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Compare 257 Cottages in Westbrook with updated reviews, rates, and availability.

Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit

9.8 out of 10, Exceptional, (49)
"Convenient to all that Old Orchard Beach has to offer. Great communication and offerings of beach chairs and beach towels. Wonderful time. Definitely recommend."
Great Location! 5 min Walk to Beach/Pier-Cottage Sleeps 6;12 w/back unit

Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit

9.8 out of 10, Exceptional, (49)
"the location was perfect. Close enough to walk to everything, but far enough to not be noisy from the crowds. The place was very clean and had all of the amenities we needed. I would 100% stay here again. The property manager was easy to contact and answered every question or concern in a very quick manner and was very kind. Highly recommend this property"
Great Location! Walk to Beach/Pier in 5 minutes-Cottage Sleeps 6;12 w/front unit

Little Miss Cottages

2.5 star property
8.4 out of 10, Very Good, (82)
"We stayed because they accept pets. Good place the 24/7 laundry was useable but not everything working"
Little Miss Cottages

PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

10.0 out of 10, Exceptional, (99)
"This property is stunning, and the view is spectacular. If this were my house, I’d never leave! We had a fabulous time. "
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room

Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals

10.0 out of 10, Exceptional, (6)
"We had a wonderful stay - myself, my husband and my 6,4, and 2 year old children all enjoyed our time at the beach. We could have done without the harassment of the old lady from cottage 4 (owner perhaps?) telling us to get out at 10am. We were packing the car at 10:02 and trying to get the kids in - we were not in the cottage anymore everything was out. We left the property 10:11am. Her nagging and threats of charging extra were completely unnecessary. It was too bad to have to leave on...
Cottages by the Sea #1 | Private Beach | Steps to Sand | Bayley Vacation Rentals

The Great Escape - Picturesque Sebago Lake

9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
The Great Escape - Picturesque Sebago Lake

Charming 3BR, 1.5BA beachfront cottage with multi-level decks

9.2 out of 10, Wonderful, (31)
"Wonderful "
Charming 3BR, 1.5BA beachfront cottage with multi-level decks

Airy beach cottage steps away from Pine Point Beach!

9.8 out of 10, Exceptional, (22)
"Pine Point Beach is a beautiful beach and the location of the house was very convenient and worked well for our family. The outdoor space at the home could use some updating and additional seating. The lack of dressers and space to put clothing was a challenge for our family. "
Airy beach cottage steps away from Pine Point Beach!

Lakefront camp with cozy cottage-style interior and board games - kayaks welcome

9.6 out of 10, Exceptional, (15)
"We had a great stay at this cozy camp, thoroughly enjoyed spending time by the water and relaxing. Lots to do in the area but not a bad drive to Portland either. We wish the bedrooms had an extra lamp each- very dark! But that is a minor complaint. Hope to Iretun next year!"
Lakefront camp with cozy cottage-style interior and board games - kayaks welcome

Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK

8.8 out of 10, Excellent, (6)
"I needed to find a rental where I could meet up with family from Mass and visit a sister in the Portland area as well as have some good adventures in the area before heading back to Florida. This was a good pick for what was needed - a cottage on Sebago Lake. We had a good time there."
Charming Lakefront Cottage with Screened Porch, Firepit, Canoe & WiFi - 1 Dog OK

Lakefront cabin with shared firepit & access to Sebago Lake

8.0 out of 10, Very Good, (10)
"very nice!"
Lakefront cabin with shared firepit & access to Sebago Lake

Updated Long Island Maine Cottage

10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay at Chaz' Long Island house. It is open and airy and maintains its 100 year old charm even as it's been updated. It sits in a great, grassy yard with plenty of bright light and has a terrific, large deck on the front. The golf cart ride to all beaches is short and lovely!"
Updated Long Island Maine Cottage

The Outlet House, Comfortable Cottage

9.8 out of 10, Exceptional, (36)
"Location was perfect for our annual Christmas shopping trip. Had everything we needed. "
The Outlet House, Comfortable Cottage

As much "an experience" as shelter, Kinsale delights everyone of all ages.

9.2 out of 10, Wonderful, (13)
"Fantastic !!!"
As much "an experience" as shelter, Kinsale delights everyone of all ages.

Cozy countryside cottage located on Crooked river in Naples Maine.

10.0 out of 10, Exceptional, (10)
"Had everything we needed. Stream would be very nice if we had come during warmer weather. Next time!"
Cozy countryside cottage located on Crooked river in Naples Maine.

Experience the Magic of Maine in 3 BR Cottage loaded with Amenities Inc. Pool

10.0 out of 10, Exceptional, (9)
"The house was immaculate! This was our annual girlfriend’s getaway for three 70+ ladies. We were situated close to everything and the property manager was wonderful. For future reference please provide enough washcloths, tissues and garbage bags. This property is perfect for any type of getaway."
Experience the Magic of Maine in 3 BR Cottage loaded with Amenities Inc. Pool

Bright Beach Cottage, Waterviews, Dog Ok, Honeymoon, Weddings

9.6 out of 10, Exceptional, (44)
"I absolutely loved staying at Sarah's cottage! It perfectly embodies quintessential coastal Maine style, with gorgeous views, breathtaking sunsets, and the beach right across the street. You can even hear the soothing sound of the ocean at night! I had never been to Biddeford Pool before, and I’m so happy I found this listing. I fell in love with both the town and this charming home. Sarah was incredibly responsive and accommodating throughout my stay. I definitely plan on returning!"
Bright Beach Cottage, Waterviews, Dog Ok, Honeymoon, Weddings

Modern Cottage in resort community -- 2 shared pools, game room, fitness center.

10.0 out of 10, Exceptional, (4)
"Beautiful cottage, very clean and comfortable. It was nice that the back faced the woods. The large pool had very few people using it so we had two nights of using it with our guests with no one around. Everyone was very friendly, did not encounter anyone who did not wave. Lisa was wonderful, very helpful and attentive."
Modern Cottage in resort community -- 2 shared pools, game room, fitness center.

Maine Waterfront Home w/ Fire Pit & Scenic Views!

3.0 star property
Maine Waterfront Home w/ Fire Pit & Scenic Views!

Cozy cottage fully renovate with open concept on Forest Lake close to I95

10.0 out of 10, Exceptional, (1)
"The little “camp” was spotless, the decor modern and impressive, attention to every detail and comfort well-thought out, and amenities numerous. There were cozy spots for reading or gazing out at the lake. The deck allowed for serious star-gazing. The location is quiet, yet a short drive from bustling Portland or quieter towns. I enjoyed kayaking on the lovely, clear, clean lake, as well as long walks on the camp roads. Check-in/checkout was a breeze. An idyllic getaway!!"
Cozy cottage fully renovate with open concept on Forest Lake close to I95
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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Other property types in Westbrook

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (38)
"The house is very clean, and it is only a minute walk to the beach. This was the second time we’ve stayed in this house and it won’t be the last! "
The price is AED 545
AED 1,788 total
includes taxes & fees
5 Jan - 6 January 2025
Beach House ∆ Prime Location ∆ Steps to the Ocean

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (100)
"The view and location are amazing. The house was very comfortable for the three adults on our trip. It’s also very suitable for a family with kids as one of the rooms has two bunk bed sets. It’s comfortable, cozy, and completely relaxing. Within walking distance of the pier and entertainment. Great place to stay. "
Gorgeous ocean-front home with stunning beach views
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.

Frequently asked questions

How much do cottages in Westbrook cost?
Prepare to pay between and per night for cottages in Westbrook. No matter your budget, the perfect stay is only clicks away on Expedia. 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 suitcases and choose from 257 cottages in Westbrook. Dreaming of a place where you can surround yourself with nature? Expedia can help you find your ideal escape in a few quick clicks.
Why book your cottage in Westbrook with Expedia?
Expedia has some superb cottages in Westbrook, so get ready for an unforgettable stay on nature’s doorstep. If you’re sticking to a budget, select how much you’re willing to spend and the preferred star rating of your property. Or, use our filters to search for cottages with a pool or a kitchen. We’ll help you find the right place whatever your plans or style of travel.
How can I find cheap cottages in Westbrook?
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