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Find vacation rentals that suit your style

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Our top choices for Chebeague Island apartments

1. Sunset Hideaway on Bailey Island
Sunset Hideaway on Bailey IslandHarpswell
9.0 out of 10, Wonderful, (8 reviews)
$189 nightly
The price is $191
Nov 16 - Nov 17
Total with taxes and fees

2. Studio Apartment in Freeport
Studio Apartment in FreeportFreeport
10.0 out of 10, Exceptional, (4 reviews)
$141 nightly
The price is $148
Nov 16 - Nov 17
Total with taxes and fees

3. Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Bird Watching Paradise @ Waterfront Harpswell with Private DeckHarpswell
10.0 out of 10, Exceptional, (3 reviews)
$289 nightly
The price is $315
Nov 15 - Nov 16
Total with taxes and fees

4. Great suburban location close to town!
Great suburban location close to town!Deering Center
9.4 out of 10, Exceptional, (6 reviews)
$77 nightly
The price is $78
Nov 12 - Nov 13
Total with taxes and fees

5. Sunny Spot with Private Parking
Sunny Spot with Private ParkingKnightville
9.8 out of 10, Exceptional, (38 reviews)
$188 nightly
The price is $206
Nov 12 - Nov 13
Total with taxes and fees

6. Portland 1-bedroom with enclosed porch & parking
Portland 1-bedroom with enclosed porch & parkingDeering Center
7.8 out of 10, Good, (19 reviews)
$71 nightly
The price is $72
Nov 15 - Nov 16
Total with taxes and fees

7. Studio Apartment near downtown Walkable!
Studio Apartment near downtown Walkable!West Bayside
8.2 out of 10, Very good, (27 reviews)
$119 nightly
The price is $120
Nov 12 - Nov 13
Total with taxes and fees

8. 2-story stay w/ king bed and private deck
2-story stay w/ king bed and private deckDeering Center
6.0 out of 10, (2 reviews)
$71 nightly
The price is $72
Nov 16 - Nov 17
Total with taxes and fees

9. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming PortlandMunjoy Hill
9.4 out of 10, Exceptional, (32 reviews)
$192 nightly
The price is $209
Nov 16 - Nov 17
Total with taxes and fees

10. Peaceful & minutes from Old Port w/private parking
Peaceful & minutes from Old Port w/private parkingKnightville
9.8 out of 10, Exceptional, (14 reviews)
$215 nightly
The price is $235
Nov 15 - Nov 16
Total with taxes and fees

11. Walkable near downtown 1 Bedroom
Walkable near downtown 1 BedroomWest Bayside
4.6 out of 10, (8 reviews)
$117 nightly
The price is $117
Nov 16 - Nov 17
Total with taxes and fees

12. Willard By the Sea - 30 ft to the beach- 2nd floor
Willard By the Sea - 30 ft to the beach- 2nd floorWillard
10.0 out of 10, Exceptional, (16 reviews)
$396 nightly
The price is $416
Nov 17 - Nov 18
Total with taxes and fees

13. Bright & Spacious Apartment with Amazing Shower
Bright & Spacious Apartment with Amazing ShowerParkside
8.6 out of 10, Excellent, (29 reviews)
$126 nightly
The price is $137
Nov 17 - Nov 18
Total with taxes and fees

14. Beautiful 1st Floor Apartment & Amazing Shower
Beautiful 1st Floor Apartment & Amazing ShowerParkside
8.6 out of 10, Excellent, (35 reviews)
$118 nightly
The price is $128
Nov 15 - Nov 16
Total with taxes and fees

15. 2-Bedroom Apartment Steps from Eastern Prom - Walk to Everything!
2-Bedroom Apartment Steps from Eastern Prom - Walk to Everything!Munjoy Hill
10.0 out of 10, Exceptional, (6 reviews)
$375 nightly
The price is $408
Nov 12 - Nov 13
Total with taxes and fees

16. King Size Bed ♦ West End Studio ♦ Walk to Old Port
King Size Bed ♦ West End Studio ♦ Walk to Old PortWest End
9.6 out of 10, Exceptional, (4 reviews)
$208 nightly
The price is $227
Nov 17 - Nov 18
Total with taxes and fees

17. East end. Walk to food, beer and downtown fun.
East end. Walk to food, beer and downtown fun.Munjoy Hill
9.8 out of 10, Exceptional, (47 reviews)
$328 nightly
The price is $349
Nov 12 - Nov 13
Total with taxes and fees

18. A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking
A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parkingMunjoy Hill
10.0 out of 10, Exceptional, (11 reviews)
$324 nightly
The price is $353
Nov 16 - Nov 17
Total with taxes and fees

19. East End Guesthouse
East End GuesthouseMunjoy Hill
10.0 out of 10, Exceptional, (7 reviews)
$350 nightly
The price is $382
Nov 17 - Nov 18
Total with taxes and fees

20. 1200 sq ft ♦ West End Gem ♦ Steps from Old Port
1200 sq ft ♦ West End Gem ♦ Steps from Old PortWest End
9.2 out of 10, Wonderful, (110 reviews)
$232 nightly
The price is $252
Nov 16 - Nov 17
Total with taxes and fees
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.
Learn more about Chebeague Island
Rent bikes to explore this peaceful island's rocky beaches and historic 1920s inn, where fresh lobster awaits. Take the passenger ferry from Cousins Island for a day trip, then kayak along the quiet coastline or hike wooded trails.

Top reviews in Chebeague Island

The Harraseeket Inn & Event House Freeport Downtown
The Harraseeket Inn & Event House Freeport DowntownFreeport
































































































































