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, (384 reviews)
"Clean room and friendly staff "
United States
John
The price is CA $131
CA $143 total
includes taxes & fees
May 17 - May 18
Trade Winds on the Bay

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, (22 reviews)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is CA $283
CA $694 total
includes taxes & fees
May 24 - May 25
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (46 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is CA $283
CA $693 total
includes taxes & fees
May 17 - May 18
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

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)
"My best friend and I had a great time. Thank you for such a cute cottage so close to the beach. It was very relaxing. "
United States
Jessica F.
The price is CA $219
CA $441 total
includes taxes & fees
May 17 - May 18
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, (89 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 $309
CA $574 total
includes taxes & fees
May 18 - May 19
Comfortable, Close to Town Home, with Oceanview.

Dome 1 - Luxury Dome at Come Spring Farm

Dome 1 - Luxury Dome at Come Spring Farm
Union
9.6 out of 10, Exceptional, (17 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 $199
CA $313 total
includes taxes & fees
May 18 - May 19
Dome 1 - Luxury Dome at Come Spring Farm

Charming Sheepscot Overlook Cottage

Charming Sheepscot Overlook Cottage
Edgecomb
10.0 out of 10, Exceptional, (10 reviews)
"Great location, great view, great house, great time"
United States
Carol P.
The price is CA $892
CA $1,625 total
includes taxes & fees
May 31 - Jun 1
Charming Sheepscot Overlook Cottage

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

Across the road from Pemaquid Beach — wooded king-bed cabin for couples
Pemaquid Beach
10.0 out of 10, Exceptional, (21 reviews)
"I wish we had more time to spend here! The cabin was well stocked and the location was out of the way, but close enough to sites and eateries "
United States
Sarah D.
The price is CA $227
CA $418 total
includes taxes & fees
May 17 - May 18
Across the road from Pemaquid Beach — wooded king-bed cabin for couples

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 $619
CA $1,241 total
includes taxes & fees
Jun 14 - Jun 15
Oceanview Bungalow Style Home in Owls Head

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
9.4 out of 10, Exceptional, (32 reviews)
"Great stay and host was very responsive with a forgotten item. "
United States
Yvonne T.
The price is CA $172
CA $376 total
includes taxes & fees
May 17 - May 18
Peaceful, Centrally Located Home with Seasonal River Views

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 $172
CA $265 total
includes taxes & fees
May 23 - May 24
Newly Renovated Cozy Cove Cabin at White Anchor Inn

In-town, coastal + relaxing in Rockland

In-town, coastal + relaxing in Rockland
Rockland
10.0 out of 10, Exceptional, (45 reviews)
"Super clean… great location… fabulous hosts… total pleasure to stay there…"
United States
James B.
The price is CA $432
CA $881 total
includes taxes & fees
May 27 - May 28
In-town, coastal + relaxing in Rockland

Luxury Yurt at Seaside Farm in Friendship

Luxury Yurt at Seaside Farm in Friendship
Friendship
The price is CA $549
CA $1,148 total
includes taxes & fees
May 21 - May 22
Luxury Yurt at Seaside Farm in Friendship

Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
10.0 out of 10, Exceptional, (3 reviews)
"The place was beautiful, with charming and had perfect design choices. Check in was so convenient, and the hosts were quite responsive to any needs. We all felt so comfortable there. It felt private, yet was conveniently located to Damariscotta. I would absolutely rent here again."
United States
Tera P.
The price is CA $474
CA $1,018 total
includes taxes & fees
May 18 - May 19
Pemaquid Escape | Curated Comfort + Hot Tub

Luxury Lakefront Cabin in Hope - Close to Camden & Rockland

Luxury Lakefront Cabin in Hope - Close to Camden & Rockland
Hope
The price is CA $432
CA $864 total
includes taxes & fees
May 21 - May 22
Luxury Lakefront Cabin in Hope - Close to Camden & Rockland

1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
The price is CA $195
CA $454 total
includes taxes & fees
Jun 8 - Jun 9
1920s Riverfront Cottage – Historic Maine Charm

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 $186
CA $360 total
includes taxes & fees
May 29 - May 30
Bright 2-Bedroom Apartment Near Downtown Thomaston

The Entire Waldoboro Inn

The Entire Waldoboro Inn
Waldoboro
The price is CA $971
CA $1,483 total
includes taxes & fees
May 18 - May 19
The Entire Waldoboro Inn

Dome 3 at Come Spring Farm Glamping - Alpaca Farm

Dome 3 at Come Spring Farm Glamping - Alpaca Farm
Union
9.0 out of 10, Wonderful, (8 reviews)
"Beautiful location and a unique stay."
United States
Sabrina D.
The price is CA $240
CA $346 total
includes taxes & fees
May 17 - May 18
Dome 3 at Come Spring Farm Glamping - Alpaca Farm

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 $138
CA $316 total
includes taxes & fees
Jun 1 - Jun 2
Cheerful Cottage with Loft 9
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?

Boothbay Harbor Woodland Retreat: This vacation home rental outside of Port Clyde offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and an oven.

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 St. George River. Maine Coastal Islands National Wildlife Refuge 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.