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Check prices for these dates

In two weeks
Jul 3 - Jul 5
In two months
Aug 14 - Aug 16
In three months
Sep 11 - Sep 13
In four months
Oct 9 - Oct 11

Our top choices for Chebeague Island cottages

Exterior

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, (72 reviews)
"Place was great and fenced in backyard for our dog. "
United States
Billy N.
The price is CA $274
CA $473 total
includes taxes & fees
Jun 18 - Jun 19
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Exterior

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 $420
CA $781 total
includes taxes & fees
Jun 16 - Jun 17
Sweet comfy cottage on Small Point Road
Shower, towels

Beach Plum Cottage - on Popham Beach!

Beach Plum Cottage - on Popham Beach!
Phippsburg
8.0 out of 10, Very good, (1 review)
"Our stay was overwhelmingly good. There is no ac but it was manageable with open windows (first week in August). You can walk to a section of beach easily (along the river just before it meets the ocean). The restaurant next door was yummy but the service was slow only because they were really busy and maybe not enough staff? But food was great. My only two issues were that we were awakened at 6am with beeping from the delivery trucks directly outside our window and that the “common areas”...
United States
Joanna K.
The price is CA $278
CA $396 total
includes taxes & fees
Jun 16 - Jun 17
Beach Plum Cottage - on Popham Beach!
Exterior

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

•Tranquil 2BR Summer Home•Steps to Private Beach•
Harpswell
The price is CA $311
CA $818 total
includes taxes & fees
Jul 14 - Jul 15
•Tranquil 2BR Summer Home•Steps to Private Beach•
Exterior

Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage
Old Orchard Beach
8.8 out of 10, Excellent, (5 reviews)
"Clean, very good communication with the host."
United States
Brandon F.
The price is CA $227
CA $541 total
includes taxes & fees
Jun 16 - Jun 17
Little Miss Cottages - One Bedroom Cottage
2 bedrooms, iron/ironing board, free WiFi, bed sheets

Renovated 2Bd Cottage 10min walk to Beach.

Renovated 2Bd Cottage 10min walk to Beach.
Old Orchard Beach
7.2 out of 10, Good, (12 reviews)
"Was as advertised."
United States
Andrew H.
The price is CA $191
CA $462 total
includes taxes & fees
Jun 16 - Jun 17
Renovated 2Bd Cottage 10min walk to Beach.
Exterior

Soothing 2-bedroom cottage with Sauna in Old Orchard Beach

Soothing 2-bedroom cottage with Sauna in Old Orchard Beach
Old Orchard Beach
The price is CA $231
CA $503 total
includes taxes & fees
Jun 17 - Jun 18
Soothing 2-bedroom cottage with Sauna in Old Orchard Beach
TV

Sea Rose Cottage - on Popham Beach!

Sea Rose Cottage - on Popham Beach!
Phippsburg
8.0 out of 10, Very good, (2 reviews)
"Very comfortable,but no lobster pot. When in Maine eat lobster."
United States
beth G.
The price is CA $263
CA $377 total
includes taxes & fees
Jun 16 - Jun 17
Sea Rose Cottage - on Popham Beach!
Exterior

Adorable 1 bedroom cabin only 50 ft from beach#1

Adorable 1 bedroom cabin only 50 ft from beach#1
Old Orchard Beach
10.0 out of 10, Exceptional, (5 reviews)
"It was the perfect little place to stay for our anniversary!"
United States
Haley W.
The price is CA $298
CA $500 total
includes taxes & fees
Jun 16 - Jun 17
Adorable 1 bedroom cabin only 50 ft from beach#1
TV

Seaside Cottage - on Popham Beach!

Seaside Cottage - on Popham Beach!
Phippsburg
Seaside Cottage - on Popham Beach!
Exterior

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, (12 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 $728
CA $1,151 total
includes taxes & fees
Jun 28 - Jun 29
4br2ba House parking A Peaceful Oasis on Munjoy Hill
Exterior

Cottages by the Sea #1 by Bayley Vacation Rentals

Cottages by the Sea #1 by Bayley Vacation Rentals
Surfside
10.0 out of 10, Exceptional, (7 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 $837
CA $2,001 total
includes taxes & fees
Jul 13 - Jul 14
Cottages by the Sea #1 by Bayley Vacation Rentals
Interior

Large 2BD cottage 10 min to Pier & Beach Sleeps 6

Large 2BD cottage 10 min to Pier & Beach Sleeps 6
Old Orchard Beach
9.0 out of 10, Wonderful, (40 reviews)
"The location and the space is great!!"
United States
Anonymous traveller
The price is CA $209
CA $538 total
includes taxes & fees
Jun 16 - Jun 17
Large 2BD cottage 10 min to Pier & Beach Sleeps 6
Beach

Updated 2 BD cottage. 10 min walk to Pier & Beach

Updated 2 BD cottage. 10 min walk to Pier & Beach
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 $191
CA $462 total
includes taxes & fees
Jun 16 - Jun 17
Updated 2 BD cottage. 10 min walk to Pier & Beach
Property grounds

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, (4 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 $284
CA $483 total
includes taxes & fees
Jun 16 - Jun 17
Cheerful 1 bedroom cottage only 50ft from beach
Beach nearby

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, (4 reviews)
"Great location to the beach and the pier! "
United States
Pamela C.
The price is CA $315
CA $521 total
includes taxes & fees
Jun 16 - Jun 17
Cozy one bedroom cottage, 50 feet from the beach in OOB.
Beach nearby

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, (1 review)
"It was very close to the beach but I would not call it beach view. Having said that it was only a very short walk, 5 minutes. The cabin was perfect for two people and two mid sized dogs. Very clean and well supplied. Will most certainly book again."
United States
Nichole B.
The price is CA $266
CA $460 total
includes taxes & fees
Jun 16 - Jun 17
Attractive 1 bedroom cabin only 50 ft from beach
Exterior

Little Miss Cottages - Two Bedroom Cottage Suite - 9

Little Miss Cottages - Two Bedroom Cottage Suite - 9
Old Orchard Beach
The price is CA $301
CA $633 total
includes taxes & fees
Jun 17 - Jun 18
Little Miss Cottages - Two Bedroom Cottage Suite - 9
Beach nearby

beautiful 1 bedroom cabin only 50 ft from beach

beautiful 1 bedroom cabin only 50 ft from beach
Old Orchard Beach
The price is CA $273
CA $468 total
includes taxes & fees
Jun 16 - Jun 17
beautiful 1 bedroom cabin only 50 ft from beach
Exterior

Spacious 2 bedroom cabin, 50ft from the beach

Spacious 2 bedroom cabin, 50ft from the beach
Old Orchard Beach
8.0 out of 10, Very good, (2 reviews)
"The amenities were perfect and the communication was excellent!"
United States
Dawn C.
The price is CA $727
CA $1,081 total
includes taxes & fees
Jun 28 - Jun 29
Spacious 2 bedroom cabin, 50ft from the beach
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

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

10/10 Excellent
"Clean and quiet. Conveniently located near many stores."
ANNE 2-night trip
Posted less than an hour ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Chebeague Island

Chebeague Island Cottages information

Number of reviews
185
Accommodation
215 Cottages
Lowest Price
CA $377
Highest Price
CA $2,001

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