A frozen river with a bridge crossing over it, surrounded by buildings and parked cars.

Westbrook Holiday Rentals

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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Westbrook holiday rentals

3 bedrooms, premium bedding, iron/ironing board, travel cot

1. Cozy 3BR | Pet Friendly | Near Portland | Parking

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (14 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is HK$1,224
HK$3,437 total
includes taxes & fees
21 Sept - 22 Sept
Cozy 3BR | Pet Friendly | Near Portland | Parking
Property grounds

2. Serenity between the lakes and seashore

Serenity between the lakes and seashore
Westbrook
9.8 out of 10, Exceptional, (30 reviews)
"This is my second stay at this property and we have a third stay booked in the fall. Everything was perfect from ease of checking in and communication with the host to fully stocked kitchen and cleanliness. Highly recommend "
United States
Joanne N.
The price is HK$879
HK$2,334 total
includes taxes & fees
22 Sept - 23 Sept
Serenity between the lakes and seashore
Dining

3. Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK

Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
Westbrook
10.0 out of 10, Exceptional, (14 reviews)
"Fantastic property. Hosts were very communicative. Amazing stay. Great location! Thank you so much!"
United States
Laurie A.
The price is HK$2,150
HK$4,507 total
includes taxes & fees
24 Sept - 25 Sept
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
TV, offices

4. Modern 3BR | W/D + Parking | Near Portland

Modern 3BR | W/D + Parking | Near Portland
Westbrook
The price is HK$1,224
HK$3,437 total
includes taxes & fees
22 Sept - 23 Sept
Modern 3BR | W/D + Parking | Near Portland
Dining

5. Sleeps 16+ | W/D | Parking | 15 mins to Old Port

Sleeps 16+ | W/D | Parking | 15 mins to Old Port
Westbrook
10.0 out of 10, Exceptional, (1 review)
"This place was excellent, very clean, and the check-in/checkout process was very easy. The unit is broken into 3 distinct apartments with the upstairs being a one bedroom suite. However, all of the units are accessible to each other through stairs so it's convenient for staying connected while also having some separate space."
United States
damean s.
The price is HK$3,216
HK$7,816 total
includes taxes & fees
22 Sept - 23 Sept
Sleeps 16+ | W/D | Parking | 15 mins to Old Port
Interior

6. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is HK$1,012
HK$2,694 total
includes taxes & fees
30 Sept - 1 Oct
Tranquility between the Lakes & Sea
Dining

7. Peaceful 1BR | Reading Nook | Near Portland

Peaceful 1BR | Reading Nook | Near Portland
Westbrook
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.
The price is HK$784
HK$2,608 total
includes taxes & fees
21 Sept - 22 Sept
Peaceful 1BR | Reading Nook | Near Portland
Property grounds

8. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Westbrook
9.6 out of 10, Exceptional, (43 reviews)
"Host was excellent, even thinking of bug spray, yoga mats, binoculars, and extra blankets. We loved our stay!"
United States
Genevieve W.
The price is HK$3,453
HK$4,935 total
includes taxes & fees
21 Sept - 22 Sept
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Fitness facility

9. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
9.0 out of 10, Wonderful, (16 reviews)
"We really appreciated our stay!"
United States
Anonymous traveller
The price is HK$1,127
HK$1,399 total
includes taxes & fees
23 Sept - 24 Sept
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
TV

10. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.4 out of 10, Very good, (12 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is HK$659
HK$830 total
includes taxes & fees
28 Sept - 29 Sept
Portland 1-bedroom with enclosed porch & parking
Exterior

11. Spacious 3 BR in Portland's Libbytown!

Spacious 3 BR in Portland's Libbytown!
Portland
9.4 out of 10, Exceptional, (60 reviews)
"Very clean and has a lot of amenities"
United States
Philip
The price is HK$1,687
HK$3,044 total
includes taxes & fees
21 Sept - 22 Sept
Spacious 3 BR in Portland's Libbytown!
Beach

12. City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (132 reviews)
"Wonderful place! Owner very responsible! Would stay again! Great choice for place to stay away from home."
United States
Arlene L.
The price is HK$1,871
HK$3,271 total
includes taxes & fees
22 Sept - 23 Sept
City Amenities, Casco Bay Sunrises and Natural Beauty
Private kitchen

13. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (118 reviews)
"Really nice room and location"
United States
Victoria
The price is HK$2,916
HK$3,178 total
includes taxes & fees
22 Sept - 23 Sept
The Weldon Hotel
Smart TV

14. Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (43 reviews)
"Great vacation rental. Convenient to all we wanted to do in the area. Very clean and very livable property!"
United States
Thomas M.
The price is HK$1,491
HK$2,642 total
includes taxes & fees
21 Sept - 22 Sept
Pine Point Beach private, quaint, charming studio.
Exterior detail

15. Glorious getaway on Portland's Eastern Promenade.

Glorious getaway on Portland's Eastern Promenade.
Munjoy Hill
9.8 out of 10, Exceptional, (184 reviews)
"Wonderful experience with exceptional hosts!"
United States
Cynthia
The price is HK$2,330
HK$3,634 total
includes taxes & fees
28 Sept - 29 Sept
Glorious getaway on Portland's Eastern Promenade.
Smart TV

16. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (32 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is HK$1,027
HK$1,761 total
includes taxes & fees
21 Sept - 22 Sept
Beautiful 1st Floor Apartment & Amazing Shower
Interior

17. Skyline 138: Charming West End Mansard Penthouse

Skyline 138: Charming West End Mansard Penthouse
Parkside
9.2 out of 10, Wonderful, (37 reviews)
"Good location; great space."
United States
Marie O.
The price is HK$1,601
HK$3,362 total
includes taxes & fees
29 Sept - 30 Sept
Skyline 138: Charming West End Mansard Penthouse
Interior

18. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (33 reviews)
"This is a perfect location. 6 minutes from downtown Portland. Secure, Clean and Jen was a Perfect and attentive host. It is a hidden Gem!"
United States
Irish D.
The price is HK$1,545
HK$2,531 total
includes taxes & fees
22 Sept - 23 Sept
Sunny Spot with Private Parking.
Dining

19. Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (55 reviews)
"Great stay. The apartment is cute, clean, and in a perfect location. Parking was easy, and the mattress was very comfortable. Would definitely stay here again."
United States
Victoria M.
Charming West End Hideaway. Private Parking
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

Fireside Inn & Suites Portland

Fireside Inn & Suites Portland

10/10 Excellent
"Perfect place to stay after a long day."
Travis 1-night trip
Posted 8 hours ago
Fireside Inn & Suites Portland

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 Westbrook Performing Arts 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?

Quintessential Maine Beach Cottage: This holiday home rental outside of Westbrook is located on the beach, and has a private garden, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Westbrook?

With 10 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 Westbrook Performing Arts Center and Maine Mall.

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.