Westbrook Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

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.
The price is CA $210
CA $542 total
includes taxes & fees
Nov 8 - Nov 9
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

2. The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (130 reviews)
"Really nice room and location"
United States
Victoria
The price is CA $252
CA $379 total
includes taxes & fees
Dec 1 - Dec 2
The Weldon Hotel
A multi-story building with a stone facade, large windows, and a corner entrance.

3. Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
10.0 out of 10, Exceptional, (19 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 $323
CA $562 total
includes taxes & fees
Dec 6 - Dec 7
Evalina Hotel
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
9.2 out of 10, Wonderful, (22 reviews)
"We really appreciated our stay!"
United States
Anonymous traveller
The price is CA $137
CA $167 total
includes taxes & fees
Nov 14 - Nov 15
1-bedroom hotel suites in Scarborough with essentially stocked kitchens.
A two-story house with a covered front porch and a brick foundation.

5. 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.
The price is CA $201
CA $650 total
includes taxes & fees
Nov 9 - Nov 10
Three Gables Back Cove by Everrow
A backyard with a wooden deck, a small staircase, and a wooden fence.

6. 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
The price is CA $91
CA $109 total
includes taxes & fees
Nov 22 - Nov 23
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.

7. Portland 1-bedroom with enclosed porch & parking

Portland 1-bedroom with enclosed porch & parking
Deering Center
8.0 out of 10, Very good, (17 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 $95
CA $114 total
includes taxes & fees
Nov 15 - Nov 16
Portland 1-bedroom with enclosed porch & parking
A living room with a sofa, armchairs, a coffee table, and a potted plant.

8. 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.
The price is CA $115
CA $217 total
includes taxes & fees
Nov 30 - Dec 1
Beautiful 1st Floor Apartment & Amazing Shower
A spacious restaurant with wooden tables and benches, large windows, and hanging pendant lights.

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

Historic Home in the West End. Private Parking.
West End
10.0 out of 10, Exceptional, (78 reviews)
"The location is excellent. We were very happy to have onsite parking. The apartment is lovely, nice touches all around. The hosts were easy to work with and quite pleasant. I would definitely recommend the stay."
United States
Linda
The price is CA $222
CA $409 total
includes taxes & fees
Nov 17 - Nov 18
Historic Home in the West End. Private Parking.
A gray house with a black front door, white trim, and a number 70 sign.

10. Vintage Maine & Modern Convenience in Portlands Exclusive East End

Vintage Maine & Modern Convenience in Portlands Exclusive East End
Munjoy Hill
9.8 out of 10, Exceptional, (64 reviews)
"The apartment is very comfortable with everything we needed We loved the quiet neighborhood and the location was really great within walking distance to both the beach area and downtown shops & restaurants."
United States
maureen
The price is CA $433
CA $641 total
includes taxes & fees
Nov 22 - Nov 23
Vintage Maine & Modern Convenience in Portlands Exclusive East End
A modern kitchen with a central island, stainless steel appliances, and contemporary artwork.

11. A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking

A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking
Munjoy Hill
10.0 out of 10, Exceptional, (11 reviews)
"Great spot. Roomy. Close to shops and ferries. It had everything we needed to see Portland."
United States
Benton M.
The price is CA $276
CA $516 total
includes taxes & fees
Nov 17 - Nov 18
A Peaceful Oasis on Munjoy Hill: 1st flr - 3BR + parking
A modern living room with a wooden dining table, chairs, a TV, and a bookshelf.

12. East end. Walk to food, beer and downtown fun.

East end. Walk to food, beer and downtown fun.
Munjoy Hill
9.8 out of 10, Exceptional, (47 reviews)
"A great place to stay while exploring and visiting Portland! Great communication, easy process, and would definitely stay again if we visit Franklin"
United States
Jordan M.
The price is CA $298
CA $493 total
includes taxes & fees
Nov 15 - Nov 16
East end. Walk to food, beer and downtown fun.
A brick wall with a logo and the text 'THE SEND BREWING CO.'

13. 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.
The price is CA $140
CA $289 total
includes taxes & fees
Nov 15 - Nov 16
Sunny Spot with Private Parking
A theater with a marquee reading "STATE" and a classic architectural design.

14. Luxury Condo Downtown Portland Old Port

Luxury Condo Downtown Portland Old Port
Downtown Portland
9.6 out of 10, Exceptional, (24 reviews)
"Super cute apartment that was perfect for our stay in Portland. It was close to Old Port that had lots of cute shops and restaurants."
United States
Erin
The price is CA $252
CA $454 total
includes taxes & fees
Nov 17 - Nov 18
Luxury Condo Downtown Portland Old Port
A kitchen with wooden cabinets, a stainless steel sink, and a potted plant.

15. 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.
The price is CA $116
CA $228 total
includes taxes & fees
Nov 10 - Nov 11
Bright & Spacious Apartment with Amazing Shower
A brick wall with a logo and the text 'THE SEND BREWING CO.'

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

Peaceful & minutes from Old Port w/private parking
Knightville
9.8 out of 10, Exceptional, (13 reviews)
"Cute, convenient spot!"
United States
Kelly S.
The price is CA $169
CA $344 total
includes taxes & fees
Nov 9 - Nov 10
Peaceful & minutes from Old Port w/private parking
A garden with a stone wall, a small pond, and various plants.

17. 4br2ba House parking A Peaceful Oasis on Munjoy Hill

4br2ba House parking A Peaceful Oasis on Munjoy Hill
Munjoy Hill
10.0 out of 10, Exceptional, (22 reviews)
"Great house! Wonderful location with so many wonderful touches to make our stay so comfortable. We would definitely stay there again."
United States
Anonymous traveller
The price is CA $418
CA $726 total
includes taxes & fees
Dec 3 - Dec 4
4br2ba House parking A Peaceful Oasis on Munjoy Hill
A kitchen with a wooden countertop, a black kettle, a vase with flowers, and a small wire basket.

18. 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)
"Had a wonderful stay. Very clean and great location."
United States
Aimee S.
The price is CA $175
CA $306 total
includes taxes & fees
Nov 17 - Nov 18
Charming Studio Retreat with Queen bed, WiFi, and AC in welcoming Portland
A garden with a stone bridge over a small stream, surrounded by various plants and flowers.

19. Peaceful Oasis on Munjoy Hill 2nd flr 3BR parking

Peaceful Oasis on Munjoy Hill 2nd flr 3BR parking
Munjoy Hill
9.8 out of 10, Exceptional, (7 reviews)
"Just perfect. Clean, very nicely furnished and decorated, well equipped apartment was everything we needed in an absolutely fantastic location. Owner was friendly and helpful and we loved our stay."
United States
juliet a.
The price is CA $308
CA $553 total
includes taxes & fees
Nov 22 - Nov 23
Peaceful Oasis on Munjoy Hill 2nd flr 3BR parking
A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

20. 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
The price is CA $82
CA $170 total
includes taxes & fees
Dec 3 - Dec 4
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

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

What a beautiful spot to stay and would come back anytime I’m through this area! A+++
Canada
Mark
Reviewed May 23, 2026
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, 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 $82 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.