Westbrook Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Westbrook holiday rentals

TV, offices

Holiday Home in Westbrook

Sleeps 16+ | W/D | Parking | 15 mins to Old Port
The price is HK$3,330
HK$7,362 total
includes taxes & fees
8 Mar - 9 Mar
Sleeps 16+ | W/D | Parking | 15 mins to Old Port
Dining

Apartment in Westbrook

Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
10.0 out of 10, Exceptional, (7 reviews)
"Nice historic place, restored to all modern standards and amenities, while retaining its historical charm. "
United States
Aleksey I.
The price is HK$1,125
HK$3,237 total
includes taxes & fees
8 Mar - 9 Mar
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
TV, offices

Apartment in Westbrook

Modern 3BR | W/D + Parking | Near Portland
The price is HK$1,188
HK$3,195 total
includes taxes & fees
8 Mar - 9 Mar
Modern 3BR | W/D + Parking | Near Portland
3 bedrooms, premium bedding, iron/ironing board, travel cot

Apartment in Westbrook

Cozy 3BR | Pet Friendly | Near Portland | Parking
10.0 out of 10, Exceptional, (12 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is HK$1,071
HK$3,050 total
includes taxes & fees
8 Mar - 9 Mar
Cozy 3BR | Pet Friendly | Near Portland | Parking
Dining

Apartment in Westbrook

Peaceful 1BR | Reading Nook | Near Portland
10.0 out of 10, Exceptional, (1 review)
"Nicely set up and had everything needed for a comfortable stay. The entrance stairs were dingy but inside was newly decorated and well appointed. Appreciated the coffee supplies."
United States
Martha and William P.
Peaceful 1BR | Reading Nook | Near Portland
Exterior

Mobile Home in Freeport

Cozy Rock Cabin #thewaylifeshouldbe
10.0 out of 10, Exceptional, (9 reviews)
"Very private property, was a great little retreat. Such a thoughtfully designed space, and loved being surrounded by nature, including breakfast with deer!"
United States
Dan M.
The price is HK$2,150
HK$4,081 total
includes taxes & fees
15 Mar - 16 Mar
Cozy Rock Cabin #thewaylifeshouldbe
Exterior detail

Holiday Home in East Deering

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
10.0 out of 10, Exceptional, (68 reviews)
"Had a really nice stay. "
United States
John F.
The price is HK$5,453
HK$8,252 total
includes taxes & fees
8 Mar - 9 Mar
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
Smart TV

Apartment in Blue Point

Pine Point Beach private, quaint, charming studio.
10.0 out of 10, Exceptional, (28 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is HK$879
HK$1,879 total
includes taxes & fees
6 Mar - 7 Mar
Pine Point Beach private, quaint, charming studio.
Outdoor dining

Holiday Home in Brunswick

Mere Point Sunrise Views at Eastern Shore!
9.8 out of 10, Exceptional, (8 reviews)
"Such a beautiful home and peaceful location. We loved our stay and the host was responsive and helpful with any questions we had!"
United States
Diana H.
The price is HK$1,696
HK$3,711 total
includes taxes & fees
13 Mar - 14 Mar
Mere Point Sunrise Views at Eastern Shore!
Interior

Holiday Home in South Portland

Modern Getaway by the Sea
10.0 out of 10, Exceptional, (2 reviews)
"Had a nice stay! House was great."
United States
Karen T.
The price is HK$2,341
HK$3,948 total
includes taxes & fees
6 Mar - 7 Mar
Modern Getaway by the Sea
2 bedrooms, WiFi, bed sheets

Cabin in Freeport

Large, luxurious geodesic dome - 04
10.0 out of 10, Exceptional, (2 reviews)
"We didn’t get enough time to evaluate but from the short visit, we can say that this is the small paradise within the Main area. Best camp ground facilities we have ever seen or experienced. Looking forward to visit with friends and extended families as well. "
United States
Hrishi K.
The price is HK$1,740
HK$2,714 total
includes taxes & fees
15 Mar - 16 Mar
Large, luxurious geodesic dome - 04
Interior

Cabin in Saco

New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
9.2 out of 10, Wonderful, (15 reviews)
"Had a great stay, very private property. House was very clean and user friendly. Would definitely stay again, thanks"
United States
Doug C.
The price is HK$1,935
HK$2,399 total
includes taxes & fees
10 Mar - 11 Mar
New Listing! AmongstTheAspens - Off Grid Tiny House in a Serene Location
Desk, laptop workspace, free WiFi

Aparthotel in Scarborough

HomeAwhile
4.0 star property
The price is HK$668
HK$729 total
includes taxes & fees
11 Mar - 12 Mar
HomeAwhile
Exterior

Holiday Home in Biddeford

A historic treasure in Southern Maine, very unique and spacious
10.0 out of 10, Exceptional, (44 reviews)
"Loved this house. Perfect for a getting ready spot for family before a wedding. Plently of rooms and space for parking "
United States
Jeanne C.
The price is HK$4,024
HK$7,880 total
includes taxes & fees
8 Mar - 9 Mar
A historic treasure in Southern Maine, very unique and spacious
TV, stereo, offices

Apartment in Munjoy Hill

Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood
10.0 out of 10, Exceptional, (18 reviews)
"Great host and very clean, comfortable stay! We all wished we would have had more time here and loved every bit of our stay. Sunrise on the rooftop deck, city lights up there at night. It was wonderful! We hope to return someday! "
United States
JESSICA S.
Spectacular Views & Comforts of Home in Portland s Most Desirable Neighborhood
Beach

Condo in East Deering

City Amenities, Casco Bay Sunrises and Natural Beauty
9.8 out of 10, Exceptional, (125 reviews)
"Perfect location and the host was immediately repsonsive and always friendly!"
United States
Jon L.
The price is HK$844
HK$2,002 total
includes taxes & fees
8 Mar - 9 Mar
City Amenities, Casco Bay Sunrises and Natural Beauty
Outdoor dining

Holiday Home in Munjoy Hill

Modern & Sunny House Steps from the Promenade. Private Parking!
10.0 out of 10, Exceptional, (38 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is HK$1,462
HK$2,795 total
includes taxes & fees
8 Mar - 9 Mar
Modern & Sunny House Steps from the Promenade. Private Parking!
1 bedroom, Internet, bed sheets

Holiday Home in Back Cove

Charming 1-bedroom ADU in wonderful Portland neighborhood
The price is HK$1,368
HK$2,164 total
includes taxes & fees
8 Mar - 9 Mar
Charming 1-bedroom ADU in wonderful Portland neighborhood
Exterior detail

Apartment in Munjoy Hill

Glorious getaway on Portland's Eastern Promenade.
9.8 out of 10, Exceptional, (172 reviews)
"Very cute and comfy. We would definitely stay here again. "
United States
Marie s.
The price is HK$1,141
HK$2,207 total
includes taxes & fees
9 Mar - 10 Mar
Glorious getaway on Portland's Eastern Promenade.
Exterior detail

Cottage in Old Orchard Beach

Clean cozy cottage 1 mile from beach.
8.0 out of 10, Very good, (11 reviews)
"This house met all of our needs. It was updated and clean and has a nice little quiet enclosed back yard with a fire pit, grill and dining area. "
United States
Alyssa F.
The price is HK$735
HK$2,735 total
includes taxes & fees
9 Mar - 10 Mar
Clean cozy cottage 1 mile from beach.
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

Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

10/10 Excellent
"For a quick overnight, the Tru was wonderful. "
Brenda 1-night trip
Posted 5 hours ago
Tru by Hilton Portland Airport Area

Find out more about Westbrook

Search for holiday rentals in Westbrook on Expedia! You can easily find your home rentals, villas, holiday apartments in Westbrook using one of the methods below:

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Look no further and take a look at our great range of rental properties in Westbrook!

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?

Gorgeous and Unique New England Beach House: Panoramic Views of Saco Bay!: This holiday home rental outside of Westbrook is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Westbrook?

With 9 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.