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
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

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, (13 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is HK$1,632
HK$3,986 total
includes taxes & fees
24 Aug - 25 Aug
Cozy 3BR | Pet Friendly | Near Portland | Parking
Dining

2. 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, (12 reviews)
"Fantastic property. Hosts were very communicative. Amazing stay. Great location! Thank you so much!"
United States
Laurie A.
The price is HK$1,854
HK$4,193 total
includes taxes & fees
17 Aug - 18 Aug
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
TV, offices

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

Modern 3BR | W/D + Parking | Near Portland
Westbrook
The price is HK$1,954
HK$4,388 total
includes taxes & fees
16 Aug - 17 Aug
Modern 3BR | W/D + Parking | Near Portland
Dining

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

Sleeps 16+ | W/D | Parking | 15 mins to Old Port
Westbrook
The price is HK$3,994
HK$8,776 total
includes taxes & fees
24 Aug - 25 Aug
Sleeps 16+ | W/D | Parking | 15 mins to Old Port
Interior

5. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is HK$1,452
HK$3,267 total
includes taxes & fees
8 Sept - 9 Sept
Tranquility between the Lakes & Sea
Property grounds

6. 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$3,171
HK$4,585 total
includes taxes & fees
14 Aug - 15 Aug
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
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$949
HK$2,848 total
includes taxes & fees
24 Aug - 25 Aug
Peaceful 1BR | Reading Nook | Near Portland
Front of property

8. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (9 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
The price is HK$4,279
HK$5,841 total
includes taxes & fees
31 Aug - 1 Sept
Evalina Hotel
Private kitchen

9. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (109 reviews)
"Really nice room and location"
United States
Victoria
The price is HK$2,345
HK$3,145 total
includes taxes & fees
1 Sept - 2 Sept
The Weldon Hotel
Outdoor dining

10. Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (11 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is HK$1,938
HK$3,088 total
includes taxes & fees
6 Sept - 7 Sept
Peaceful & minutes from the Old Port with private parking
Exterior

11. Spacious 3 BR in Portland's Libbytown!

Spacious 3 BR in Portland's Libbytown!
Portland
9.4 out of 10, Exceptional, (53 reviews)
"Really cute, clean place that was a short drive to everything!"
United States
Annalise E.
The price is HK$2,346
HK$3,900 total
includes taxes & fees
31 Aug - 1 Sept
Spacious 3 BR in Portland's Libbytown!
Interior

12. Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (24 reviews)
"Great place! We would definitely return if we were in the area."
United States
Preston
The price is HK$1,577
HK$2,557 total
includes taxes & fees
6 Sept - 7 Sept
Charming Studio apartment with WiFi, AC in welcoming Portland
Egyptian cotton sheets, premium bedding, down duvets, bed sheets

13. Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
The price is HK$2,673
HK$4,197 total
includes taxes & fees
7 Sept - 8 Sept
Fortland Island Campground
Smart TV

14. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.2 out of 10, Wonderful, (29 reviews)
"Apartment was as described. Clean, walking distort downtown and parks. Enjoyed stay. Easy communication with host. "
United States
James R.
The price is HK$1,631
HK$2,548 total
includes taxes & fees
17 Aug - 18 Aug
Beautiful 1st Floor Apartment & Amazing Shower
Interior

15. NEW 1 BDR-Heart of Munjoy Hill

NEW 1 BDR-Heart of Munjoy Hill
Munjoy Hill
9.8 out of 10, Exceptional, (7 reviews)
"Great location within walking distance to activities, food, the bay, etc. "
United States
Anne D.
The price is HK$2,346
HK$4,294 total
includes taxes & fees
16 Aug - 17 Aug
NEW 1 BDR-Heart of Munjoy Hill
Interior

16. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (31 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is HK$1,546
HK$2,549 total
includes taxes & fees
10 Sept - 11 Sept
Sunny Spot with Private Parking.
Dining

17. Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!

Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
West End
9.6 out of 10, Exceptional, (7 reviews)
"All was great...clean and convenient."
United States
Krista P.
The price is HK$1,511
HK$3,743 total
includes taxes & fees
17 Aug - 18 Aug
Furnished 1BR/1BA Walk to Maine Med/Mercy. Parking & All utilities included!
Exterior detail

18. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (140 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is HK$2,095
HK$3,130 total
includes taxes & fees
25 Aug - 26 Aug
Adorable Portland getaway on the Eastern Promenade
Exterior

19. Ocean View East End Studio in a Historic Victorian

Ocean View East End Studio in a Historic Victorian
Portland
9.8 out of 10, Exceptional, (108 reviews)
"Lovely view and accessibility to the Old Port area. Enjoyed our relaxing stay! Thanks Dan! "
United States
David E.
The price is HK$2,354
HK$3,669 total
includes taxes & fees
23 Aug - 24 Aug
Ocean View East End Studio in a Historic Victorian
Smart TV

20. Stylish Brownstone Downtown Free St|Perfect Getaway for 2

Stylish Brownstone Downtown Free St|Perfect Getaway for 2
Downtown Portland
10.0 out of 10, Exceptional, (43 reviews)
"What a great stay! The rental property was absolutely fantastic! Can't wait to come back! Highly recommend staying here. "
United States
Ken C.
The price is HK$3,806
HK$5,962 total
includes taxes & fees
21 Aug - 22 Aug
Stylish Brownstone Downtown Free St|Perfect Getaway for 2
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

Best Western Merry Manor Inn

Best Western Merry Manor Inn

10/10 Excellent
"Great location, family friendly"
Rosalia 2-night trip
Posted 9 hours ago
Best Western Merry Manor Inn

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:

  • View our selection of featured holiday rentals in Westbrook
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  • Enter your travel dates to view the best deals on holiday rentals in Westbrook while they last

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.