Port Clyde Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Port Clyde vacation 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, (538 reviews)
"Everything was clean, easy check in process and convenient location, walking distance to multiple restaurants."
United States
Bill
$115 nightly
The price is $125
Nov 7 - Nov 8
Total with taxes and fees
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, (38 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
$124 nightly
The price is $135
Nov 8 - Nov 9
Total with taxes and fees
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
8.8 out of 10, Excellent, (58 reviews)
"It was in a perfect location for our planned trip. Thank you"
United States
Nita S.
$228 nightly
The price is $249
Nov 8 - Nov 9
Total with taxes and fees
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.

4. 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.
$239 nightly
The price is $261
Dec 1 - Dec 2
Total with taxes and fees
Peaceful, Centrally Located Home with Seasonal River Views
An aerial view of a marina with numerous boats docked and a small island with houses and greenery.

5. 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.
$379 nightly
The price is $413
Nov 8 - Nov 9
Total with taxes and fees
Harbor/🦞 Pound Access & Views from Large Deck
A wooden deck with Adirondack chairs and a grill.

6. Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
9.2 out of 10, Wonderful, (16 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.
$213 nightly
The price is $232
Dec 1 - Dec 2
Total with taxes and fees
Bright 2-Bedroom Apartment Near Downtown Thomaston
A bedroom with a bed, a bedside table, and a window with curtains.

7. 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
$158 nightly
The price is $172
Nov 10 - Nov 11
Total with taxes and fees
Peaceful Intown Studio ~ Walk to Shops & Dining
A room with a large window offering a view of a snowy landscape and a body of water.

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

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (104 reviews)
"We weren’t even there for 24 hours. It was a great stop on the coast. Close to Rockland and a nice view of the ocean."
United States
Ted H.
$292 nightly
The price is $318
Nov 8 - Nov 9
Total with taxes and fees
Comfortable, Close to Town Home, with Oceanview.
A white door with a glass panel, a white porch with a railing, and a framed picture on the wall.

9. Jenoalli Cozy one bedroom ap

Jenoalli Cozy one bedroom ap
Rockland
$249 nightly
The price is $271
Nov 13 - Nov 14
Total with taxes and fees
Jenoalli Cozy one bedroom ap
A kitchen with wooden ceiling, a bar area with two chairs, a red appliance, and a view of the outdoors.

10. Spacious 1 Bedroom Close to Everything 4

Spacious 1 Bedroom Close to Everything 4
Edgecomb
9.6 out of 10, Exceptional, (27 reviews)
"This was a lovely little cabin. Everything was as described and my husband and I really enjoyed our stay."
Canada
Christine M.
$211 nightly
The price is $221
Nov 9 - Nov 10
Total with taxes and fees
Spacious 1 Bedroom Close to Everything 4
Outdoor dining

11. 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
$158 nightly
The price is $172
Nov 7 - Nov 8
Total with taxes and fees
Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.
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, (72 reviews)
"Great place and great restaurants."
United States
Julie D.
$264 nightly
The price is $288
Nov 9 - Nov 10
Total with taxes and fees
A Spacious Vacation Cottage in Sheepscot Harbour
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

13. 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.
$196 nightly
The price is $205
Nov 9 - Nov 10
Total with taxes and fees
Cheerful Cottage with Loft 9
A small cabin with a wooden deck, surrounded by trees in a wooded area.

14. 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.
$220 nightly
The price is $231
Nov 9 - Nov 10
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 3
A deck with a table and chairs, overlooking a wooded area with trees and a house in the background.

15. 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
$170 nightly
The price is $171
Nov 10 - Nov 11
Total with taxes and fees
Happy Cottage Near Everything 11
Two Adirondack chairs facing a body of water with a bridge in the background.

16. 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.
$303 nightly
The price is $330
Nov 8 - Nov 9
Total with taxes and fees
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
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.
Come Spring Farm Glamping Dome 2
A lakeside deck with a fire pit, docked boats, and a wooden railing.

18. Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law

Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
Boothbay Harbor
10.0 out of 10, Exceptional, (129 reviews)
"This place was the definition of relaxation! The access to West Harbor "Pond" (it's huge -- more like a lake!) was unbeatable! We were able to use the provided kayaks to explore the little islands in the water and to come really close to a pair of loons!"
United States
Melinda M.
$291 nightly
The price is $317
Nov 10 - Nov 11
Total with taxes and fees
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
A modern kitchen with a stainless steel refrigerator, a coffee maker, and a sink.

19. In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (58 reviews)
"Great location, great house! It was a perfect getaway for us, highly recommend."
United States
Rob J.
$494 nightly
The price is $538
Nov 7 - Nov 8
Total with taxes and fees
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.
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Top Port Clyde Hotel Reviews

A breakfast tray with croissant, orange juice, yogurt, and blueberries on a terrace with chairs and a view of the water.
250 Main Hotel

250 Main Hotel

250 Main Hotel
Rockland

10/10 Excellent

We didn’t get to enjoy this hotel long enough! We arrived late and the front desk person called us to assure us he’s available even though the door was locked. Beautifully designed and so so comfortable and clean. My favourite was the towel warmer such a treat to get out the shower after a 5 hour drive and that roof view!
United States
Wendy
Reviewed July 19, 2024
250 Main Hotel

Find out more about Port Clyde

Everything you need to know about Port Clyde vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Port Clyde vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Port Clyde vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Port Clyde vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Port Clyde. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Port Clyde in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $125 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Port Clyde rentals

At Expedia, we put the best Port Clyde vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Port Clyde rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Port Clyde vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port Clyde. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.

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