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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Chebeague Island cottages

Exterior

1. •Tranquil 2BR Summer Home•Steps to Private Beach•

•Tranquil 2BR Summer Home•Steps to Private Beach•
Harpswell
The price is CA $241
CA $727 total
includes taxes & fees
Sep 1 - Sep 2
•Tranquil 2BR Summer Home•Steps to Private Beach•
Exterior

2. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

4br2ba House parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (16 reviews)
"Ani was very friendly and communicative and the place was comfortable and inviting. We had a great stay!"
United States
Cristina Q.
The price is CA $658
CA $1,062 total
includes taxes & fees
Sep 2 - Sep 3
4br2ba House parking A Peaceful Oasis on Munjoy Hill
House (2 Bedrooms) | Interior

3. 1 Mi to Maine Street! Mcm-style Home in Brunswick

1 Mi to Maine Street! Mcm-style Home in Brunswick
3.0 star property
Brunswick
The price is CA $159
CA $396 total
includes taxes & fees
Aug 25 - Aug 26
1 Mi to Maine Street! Mcm-style Home in Brunswick
Exterior

4. Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road
Small Point
9.4 out of 10, Exceptional, (3 reviews)
"Lovely home with plenty of space and seating. Not the most comfortable of beds but we enjoyed the space. Perfect location and would love to stay again. "
United States
Liz J.
The price is CA $418
CA $777 total
includes taxes & fees
Aug 31 - Sep 1
Sweet comfy cottage on Small Point Road
Exterior

5. Cottages By The Sea #2 by Bayley Vacation Rentals

Cottages By The Sea #2 by Bayley Vacation Rentals
Surfside
10.0 out of 10, Exceptional, (2 reviews)
"Perfect little getaway."
United States
Tish L.
The price is CA $310
CA $1,138 total
includes taxes & fees
Aug 16 - Aug 17
Cottages By The Sea #2 by Bayley Vacation Rentals
Exterior

6. Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage
Old Orchard Beach
9.2 out of 10, Wonderful, (14 reviews)
"Clean, very good communication with the host."
United States
Brandon F.
The price is CA $289
CA $617 total
includes taxes & fees
Sep 7 - Sep 8
Little Miss Cottages - One Bedroom Cottage
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

7. Renovated 2Bd Cottage 10min walk to Beach.<br>- Pet friendly<br>- FREE parking<br>- 2 queen beds and futon<br>- smart TVs

Renovated 2Bd Cottage 10min walk to Beach.<br>- Pet friendly<br>- FREE parking<br>- 2 queen beds and futon<br>- smart TVs
Old Orchard Beach
7.2 out of 10, Good, (12 reviews)
"Was as advertised."
United States
Andrew H.
The price is CA $267
CA $548 total
includes taxes & fees
Aug 13 - Aug 14
Renovated 2Bd Cottage 10min walk to Beach.<br>- Pet friendly<br>- FREE parking<br>- 2 queen beds and futon<br>- smart TVs
Exterior

8. Charming Rustic Cottage

Charming Rustic Cottage
Old Orchard Beach
The price is CA $240
CA $292 total
includes taxes & fees
Sep 12 - Sep 13
Charming Rustic Cottage
Exterior

9. Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Old Orchard Beach
9.6 out of 10, Exceptional, (84 reviews)
"Perfect getaway cottage for my husband & me & our 2 small dogs. And a fenced-in yard!"
United States
Margaret K.
The price is CA $377
CA $598 total
includes taxes & fees
Aug 16 - Aug 17
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Exterior

10. Adorable 1 bedroom cabin only 50 ft from beach#1

Adorable 1 bedroom cabin only 50 ft from beach#1
Old Orchard Beach
9.8 out of 10, Exceptional, (8 reviews)
"It was the perfect little place to stay for our anniversary!"
United States
Haley W.
The price is CA $365
CA $583 total
includes taxes & fees
Sep 8 - Sep 9
Adorable 1 bedroom cabin only 50 ft from beach#1
Exterior

11. Cottages by the Sea #1 by Bayley Vacation Rentals

Cottages by the Sea #1 by Bayley Vacation Rentals
Surfside
9.8 out of 10, Exceptional, (9 reviews)
"Clean place, had everything we needed, and can’t beat the location. Will definitely be back."
United States
Matthew J.
The price is CA $372
CA $1,439 total
includes taxes & fees
Aug 23 - Aug 24
Cottages by the Sea #1 by Bayley Vacation Rentals
Interior

12. Large 2BD cottage 10 min to Pier & Beach Sleeps 6<br>- FREE parking<br>- 2 queen beds and futons in the living room<br>- smart TVs<br>- washer and dryer in the unit<br>- picnic table and grill (shared)

Large 2BD cottage 10 min to Pier & Beach Sleeps 6<br>- FREE parking<br>- 2 queen beds and futons in the living room<br>- smart TVs<br>- washer and dryer in the unit<br>- picnic table and grill (shared)
Old Orchard Beach
9.0 out of 10, Wonderful, (42 reviews)
"Clean and convenient. Perfect little place to stay for a spring break in OOB"
United States
Anneliese H.
The price is CA $212
CA $541 total
includes taxes & fees
Sep 8 - Sep 9
Large 2BD cottage 10 min to Pier & Beach Sleeps 6<br>- FREE parking<br>- 2 queen beds and futons in the living room<br>- smart TVs<br>- washer and dryer in the unit<br>- picnic table and grill (shared)
Beach

13. Updated 2 BD cottage. 10 min walk to Pier & Beach<br>- FREE parking<br>- 2 Queen beds and a futon<br>- Fast fiber Wifi<br>- ACs<br>- 2 smart TVs

Updated 2 BD cottage. 10 min walk to Pier & Beach<br>- FREE parking<br>- 2 Queen beds and a futon<br>- Fast fiber Wifi<br>- ACs<br>- 2 smart TVs
Old Orchard Beach
8.0 out of 10, Very good, (24 reviews)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is CA $233
CA $509 total
includes taxes & fees
Sep 8 - Sep 9
Updated 2 BD cottage. 10 min walk to Pier & Beach<br>- FREE parking<br>- 2 Queen beds and a futon<br>- Fast fiber Wifi<br>- ACs<br>- 2 smart TVs
Property grounds

14. Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard Beach
9.6 out of 10, Exceptional, (5 reviews)
"We loved the area. We loved the cottage feel. We only wished it had bigger fridge and a better cook top. Other then that it was great."
United States
Chris A.
The price is CA $411
CA $640 total
includes taxes & fees
Sep 8 - Sep 9
Cheerful 1 bedroom cottage only 50ft from beach
Beach nearby

15. Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (3 reviews)
"Great place! Loved being on the end so we only had one neighbor. No crazy list of things to do at check out was much appreciated."
United States
Mandy H.
The price is CA $500
CA $750 total
includes taxes & fees
Sep 7 - Sep 8
Attractive 1 bedroom cabin only 50 ft from beach
Beach nearby

16. Cozy one bedroom cottage, 50 feet from the beach in OOB.

Cozy one bedroom cottage, 50 feet from the beach in OOB.
Old Orchard Beach
9.6 out of 10, Exceptional, (5 reviews)
"Great location to the beach and the pier! "
United States
Pamela C.
The price is CA $466
CA $709 total
includes taxes & fees
Sep 9 - Sep 10
Cozy one bedroom cottage, 50 feet from the beach in OOB.
Beach nearby

17. beautiful 1 bedroom cabin only 50 ft from beach

beautiful 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"Being so close to the water was great. Place was a little smaller than we typically get but sufficient and was very clean. The owner was great to communicate with and quick to respond to questions. We particularly liked the shaded patio area in front."
United States
Allan S.
The price is CA $365
CA $583 total
includes taxes & fees
Sep 8 - Sep 9
beautiful 1 bedroom cabin only 50 ft from beach
Exterior

18. Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
The price is CA $387
CA $610 total
includes taxes & fees
Sep 7 - Sep 8
Attractive 1 bedroom cabin only 50 ft from beach
Exterior

19. Spacious 2 bedroom cabin, 50ft from the beach

Spacious 2 bedroom cabin, 50ft from the beach
Old Orchard Beach
8.8 out of 10, Excellent, (3 reviews)
"Clean room, friendly host, a nice part of the beach that you walk out to."
United States
Beverley R.
The price is CA $473
CA $760 total
includes taxes & fees
Sep 8 - Sep 9
Spacious 2 bedroom cabin, 50ft from the beach
Exterior

20. Cottage by the Sea #4 by Bayley Vacation Rentals

Cottage by the Sea #4 by Bayley Vacation Rentals
Surfside
The price is CA $708
CA $1,729 total
includes taxes & fees
Aug 13 - Aug 14
Cottage by the Sea #4 by Bayley Vacation Rentals
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 Chebeague Island Hotel Reviews

Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

10/10 Excellent
"Clean room Very helpful and friendly staff Missed breakfast unfortunately Good parking and shuttle"
Bonnie 1-night trip
Posted 17 hours ago
Comfort Inn South Portland Airport

Find out more about Chebeague Island

Chebeague Island Cottages information

Number of reviews
229
Accommodation
207 Cottages
Lowest Price
CA $292
Highest Price
CA $1,729

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