Westbrook Vacation Rentals from $147: Search Short-Term Rentals

Q: 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.

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In two weeks

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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

Westbrook

Martha and William P.

$337 nightly

Oct 27 - Oct 28

Total with taxes and fees

A window with a view of a snowy landscape and bare trees.

2. Tranquility between the Lakes & Sea

Westbrook

Thomas C.

$299 nightly

Oct 22 - Oct 23

Total with taxes and fees

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

Westbrook

Ann P.

$440 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

Westbrook

Bianca L.

$398 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

Westbrook

damean s.

$949 nightly

Oct 25 - Oct 26

Total with taxes and fees

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

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

Westbrook

Angela B.

$443 nightly

Oct 25 - Oct 26

Total with taxes and fees

A dirt path in a park with autumn foliage.

7. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

Westbrook

Genevieve W.

$577 nightly

Oct 21 - Oct 22

Total with taxes and fees

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

Deering Center

Cricket C.

$99 nightly

Oct 22 - Oct 23

Total with taxes and fees

A bedroom with a bed, a nightstand, a lamp, a door, and a staircase.

9. Great suburban location close to town!

Deering Center

Peter H.

$95 nightly

Oct 25 - Oct 26

Total with taxes and fees

A gym with treadmills, elliptical machines, and exercise balls.

10. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

South Portland

Anonymous traveler

$135 nightly

Nov 5 - Nov 6

Total with taxes and fees

A bedroom with a wooden bed, a nightstand, a bench, a chair, and a ceiling with a light fixture.

11. Studio Apartment near downtown Walkable!

West Bayside

Rose

$149 nightly

Oct 21 - Oct 22

Total with taxes and fees

A living room with a sofa, armchairs, a coffee table, and a potted plant.

12. Beautiful 1st Floor Apartment & Amazing Shower

Parkside

Jocelyn R.

$155 nightly

Nov 3 - Nov 4

Total with taxes and fees

A kitchen with wooden cabinets, a stainless steel sink, and a potted plant.

13. Bright & Spacious Apartment with Amazing Shower

Parkside

Gintare V.

$158 nightly

Nov 3 - Nov 4

Total with taxes and fees

A modern kitchen with a central island, bar stools, a dining table, and a built-in oven.

14. The Weldon Hotel

Downtown Portland

Victoria

$266 nightly

Nov 18 - Nov 19

Total with taxes and fees

A two-story house with a covered front porch and a brick foundation.

15. Luxury on Back Cove - Three Gables

Rosemont

Carly B.

$483 nightly

Nov 16 - Nov 17

Total with taxes and fees

A multi-story building with a stone facade, large windows, and a corner entrance.

16. Evalina Hotel

Downtown Portland

Rick

$396 nightly

Nov 17 - Nov 18

Total with taxes and fees

A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

17. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

West End

Susan d.

$351 nightly

Oct 29 - Oct 30

Total with taxes and fees

A house with a wooden staircase leading to a door marked with the number 50.

18. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

West End

Gary

$239 nightly

Nov 3 - Nov 4

Total with taxes and fees

A modern house with a wooden exterior, a small garden, and a visible window.

19. Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

East Bayside

Mallory D.

$429 nightly

Oct 22 - Oct 23

Total with taxes and fees

A street lined with buildings, one with a red door and a sign that reads "MINATO".

20. Adorable Portland getaway on the Eastern Promenade

Munjoy Hill

Kiernan

$265 nightly

Oct 26 - Oct 27

Total with taxes and fees

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Top Westbrook Hotel Reviews

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

8/10 Good

"Parking on-site $10/day Comfortable room"

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

8/10 Good

"Clean and utilitarian. We were happy with the room and the bed was super comfy. Always love an airport shuttle... wish it would have been willing to drop us 1/2 mile away but it wasn't a difficult walk. We would definitely choose here again"

Hampton Inn Portland Downtown - Waterfront

8/10 Good

"First, the positives: location is perfect for a Portland visit. Easy walking distance to downtown and the harbor. Not far from the interstate. The staff was courteous and helpful when asked, and the property was clean and felt almost new. The negatives: for nearly mid-four figures a night there need to be more amenities. The in-room coffee was Motel 6 grade, and the breakfast as well. On our last morning, for whatever reason, the breakfast buffet, already rather skimpy, was missing many key items — no yogurt, no fresh fruit — and this not even midway through the service. As far as housekeeping goes, we stayed three nights, were away from the room most of each day, but our room was never made up. We did finally ask for some fresh towels and a resupply of tissues, and we are low-impact guests who really don’t need our bed made every day, but I was surprised that there wasn’t even an effort, or at least advance notice that we’d have to ask for housekeeping despite seeing them active in our corridors each day as we departed. I sensed that either the property was having trouble filling staff positions, or maybe they were being squeezed by their corporate overlords. In sum, for that much money I expected a little more, some extra touches that would elevate the experience beyond the basics."

Fireside Inn & Suites Portland

10/10 Excellent

"This was a great little spot- close to downtown Portland (about 15 mins). Very cozy rooms and I loved the hot tub. I want to go back in the summer to enjoy the beautiful patio (my trip was during a cold September weekend). Staff were friendly and helpful and their grab and go breakfast had tons of options."

Inn at St John Portland In-Town

10/10 Excellent

"Very classic inn vibe that was just a short drive away from the city center. Note there is no elevator for those of you with large suitcases and the stairs are a little steep and tight, but we had no issue getting our checked bag up and down from the third floor, and staff offered to help us both times. The shared bathroom was clean and the provided robes were a nice touch! Consider bringing shower shoes or flip flops to make it easier to use. Parking was easy, and if the small lot right next to the building fills up, they have a parking lot just a block away that was just as easy to use. Breakfast was also a nice touch although the area was a little tight. Expect bagels, toast, yogurt, and simpler stuff along those lines."

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 $147 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.

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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.

Westbrook Vacation Rentals

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Check prices for these dates

Our top choices for Westbrook vacation rentals

1. Peaceful 1BR | Reading Nook | Near Portland

2. Tranquility between the Lakes & Sea

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

4. Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK

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

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

7. WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

8. Portland 1-bedroom with enclosed porch & parking

9. Great suburban location close to town!

10. 1-bedroom hotel suites in Scarborough with essentially stocked kitchens.

11. Studio Apartment near downtown Walkable!

12. Beautiful 1st Floor Apartment & Amazing Shower

13. Bright & Spacious Apartment with Amazing Shower

14. The Weldon Hotel

15. Luxury on Back Cove - Three Gables

16. Evalina Hotel

17. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

18. 1200 Sq Ft ♦ West End Gem ♦ Perfect Location

19. Spacious and Contemporary Condo in the Heart of Portland - Close to Beach

20. Adorable Portland getaway on the Eastern Promenade

Find vacation rentals that suit your style

Top Westbrook Hotel Reviews

La Quinta Inn & Suites by Wyndham Portland DT/Maine Med

Find out more about Westbrook

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