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Damariscove Island Holiday Rentals

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Our top choices for Damariscove Island holiday rentals

1. Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
8.0 out of 10, Very good, (12 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is NZ$276
includes taxes & fees
1 Sept - 2 Sept
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

2. 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, (35 reviews)
"Close enough to BoothBay Harbour and Botanical Gardens but private and quiet get away. Very comfortable! Spacious, good appliances and bedding. I would guess very new. Loved it!"
United States
Judith
The price is NZ$922
includes taxes & fees
5 Sept - 6 Sept
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

3. 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, (61 reviews)
"Cute place with lots of ambiance. Close to Bay and Coastal Botanical Gardens. Very quiet and clean."
United States
Elaine G.
The price is NZ$922
includes taxes & fees
1 Sept - 2 Sept
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

4. Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Georgetown
10.0 out of 10, Exceptional, (2 reviews)
"Really lovely cabin with all the amenities within a stone’s throw to amazing trails and beaches. Would love to come back!"
United States
Palmer M.
The price is NZ$674
includes taxes & fees
29 Sept - 30 Sept
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC

5. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.0 out of 10, Wonderful, (30 reviews)
"Enjoyed the place, great location. "
United States
Erik P.
Boothbay Harbor, 2-Story Cottage, downtown

6. 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 NZ$343
includes taxes & fees
1 Sept - 2 Sept
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

7. Guest room + bath in Bath!. Authenticity. Value. Large yard. Walk to everything.

Guest room + bath in Bath!. Authenticity. Value. Large yard. Walk to everything.
Bath
8.2 out of 10, Very good, (29 reviews)
"A charming, quiet, and clean room with separate bathroom close to everything downtown. Felt a bit like staying at my grandparent’s house in a good way - it’s very homey. Dmitri is very nice and communication was thorough and easy!"
United States
Esther
The price is NZ$302
includes taxes & fees
1 Sept - 2 Sept
Guest room + bath in Bath!. Authenticity. Value. Large yard. Walk to everything.

8. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is NZ$426
includes taxes & fees
1 Sept - 2 Sept
Spacious 1 Bedroom Cottage Close to Everything 5

9. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.6 out of 10, Excellent, (9 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is NZ$378
includes taxes & fees
7 Sept - 8 Sept
Newly Renovated Cozy Cove Cabin at White Anchor Inn

10. Tide Haven Cottage on Bay Point

Tide Haven Cottage on Bay Point
Georgetown
The price is NZ$821
includes taxes & fees
20 Sept - 21 Sept
Tide Haven Cottage on Bay Point

11. Mid Coast Getaway w/ water views

Mid Coast Getaway w/ water views
West Point
9.6 out of 10, Exceptional, (8 reviews)
"The location and views from the cottage are quintessential coastal Maine. Small community with lobster pound and Maine Oyster Company across the street. John is a welcoming host and eager to make sure you enjoy your stay. The cottage is great for 2 people, equipped with the basics and has a great deck to enjoy the views. Planning to return next year. Great spot!"
United States
Rebecca
The price is NZ$415
includes taxes & fees
1 Sept - 2 Sept
Mid Coast Getaway w/ water views

12. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
10.0 out of 10, Exceptional, (11 reviews)
"Great location! We spent very little time in the room, but it was a great place to come back and crash! "
United States
Kristina M.
The price is NZ$394
includes taxes & fees
1 Sept - 2 Sept
Modern style in historic building in downtown Bath

13. Fully Renovated "Saltbox" Home in Boothbay

Fully Renovated "Saltbox" Home in Boothbay
Boothbay
The price is NZ$934
includes taxes & fees
2 Sept - 3 Sept
Fully Renovated "Saltbox" Home in Boothbay

14. Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.
Bath
8.0 out of 10, Very good, (18 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is NZ$291
includes taxes & fees
1 Sept - 2 Sept
Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

15. Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Georgetown
The price is NZ$1,023
includes taxes & fees
30 Sept - 1 Oct
Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

16. Holland Room 2 | Lighthouse View + Ocean Deck

Holland Room 2 | Lighthouse View + Ocean Deck
Boothbay Harbor
The price is NZ$868
includes taxes & fees
23 Sept - 24 Sept
Holland Room 2 | Lighthouse View + Ocean Deck

17. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
8.8 out of 10, Excellent, (3 reviews)
"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 NZ$439
includes taxes & fees
6 Sept - 7 Sept
Renovated The Driftwood Cabin at White Anchor Inn

18. 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.
The price is NZ$494
includes taxes & fees
1 Sept - 2 Sept
Spacious 1 Bedroom Cottage Close to Everything 3

19. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (165 reviews)
"What a beautiful place to stay. Jeff and Susan made your stay a very special experience."
United States
DENESE
The price is NZ$275
includes taxes & fees
2 Sept - 3 Sept
Large suite/private bath/private entrance on quiet street near Thomas Bay

20. 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.
The price is NZ$424
includes taxes & fees
7 Sept - 8 Sept
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 Damariscove Island Hotel Reviews

Find out more about Damariscove Island

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Damariscove Island holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Damariscove Island. 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 Damariscove Island. Seeing all the best attractions is bound to make you fall in love with Damariscove Island. Who knows, you may even be tempted to extend your 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 holiday 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 Damariscove Island short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Damariscove Island?

Yes, there are holiday rentals close to the most popular sights in Damariscove Island, 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 Damariscove Island has to offer?

Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees. : This holiday home rental outside of Damariscove Island offers a patio, a garden and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and a coffee maker.

What’s there to see and do in Damariscove Island?

While exploring the area, visit family-friendly sights like Maine Maritime Museum, or get outside and enjoy nature at Grimes Cove Beach. Linekin Bay and Cabbage Island are a couple of places you'll find in the wider area.

What’s a holiday rental in Damariscove Island like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Damariscove Island. Holiday rentals feature extras such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for family trips.