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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Chebeague Island cottages

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.

1. 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.
$601 nightly
The price is $656
Oct 25 - Oct 26
Total with taxes and fees
4br2ba House parking A Peaceful Oasis on Munjoy Hill
A two-story house with a garage and a covered porch.

2. 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
Oct 20 - Oct 21
Total with taxes and fees
1 Mi to Maine Street! Mcm-style Home in Brunswick
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.
$511 nightly
The price is $557
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 $312
Oct 18 - Oct 19
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.
$251 nightly
The price is $274
Oct 20 - Oct 21
Total with taxes and fees
Dog Friendly, Relaxing Cottage Stay • Steps Away from The 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.

6. 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.
$280 nightly
The price is $283
Oct 18 - Oct 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 pier with a building on stilts over the beach.

7. 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 18 - Oct 19
Total with taxes and fees
beautiful 1 bedroom cabin only 50 ft from beach
A small, single-story house with a number '20' on the front, a front door, and a small porch with steps leading up to it.

8. Soothing 2-bedroom cottage with Sauna in Old Orchard Beach

Soothing 2-bedroom cottage with Sauna in Old Orchard Beach
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"Great place. Would stay again!!"
United States
Jay T.
$402 nightly
The price is $438
Oct 18 - Oct 19
Total with taxes and fees
Soothing 2-bedroom cottage with Sauna in Old Orchard Beach
A wooden pier with multiple pillars extending into the water.

9. 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.
$248 nightly
The price is $270
Oct 18 - Oct 19
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.

10. 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.
$249 nightly
The price is $271
Oct 19 - Oct 20
Total with taxes and fees
Cheerful 1 bedroom cottage only 50ft from beach
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.
$249 nightly
The price is $271
Oct 19 - Oct 20
Total with taxes and fees
Cozy one bedroom cottage, 50 feet from the beach in OOB.
A two-story house with a front porch, a bench, and a well-maintained lawn.

12. 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 18 - Oct 19
Total with taxes and fees
Adorable 1 bedroom cabin only 50 ft from beach#1
A white wooden house with a white picket fence, a small porch, and a window with shutters.

13. 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.
$296 nightly
The price is $323
Oct 19 - Oct 20
Total with taxes and fees
Spacious 2 bedroom cabin, 50ft from the beach
An aerial view of a coastal resort with multiple buildings, a swimming pool, and a beach.

14. Little Miss Cottages - Two Bedroom Cottage Suite - 9

Little Miss Cottages - Two Bedroom Cottage Suite - 9
Old Orchard Beach
6.4 out of 10, (5 reviews)
"First cottage had a foul smell, but host was able to move us to another cottage. They are tiny but have what is needed. Cottage 7 has a definite slant to the floor. Very close to a uncrowded beach."
United States
April H.
Little Miss Cottages - Two Bedroom Cottage Suite - 9
A beach with people, a pier, and an American flag.

15. 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
$333 nightly
The price is $336
Nov 16 - Nov 17
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

Clarion Pointe South Portland

Clarion Pointe South Portland

10/10 Excellent
"Clean Room. Great Stay."
Jim 2-night trip
Posted 1 hour ago
Clarion Pointe South Portland

Find out more about Chebeague Island

Chebeague Island Cottages information

Number of reviews
221
Accommodation
214 Cottages
Lowest Price
$270
Highest Price
$656

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