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

Westbrook Vacation Rentals

Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Westbrook vacation rentals

A bedroom with a large bed, white curtains, and a view through the windows.

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.
$415 nightly
The price is $452
Aug 30 - Aug 31
Total with taxes and fees
Cozy 3BR | Pet Friendly | Near Portland | Parking
A dining table with two black cups and saucers, a wooden vase with flowers, and a window with white frames.

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.
$460 nightly
The price is $501
Aug 30 - Aug 31
Total with taxes and fees
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
A snow-covered landscape with a house and a tree.

3. Serenity between the lakes and seashore

Serenity between the lakes and seashore
Westbrook
9.8 out of 10, Exceptional, (29 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.
$313 nightly
The price is $341
Sep 7 - Sep 8
Total with taxes and fees
Serenity between the lakes and seashore
A modern living room with a blue sofa, a black leather couch, and a glass of white wine on a wooden side table.

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

Modern 3BR | W/D + Parking | Near Portland
Westbrook
$407 nightly
The price is $444
Aug 30 - Aug 31
Total with taxes and fees
Modern 3BR | W/D + Parking | Near Portland
A window with a view of a snowy landscape and bare trees.

5. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
$371 nightly
The price is $404
Sep 8 - Sep 9
Total with taxes and fees
Tranquility between the Lakes & Sea
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.

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

Sleeps 16+ | W/D | Parking | 15 mins to Old Port
Westbrook
$911 nightly
The price is $993
Aug 30 - Aug 31
Total with taxes and fees
Sleeps 16+ | W/D | Parking | 15 mins to Old Port
A dirt path in a park with autumn foliage.

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.
$536 nightly
The price is $584
Aug 31 - Sep 1
Total with taxes and fees
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
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.

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.
$325 nightly
The price is $354
Sep 1 - Sep 2
Total with taxes and fees
Peaceful 1BR | Reading Nook | Near Portland
A yurt with a bed, a desk, and a view of the outdoors.

9. 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
$430 nightly
The price is $469
Sep 7 - Sep 8
Total with taxes and fees
Fortland Island Campground
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

10. Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.6 out of 10, Excellent, (10 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.
$166 nightly
The price is $167
Sep 7 - Sep 8
Total with taxes and fees
Private Entrance Residential Portland
A gym with treadmills, elliptical machines, and exercise balls.

11. 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, (10 reviews)
"We really appreciated our stay!"
United States
Anonymous traveler
$165 nightly
The price is $179
Sep 1 - Sep 2
Total with taxes and fees
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

12. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (115 reviews)
"Really nice room and location"
United States
Victoria
$421 nightly
The price is $452
Sep 8 - Sep 9
Total with taxes and fees
The Weldon Hotel
A beach with a wooden chair and a small building in the background.

13. Arlie`s Digs! - One Block To Willard Beach!

Arlie`s Digs! - One Block To Willard Beach!
Willard Beach
10.0 out of 10, Exceptional, (70 reviews)
"Beautiful place, perfect location! "
United States
Melissa M.
$614 nightly
The price is $669
Aug 30 - Aug 31
Total with taxes and fees
Arlie`s Digs! - One Block To Willard Beach!
A modern kitchen with a wooden countertop, a glass coffee table, and a built-in shelf with kitchenware.

14. Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
10.0 out of 10, Exceptional, (32 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
$300 nightly
The price is $327
Sep 1 - Sep 2
Total with taxes and fees
Sunny Spot with Private Parking.
A living room with a sofa, armchairs, a coffee table, and a potted plant.

15. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.2 out of 10, Wonderful, (29 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
$258 nightly
The price is $282
Aug 30 - Aug 31
Total with taxes and fees
Beautiful 1st Floor Apartment & Amazing Shower
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, (57 reviews)
"Very clean and has a lot of amenities"
United States
Philip
$456 nightly
The price is $497
Aug 31 - Sep 1
Total with taxes and fees
Spacious 3 BR in Portland's Libbytown!
A building with a sign for "The Send Brewing Co." and a logo featuring a stylized tree.

17. 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, (12 reviews)
"Cute, convenient spot!"
United States
Kelly S.
$368 nightly
The price is $401
Sep 1 - Sep 2
Total with taxes and fees
Peaceful & minutes from the Old Port with private parking
A street lined with buildings, one with a red door and a sign that reads "MINATO".

18. Adorable Portland getaway on the Eastern Promenade

Adorable Portland getaway on the Eastern Promenade
Munjoy Hill
9.6 out of 10, Exceptional, (143 reviews)
"Owner was so accommodating!"
United States
Kiernan
$287 nightly
The price is $313
Sep 27 - Sep 28
Total with taxes and fees
Adorable Portland getaway on the Eastern Promenade
A harbor with boats docked, a pier, and buildings in the background.

19. Casco Bay Vista

Casco Bay Vista
East Deering
10.0 out of 10, Exceptional, (4 reviews)
"Our stay was very comfortable; beautiful view from our deck. Mat was great with communication and the atmosphere was a perfect fit for us. We highly recommend for your stay in Portland."
United States
Susan R.
$406 nightly
The price is $443
Sep 14 - Sep 15
Total with taxes and fees
Casco Bay Vista
A multi-story building with a stone facade, large windows, and a corner entrance.

20. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (11 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
$645 nightly
The price is $703
Sep 7 - Sep 8
Total with taxes and fees
Evalina Hotel
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

Clarion Hotel Portland Airport ME

Clarion Hotel Portland Airport ME

8/10 Good
"Good enough for a one night stay over if flying in/out. Shuttle service was superb. Front desk staff was helpful. Not a five star hotel and the conference area was a bit rowdy with a wedding. However, our room was far away and we were not disturbed."
Troy 1-night trip
Posted 2 hours ago
Clarion Hotel Portland Airport ME

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 $167 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.