Port Clyde Holiday Rentals

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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Port Clyde holiday rentals

Water view
Trade Winds on the Bay

Trade Winds on the Bay

Trade Winds on the Bay
3.5 star property
Rockland
8.4 out of 10, Very good, (324)
"Very nice place to stay. Staff helpful and friendly."
Canada
Dan
Trade Winds on the Bay
Microwave, oven, stovetop, dishwasher
Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston

Bright 2-Bedroom Apartment Near Downtown Thomaston
Thomaston
10.0 out of 10, Exceptional, (2)
"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 HK$746
HK$1,660 total
includes taxes & fees
30 Dec - 31 Dec
Bright 2-Bedroom Apartment Near Downtown Thomaston
Terrace/patio
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

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, (7)
"Affordable and quiet location that felt safe and is conveniently close to Boothbay Harbor & surrounding attractions. "
United States
Melanie L.
The price is HK$1,014
HK$1,554 total
includes taxes & fees
30 Dec - 31 Dec
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Property grounds
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.

Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
Boothbay
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 HK$769
HK$2,169 total
includes taxes & fees
30 Dec - 31 Dec
Queen non smoking efficiency, free parking in beautiful Boothbay,Maine.
Property grounds
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
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 HK$1,042
HK$2,271 total
includes taxes & fees
30 Dec - 31 Dec
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Fridge, microwave, oven, stovetop
Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views

Peaceful, Centrally Located Home with Seasonal River Views
Thomaston
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 HK$971
HK$2,135 total
includes taxes & fees
31 Dec - 1 Jan 2026
Peaceful, Centrally Located Home with Seasonal River Views
Interior
2 Bedroom Close to Town Home

2 Bedroom Close to Town Home

2 Bedroom Close to Town Home
Thomaston
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 HK$804
HK$1,927 total
includes taxes & fees
4 Jan - 5 Jan 2026
2 Bedroom Close to Town Home
Interior
Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.

Comfortable, Close to Town Home, with Oceanview.
Owls Head
9.6 out of 10, Exceptional, (85)
"Convenient location; host responsive; good towel supply. "
United States
Connie K.
The price is HK$1,224
HK$2,579 total
includes taxes & fees
3 Jan - 4 Jan 2026
Comfortable, Close to Town Home, with Oceanview.
1 bedroom, iron/ironing board, free WiFi
Solitude @ The Offshore House

Solitude @ The Offshore House

Solitude @ The Offshore House
Boothbay
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 HK$1,224
HK$2,339 total
includes taxes & fees
3 Jan - 4 Jan 2026
Solitude @ The Offshore House
Outdoor dining
Seabed @ The Offshore House

Seabed @ The Offshore House

Seabed @ The Offshore House
Boothbay
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 HK$1,224
HK$2,339 total
includes taxes & fees
30 Dec - 31 Dec
Seabed @ The Offshore House
Smart TV
Shipwright @ The Offshore House

Shipwright @ The Offshore House

Shipwright @ The Offshore House
Boothbay
9.6 out of 10, Exceptional, (14)
"Great location. Easy location to town and Dunkin Donuts accros street. "
United States
Steven
The price is HK$1,224
HK$2,339 total
includes taxes & fees
1 Jan - 2 Jan 2026
Shipwright @ The Offshore House
Terrace/patio
Laughton House @ Pemaquid Beach

Laughton House @ Pemaquid Beach

Laughton House @ Pemaquid Beach
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 HK$2,308
HK$4,761 total
includes taxes & fees
30 Dec - 31 Dec
Laughton House @ Pemaquid Beach
Outdoor dining
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

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)
"Beautiful place, had everything we needed!"
United States
Kathy H.
The price is HK$1,602
HK$3,897 total
includes taxes & fees
30 Dec - 31 Dec
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
1 bedroom, iron/ironing board, WiFi, bed sheets
Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
2.0 star property
Newcastle
The price is HK$1,032
HK$1,294 total
includes taxes & fees
2 Jan - 3 Jan 2026
Peaceful Intown Studio ~ Walk to Shops & Dining
Outdoor dining
Shipbuilder’s Retreat 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)
"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 HK$1,602
HK$3,897 total
includes taxes & fees
30 Dec - 31 Dec
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Outdoor dining
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Maine Coast House with Spectacular Ocean Views and Beach for Swimming

Maine Coast House with Spectacular Ocean Views and Beach for Swimming
South Bristol
9.4 out of 10, Exceptional, (27)
"Perfect base for exploring the mid-coast region. "
United States
Rebecca M.
The price is HK$1,250
HK$3,404 total
includes taxes & fees
6 Jan - 7 Jan 2026
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
Fridge, microwave, oven, stovetop
Firstmate by Rocky Coast Rentals

Firstmate by Rocky Coast Rentals

Firstmate by Rocky Coast Rentals
Boothbay Harbor
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 HK$1,428
HK$3,982 total
includes taxes & fees
30 Dec - 31 Dec
Firstmate by Rocky Coast Rentals
Property grounds
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
2.0 star property
Boothbay
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 HK$2,588
HK$3,481 total
includes taxes & fees
30 Dec - 31 Dec
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Terrace/patio
Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
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 HK$2,588
HK$3,481 total
includes taxes & fees
7 Jan - 8 Jan 2026
Renovated The Driftwood Cabin at White Anchor Inn
Beach
Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub

Pemaquid Escape | Curated Comfort + Hot Tub
Walpole
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.
The price is HK$2,451
HK$5,475 total
includes taxes & fees
4 Jan - 5 Jan 2026
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

Ledges by the Bay

Ledges by the Bay

10/10 Excellent
"The staff was very helpful. The view is next level gorgeous. The room is clean and very nice. "
Lorri 1-night trip
Posted 16 hours ago
Ledges by the Bay

Find out more about Port Clyde

Search for holiday rentals in Port Clyde on Expedia! You can easily find your home rentals, villas, holiday apartments in Port Clyde using one of the methods below:

  • View our selection of featured holiday rentals in Port Clyde
  • Use the map to find apartments and other holiday homes in the Port Clyde neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Port Clyde while they last

Look no further and take a look at our great range of rental properties in Port Clyde!

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.