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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Chebeague Island cottages

A two-story house with a garage and a covered porch.

1. 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
$297 nightly
The price is $324
Nov 1 - Nov 2
Total with taxes and fees
1 Mi to Maine Street! Mcm-style Home in Brunswick
A two-story house with a white exterior and a black base. There is a white staircase leading to the front door, surrounded by lush greenery and flowering plants.

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, (22 reviews)
"Great place with beautiful interiors Impeccably clean!"
United States
Janet S.
$546 nightly
The price is $595
Nov 19 - Nov 20
Total with taxes and fees
4br2ba House parking A Peaceful Oasis on Munjoy Hill
A two-story house with a porch, surrounded by trees and a grassy yard.

3. Sweet comfy cottage on Small Point Road

Sweet comfy cottage on Small Point Road
Small Point
9.6 out of 10, Exceptional, (4 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.
$508 nightly
The price is $554
Oct 24 - Oct 25
Total with taxes and fees
Sweet comfy cottage on Small Point Road
An aerial view of a coastal resort with multiple buildings, a swimming pool, and a beach.

4. Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage
Old Orchard Beach
9.2 out of 10, Wonderful, (25 reviews)
"It was very clean and it’s pet friendly. The host went above and beyond and was truly friendly while doing so. A great location and quiet at this time of year. The bed was very comfortable. The shower nice and hot. I would rent that seaside shanty again. "
United States
Lynne B.
$287 nightly
The price is $313
Nov 1 - Nov 2
Total with taxes and fees
Little Miss Cottages - One Bedroom Cottage
A two-story house with a front porch, a garage, and a well-maintained lawn.

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

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Old Orchard Beach
9.8 out of 10, Exceptional, (97 reviews)
"Very clean and my dog loved the fenced in yard"
United States
Jackie S.
$237 nightly
The price is $259
Oct 22 - Oct 23
Total with taxes and fees
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
A pier with a building on stilts over the beach.

6. 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.
$248 nightly
The price is $270
Oct 21 - Oct 22
Total with taxes and fees
beautiful 1 bedroom cabin only 50 ft from beach
A room with a bed, a round wooden table, a ceiling fan, a TV on the wall, and a door leading to another room.

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)
"Super comfortable beds! Small cozy cottage, but with so much to do in town who needs more space?"
United States
John G.
$294 nightly
The price is $297
Nov 18 - Nov 19
Total with taxes and fees
Renovated 2Bd Cottage 10min walk to Beach.<br>- Pet friendly<br>- FREE parking<br>- 2 queen beds and futon<br>- smart TVs
A wooden pier with multiple pillars extending into the water.

8. Attractive 1 bedroom cabin only 50 ft from beach

Attractive 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
9.6 out of 10, Exceptional, (5 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.
$249 nightly
The price is $271
Oct 25 - Oct 26
Total with taxes and fees
Attractive 1 bedroom cabin only 50 ft from beach
A rustic building with a pond, stone pathway, and flower beds.

9. 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.
$248 nightly
The price is $270
Oct 22 - Oct 23
Total with taxes and fees
Cheerful 1 bedroom cottage only 50ft from beach
A two-story house with a front porch, a bench, and a well-maintained lawn.

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, (10 reviews)
"It was the perfect little place to stay for our anniversary!"
United States
Haley W.
$248 nightly
The price is $270
Oct 21 - Oct 22
Total with taxes and fees
Adorable 1 bedroom cabin only 50 ft from beach#1
A pier extending into calm waters with a building at the end.

11. 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
9.8 out of 10, Exceptional, (6 reviews)
"Great location to the beach and the pier! "
United States
Pamela C.
$248 nightly
The price is $270
Oct 21 - Oct 22
Total with taxes and fees
Cozy one bedroom cottage, 50 feet from the beach in OOB.
A white wooden house with a white picket fence, a small porch, and a window with shutters.

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

Spacious 2 bedroom cabin, 50ft from the beach
Old Orchard Beach
9.0 out of 10, Wonderful, (4 reviews)
"Clean room, friendly host, a nice part of the beach that you walk out to."
United States
Beverley R.
Spacious 2 bedroom cabin, 50ft from the beach
A beach with people, a pier, and an American flag.

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
8.2 out of 10, Very good, (28 reviews)
"Even though the property was small it was spacious for two people especially my husband and I we had an awesome awesome week there the host was unbelievably kind the woman Kathy that clean the unit was exceptional and very very nice the neighborhood was peaceful and it was very convenient to the pier and all the shops definitely will be staying there from now on every year it was awesome"
United States
Catherine
$319 nightly
The price is $323
Nov 15 - Nov 16
Total with taxes and fees
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
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

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

8/10 Good
"Parking on-site $10/day Comfortable room"
CAROLYN 2-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Find out more about Chebeague Island

Chebeague Island Cottages information

Number of reviews
219
Accommodation
214 Cottages
Lowest Price
$259
Highest Price
$595

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