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Westbrook Holiday Rentals

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Holiday Rentals in Westbrook

2 duplex
3.0 star property
2 duplex
Full sized home
9.6 out of 10, Exceptional, (4)
"Great place to stay. Host was helpful and responsive."
The price is AU$522
includes taxes & fees
23 June - 24 June
Full sized home
NEW TO THE MARKET - 1 block from the beach!
10.0 out of 10, Exceptional, (8)
"This property isn't large, but was absolutely perfect for a quick getaway for my husband and me. The owners were extremely responsive, and provide you with all of the kitchen/bathroom essentials that you need. The condo was very clean, in walking distance to shops/restaurants/the pier, and the beach is just a short walk across the street. We look forward to renting here again in the future!"
The price is AU$657
includes taxes & fees
26 June - 27 June
NEW TO THE MARKET - 1 block from the beach!
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Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (76)
"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
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
2 min walk to the beach. Pet friendly condo
8.8 out of 10, Excellent, (26)
"Overall a good stay for the price and convenient to everything. Kinda dated and could use some upgrades. "
The price is AU$480
includes taxes & fees
26 June - 27 June
2 min walk to the beach. Pet friendly condo
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
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!!"
The price is AU$1,108
includes taxes & fees
19 July - 20 July
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
10.0 out of 10, Exceptional, (20)
"This apartment is fantastic! Great location, perfectly appointed, and Dena was awesome with her communications. The roof deck is a great bonus."
Artsy Apt/Private Rooftop Deck!/Old Port Arts Dist
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 AU$805
includes taxes & fees
1 July - 2 July
4 min walk to the beach. A large 3DB Apt. Pets OK
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (47)
"My two sisters and I loved everything about the place especially the kitchen and the temperature control via AC or heat. The only concern about the place is that it took 1-3 tries each time we had to unlock the front door by code. There was supposed to be music to help but couldn't really hear anything. May need some attention but have to admit we never alerted anyone at the time thinking it was related to our ineptitude! I tried to do this review on the Vacasa site but the page never came up...
The price is AU$777
includes taxes & fees
8 July - 9 July
Elegant condo - walk to Portland's best restaurants & Old Port
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
Spacious 4BR, Walk to Downtown & Pier, Sleeps 10
The price is AU$1,271
includes taxes & fees
24 June - 25 June
Spacious 4BR, Walk to Downtown & Pier, Sleeps 10
Everybody's favorite Maine beach location
9.4 out of 10, Exceptional, (13)
"The property was clean and spacious for four 25 year old men to comfortably stay for the weekend."
Everybody's favorite Maine beach location
350 Yards to the beach. Pet friendly!
8.4 out of 10, Very good, (24)
"Unit was clean but small enough for privacy"
The price is AU$418
includes taxes & fees
20 June - 21 June
350 Yards to the beach. Pet friendly!
Oceanfront Condo! Spectacular Views From Private Large Balcony
9.0 out of 10, Wonderful, (114)
"I loved the location!!! Great little place...restaurant downstairs was great."
The price is AU$1,116
includes taxes & fees
9 July - 10 July
Oceanfront Condo! Spectacular Views From Private Large Balcony
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 AU$556
includes taxes & fees
24 June - 25 June
Large 2BD cottage 10 min to Pier & Beach Pets ok
East Grand Ave Fabulous Cottage
9.0 out of 10, Wonderful, (112)
"Very good location. Walked everywhere and very close to the beach. The owner was super receptive when there was an understandable appliance problem. I would definitely return."
East Grand Ave Fabulous Cottage
Beach House ∆ Prime Location ∆ Steps to the Ocean
10.0 out of 10, Exceptional, (36)
"Family vacation with five adults, a three year old and a ten month old. The rental had enough space and nice amenities to accommodate all of us. We enjoyed quite a few family meals at the long dining room table, made smoothies in the blender. The kids were a little too young for all the rides and games at the Pier so we mainly stayed at the beach - the wagon, buckets and beach toys came in handy. There were also boogie boards and kites available to use. Jason was very hospitable, the place...
Beach House ∆ Prime Location ∆ Steps to the Ocean
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 AU$664
includes taxes & fees
1 July - 2 July
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
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.

Westbrook Holiday Home Travel Info

Number of holiday homes
26
Popular accommodation
Westbrook private holiday homes
Known landmarks
State Theatre, Portland Museum of Art and Children's Museum of Maine
International airport
Portland, ME (PWM-Portland Intl. Jetport)

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, (1000)
"Staff were very friendly and helpful "
The price is AU$153
includes taxes & fees
26 June - 27 June
Super 8 by Wyndham Portland ME
Casco Bay Hotel, Ascend Hotel Collection
3.5 star property
8.6 out of 10, Excellent, (1627)
"Room was comfortable. It had a decent fitness room. Staff was very helpful. Breakfast was very lacking, to say the least. Other than the shopping mall, there's not much by this hotel. You pretty much are taking an Uber downtown for any food or drink options."
The price is AU$161
includes taxes & fees
23 June - 24 June
Casco Bay Hotel, Ascend Hotel Collection
The Westin Portland Harborview
4.0 star property
8.6 out of 10, Excellent, (1043)
"All the staff were so helpful and kind."
The price is AU$434
includes taxes & fees
23 June - 24 June
The Westin Portland Harborview
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, 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 favourite 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 depend 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 AU$418 per night. Entering your travel dates in the search wizard might find you 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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