576+ Private Villas and Holiday Rentals in Squirrel Island |
Squirrel Island Holiday Rentals
10.0
Exceptional
(101 Reviews)
- Boothbay Harbor
- East Boothbay
- 1.39 mi to center
750 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,479/Night
For 7 Nights R31,357
10.0
Exceptional
(4 Reviews)
- Maine
- Boothbay Harbor
- 0.68 mi to center
688.89 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- View
- Parking
R2,602/Night
For 7 Nights R18,221
9.2
Exceptional
(123 Reviews)
- Maine
- Boothbay Harbor
- 0.10 mi to center
1 Bedroom
1 Bathroom
Couples Retreat
Bed & Breakfast
- Balcony/Terrace
- Breakfast
- Parking
R4,833/Night
For 7 Nights R33,832
10.0
Exceptional
(60 Reviews)
- Boothbay Harbor
- Ocean Point
- 0.13 mi to center
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R5,851/Night
For 7 Nights R40,956
10.0
Exceptional
(3 Reviews)
- Maine
- Boothbay Harbor
- 0.40 mi to center
1001.04 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Spa
- Fireplace/Heating
- Balcony/Terrace
R4,682/Night
For 7 Nights R32,771
10.0
Exceptional
(55 Reviews)
- Maine
- Boothbay Harbor
- 0.35 mi to center
750 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
R7,371/Night
For 7 Nights R51,599
10.0
Exceptional
(54 Reviews)
- Maine
- Boothbay Harbor
- 0.27 mi to center
574 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
R5,599/Night
For 7 Nights R39,187
10.0
Exceptional
(50 Reviews)
- Maine
- Boothbay Harbor
- 0.09 mi to center
600 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Hot Tub
- Fireplace/Heating
R3,898/Night
For 7 Nights R27,281
10.0
Exceptional
(49 Reviews)
- Maine
- Boothbay Harbor
- 1.63 mi to center
672 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Hot Tub
- Fireplace/Heating
R6,149/Night
For 7 Nights R43,044
Luxury Holiday Rentals in Squirrel Island
Over 567+ Luxury Holiday Rentals in or Near Squirrel Island
New
- Boothbay Harbor
- West Southport
- 0.26 mi to center
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R65,776/Night
For 7 Nights R460,432
New
- Maine
- Boothbay Harbor
- 1.48 mi to center
10 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Child Friendly
- Security/Safety
R33,519/Night
For 7 Nights R234,637
New
- Boothbay Harbor
- East Boothbay
- 1.66 mi to center
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R33,292/Night
For 7 Nights R233,037
10.0
Exceptional
(1 Review)
- Boothbay Harbor
- East Boothbay
- 0.26 mi to center
4576 ft²
16 Guests
8 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
R26,135/Night
For 7 Nights R182,937
New
- Maine
- Isle of Springs
- 1.47 mi to center
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Balcony/Terrace
- Kitchen
- Parking
R25,749/Night
For 7 Nights R180,242
New
- Maine
- Boothbay Harbor
- 0.25 mi to center
2884.73 ft²
14 Guests
7 Bedrooms
5 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- Child Friendly
R24,563/Night
For 7 Nights R171,940
10.0
Exceptional
(3 Reviews)
- Boothbay Harbor
- Southport
- 0.89 mi to center
14 Guests
6 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R23,303/Night
For 7 Nights R163,116
10.0
Exceptional
(6 Reviews)
- Maine
- Capitol Island
- 0.01 mi to center
8 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R22,027/Night
For 7 Nights R154,190
10.0
Exceptional
(11 Reviews)
- Maine
- Boothbay Harbor
- 0.17 mi to center
1055 ft²
7 Guests
4 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R20,880/Night
For 7 Nights R146,157
Top-Rated Holiday Rentals with a Pool in Squirrel Island
Over 127+ The Best Private Villas and Holiday Rentals in Squirrel Island with a Pool
10.0
Exceptional
(117 Reviews)
- Maine
- Boothbay Harbor
- 0.29 mi to center
2550 ft²
10 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
R18,356/Night
For 7 Nights R128,492
10.0
Exceptional
(68 Reviews)
- Maine
- Boothbay Harbor
- 0.08 mi to center
1478 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Condo
- Spa
- Fireplace/Heating
- Pool
R6,447/Night
For 7 Nights R45,132
10.0
Exceptional
(37 Reviews)
- Maine
- Boothbay Harbor
- 0.89 mi to center
1500 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
Cabin
- Fireplace/Heating
- Pool
- Ocean View
R7,373/Night
For 7 Nights R51,616
10.0
Exceptional
(25 Reviews)
- Boothbay Harbor
- West Southport
- 0.37 mi to center
2500 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
R14,167/Night
For 7 Nights R99,173
10.0
Exceptional
(2 Reviews)
- Boothbay Harbor
- Ocean Point
- 0.41 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
R5,359/Night
For 7 Nights R37,520
9.8
Exceptional
(48 Reviews)
- Boothbay Harbor
- East Boothbay
- 0.58 mi to center
921 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Pool
R4,385/Night
For 7 Nights R30,700
9.8
Exceptional
(23 Reviews)
- Boothbay Harbor
- East Boothbay
- 0.73 mi to center
3600 ft²
6 Guests
4 Bathrooms
Ocean View
Resort
- Fireplace/Heating
- Pool
- Ocean View
R16,209/Night
For 7 Nights R113,470
9.4
Exceptional
(341 Reviews)
- Boothbay Harbor
- Newagen
- 0.35 mi to center
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
R5,576/Night
For 7 Nights R39,036
9.4
Exceptional
(165 Reviews)
446.1 ft²
10 Bathrooms
Hotel
- Oceanfront
- Fireplace/Heating
- Pool
R4,345/Night
For 7 Nights R30,414
Pet-Friendly Holiday Rentals in Squirrel Island
Over 148+ Pet-Friendly Holiday Rentals in or Near Squirrel Island
10.0
Exceptional
(32 Reviews)
- Boothbay Harbor
- West Boothbay Harbor
- 0.92 mi to center
8 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R8,655/Night
For 7 Nights R60,592
10.0
Exceptional
(2 Reviews)
- Maine
- Boothbay Harbor
- 0.85 mi to center
828.82 ft²
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Balcony/Terrace
- View
- Pet Friendly
R3,233/Night
For 7 Nights R22,633
8.8
Fabulous
(556 Reviews)
- Boothbay Harbor
- Ocean Point
- 0.41 mi to center
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Pet Friendly
R4,697/Night
For 7 Nights R32,872
10.0
Exceptional
(25 Reviews)
- Maine
- Boothbay Harbor
- 1.12 mi to center
800 ft²
5 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Cabin
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,497/Night
For 7 Nights R31,475
10.0
Exceptional
(1 Review)
- Boothbay Harbor
- Ocean Point
- 0.27 mi to center
602.78 ft²
9 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R8,471/Night
For 7 Nights R59,295
10.0
Exceptional
(20 Reviews)
- Maine
- Isle of Springs
- 1.34 mi to center
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Cottage
- Oceanfront
- Fireplace/Heating
- Ocean View
R3,964/Night
For 7 Nights R27,753
10.0
Exceptional
(5 Reviews)
- Maine
- Boothbay Harbor
- 1.56 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cottage
- Pet Friendly
- Kitchen
- Parking
R6,521/Night
For 7 Nights R45,654
10.0
Exceptional
(4 Reviews)
- Maine
- Boothbay Harbor
- 0.06 mi to center
592 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
R4,992/Night
For 7 Nights R34,944
9.8
Exceptional
(55 Reviews)
- Maine
- Boothbay Harbor
- 0.00 mi to center
375 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
R3,844/Night
For 7 Nights R26,911
Large Holiday Rentals and Private Villas in Squirrel Island
Over 56+ Large Holiday Rentals and Private Villas in or Near Squirrel Island
New
- Maine
- Boothbay Harbor
- 0.57 mi to center
12 Guests
5 Bedrooms
4 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R17,493/Night
For 7 Nights R122,446
10.0
Exceptional
(2 Reviews)
- Boothbay Harbor
- East Boothbay
- 0.71 mi to center
1625.35 ft²
10 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R8,336/Night
For 7 Nights R58,352
New
- Maine
- Boothbay Harbor
- 1.64 mi to center
23681 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Ocean View
- Balcony/Terrace
R14,315/Night
For 7 Nights R100,200
9.4
Exceptional
(68 Reviews)
- Maine
- Boothbay Harbor
- 0.13 mi to center
425.17 ft²
16 Guests
8 Bedrooms
3 Bathrooms
Ocean View
Bed & Breakfast
- Oceanfront
- Fireplace/Heating
- Ocean View
R5,810/Night
For 7 Nights R40,669
New
- Maine
- Boothbay Harbor
- 0.57 mi to center
21043 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
R9,872/Night
For 7 Nights R69,113
10.0
Exceptional
(37 Reviews)
- Maine
- Boothbay Harbor
- 1.08 mi to center
12917 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R16,853/Night
For 7 Nights R117,967
10.0
Exceptional
(14 Reviews)
- Boothbay Harbor
- Southport
- 0.64 mi to center
2200 ft²
13 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R15,914/Night
For 7 Nights R111,399
10.0
Exceptional
(14 Reviews)
- Boothbay Harbor
- Ocean Point
- 0.43 mi to center
8 Guests
6 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R13,052/Night
For 7 Nights R91,359
10.0
Exceptional
(9 Reviews)
- Maine
- Boothbay Harbor
- 0.52 mi to center
2650 ft²
10 Guests
4 Bedrooms
3 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R14,027/Night
For 7 Nights R98,196
Wheelchair Accessible Holiday Homes in Squirrel Island
Over 15+ Wheelchair Accessible Holiday Homes in or Near Squirrel Island
4.6
Average
(13 Reviews)
- Boothbay Harbor
- Ocean Point
- 0.19 mi to center
1000 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Balcony/Terrace
- Kitchen
- Air Conditioner
R2,290/Night
For 7 Nights R16,032
10.0
Exceptional
(1 Review)
- Maine
- Boothbay Harbor
- 0.29 mi to center
1194.79 ft²
7 Guests
1 Bedroom
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R6,436/Night
For 7 Nights R45,048
8.6
Fabulous
(891 Reviews)
- Maine
- Boothbay Harbor
- 0.05 mi to center
1 Bathroom
Couples Retreat
Hotel
- Balcony/Terrace
- Parking
- Air Conditioner
R4,405/Night
For 7 Nights R30,835
New
- Boothbay Harbor
- West Boothbay Harbor
- 0.31 mi to center
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Balcony/Terrace
- Kitchen
- Air Conditioner
R3,503/Night
For 7 Nights R24,520
9.3
Exceptional
(24 Reviews)
- Maine
- Boothbay Harbor
- 0.76 mi to center
1356.25 ft²
6 Guests
3 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R6,966/Night
For 7 Nights R48,753
9.0
Exceptional
(1 Review)
- Maine
- Boothbay Harbor
- 0.27 mi to center
1700.7 ft²
6 Guests
1 Bedroom
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Air Conditioner
R12,883/Night
For 7 Nights R90,180
8.7
Fabulous
(114 Reviews)
- Maine
- Boothbay Harbor
- 0.87 mi to center
381.04 ft²
33 Guests
10 Bathrooms
Ocean View
Resort
- Oceanfront
- Fireplace/Heating
- Pool
R3,907/Night
For 7 Nights R27,349
8.6
Fabulous
(113 Reviews)
- Maine
- Boothbay Harbor
- 1.51 mi to center
604.73 ft²
52 Guests
2 Bathrooms
Ocean View
Resort
- Oceanfront
- Hot Tub
- Spa
R8,810/Night
For 7 Nights R61,669
8.6
Fabulous
(7 Reviews)
- Maine
- Boothbay Harbor
- 0.29 mi to center
796.53 ft²
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R4,784/Night
For 7 Nights R33,479
Squirrel Island Private Villas and Holiday Homes Under $200
Over 43+ Squirrel Island Private Villas and Holiday Homes Under $200
10.0
Exceptional
(10 Reviews)
- Boothbay Harbor
- West Boothbay Harbor
- 0.80 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,937/Night
For 7 Nights R20,562
9.8
Exceptional
(7 Reviews)
- Boothbay Harbor
- East Boothbay
- 1.63 mi to center
1571.53 ft²
8 Guests
1 Bedroom
3 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
R2,492/Night
For 7 Nights R17,447
9.0
Exceptional
(1000 Reviews)
- Maine
- Boothbay Harbor
- 0.16 mi to center
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
R3,120/Night
For 7 Nights R21,842
9.6
Exceptional
(83 Reviews)
- Boothbay Harbor
- Southport
- 1.45 mi to center
850 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R3,212/Night
For 7 Nights R22,482
New
- Boothbay Harbor
- Ocean Point
- 0.19 mi to center
387.5 ft²
7 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- View
R3,334/Night
For 7 Nights R23,341
9.6
Exceptional
(4 Reviews)
- Boothbay Harbor
- West Boothbay Harbor
- 0.74 mi to center
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R2,937/Night
For 7 Nights R20,562
9.4
Exceptional
(36 Reviews)
- Maine
- Boothbay Harbor
- 0.45 mi to center
1700 ft²
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R2,811/Night
For 7 Nights R19,686
9.2
Exceptional
(94 Reviews)
- Maine
- Boothbay Harbor
- 0.25 mi to center
500 ft²
4 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
R2,456/Night
For 7 Nights R17,194
9.2
Exceptional
(72 Reviews)
- Boothbay Harbor
- West Boothbay Harbor
- 0.43 mi to center
2 Guests
1 Bedroom
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R2,193/Night
For 7 Nights R15,358
Instantly Bookable Holiday Homes in Squirrel Island
Over 348+ Instantly Bookable Holiday Homes in or Near Squirrel Island
10.0
Exceptional
(48 Reviews)
- Maine
- Boothbay Harbor
- 0.30 mi to center
900 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Ocean View
R5,231/Night
For 7 Nights R36,628
New
- Boothbay Harbor
- Ocean Point
- 0.41 mi to center
6 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Breakfast
R15,066/Night
For 7 Nights R105,454
10.0
Exceptional
(43 Reviews)
- Maine
- Boothbay Harbor
- 0.24 mi to center
2 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
R3,632/Night
For 7 Nights R25,429
10.0
Exceptional
(37 Reviews)
- Maine
- Boothbay Harbor
- 0.86 mi to center
700 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R6,572/Night
For 7 Nights R46,008
10.0
Exceptional
(31 Reviews)
- Maine
- Boothbay Harbor
- 0.57 mi to center
1440 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R7,251/Night
For 7 Nights R50,757
10.0
Exceptional
(31 Reviews)
- Boothbay Harbor
- East Boothbay
- 0.32 mi to center
6 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,166/Night
For 7 Nights R29,167
10.0
Exceptional
(15 Reviews)
- Maine
- Boothbay Harbor
- 0.30 mi to center
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R8,370/Night
For 7 Nights R58,588
10.0
Exceptional
(5 Reviews)
- Maine
- Boothbay Harbor
- 0.20 mi to center
1000 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R7,133/Night
For 7 Nights R49,932
10.0
Exceptional
(5 Reviews)
- Maine
- Boothbay Harbor
- 0.68 mi to center
686 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cabin
- Oceanfront
- Fireplace/Heating
- Ocean View
R4,003/Night
For 7 Nights R28,022
Book a Last Minute Place to Stay in Squirrel Island
About Casai's Private Villas and Holiday Rentals in Squirrel Island
Discover more than 576 vacation rentals available in Squirrel Island. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Squirrel Island.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Squirrel Island, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Squirrel Island. On average, places to stay near Squirrel Island offer 852.79 ft², with nightly prices averaging R8,157.
With Casai, finding and comparing holiday rentals in Squirrel Island is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Show more
Show less
Top Accommodation Types in Squirrel Island
| Type | Count |
|---|---|
| Vacation Homes | 261 |
| Cottages | 91 |
| Holiday Apartments | 60 |
Use these Quick Filters to Find a Holiday Rental in Squirrel Island
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Squirrel Island.
Weather in Squirrel Island, ME
View the weather forecast for Squirrel Island before booking your Squirrel Island Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Squirrel Island, ME
Casai offers a large selection of top attractions around Squirrel Island . Research things to do on your vacation before you visit Squirrel Island.
Frequently Asked Questions About Squirrel Island?
What are the top holiday rentals in Squirrel Island?
With numerous options available in Squirrel Island, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Squirrel Island:
- LUXURY OCEAN FRONT BOOTHBAY HARBOR HOME- 3 BED, 2 BATH, SLEEPS 10- PETS OK
- Ocean Point OCEANFRONT with private BEACH air-conditioned
- Topside Inn
- Year Round Luxury Waterfront Condo, Heart of Boothbay Harbor
- Year Round Charming & Cozy Cottage at Ocean Point
- Sail Loft: Oceanfront Apartment on a Pier.
- Convenient Downtown Location w/Harbor View
- Downtown Boothbay Harbor, walk to the Opera House, shops, restaurants and piers
- Come and enjoy our Boothbay Cottage
- New England Original Captain's House 1890. Clean and Comfortable, Close to Town
How many holiday rentals have private pools in Squirrel Island?
Discover a selection of holiday rentals with private pools near Squirrel Island with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Squirrel Island are best for families?
If you're searching for a family-friendly holiday home in Squirrel Island, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Squirrel Island:
- Just a short walk to shops, restaurants, and the town dock.
- Oceanfront Cottage w/Deck 2 Mi to Boothbay Harbor
- Topside Inn
How many Casai.co.za holiday rentals are available in Squirrel Island?
As of 2026, Casai boasts over 576 properties listed in the Squirrel Island area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Squirrel Island.
People Also Ask
Finding the best prices in Squirrel Island
Map
