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
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Chebeague Island cottages

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 HK$2,343
HK$4,299 total
includes taxes & fees
5 Feb - 6 Feb
Sweet comfy cottage on Small Point Road
Exterior

Fred Cottage - Spacious retreat on Popham Beach!

Fred Cottage - Spacious retreat on Popham Beach!
Phippsburg
9.4 out of 10, Exceptional, (3 reviews)
"Off the beaten path, easy access to beach and Spinneys"
United States
Sean B.
The price is HK$1,222
HK$1,784 total
includes taxes & fees
9 Feb - 10 Feb
Fred Cottage - Spacious retreat on Popham Beach!
Exterior detail

Renovated 2Bd Cottage 10min walk to Beach. Pets Ok

Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
Old Orchard Beach
7.2 out of 10, Good, (12 reviews)
"Was as advertised."
United States
Andrew H.
The price is HK$625
HK$1,499 total
includes taxes & fees
4 Feb - 5 Feb
Renovated 2Bd Cottage 10min walk to Beach. Pets Ok
Exterior

3BR Cottage Parking A Peaceful Oasis on Munjoy Hill

3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (2 reviews)
"This is the best VRBO we have stayed at in the last three years of using this service. Everything was as advertised, our host was super helpful and Portland was delightful because of our great location."
United States
Greg F.
The price is HK$1,107
HK$2,467 total
includes taxes & fees
4 Feb - 5 Feb
3BR Cottage Parking A Peaceful Oasis on Munjoy Hill
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, (8 reviews)
"Beautiful Cottage in a great proximity to a lot! "
United States
Joe C.
The price is HK$1,804
HK$3,567 total
includes taxes & fees
4 Feb - 5 Feb
4br2ba House parking A Peaceful Oasis on Munjoy Hill
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, (3 reviews)
"The location was wonderful! The host was so communicative and kind!"
United States
Courtney W.
The price is HK$852
HK$1,780 total
includes taxes & fees
4 Feb - 5 Feb
Adorable 1 bedroom cabin only 50 ft from beach#1
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, (65 reviews)
"Everything was nice & perfectly described. Great quiet neighborhood loved my stay & so did my Dogs thank you for a lovely stay"
United States
Teresa M.
The price is HK$1,034
HK$1,876 total
includes taxes & fees
10 Feb - 11 Feb
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Exterior

Little Miss Cottages - One Bedroom Cottage

Little Miss Cottages - One Bedroom Cottage
Old Orchard Beach
10.0 out of 10, Exceptional, (2 reviews)
"Clean, very good communication with the host."
United States
Brandon F.
The price is HK$1,248
HK$2,510 total
includes taxes & fees
4 Mar - 5 Mar
Little Miss Cottages - One Bedroom Cottage
Exterior

Spacious 2 bedroom cabin, 50ft from the beach

Spacious 2 bedroom cabin, 50ft from the beach
Old Orchard Beach
10.0 out of 10, Exceptional, (1 review)
"The amenities were perfect and the communication was excellent!"
United States
Dawn C.
The price is HK$1,086
HK$2,308 total
includes taxes & fees
4 Feb - 5 Feb
Spacious 2 bedroom cabin, 50ft from the 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 HK$852
HK$1,780 total
includes taxes & fees
4 Feb - 5 Feb
Cozy one bedroom cottage, 50 feet from the beach in OOB.
Interior

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
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$781
HK$1,694 total
includes taxes & fees
17 Feb - 18 Feb
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Property grounds

Cheerful 1 bedroom cottage only 50ft from beach

Cheerful 1 bedroom cottage only 50ft from beach
Old Orchard Beach
10.0 out of 10, Exceptional, (2 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$851
HK$1,771 total
includes taxes & fees
5 Feb - 6 Feb
Cheerful 1 bedroom cottage only 50ft from beach
Exterior

Large 2BD cottage 10 min to Pier & Beach Pets ok

Large 2BD cottage 10 min to Pier & Beach Pets ok
Old Orchard Beach
9.0 out of 10, Wonderful, (37 reviews)
"Wondeful place to stay while in the area. EASY walk to the beach and all that the boardwalk area has to offer. "
United States
Steven D.
The price is HK$781
HK$1,703 total
includes taxes & fees
9 Feb - 10 Feb
Large 2BD cottage 10 min to Pier & Beach Pets ok
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 HK$851
HK$1,779 total
includes taxes & fees
4 Feb - 5 Feb
beautiful 1 bedroom cabin only 50 ft from beach
Beach nearby

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$852
HK$1,780 total
includes taxes & fees
4 Feb - 5 Feb
Attractive 1 bedroom cabin only 50 ft from 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.
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

DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

10/10 Excellent
"Staff was wonderful!"
Maureen 1-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Portland

Find out more about Chebeague Island

Chebeague Island Cottages information

Number of reviews
154
Accommodation
200 Cottages
Lowest Price
HK$1,499
Highest Price
HK$4,299

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