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

Westbrook Vacation Rentals

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Check prices for these dates

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

Our top choices for Westbrook vacation rentals

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

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.
$402 nightly
The price is $438
Sep 21 - Sep 22
Total with taxes and fees
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, (14 reviews)
"Fantastic property. Hosts were very communicative. Amazing stay. Great location! Thank you so much!"
United States
Laurie A.
$550 nightly
The price is $600
Sep 24 - Sep 25
Total with taxes and fees
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
Property grounds

3. 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.
$273 nightly
The price is $298
Sep 22 - Sep 23
Total with taxes and fees
Serenity between the lakes and seashore
TV, offices

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

Modern 3BR | W/D + Parking | Near Portland
Westbrook
$402 nightly
The price is $438
Sep 22 - Sep 23
Total with taxes and fees
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.
$914 nightly
The price is $996
Sep 22 - Sep 23
Total with taxes and fees
Sleeps 16+ | W/D | Parking | 15 mins to Old Port
Interior

6. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
$315 nightly
The price is $343
Sep 30 - Oct 1
Total with taxes and fees
Tranquility between the Lakes & Sea
Property grounds

7. 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.
$577 nightly
The price is $629
Sep 19 - Sep 20
Total with taxes and fees
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Dining

8. 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.
$305 nightly
The price is $332
Sep 20 - Sep 21
Total with taxes and fees
Peaceful 1BR | Reading Nook | Near 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, (16 reviews)
"We really appreciated our stay!"
United States
Anonymous traveler
$164 nightly
The price is $178
Sep 23 - Sep 24
Total with taxes and fees
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)
"Place was fine, good amount of space, host was very nice"
United States
Jillian F.
$104 nightly
The price is $106
Sep 28 - Sep 29
Total with taxes and fees
Portland 1-bedroom with enclosed porch & parking
Interior

11. 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, (14 reviews)
"Very nice! Would stay again and would highly recommend."
United States
Peter H.
$744 nightly
The price is $748
Sep 20 - Sep 21
Total with taxes and fees
New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
Exterior

12. 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
$356 nightly
The price is $388
Sep 21 - Sep 22
Total with taxes and fees
Spacious 3 BR in Portland's Libbytown!
Smart TV

13. Cozy Newly Renovated 1st Floor Apt

Cozy Newly Renovated 1st Floor Apt
Oakdale
9.8 out of 10, Exceptional, (36 reviews)
"Cute, clean and had everything we were looking for! "
United States
Michelle M.
$602 nightly
The price is $656
Sep 20 - Sep 21
Total with taxes and fees
Cozy Newly Renovated 1st Floor Apt
Smart TV

14. Newly Renovated 2nd Floor Apt near USM

Newly Renovated 2nd Floor Apt near USM
Oakdale
10.0 out of 10, Exceptional, (17 reviews)
"Property is very nice, in a nice location, easy to walk to various stores/locations. It was well stocked with all the basics we would need."
United States
mary m.
$577 nightly
The price is $629
Sep 21 - Sep 22
Total with taxes and fees
Newly Renovated 2nd Floor Apt near USM
Coffee/tea maker, fridge, microwave, oven

15. Spectacular 3rd Floor Apt Near Downtown Portland

Spectacular 3rd Floor Apt Near Downtown Portland
Oakdale
9.8 out of 10, Exceptional, (32 reviews)
"We enjoyed our stay very much and the host went the extra mile for us the whole visit. We had a wonderful time and would stay again if in the area."
United States
Anonymous traveler
$690 nightly
The price is $752
Oct 8 - Oct 9
Total with taxes and fees
Spectacular 3rd Floor Apt Near Downtown Portland
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.
$206 nightly
The price is $224
Sep 20 - Sep 21
Total with taxes and fees
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.
$384 nightly
The price is $419
Sep 20 - Sep 21
Total with taxes and fees
Skyline 138: Charming West End Mansard Penthouse
Coffee/tea maker, fridge, microwave, oven

18. Brand New 2 Bedroom Apartment in Heart of West End

Brand New 2 Bedroom Apartment in Heart of West End
West End
9.6 out of 10, Exceptional, (38 reviews)
"We had a wonderful stay at this property! We booked a night when we went to a show at the State Theater, and the location could not have been more perfect. It was within walking distance to the theater as well as fun nightlife. The property itself was clean, well- equipped, and even in its small nature, a perfect size for our party of six to relax, play cards, and rest our heads. Megan and Jason were wonderful hosts. They were easy to communicate with and quick to reply with any questions I...
United States
Angela
$552 nightly
The price is $602
Sep 20 - Sep 21
Total with taxes and fees
Brand New 2 Bedroom Apartment in Heart of West End
Exterior

19. Luxury Condo Downtown Portland Old Port

Luxury Condo Downtown Portland Old Port
Downtown Portland
9.4 out of 10, Exceptional, (22 reviews)
"Portland is awesome, the house was in a great location, nice neighborhood and really conveniently located to an abundance of restaurants"
United States
Doug T.
$397 nightly
The price is $432
Sep 22 - Sep 23
Total with taxes and fees
Luxury Condo Downtown Portland Old Port
1 bedroom, WiFi, bed sheets

20. 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
$159 nightly
The price is $161
Oct 6 - Oct 7
Total with taxes and fees
Studio Apartment near downtown Walkable!
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

Portland Harbor Hotel

Portland Harbor Hotel

8/10 Good
"Location is perfect. Friendly staff"
Susan 1-night trip
Posted 3 hours ago
Portland Harbor Hotel

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Westbrook in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $161 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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.