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
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Westbrook vacation rentals

A modern living room with a teal sofa, two glasses of white wine, a tray of food, and a decorative candle on a wooden table.

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 CA $192
CA $579 total
includes taxes & fees
Oct 18 - Oct 19
Peaceful 1BR | Reading Nook | Near Portland
A window with a view of a snowy landscape and bare trees.

2. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
The price is CA $163
CA $470 total
includes taxes & fees
Oct 14 - Oct 15
Tranquility between the Lakes & Sea
A modern living room with a blue sofa, a black leather couch, and a glass of white wine on a wooden side table.

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

Modern 3BR | W/D + Parking | Near Portland
Westbrook
9.0 out of 10, Wonderful, (2 reviews)
"Really nice and quiet place! It was suitable for our needs while we were here! Very nice host that was always making sure we had all we needed!"
United States
Ann P.
The price is CA $237
CA $687 total
includes taxes & fees
Oct 12 - Oct 13
Modern 3BR | W/D + Parking | Near Portland
A dining table with two black cups and saucers, a wooden vase with flowers, and a window with white frames.

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)
"Excellent location, the hosts are very responsive and an absolute pleasure to work with. The home was clean, inviting and easy to check in."
United States
Bianca L.
The price is CA $347
CA $769 total
includes taxes & fees
Oct 12 - Oct 13
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
A bedroom with a large bed, white curtains, and a view through the windows.

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

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (15 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is CA $237
CA $687 total
includes taxes & fees
Oct 12 - Oct 13
Cozy 3BR | Pet Friendly | Near Portland | Parking
A dirt path in a park with autumn foliage.

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 CA $627
CA $897 total
includes taxes & fees
Oct 12 - Oct 13
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A gym with treadmills, elliptical machines, and exercise balls.

7. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
9.2 out of 10, Wonderful, (21 reviews)
"We really appreciated our stay!"
United States
Anonymous traveller
The price is CA $164
CA $210 total
includes taxes & fees
Nov 5 - Nov 6
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

8. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.2 out of 10, Very good, (15 reviews)
"Easy to get to, and a great night's sleep.Want to stay in Portland but in a quiet neighborhood?-Grab this spot!"
United States
Cricket C.
The price is CA $127
CA $158 total
includes taxes & fees
Oct 13 - Oct 14
Portland 1-bedroom with enclosed porch & parking
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

9. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (125 reviews)
"Really nice room and location"
United States
Victoria
The price is CA $281
CA $413 total
includes taxes & fees
Nov 2 - Nov 3
The Weldon Hotel
A living room with a sofa, armchairs, a coffee table, and a potted plant.

10. 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 CA $122
CA $250 total
includes taxes & fees
Nov 4 - Nov 5
Beautiful 1st Floor Apartment & Amazing Shower
A multi-story building with a stone facade, large windows, and a corner entrance.

11. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (15 reviews)
"This is a very nice hotel in a great location. It’s new and wonderfully appointed. Everything about it is first class."
United States
Rick
The price is CA $477
CA $734 total
includes taxes & fees
Nov 9 - Nov 10
Evalina Hotel
A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

12. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (21 reviews)
"We had a great stay in Portland! The place was just as described and the hosts were easy to communicate with. A good place for a couple nights within walking distance of all Portland has to offer."
United States
Lucy T.
The price is CA $112
CA $215 total
includes taxes & fees
Nov 1 - Nov 2
Studio Apartment near downtown Walkable!
A modern kitchen with a wooden countertop, a glass coffee table, and a built-in shelf with kitchenware.

13. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (36 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 CA $239
CA $409 total
includes taxes & fees
Oct 12 - Oct 13
Sunny Spot with Private Parking.
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

14. Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland

Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (31 reviews)
"Had a wonderful stay. Very clean and great location."
United States
Aimee S.
The price is CA $178
CA $329 total
includes taxes & fees
Nov 1 - Nov 2
Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
A house with a wooden staircase leading to a door marked with the number 50.

15. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

1200 Sq Ft ♦ West End Gem ♦ Perfect Location
West End
9.2 out of 10, Wonderful, (107 reviews)
"Very nice place, clean, good location. On-street parking was available. Second floor kitchen & bath, so not for those with issues with stairs, but fine for us. Would stay again!"
United States
Gary
The price is CA $162
CA $389 total
includes taxes & fees
Nov 3 - Nov 4
1200 Sq Ft ♦ West End Gem ♦ Perfect Location
A building with a brick facade, large windows, and a covered outdoor seating area.

16. Spacious 3 BR in Portland's Libbytown!

Spacious 3 BR in Portland's Libbytown!
Portland
9.4 out of 10, Exceptional, (62 reviews)
"Nice host, great location & property."
United States
Brittney C.
The price is CA $426
CA $702 total
includes taxes & fees
Oct 12 - Oct 13
Spacious 3 BR in Portland's Libbytown!
A spacious living area with a blue sofa, a coffee table, and a kitchen in the background.

17. New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10

New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
North Deering
9.2 out of 10, Wonderful, (15 reviews)
"Very nice! Would stay again and would highly recommend."
United States
Peter H.
The price is CA $603
CA $1,175 total
includes taxes & fees
Oct 18 - Oct 19
New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

18. 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 CA $162
CA $552 total
includes taxes & fees
Oct 29 - Oct 30
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
A street lined with buildings, one with a red door and a sign that reads "MINATO".

19. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (153 reviews)
"Owner was so accommodating!"
United States
Kiernan
The price is CA $252
CA $412 total
includes taxes & fees
Oct 20 - Oct 21
Adorable Portland getaway on the Eastern Promenade
A modern house with a wooden exterior, a small garden, and a visible window.

20. 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 CA $199
CA $674 total
includes taxes & fees
Oct 18 - Oct 19
Spacious and Contemporary Condo in the Heart of Portland - Close to 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.
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

Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

10/10 Excellent
"Perfect for a stay before an early flight. Helpful staff, clean room."
Julie 1-night trip
Posted 6 hours ago
Spark by Hilton Portland Airport Maine Mall

Find out more about Westbrook

Everything you need to know about Westbrook vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Westbrook vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westbrook vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westbrook vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westbrook vacation rentals we have selected for you start as low as CA $210 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westbrook rentals

At Expedia, we put the best Westbrook vacation 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 vacation.

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 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.