Westbrook Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Westbrook vacation rentals

A dining table with two black cups and saucers, a wooden vase with flowers, and a window with white frames.

1. 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, (16 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.
$346 nightly
The price is $377
Nov 16 - Nov 17
Total with taxes and fees
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
A backyard with a wooden deck, a small staircase, and a wooden fence.

2. Great suburban location close to town!

Great suburban location close to town!
Deering Center
9.4 out of 10, Exceptional, (6 reviews)
"We were staying here for the sake of being able to see a show at Good Theater. The theater itself ended up being within walking distance, and same for a few different places to eat! This worked out great for our plans :)"
United States
Kaley
$77 nightly
The price is $78
Nov 12 - Nov 13
Total with taxes and fees
Great suburban location close to town!
A living room with a sofa, armchair, and glass coffee table. There are two lamps on side tables and a window with curtains.

3. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
7.8 out of 10, Good, (19 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.
$71 nightly
The price is $72
Nov 15 - Nov 16
Total with taxes and fees
Portland 1-bedroom with enclosed porch & parking
A gym with treadmills, elliptical machines, and exercise balls.

4. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
South Portland
9.4 out of 10, Exceptional, (23 reviews)
"We really appreciated our stay!"
United States
Anonymous traveler
$110 nightly
The price is $120
Nov 12 - Nov 13
Total with taxes and fees
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

5. Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.2 out of 10, Very good, (27 reviews)
"Location was convenient to everything and building was super secure."
United States
Rose
$119 nightly
The price is $120
Nov 12 - Nov 13
Total with taxes and fees
Studio Apartment near downtown Walkable!
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

6. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (131 reviews)
"It was so spacious, kitchen area was well kept and they have QR codes to help travels understand how to use certain things"
United States
Branden
$264 nightly
The price is $281
Nov 30 - Dec 1
Total with taxes and fees
The Weldon Hotel
A living room with a sofa, armchairs, a coffee table, and a potted plant.

7. Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
8.6 out of 10, Excellent, (35 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
$118 nightly
The price is $128
Nov 15 - Nov 16
Total with taxes and fees
Beautiful 1st Floor Apartment & Amazing Shower
A kitchen with wooden cabinets, a stainless steel sink, and a potted plant.

8. Bright & Spacious Apartment with Amazing Shower

Bright & Spacious Apartment with Amazing Shower
Parkside
8.6 out of 10, Excellent, (29 reviews)
"Lovely apartment, in a pristine location. Very spacious and comfortable all around. Highly recommended this place for your next stay in Portland, Maine!"
United States
Gintare V.
$126 nightly
The price is $137
Nov 17 - Nov 18
Total with taxes and fees
Bright & Spacious Apartment with Amazing Shower
A multi-story building with a stone facade, large windows, and a corner entrance.

9. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (19 reviews)
"Truly a wonderful place with an unbeatable location. Highly recommend for a visit to Portland."
United States
Eric
$363 nightly
The price is $396
Dec 7 - Dec 8
Total with taxes and fees
Evalina Hotel
A brick wall with a logo and the text 'THE SEND BREWING CO.'

10. Sunny Spot with Private Parking

Sunny Spot with Private Parking
Knightville
9.8 out of 10, Exceptional, (38 reviews)
"Great property. Cute place. Note that there are very steep steps to get into the place, which is a conveyed attic."
United States
Greg Z.
$188 nightly
The price is $206
Nov 12 - Nov 13
Total with taxes and fees
Sunny Spot with Private Parking
A two-story house with a covered front porch and a brick foundation.

11. Three Gables Back Cove by Everrow

Three Gables Back Cove by Everrow
Rosemont
10.0 out of 10, Exceptional, (15 reviews)
"GoodLocation, very clean. Would stay again "
United States
Carly B.
$446 nightly
The price is $487
Nov 12 - Nov 13
Total with taxes and fees
Three Gables Back Cove by Everrow
A brick wall with a logo and the text 'THE SEND BREWING CO.'

12. Peaceful & minutes from Old Port w/private parking

Peaceful & minutes from Old Port w/private parking
Knightville
9.8 out of 10, Exceptional, (14 reviews)
"Cute, convenient spot!"
United States
Kelly S.
$215 nightly
The price is $235
Nov 15 - Nov 16
Total with taxes and fees
Peaceful & minutes from Old Port w/private parking
A living room with a television, a wooden chest, a glass coffee table, a sofa, and a chair.

13. Walk to Old Port ♦ West End Condo ♦ Parking

Walk to Old Port ♦ West End Condo ♦ Parking
West End
9.4 out of 10, Exceptional, (97 reviews)
"Was great for our few days in Portland! Having a designated parking space was great and the location was convenient for everything we wanted to do."
United States
Britney G.
$308 nightly
The price is $336
Nov 15 - Nov 16
Total with taxes and fees
Walk to Old Port ♦ West End Condo ♦ Parking
A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

14. 1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port

1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port
West End
8.6 out of 10, Excellent, (64 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
$306 nightly
The price is $333
Nov 16 - Nov 17
Total with taxes and fees
1200 sq ft ♦ West End Townhouse ♦ Walk to Old Port
A door with a screen, a bird statue, and a house number sign.

15. 1200 sq ft ♦ West End Gem ♦ Steps from Old Port

1200 sq ft ♦ West End Gem ♦ Steps from Old Port
West End
9.2 out of 10, Wonderful, (110 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
$232 nightly
The price is $252
Nov 16 - Nov 17
Total with taxes and fees
1200 sq ft ♦ West End Gem ♦ Steps from Old Port
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

16. 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
9.4 out of 10, Exceptional, (32 reviews)
"Everything you need, very clean, close to the water and easily walkable to many things. Would definitely stay again!"
United States
Ryan B.
$192 nightly
The price is $209
Nov 16 - Nov 17
Total with taxes and fees
Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
A spacious restaurant with wooden tables and benches, large windows, and hanging pendant lights.

17. Charming West End Hideaway. Private Parking

Charming West End Hideaway. Private Parking
West End
10.0 out of 10, Exceptional, (63 reviews)
"Great stay. The apartment is cute, clean, and in a perfect location. Parking was easy, and the mattress was very comfortable. Would definitely stay here again."
United States
Victoria M.
$224 nightly
The price is $248
Nov 15 - Nov 16
Total with taxes and fees
Charming West End Hideaway. Private Parking
A coastal town with beachfront properties, a sandy beach, and a view of the ocean.

18. Seaside Studio 5 by Everrow

Seaside Studio 5 by Everrow
Old Orchard Beach
9.2 out of 10, Wonderful, (10 reviews)
"Great spot to get to the sand easily and enjoy some privacy!"
United States
Jesse K.
$267 nightly
The price is $291
Nov 16 - Nov 17
Total with taxes and fees
Seaside Studio 5 by Everrow
A balcony with a wooden table and chairs, overlooking a street with buildings and parked cars.

19. Parkside Victorian 2BR — walk to Old Port, off-street parking, balcony

Parkside Victorian 2BR — walk to Old Port, off-street parking, balcony
Parkside
9.8 out of 10, Exceptional, (6 reviews)
"Location was perfect for our needs , exploring Portland! Easy check in process.Very clean !"
United States
veggies 2.
$251 nightly
The price is $274
Nov 16 - Nov 17
Total with taxes and fees
Parkside Victorian 2BR — walk to Old Port, off-street parking, balcony
A spacious living area with a blue sofa, a coffee table, and a kitchen in the background.

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

New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
North Deering
9.4 out of 10, Exceptional, (17 reviews)
"The house was perfect for our week in Portland. New, great features in the home, lovely backyard and close to everything Portland"
United States
Patrick J.
$764 nightly
The price is $769
Nov 22 - Nov 23
Total with taxes and fees
New Luxury Maine Home Hot Tub, Fire Pit, Sleeps 10
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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Find vacation rentals that suit your style

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Top Westbrook Hotel Reviews

A breakfast area with a sign that reads "HAPPY BREAKFAST STARTS HERE" and a coffee machine.
Hampton Inn & Suites Portland West

Hampton Inn & Suites Portland West

Hampton Inn & Suites Portland West
Nasons Corner

10/10 Excellent

Great, clean, spacious rooms. Beautiful design. Really good breakfast
United States
Kyndra
Reviewed October 9, 2023
Hampton Inn & Suites Portland West

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 $71 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.

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.

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