Holiday Rentals in Port Clyde

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Our top choices for Port Clyde holiday rentals

Aparthotel in Rockland

Trade Winds on the Bay
3.5 star property
8.4 out of 10, Very good, (325)
"Very nice place to stay. Staff helpful and friendly."
Canada
Dan
Trade Winds on the Bay
10.0 out of 10, Exceptional, (3)
"Very comfortable and convenient location. Super comfortable beds and living room furniture. Host was very quick to clean up the snow that fell overnight!"
United States
tom w.
The price is €186
includes taxes & fees
31 Dec - 1 Jan 2026
Bright 2-Bedroom Apartment Near Downtown Thomaston
10.0 out of 10, Exceptional, (1)
"This efficiency apartment was nicely furnished with everything needed and conveniently located on the main road into Boothbay Harbor. The host was generous and accommodating. The region is fun to visit!"
United States
Mary D.
The price is €243
includes taxes & fees
1 Jan - 2 Jan 2026
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
9.8 out of 10, Exceptional, (43)
"House was very clean and beautiful the beach and fishing are were lovely as well very nicecstay"
United States
Lori R.
The price is €255
includes taxes & fees
31 Dec - 1 Jan 2026
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
9.4 out of 10, Exceptional, (29)
"Amazing little house tucked away close to the river. It was very clean and nicely furnished. I had a great time staying here and it was very close to downtown Thomaston."
United States
Avery W.
The price is €241
includes taxes & fees
12 Jan - 13 Jan 2026
Peaceful, Centrally Located Home with Seasonal River Views

Holiday Home in Thomaston

2 Bedroom Close to Town Home
9.0 out of 10, Wonderful, (45)
"We loved our stay here! Check-in was easy and the host was responsive!"
United States
Jessica H.
The price is €216
includes taxes & fees
4 Jan - 5 Jan 2026
2 Bedroom Close to Town Home
9.6 out of 10, Exceptional, (85)
"Convenient location; host responsive; good towel supply. "
United States
Connie K.
The price is €290
includes taxes & fees
2 Jan - 3 Jan 2026
Comfortable, Close to Town Home, with Oceanview.
9.8 out of 10, Exceptional, (7)
"Managers were very responsive and helpful. Condo was very clean and comfortable and close to the town of Boothbay Harbor and Ocean Point and the Botanic Gardens. "
United States
Linda O.
The price is €263
includes taxes & fees
31 Dec - 1 Jan 2026
Solitude @ The Offshore House
9.8 out of 10, Exceptional, (14)
"My husband and I stayed at Seabed because we were in town for a friend’s wedding. It was beautiful and clean! Check in was easy and the hosts are super responsive! Amazing location. "
United States
Hailey K.
The price is €263
includes taxes & fees
31 Dec - 1 Jan 2026
Seabed @ The Offshore House
9.6 out of 10, Exceptional, (14)
"Great location. Easy location to town and Dunkin Donuts accros street. "
United States
Steven
The price is €263
includes taxes & fees
1 Jan - 2 Jan 2026
Shipwright @ The Offshore House

Holiday Home in Pemaquid Beach

Laughton House @ Pemaquid Beach
10.0 out of 10, Exceptional, (8)
"This house is in a great location. We could walk to the beach, or to Fort Henry to let my grandsons run around. The house is lovely and had everything we needed. We have come to this area of Maine since 2017, and this had been our favorite place to stay! "
United States
Dawn W.
The price is €531
includes taxes & fees
1 Jan - 2 Jan 2026
Laughton House @ Pemaquid Beach
10.0 out of 10, Exceptional, (22)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is €481
includes taxes & fees
31 Dec - 1 Jan 2026
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
2.0 star property
6.0 out of 10, (1)
The price is €145
includes taxes & fees
2 Jan - 3 Jan 2026
Peaceful Intown Studio ~ Walk to Shops & Dining
10.0 out of 10, Exceptional, (46)
"Quiet and peaceful. Location was close to everything we had on our agenda. We highly recommend this as great place to stay!"
United States
Malinda E.
The price is €477
includes taxes & fees
1 Jan - 2 Jan 2026
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is €394
includes taxes & fees
1 Jan - 2 Jan 2026
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Apartment in Boothbay Harbor

Firstmate by Rocky Coast Rentals
10.0 out of 10, Exceptional, (4)
"The house was perfect and the floor fans were great for sleepers that need white noise. "
United States
Josh L.
The price is €446
includes taxes & fees
31 Dec - 1 Jan 2026
Firstmate by Rocky Coast Rentals
6.0 out of 10, (5)
"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 €389
includes taxes & fees
6 Jan - 7 Jan 2026
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
8.0 out of 10, Very good, (2)
"Communication with Property Owner was excellent. This cute little cottage has been renovated and has a nice feel indoors. There is a beautiful porch on the back with a lovely view. The unit includes a mini fridge and mini microwave along with a little table and two chairs. If you have long hair, water pressure could be a concern. My shower worked great but the sink water pressure was not strong. The bed was comfortable and the decor was nice. The air conditioning works fine."
United States
Abra H.
The price is €395
includes taxes & fees
6 Jan - 7 Jan 2026
Renovated The Driftwood Cabin at White Anchor Inn
10.0 out of 10, Exceptional, (2)
"This was a last minute booking for our family as we had a basketball tournament, there were 8 of us including 3 children. This was the most kid friendly house we have stayed in! It was so well stocked for the entire family. The house was meticulously cleaned and the hosts were very responsive to any questions! "
United States
Melissa L.
Pemaquid Escape | Curated Comfort + Hot Tub
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

Everything you need to know about Port Clyde holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Port Clyde holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Port Clyde holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Port Clyde holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Port Clyde holiday rentals we have selected for you start as low as €263 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Port Clyde rentals

At Expedia, we put the best Port Clyde holiday 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 holiday.

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 holiday rentals in Port Clyde?

Yes, there are holiday rentals close to the most popular sights in Port Clyde, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Port Clyde has to offer?

8mn to Gardens Aglow! Peaceful Lake! Automatic Generator! Full Kitchen! Heat! : This holiday home rental outside of Port Clyde is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Port Clyde?

With 13 Expedia holiday rentals, you're guaranteed 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 Tenants Harbor Marina are a couple of places you'll find in the wider area.

What are holiday rentals like in Port Clyde?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Port Clyde. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips or small group gatherings.