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

Westbrook Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sep - 27 Sep
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Westbrook vacation rentals

Dining

1. 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 SAR 443
SAR 1,330 total
includes taxes & fees
6 Oct - 7 Oct
Peaceful 1BR | Reading Nook | Near Portland
Interior

2. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is SAR 426
SAR 1,218 total
includes taxes & fees
14 Sep - 15 Sep
Tranquility between the Lakes & Sea
TV, offices

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

Modern 3BR | W/D + Parking | Near Portland
Westbrook
The price is SAR 586
SAR 1,645 total
includes taxes & fees
13 Sep - 14 Sep
Modern 3BR | W/D + Parking | Near Portland
Dining

4. 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.
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
Dining

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

Sleeps 16+ | W/D | Parking | 15 mins to Old Port
Westbrook
The price is SAR 1,540
SAR 3,741 total
includes taxes & fees
22 Sep - 23 Sep
Sleeps 16+ | W/D | Parking | 15 mins to Old Port
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 SAR 1,517
SAR 2,166 total
includes taxes & fees
11 Sep - 12 Sep
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
3 bedrooms, premium bedding, iron/ironing board, travel crib

7. 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 SAR 668
SAR 1,748 total
includes taxes & fees
21 Sep - 22 Sep
Cozy 3BR | Pet Friendly | Near Portland | Parking
TV

8. Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.4 out of 10, Very Good, (12 reviews)
"Place was fine, good amount of space, host was very nice"
United States
Jillian F.
The price is SAR 315
SAR 585 total
includes taxes & fees
13 Sep - 14 Sep
Private Entrance Residential Portland
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, (15 reviews)
"We really appreciated our stay!"
United States
Anonymous traveler
The price is SAR 539
SAR 670 total
includes taxes & fees
13 Sep - 14 Sep
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
1 bedroom, WiFi, bed sheets

10. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very Good, (18 reviews)
"I will admit the location and surrounding areas are a bit sketchy, but, once inside, we felt super secure. There are multiple doors and gates with locks to ensure safety. Place was clean and had everything we needed for a quick stay."
United States
Krysta
The price is SAR 335
SAR 605 total
includes taxes & fees
6 Oct - 7 Oct
Studio Apartment near downtown Walkable!
Interior

11. 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 SAR 740
SAR 1,212 total
includes taxes & fees
22 Sep - 23 Sep
Sunny Spot with Private Parking.
Property grounds

12. Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
East Bayside
8.8 out of 10, Excellent, (40 reviews)
"Overall a pleasing stay."
United States
Mallory D.
The price is SAR 524
SAR 1,754 total
includes taxes & fees
20 Sep - 21 Sep
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Interior

13. Willard Beach–Apartment Near Portland & Parks

Willard Beach–Apartment Near Portland & Parks
Willard Beach
10.0 out of 10, Exceptional, (7 reviews)
"Excellent in every way."
United States
Robert B.
The price is SAR 545
SAR 1,216 total
includes taxes & fees
16 Sep - 17 Sep
Willard Beach–Apartment Near Portland & Parks
Smart TV

14. 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 SAR 533
SAR 908 total
includes taxes & fees
13 Sep - 14 Sep
Beautiful 1st Floor Apartment & Amazing Shower
Outdoor dining

15. 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, (13 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is SAR 927
SAR 1,486 total
includes taxes & fees
15 Sep - 16 Sep
Peaceful & minutes from the Old Port with private parking
Interior

16. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very Good, (61 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
The price is SAR 426
SAR 1,426 total
includes taxes & fees
20 Sep - 21 Sep
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Marina

17. Casco Bay Vista

Casco Bay Vista
East Deering
10.0 out of 10, Exceptional, (6 reviews)
"We had a great stay at Mat's place! Convenient location, very cute apartment with a lovely view of the water. Well equipped for a couple's weekend away. We appreciated the sharp knives for cooking and the comfy couch!"
United States
Charlotte B.
The price is SAR 862
SAR 1,521 total
includes taxes & fees
15 Sep - 16 Sep
Casco Bay Vista
Smart TV

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

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (41 reviews)
"Great vacation rental. Convenient to all we wanted to do in the area. Very clean and very livable property!"
United States
Thomas M.
Pine Point Beach private, quaint, charming studio.
Beach

19. City Amenities, Casco Bay Sunrises and Natural Beauty

City Amenities, Casco Bay Sunrises and Natural Beauty
East Deering
9.8 out of 10, Exceptional, (131 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 SAR 896
SAR 1,537 total
includes taxes & fees
22 Sep - 23 Sep
City Amenities, Casco Bay Sunrises and Natural Beauty
Interior

20. Historic Home in the West End. Private Parking.

Historic Home in the West End. Private Parking.
West End
10.0 out of 10, Exceptional, (63 reviews)
"This spot was perfect. So cute and very well-kept. Easy to get in and navigate."
United States
Anonymous traveler
The price is SAR 852
SAR 1,396 total
includes taxes & fees
22 Sep - 23 Sep
Historic Home in the West End. 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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westbrook Hotel Reviews

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

8/10 Good
"The only thing was that the room was not cleaned and we had to seek out extra towels"
Deborah 3-night trip
Posted less than an hour ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Frequently asked questions

Can I find vacation rentals in Westbrook?

Yes, we have vacation rentals in Westbrook near Westbrook Performing Arts Center, or you can choose a secluded option if you want 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 coffeehouses.

What's the top vacation rental in Westbrook?

Quintessential Maine Beach Cottage: Visitors like this Westbrook vacation home rental. It is located on the beach and has a private yard, a selection of games, and a barbecue grill 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 you can cook with friends or family.

How many vacation rentals will I find in Westbrook?

With 10 Expedia vacation rentals, you're sure 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 larger area, you’ll find Westbrook Performing Arts Center and Maine Mall.

What’s a vacation rental in Westbrook like?

Vacation rentals are privately owned properties you can stay in for several days or longer in Westbrook. Vacation rentals feature amenities like WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental an attractive option for a family getaway.