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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec
In four months
23 Jan - 25 Jan

Cottages in Westbrook

Private Contemporary Artist's Tree House on two acres with perennial gardens.
Exterior

Private Contemporary Artist's Tree House on two acres with perennial gardens.

10.0 out of 10, Exceptional, (48)
"Beautiful property and living space! Owners were very kind and helpful. Would highly recommend this spot to anyone!"
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
Exterior

Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC

9.8 out of 10, Exceptional, (9)
Charming 2-Bedroom Cottage in Peaceful Old Orchard Beach with WiFi, AC
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Exterior

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

9.8 out of 10, Exceptional, (63)
"My stay at the cottage was exactly what I needed, it’s an updated beachy vibe and excellent use of every space including some rainy day puzzles and books! The small fenced in yard was perfect for the furry family members, and you cant beat the location, such a close walk to the beach, and just far enough away from the busy OOB hustle! Would definitely stay again! "
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
WATERFRONT ON PETTENGILL POND
Exterior

WATERFRONT ON PETTENGILL POND

9.6 out of 10, Exceptional, (4)
"My kids and I loved our stay at the pond. We enjoyed kayaking and floating in the peaceful setting. "
WATERFRONT ON PETTENGILL POND
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
Terrace/patio

Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !

10.0 out of 10, Exceptional, (39)
"The view is beautiful and has everything you need "
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
Professionally styled waterfront cottage on Sebago. Cozy and Serene.
Exterior

Professionally styled waterfront cottage on Sebago. Cozy and Serene.

10.0 out of 10, Exceptional, (18)
"Good location, good fishing"
Professionally styled waterfront cottage on Sebago. Cozy and Serene.
Lakefront Cottage - private dock, large decks, large fire pit
Outdoor dining

Lakefront Cottage - private dock, large decks, large fire pit

9.2 out of 10, Wonderful, (25)
"Good location "
Lakefront Cottage - private dock, large decks, large fire pit
Fall Getaway 2025! Sunny, Cozy, & Clean - Goose Rocks Beach, Kennebunkport
Exterior

Fall Getaway 2025! Sunny, Cozy, & Clean - Goose Rocks Beach, Kennebunkport

10.0 out of 10, Exceptional, (23)
"My family and I thoroughly enjoyed our time here!"
Fall Getaway 2025! Sunny, Cozy, & Clean - Goose Rocks Beach, Kennebunkport
Lakefront Traditional 4-bedroom cottage in Frye Island
Exterior

Lakefront Traditional 4-bedroom cottage in Frye Island

2.0 star property
10.0 out of 10, Exceptional, (4)
"Our family of four (with older kids) had a peaceful and memorable stay at this cozy lakefront cottage. The setting is stunning—perfect for disconnecting and enjoying nature. The cottage is right on the water with a dock (no beach, but several are nearby), and we loved kayaking and watching sunsets from the deck.Some rooms are a bit tight, and Frye Island’s ferry access and dirt roads can be inconvenient—but if you’re looking for quiet, beauty, and simplicity, it’s worth it. The owner was...
Lakefront Traditional 4-bedroom cottage in Frye Island
Large 2BD cottage 10 min to Pier & Beach Pets ok
Exterior

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

9.0 out of 10, Wonderful, (36)
"Easy walk into the board walk shopping area ! Private parking and owner was readily available for any issues or concerns....gas station and lobster pound close enough i walked to pick us up dinner....5 lobster fresh cooked $45 and we're still steaming hot by time i walked back to the house"
The price is AED 1,084
AED 1,686 total
includes taxes & fees
9 Oct - 10 Oct
Large 2BD cottage 10 min to Pier & Beach Pets ok
Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC
Exterior

Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC

9.4 out of 10, Exceptional, (9)
"We recently rented this for a quick family vacation and it exceeded our expectations. Can't wait to go back next summer!"
Alluring 2-Bedroom Cottage in Delightful Old Orchard Beach with WiFi, AC
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
Property grounds

Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout

9.4 out of 10, Exceptional, (89)
"The setting was absolutely beautiful. Shawn was extremely responsive and went out of his away to be accommodating. Would highly recommend!"
Escape to Serenity: Your Private Maine Lakefront Awaits at Little Sebago Lookout
GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗
Beach

GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗

9.8 out of 10, Exceptional, (82)
"We had a wonderful experience from start to finish.(3 nights) The Cabin was more than we had expected. The new porch was a surprise and was amazing to chill out on! The walk to Nason's beach was less than 2 minutes. Please take note: VERY BUSY STREET until 10pm. Dogs are not allowed on the beach(something I would've like to have known ahead of time) The hosts were onsite(next cabin over). We had trouble setting up the Wi-Fi, but Frank was there to the rescue. I would highly recommend this...
GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!
Terrace/patio

Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!

9.8 out of 10, Exceptional, (34)
"Clean, cute cottage for four on a steep waterfront lot with a beautiful vista. Nice kitchen for exended stay. Great fireplace."
Classic Orr’s Island, Maine Cottage, sleeps 4, 1 Bath, Stunning ocean views. New Listing !!
Coastal Charm 2 Bedroom Beach Cottage~Steps 7 Miles of Sandy Beach Kinney Shores
Exterior

Coastal Charm 2 Bedroom Beach Cottage~Steps 7 Miles of Sandy Beach Kinney Shores

10.0 out of 10, Exceptional, (5)
Coastal Charm 2 Bedroom Beach Cottage~Steps 7 Miles of Sandy Beach Kinney Shores
Glamorous cottage-glamping at Sebago Lake
Terrace/patio

Glamorous cottage-glamping at Sebago Lake

9.8 out of 10, Exceptional, (81)
"Excellent, friendly host and you can tell they put a lot of thought and time into the cottage. Nice interior, lots of comfy furniture and a close walk to the local lake beach. "
Glamorous cottage-glamping at Sebago Lake
Cozy countryside cottage located on Crooked river in Naples Maine.
Exterior

Cozy countryside cottage located on Crooked river in Naples Maine.

10.0 out of 10, Exceptional, (17)
"Cute place with lots of thoughtful amenities that made the stay wonderful. "
Cozy countryside cottage located on Crooked river in Naples Maine.
Ocean Watch - Relax and let the ocean sweep you away at this charming retreat
Terrace/patio

Ocean Watch - Relax and let the ocean sweep you away at this charming retreat

8.8 out of 10, Excellent, (21)
"Very beautiful and easy to communicate with the property management "
Ocean Watch - Relax and let the ocean sweep you away at this charming retreat
3 BR Lake house in Sebago Maine steps from beach!
Exterior

3 BR Lake house in Sebago Maine steps from beach!

10.0 out of 10, Exceptional, (2)
"Great house to stay at. We had the perfect week! Huge thanks Nelson family."
3 BR Lake house in Sebago Maine steps from beach!
Luxurious Beachfront New England Cottage
Property grounds

Luxurious Beachfront New England Cottage

10.0 out of 10, Exceptional, (6)
"This house was gorgeous and we highly enjoyed our stay. We will be back!!"
Luxurious Beachfront New England Cottage
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 Westbrook Hotel Reviews

Old Orchard Beach Inn

Old Orchard Beach Inn

8/10 Good
"The room was clean, and had everything we needed, but the beds were not in great condition and the blankets & bed spreads looked about 15 yrs, old. We also never saw any staff at the front desk in the 2 days that we were there. We arrived late, and another guest helped us get into the building. The location was good & the parking was great. "
Lisa 2-night trip
Posted 1 day ago
Old Orchard Beach Inn

Frequently asked questions

How much do cottages in Westbrook cost?
Prices for cottages in Westbrook range between AED 1,686 and AED 1,686 per night. Whatever your budget, you're sure to find the ideal place to reconnect with nature. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Westbrook?
Pack your suitcase and choose from 418 cottages in Westbrook. Picturing a place where you can get reacquainted with nature? Expedia will help you find your ideal stay in a simple click or two.
Why book your cottage in Westbrook with Expedia?
Expedia has some excellent cottages in Westbrook, so get ready for a memorable stay on nature's doorstep. If you have a set budget, click on how much you're willing to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with free WiFi or a kitchen. We'll help you find the perfect fit whatever your getaway looks like.