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Squirrel Island Vacation Rentals

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Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Squirrel Island vacation rentals

Terrace/patio

1. 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, (10 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is SAR 375
SAR 614 total
includes taxes & fees
10 Aug - 11 Aug
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Coffee/tea maker, fridge, microwave, oven

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, (31 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 SAR 1,033
SAR 2,223 total
includes taxes & fees
8 Sep - 9 Sep
Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor
Property grounds

3. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor, 2-Story Cottage, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (29 reviews)
"Enjoyed the place, great location. "
United States
Erik P.
The price is SAR 901
SAR 1,588 total
includes taxes & fees
17 Aug - 18 Aug
Boothbay Harbor, 2-Story Cottage, downtown
Property grounds

4. 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 SAR 507
SAR 770 total
includes taxes & fees
1 Sep - 2 Sep
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Coffee/tea maker, fridge, microwave, oven

5. 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, (53 reviews)
"Excellent, clean property. "
United States
Andy H.
The price is SAR 1,098
SAR 2,302 total
includes taxes & fees
10 Aug - 11 Aug
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
Pool

6. Harold Room 8 | 2 Queens + Gable Windows

Harold Room 8 | 2 Queens + Gable Windows
Boothbay Harbor
Harold Room 8 | 2 Queens + Gable Windows
Terrace/patio

7. 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, (7 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is SAR 560
SAR 839 total
includes taxes & fees
17 Aug - 18 Aug
Newly Renovated Cozy Cove Cabin at White Anchor Inn
Outdoor dining

8. Happy Cottage Near Everything 11

Happy Cottage Near Everything 11
Edgecomb
6.8 out of 10, (3 reviews)
"Great quit little place, great accommodations with even better help and information about the local area."
United States
George
The price is SAR 383
SAR 854 total
includes taxes & fees
10 Aug - 11 Aug
Happy Cottage Near Everything 11
Terrace/patio

9. 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 SAR 597
SAR 905 total
includes taxes & fees
16 Aug - 17 Aug
Renovated The Driftwood Cabin at White Anchor Inn
Desk, iron/ironing board, WiFi (free), bed sheets

10. 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.
Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
Outdoor dining

11. Captain's Guest Room. Authenticity. Great Value. Walk to everything.

Captain's Guest Room. Authenticity. Great Value. Walk to everything.
Bath
8.4 out of 10, Very Good, (27 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 SAR 451
SAR 704 total
includes taxes & fees
30 Aug - 31 Aug
Captain's Guest Room. Authenticity. Great Value. Walk to everything.
Interior

12. Modern style in historic building in downtown Bath

Modern style in historic building in downtown Bath
Bath
9.8 out of 10, Exceptional, (10 reviews)
"Clean comfortable and right downtown"
United States
stephen e.
The price is SAR 409
SAR 872 total
includes taxes & fees
8 Sep - 9 Sep
Modern style in historic building in downtown Bath
Property grounds

13. Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.

Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Bath
8.0 out of 10, Very Good, (16 reviews)
"We stayed for two nights. Good location."
United States
Maryanne E.
The price is SAR 535
SAR 665 total
includes taxes & fees
11 Aug - 12 Aug
Captain's 1BR Apt. Experience authentic Maine. Near everything. No fees.
Coffee/tea maker, fridge, microwave, stovetop

14. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is SAR 526
SAR 1,069 total
includes taxes & fees
18 Aug - 19 Aug
Spacious 1 Bedroom Cottage Close to Everything 5
Coffee/tea maker, fridge, microwave, oven

15. Boothbay Harbor, The Francis Greene House, downtown

Boothbay Harbor, The Francis Greene House, downtown
Boothbay Harbor
9.4 out of 10, Exceptional, (48 reviews)
"We spent three nights at this location, which is just a short walk from the commercial area of Boothbay Harbor. In addition to restaurants in town it is only minutes away from Robinson's Wharf, which had some of the best food we experienced in 14 days of travel - definitely the best lobster. The house was as advertised and suited our needs well."
United States
Terry F.
Boothbay Harbor, The Francis Greene House, downtown
Property grounds

16. Modern Cape -3 Bedroom- Boothbay Harbor - Near Ocean -Golf-Botanical Gardens

Modern Cape -3 Bedroom- Boothbay Harbor - Near Ocean -Golf-Botanical Gardens
Boothbay Harbor
10.0 out of 10, Exceptional, (4 reviews)
"The house was very charming, very clean & perfectly located to trails, botanical gardens, train museum & harbor! The house had everything that you could possibly need & we especially enjoyed the fire pit multiple nights!"
United States
Sharon H.
The price is SAR 1,160
SAR 2,366 total
includes taxes & fees
1 Sep - 2 Sep
Modern Cape -3 Bedroom- Boothbay Harbor - Near Ocean -Golf-Botanical Gardens
Pool

17. Oriole Suite | Stone Fireplace + Woodland

Oriole Suite | Stone Fireplace + Woodland
Boothbay Harbor
Oriole Suite | Stone Fireplace + Woodland
Property grounds

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

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Georgetown
The price is SAR 1,399
SAR 2,227 total
includes taxes & fees
9 Sep - 10 Sep
Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Pool

19. Pelican Cottage | 2 BR + Waterfront Porch

Pelican Cottage | 2 BR + Waterfront Porch
Boothbay Harbor
The price is SAR 2,768
SAR 3,360 total
includes taxes & fees
8 Sep - 9 Sep
Pelican Cottage | 2 BR + Waterfront Porch
Exterior

20. 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, (159 reviews)
"Susan and Jeff were amazing hosts! There were so kind, thoughtful and welcoming. The suite was extremely spacious, well decorated and very comfortable. We were very close to the Air Show which was the reason for our trip. They gave us great instructions for a short cut to the airfield and amazing dinner recommendations. We could not have chosen a better place to stay. We highly recommend this place!"
United States
Asha
The price is SAR 522
SAR 651 total
includes taxes & fees
11 Aug - 12 Aug
Large suite/private bath/private entrance on quiet street near Thomas Bay
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 Squirrel Island Hotel Reviews

Tugboat Inn

Tugboat Inn

10/10 Excellent
"Such a nice place to stay! Close to everything. Very nice view. Perfect place We will be back!!!"
Michael 1-night trip
Posted 2 hours ago
Tugboat Inn

Frequently asked questions

Can I find vacation rentals in Squirrel Island?

Yes, we have vacation rentals close to the most popular local attractions in Squirrel Island, or you can go with a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals that Squirrel Island has to offer?

Spacious Cottage Perfect for a Peaceful and Quiet stay on the Ocean with Beach: This vacation home rental near Squirrel Island is located on the beach and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Squirrel Island?

Explore the area and family-friendly sights such as Boothbay Railway Village, or get out into nature at a spot like Grimes Cove Beach. Linekin Bay and Cabbage Island are a couple of places you'll find in the larger area.

What are vacation rentals like in Squirrel Island?

Vacation rentals are private properties you can book for a couple of days or more in Squirrel Island. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for families.