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Top Holiday Rentals in Westbrook

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (63)
"We had a wonderful stay. The room was super clean, spacious, cool and comfortable. The self check in process was easy and although there is no front desk, the staff was very responsive."
The price is £321
includes taxes & fees
21 Jul - 22 Jul
The Weldon Hotel

68 East Grand Ave

3.0 star property
8.8 out of 10, Excellent, (3)
"nice place close to all"
68 East Grand Ave

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

9.6 out of 10, Exceptional, (45)
"We enjoyed ourselves very much! Close to everything we wanted to do. Would stay again."
The price is £201
includes taxes & fees
8 Jul - 9 Jul
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

100 feet from the ocean 3 bedroom cottage 420 friendly

8.6 out of 10, Excellent, (16)
"Our family of 5 stayed here with our dog. This place has it all and we wanted for nothing. Stocked with towels, everything you would need in the kitchen. There’s even a washer and dryer on site. Right next the beach and a short walk to the pier. It was very clean and well taken care of. We will definitely be back!"
100 feet from the ocean 3 bedroom cottage 420 friendly

2 bedroom cottage

9.6 out of 10, Exceptional, (4)
"quiet, clean, short walk to beach"
2 bedroom cottage

New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

10.0 out of 10, Exceptional, (1)
"After a looong drive, it was a pleasure to land in our cozy tiny home cove. Carley’s cabin made a perfect home base—clean, comfortable, and thoughtfully stocked with everything we needed. The amenities were excellent, and it’s easy to forget you’re actually off the grid!Although we didn’t get a chance to use it, the outdoor patio is a beautifully put-together space and would be a great spot for gathering or relaxing.Carley was incredibly helpful when we ran into a few small issues and gave us...
The price is £241
includes taxes & fees
8 Jul - 9 Jul
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location

In-town no frills 2 bedroom apt

6.0 out of 10, (2)
"The frills of the neighborhood carried into the apartment. Floors and bathrooms seemed clean. Dishes and Keurig filthy - broken window a/c on floor. Broken chairs. No tlc for the property. Neighborhood beyond the stated description- would not recommend . Best to say is that rental car made it out with all windows and tires. Very disappointed "
The price is £152
includes taxes & fees
6 Jul - 7 Jul
In-town no frills 2 bedroom apt

Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

8.0 out of 10, Very good, (11)
"The view , the quiet, the autumn colors ,"
Refurbished waterfront 1950s cabin with sauna, firepit, grill & kayaks - dogs ok

Gorgeous ocean-front home with stunning beach views

9.4 out of 10, Exceptional, (113)
"This property worked well for us. Ocean view was fantastic, beds were comfy, garage was handy for our car. Good in shoulder season, would like to come back and try it in the summer."
Gorgeous ocean-front home with stunning beach views

Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.

8.6 out of 10, Excellent, (55)
"Easy access and check in. The location was just what we wanted with it close to the beach."
The price is £495
includes taxes & fees
7 Jul - 8 Jul
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.

Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

7.4 out of 10, Good, (26)
"The cute apartment was clean with super comfy beds and very convenient to everything in OOB."
The price is £462
includes taxes & fees
6 Jul - 7 Jul
Come enjoy 7 miles of beaches in sunny OOB in this 2 bedroom condo.

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Charming 2-bedroom house with AC, WiFi in lovely Falmouth

Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location

10.0 out of 10, Exceptional, (11)
"Stunning property and great location! "
The price is £647
includes taxes & fees
13 Jul - 14 Jul
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location

Oceanfront Condo! Spectacular Views From Private Large Balcony

9.0 out of 10, Wonderful, (130)
"Great place. Perfect location if you want to be in the middle of it all."
The price is £579
includes taxes & fees
23 Jul - 24 Jul
Oceanfront Condo! Spectacular Views From Private Large Balcony

Waterfront Maine cottage! Next to Sebago Lake State Park!

10.0 out of 10, Exceptional, (18)
"We had a great stay! Thank you very much for a great vacation!"
Waterfront Maine cottage! Next to Sebago Lake State Park!

Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.

Sensational Beachfront Property Old Orchard Beach, with indoor elevator

9.6 out of 10, Exceptional, (61)
"Fantastic "
Sensational Beachfront Property Old Orchard Beach, with indoor elevator

Little Miss Cottages

2.5 star property
8.4 out of 10, Very good, (82)
"Place was great "
Little Miss Cottages

Seaside Studio | Accommodates 4| Parking Available

2.0 star property
7.4 out of 10, Good, (3)
"We had a wonderful stay. The unit was immaculate and comfortable. The beach was steps away. Definitely recommend a stay!"
Seaside Studio | Accommodates 4| Parking Available

Ocean view Victorian

9.8 out of 10, Exceptional, (90)
"Everything about the stay was fantastic. Great location and responsive host. "
Ocean view Victorian
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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Frequently asked questions

Can I find holiday rentals in Westbrook?

Yes, there are holiday rentals in Westbrook close to Happy Wheels Skate Center, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Westbrook. While you're here, grab a bite or have a drink at the coffee shops.

What are some of the best holiday rentals that Westbrook has to offer?

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach: This holiday home rental outside of Westbrook offers a garden, a selection of games and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals will I find in Westbrook?

With 11 Expedia holiday rentals, you're guaranteed to find just the right place for your Westbrook stay.

What’s there to see and do in Westbrook?

Family-friendly attractions include Happy Wheels Skate Center, whereas MAGAN Trailhead is a spot to enjoy the outdoors. In the wider area, you’ll find Maine Mall and University of New England.

What’s a holiday rental in Westbrook like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Westbrook. Holiday rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for small groups.