Lodging Image

Search Cottages in Chebeague Island

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

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 HK$1,553
HK$4,353 total
includes taxes & fees
1 Sept - 2 Sept
•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 HK$3,702
HK$5,976 total
includes taxes & fees
2 Sept - 3 Sept
4br2ba House parking A Peaceful Oasis on Munjoy Hill
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 HK$894
HK$2,230 total
includes taxes & fees
25 Aug - 26 Aug
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 HK$2,354
HK$4,395 total
includes taxes & fees
9 Sept - 10 Sept
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 HK$1,748
HK$6,415 total
includes taxes & fees
16 Aug - 17 Aug
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 HK$1,627
HK$3,493 total
includes taxes & fees
7 Sept - 8 Sept
Little Miss Cottages - One Bedroom Cottage
2 bedrooms, iron/ironing board, free WiFi, 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 HK$1,508
HK$3,104 total
includes taxes & fees
13 Aug - 14 Aug
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 HK$1,354
HK$1,647 total
includes taxes & fees
12 Sept - 13 Sept
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 HK$2,246
HK$3,534 total
includes taxes & fees
16 Aug - 17 Aug
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 HK$1,954
HK$3,173 total
includes taxes & fees
9 Sept - 10 Sept
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 HK$2,106
HK$8,124 total
includes taxes & fees
23 Aug - 24 Aug
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 HK$1,203
HK$3,065 total
includes taxes & fees
8 Sept - 9 Sept
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 HK$1,302
HK$2,864 total
includes taxes & fees
8 Sept - 9 Sept
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 HK$1,954
HK$3,173 total
includes taxes & fees
9 Sept - 10 Sept
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 HK$2,723
HK$4,122 total
includes taxes & fees
8 Sept - 9 Sept
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 HK$2,754
HK$4,165 total
includes taxes & fees
9 Sept - 10 Sept
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 HK$1,954
HK$3,173 total
includes taxes & fees
9 Sept - 10 Sept
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 HK$1,954
HK$3,173 total
includes taxes & fees
9 Sept - 10 Sept
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 HK$2,542
HK$4,140 total
includes taxes & fees
8 Sept - 9 Sept
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
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 16 hours ago
Comfort Inn South Portland Airport

Find out more about Chebeague Island

Chebeague Island Cottages information

Number of reviews
Accommodation
216 Cottages
Lowest Price
HK$2,230
Highest Price
HK$2,230

Frequently asked questions

Why book your cottage in Chebeague Island with Expedia?
We think that travelling should be a walk in the park, so if you're on the lookout for cottages in Chebeague Island at a great price, Expedia has got your back. Keep costs down and choose a low-cost option far from the downtown buzz, or book a luxury cottage to spoil your favourite people.
How can I find cheap cottages in Chebeague Island?
An excellent way to track down cheap cottages in Chebeague Island is with Expedia's convenient filter tool. Narrow your search by amenities, budget and star rating to access awesome bargains in a few clicks.

Explore a world of travel with Expedia