Port Clyde Vacation Rentals

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Our top choices for Port Clyde vacation rentals

Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.6 out of 10, Excellent, (400 reviews)
"Everything was great and the location was amazing. Right in the arts district and surrounded by interesting shops, amazing eats and coffee & right on the harbor."
United States
Gerald
The price is CA $131
CA $142 total
includes taxes & fees
Jun 9 - Jun 10
Trade Winds on the Bay

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
9.0 out of 10, Wonderful, (46 reviews)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is CA $204
CA $420 total
includes taxes & fees
Jun 8 - Jun 9
2 Bedroom Close to Town Home

Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very good, (6 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is CA $215
CA $318 total
includes taxes & fees
Jun 17 - Jun 18
Newly Renovated Cozy Cove Cabin at White Anchor Inn

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.4 out of 10, Exceptional, (33 reviews)
"Great stay and host was very responsive with a forgotten item. "
United States
Yvonne T.
The price is CA $197
CA $410 total
includes taxes & fees
Jun 8 - Jun 9
Peaceful, Centrally Located Home with Seasonal River Views

Across the road from Pemaquid Beach — wooded king-bed cabin

Across the road from Pemaquid Beach — wooded king-bed cabin
Pemaquid Beach
10.0 out of 10, Exceptional, (17 reviews)
"Great little place. Loved the area."
United States
Rob S.
The price is CA $306
CA $519 total
includes taxes & fees
Jun 17 - Jun 18
Across the road from Pemaquid Beach — wooded king-bed cabin

Simplicity-Just what you need! STR24-20

Simplicity-Just what you need! STR24-20
Rockland
9.6 out of 10, Exceptional, (25 reviews)
"Very comfortable, well stocked and quiet."
United States
Lucy F.
The price is CA $169
CA $245 total
includes taxes & fees
Jun 8 - Jun 9
Simplicity-Just what you need! STR24-20

Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
10.0 out of 10, Exceptional, (3 reviews)
"Host was fast in responding to all questions and concerns. Location was good for being close to all shopping and eating. "
United States
Kim W.
The price is CA $201
CA $382 total
includes taxes & fees
Jun 10 - Jun 11
Bright 2-Bedroom Apartment Near Downtown Thomaston

Spacious 1 Bedroom Close to Everything 4

Spacious 1 Bedroom Close to Everything 4
Edgecomb
9.8 out of 10, Exceptional, (23 reviews)
"We will return next year! Love these little cottages. There is no better location for day tripping. Cottages are well equipped and very comfortable."
United States
Lee R.
The price is CA $157
CA $347 total
includes taxes & fees
Jun 8 - Jun 9
Spacious 1 Bedroom Close to Everything 4

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is CA $299
CA $718 total
includes taxes & fees
Jun 7 - Jun 8
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (3 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is CA $124
CA $305 total
includes taxes & fees
Jun 8 - Jun 9
Cheerful Cottage with Loft 9

Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.6 out of 10, Exceptional, (15 reviews)
"Great central location"
United States
Bruce O.
The price is CA $147
CA $335 total
includes taxes & fees
Jun 8 - Jun 9
Spacious 1 Bedroom Cottage Close to Everything 3

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 CA $231
CA $339 total
includes taxes & fees
Jun 7 - Jun 8
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (18 reviews)
"We had never stayed in a yurt before and this one had everything you need. We ate breakfast out on the deck and enjoyed the scenery. We had a really nice time!"
United States
Karen I.
The price is CA $382
CA $540 total
includes taxes & fees
Jun 7 - Jun 8
Dome 1 - Luxury Dome at Come Spring Farm

Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage

Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage
Pemaquid Beach
9.8 out of 10, Exceptional, (6 reviews)
"Great beach cottage !"
United States
Gwen M.
The price is CA $206
CA $426 total
includes taxes & fees
Jun 8 - Jun 9
Across the road from Pemaquid Beach — 2-bedroom seasonal family cottage

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (90 reviews)
"Overall a wonderful place for girls weekend. Close proximity to the lighthouses we wanted to see and to Rockland. Clean, beautiful view and easy check in. Host was very responsive with all contacts with questions. "
United States
Anne
The price is CA $313
CA $580 total
includes taxes & fees
Jun 9 - Jun 10
Comfortable, Close to Town Home, with Oceanview.

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
The price is CA $244
CA $442 total
includes taxes & fees
Jun 8 - Jun 9
Across the road from Pemaquid Beach — quiet wooded king-bed cabin

Come Spring Farm Airstream , Lake & farm animals

Come Spring Farm Airstream , Lake & farm animals
Union
10.0 out of 10, Exceptional, (2 reviews)
"Pet Friendly, Great surroundings, close to popular tourist towns in Maine"
United States
Thomas W.
The price is CA $246
CA $373 total
includes taxes & fees
Jun 10 - Jun 11
Come Spring Farm Airstream , Lake & farm animals

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (43 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 CA $346
CA $604 total
includes taxes & fees
Jul 1 - Jul 2
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

Oceanview Bungalow Style Home in Owls Head

Oceanview Bungalow Style Home in Owls Head
Owls Head
9.8 out of 10, Exceptional, (64 reviews)
"Perfect home away from home. Very well stocked kitchen, the beds were very comfy and everything was just overall cozy. Such a serene location. We will definitely stay again next time we come to visit our grandkids. "
United States
Tina B.
The price is CA $451
CA $1,022 total
includes taxes & fees
Jun 22 - Jun 23
Oceanview Bungalow Style Home in Owls Head

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, (29 reviews)
"The house was great! "
United States
Madison H.
The price is CA $269
CA $595 total
includes taxes & fees
Jun 13 - Jun 14
Fire Pit & Grill, Movie Room, Workspace, A/C, Pets
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

Find out more about Port Clyde

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Port Clyde. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE: This vacation home rental outside of Port Clyde is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 16 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 Pemaquid Point Lighthouse Park. Marshall Point Lighthouse and Tenants Harbor Marina 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.