)
"Cute place and very clean will definitely stay again "
United States
Tom C.
The price is AED 342
AED 829 total
includes taxes & fees
26 Oct - 27 Oct
Cheerful Cottage Close to Everything 12
A bedroom with a bed, a bedside table, and a window with curtains.

10. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
9.0 out of 10, Wonderful, (11 reviews)
"Great location, excellent accommodations, perfect for our weekend adventure."
United States
Brian
The price is AED 533
AED 665 total
includes taxes & fees
14 Oct - 15 Oct
Peaceful Intown Studio ~ Walk to Shops & Dining
A modern kitchen with a central island, built-in appliances, and a dining area with a high chair.

11. 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)
"Wonderful place at a great price!"
United States
Stephen H.
The price is AED 661
AED 1,509 total
includes taxes & fees
3 Nov - 4 Nov
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

12. 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 AED 364
AED 857 total
includes taxes & fees
5 Oct - 6 Oct
Cheerful Cottage with Loft 9
A room with a large window offering a view of a snowy landscape and a body of water.

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (101 reviews)
"Great location close to town"
United States
Rich W.
The price is AED 687
AED 1,361 total
includes taxes & fees
25 Oct - 26 Oct
Comfortable, Close to Town Home, with Oceanview.
An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

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

Harbor/🦞 Pound Access & Views from Large Deck
Owls Head
9.6 out of 10, Exceptional, (82 reviews)
"Great place for a girls' weekend!! Had a wonderful stay!"
United States
Jeanette Q.
The price is AED 579
AED 1,591 total
includes taxes & fees
1 Nov - 2 Nov
Harbor/🦞 Pound Access & Views from Large Deck
A fenced garden area with a wooden gate, surrounded by greenery and trees.

15. Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Boothbay
6.0 out of 10, (5 reviews)
"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."
United States
Audreyana P.
The price is AED 496
AED 753 total
includes taxes & fees
5 Oct - 6 Oct
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
A two-story house with a dark exterior, a balcony, and a well-maintained garden with rocks and plants.

16. Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (82 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 AED 744
AED 2,184 total
includes taxes & fees
13 Oct - 14 Oct
Oceanview Bungalow Style Home in Owls Head
A small cabin with a wooden deck, surrounded by trees in a wooded area.

17. 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 AED 496
AED 1,022 total
includes taxes & fees
3 Nov - 4 Nov
Spacious 1 Bedroom Cottage Close to Everything 3
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

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

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.8 out of 10, Good, (15 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is AED 479
AED 731 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

19. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (70 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is AED 547
AED 1,133 total
includes taxes & fees
25 Oct - 26 Oct
A Spacious Vacation Cottage in Sheepscot Harbour
Two Adirondack chairs facing a body of water with a bridge in the background.

20. 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, (89 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is AED 547
AED 1,141 total
includes taxes & fees
26 Oct - 27 Oct
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
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.
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Top Port Clyde Hotel Reviews

Fishermans Wharf Inn

Fishermans Wharf Inn

10/10 Excellent
"Pictures are accurate, great location in a cool little town"
PAUL 1-night trip
Posted 2 hours ago
Fishermans Wharf Inn

Frequently asked questions

Can I find vacation rentals in Port Clyde?

Yes, there are vacation rentals near popular attractions in Port Clyde, or you can choose a more secluded option if you want a relaxing place to stay.

What's the top vacation rental that Port Clyde has to offer?

Oceanview Bungalow Style Home in Owls Head: This vacation 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 you can cook with friends or family. You can relax into your vacation with a garden and a selection of games.

How many vacation rentals will I find in Port Clyde?

With 17 Expedia vacation rentals, you're sure 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 larger area.

What are vacation rentals like in Port Clyde?

Vacation rentals are privately owned properties you can stay in for a long or short time in Port Clyde. Vacation rentals offer amenities such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive option for family trips.