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Holiday Rentals in Westbrook

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Holiday Rentals in Westbrook

2 duplex
3.0 star property
2 duplex
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (75)
"Great little condo. Right on the beach! Balcony is wonderful, as is the view from the master. Second bedroom is definitely a “kids” room with the two bunk beds. Garage was great for a car, would not fit the height of a truck"
Gorgeous ocean-front home with stunning beach views
NEW TO THE MARKET - 1 block from the beach!
10.0 out of 10, Exceptional, (6)
"It was great. Good location and very clean!"
The price is €409
per night
12 Jun - 13 Jun
NEW TO THE MARKET - 1 block from the beach!
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Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
7.4 out of 10, Good, (25)
"The unit has a really nice view of downtown and the pier. Cool view of the ferris wheel lit up at night. At first glance, the unit is nicely decorated. However, it needs to be refreshed - there are chunks missing out of the walls, things falling apart, ongoing water damage next to the tub. Maintenance from the building came by on the first morning of the stay to check on the kitchen sink because there was a massive leak happening to the unit below. Overall, it seemed as if no one has been...
Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
Everybody's favorite Maine beach location
9.2 out of 10, Wonderful, (12)
"The property was updated and very clean. The pillows were not very good, but the bed was great! The location was not where we anticipated. It was very easy checking in and out."
Everybody's favorite Maine beach location
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.4 out of 10, Exceptional, (17)
"The cottage was clean and accurately described. It was perfect for our needs and we are already looking forward to staying there again in the future."
The price is €296
per night
12 Jun - 13 Jun
Large 2BD cottage 10 min to Pier & Beach Pets ok
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (45)
"The kitchen was very well equipped. Living room was so cozy with the fire. Bed was super comfortable. The unit has really tall ceilings and is cozy. Only issue was the dog upstairs. They kept barking and whining."
The price is €448
per night
16 Jun - 17 Jun
Elegant condo - walk to Portland's best restaurants & Old Port
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (175)
"Watching and listening to the ocean was all i needed."
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
9.8 out of 10, Exceptional, (12)
"This is a great spot to stay no matter what time of the year!! Completely enjoyed my stay!!"
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
Little Miss Cottages
2.5 star property
8.2 out of 10, Very good, (68)
"Perfect place for a family to stay for a fair price if you want to stay a few nights and tour around the rest of Maine. Beach was wonderful! "
Little Miss Cottages
100 feet from the ocean 3 bedroom cottage 420 friendly
9.2 out of 10, Wonderful, (13)
"The property was great and a very convenient location to the beach, shops, and pier. They have everything you could possibly need except food and clothing! Very clean, TVs and ACs in every room. The only challenge as others mentioned is parking. It is a tight fit and if your tires are on the sidewalk you can be ticketed. On our second to last day we were approached by the parking patrol and told this. He was super nice and said he wouldn't ticket us but another may. I said we were leaving the...
100 feet from the ocean 3 bedroom cottage 420 friendly
2 min walk to the beach. Pet friendly condo
9.0 out of 10, Wonderful, (24)
"Very clean and centrally located!"
The price is €205
per night
10 Jun - 11 Jun
2 min walk to the beach. Pet friendly condo
Spacious 4BR, Walk to Downtown & Pier, Sleeps 10
The price is €680
per night
6 Jun - 7 Jun
Spacious 4BR, Walk to Downtown & Pier, Sleeps 10
4 min walk to the beach. A large 3DB Apt. Pets OK
8.6 out of 10, Excellent, (7)
"We found this place and booked after seeing it was pet friendly and close to the beach which was a must for our beach loving family and pups. Our stay was lovely- it’s a few blocks to the beach and into the main town area. The place was clean, had a good amount of space, was quiet, and a small deck area to sit outside. Communications with the host were easy and they checked in on us part way through to ensure our stay was going well."
The price is €293
per night
10 Jun - 11 Jun
4 min walk to the beach. A large 3DB Apt. Pets OK
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, (19)
"Everything about our stay was wonderful ~ Host was amazing, condo was so nice & location was perfect."
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (35)
"The cottage was very nice but the write-up was a little misleading. For example ocean views are very limited—mostly see rooftops, half bath was on ground floor, and stairs to main living area."
The price is €704
per night
6 Jun - 7 Jun
Beach House ∆ Prime Location ∆ Steps to the Ocean
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
9.0 out of 10, Wonderful, (49)
"We had a great stay at this charming second floor house. Television does not work. But other than that it was clean, had good parking space and was only a couple steps away from the beach."
The price is €468
per night
6 Jun - 7 Jun
Come enjoy 7 miles of beaches in Sunny OOB in this 2 bedroom condo.
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
8.8 out of 10, Excellent, (20)
"Clean and easy to access, nice property for a short stay. Easy communication."
The price is €406
per night
11 Jun - 12 Jun
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
8.2 out of 10, Very good, (33)
"I rated this property a 4 and not lower because of its location. It is front-facing to the ocean, and that is always a gem in my book. Sleeping to the sound of the waves is amazing. The property management (Vacasa) was flawless in their communication and the housekeeping staff did a great job cleaning what they were responsible for cleaning. BUT....... this unit is in dire need of some deep cleaning and at a minimum some TLC in painting and in fixing what doesn't work (i.e., windows, toilet...
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
Rent a room in the gorgeous Holt House
8.4 out of 10, Very good, (19)
"It was a great trip up to Portland and the property met our needs."
Rent a room in the gorgeous Holt House
Don't see what you're looking for?
See all available properties in Westbrook
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.

Other types of properties in Westbrook you may be interested in

Super 8 by Wyndham Portland ME
2.0 star property
6.2 out of 10, (1008)
"Staff were very friendly and helpful "
The price is €103
per night
12 Jun - 13 Jun
Super 8 by Wyndham Portland ME
Casco Bay Hotel, Ascend Hotel Collection
3.5 star property
8.6 out of 10, Excellent, (1555)
"The front desk staff was unprofessional when we arrived .. we had booked through expedia and when we arrived they said that expedia's credit card they pay with was denied.. so the front desk girl called expedia .. while she was talking she was rolling her eyes and just very unprofessional.. I have stayed here previously and I have had great service.. Very nice hotel with clean and comfortable rooms .. "
The price is €98
per night
13 Jun - 14 Jun
Casco Bay Hotel, Ascend Hotel Collection
Portland Harbor Hotel
4.0 star property
9.0 out of 10, Wonderful, (1192)
"Property had charm, spacious room and centrally located "
The price is €263
per night
9 Jun - 10 Jun
Portland Harbor Hotel
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.

Everything you need to know about Westbrook holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westbrook holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westbrook holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westbrook holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westbrook. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westbrook holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westbrook holiday rentals we have selected for you start as low as €205 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westbrook rentals

At Expedia, we put the best Westbrook holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Westbrook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westbrook holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westbrook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Bliss Beach House ♦ Huge Ocean View Rooftop Deck ♦ : This holiday home rental outside of Westbrook is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals will I find in Westbrook?

With 13 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.

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