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Search and Rent Squirrel Island Condos

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Squirrel Island condo rentals

A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

1. Little Spruce Cottage | Wood Stove + Porch

Little Spruce Cottage | Wood Stove + Porch
Boothbay Harbor
$701 nightly
The price is $764
Sep 16 - Sep 17
Total with taxes and fees
Little Spruce Cottage | Wood Stove + Porch
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

2. Oriole Suite | Stone Fireplace + Woodland

Oriole Suite | Stone Fireplace + Woodland
Boothbay Harbor
$693 nightly
The price is $755
Sep 7 - Sep 8
Total with taxes and fees
Oriole Suite | Stone Fireplace + Woodland
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

3. Sunset A | Oceanfront King + Gas Fireplace

Sunset A | Oceanfront King + Gas Fireplace
Boothbay Harbor
$897 nightly
The price is $978
Sep 16 - Sep 17
Total with taxes and fees
Sunset A | Oceanfront King + Gas Fireplace
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

4. Tanager Cottage | 3BR + 2 Porches + Fireplace

Tanager Cottage | 3BR + 2 Porches + Fireplace
Boothbay Harbor
$1,028 nightly
The price is $1,121
Sep 7 - Sep 8
Total with taxes and fees
Tanager Cottage | 3BR + 2 Porches + Fireplace
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

5. Cardinal Cottage | 3BR + 3 Porches + Fireplace

Cardinal Cottage | 3BR + 3 Porches + Fireplace
Boothbay Harbor
$1,041 nightly
The price is $1,134
Sep 13 - Sep 14
Total with taxes and fees
Cardinal Cottage | 3BR + 3 Porches + Fireplace
A circular pool with lounge chairs and umbrellas, surrounded by a rocky shoreline and a pier extending into the water.

6. Osprey Cottage | Oceanfront + Full Kitchen

Osprey Cottage | Oceanfront + Full Kitchen
Boothbay Harbor
$1,289 nightly
The price is $1,405
Sep 20 - Sep 21
Total with taxes and fees
Osprey Cottage | Oceanfront + Full Kitchen
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

Fishermans Wharf Inn

Fishermans Wharf Inn

10/10 Excellent
"We paid for a room that overlooked the harbor, and the view was amazing. We ate at the tavern one night and the service and food was good. The hotel is in a super convenient spot to walk to all the shops and restaurants."
Kendra 4-night trip
Posted 8 hours ago
Fishermans Wharf Inn

Find out more about Squirrel Island

Squirrel Island Condo Rentals information

Number of reviews
5,629
Accommodation
12 Condo Rentals
Lowest Price
$98
Highest Price
$425

Frequently asked questions

Why book your condo in Squirrel Island with Expedia?
We think that getaways should be stress-free, so if you're on the lookout for condos at the perfect price, Expedia has got you covered. Save cash and choose something small and cozy, or splurge on 5-star accommodations and really spoil your crew. Take advantage of our search filters to find a place in Squirrel Island that suits your style.
How can I find cheap condos in Squirrel Island?
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