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

Search Vacation Homes in Westbrook

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Westbrook vacation homes

A two-story house with a green exterior and red trim, surrounded by trees with autumn leaves.

1. Serenity between the lakes and seashore

Serenity between the lakes and seashore
Westbrook
9.8 out of 10, Exceptional, (33 reviews)
"Great place to stay"
United States
richard a.
The price is ￥18,011
￥45,463 total
includes taxes & fees
Oct 31 - Nov 1
Serenity between the lakes and seashore
A window with a view of a snowy landscape and bare trees.

2. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
9.4 out of 10, Exceptional, (3 reviews)
"Great location. Very nice place."
United States
Bernie G.
The price is ￥18,213
￥51,539 total
includes taxes & fees
Oct 30 - Oct 31
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.

3. 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.
Sleeps 16+ | W/D | Parking | 15 mins to Old Port
A dirt path in a park with autumn foliage.

4. 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.
The price is ￥69,531
￥99,382 total
includes taxes & fees
Oct 29 - Oct 30
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
A staircase with white railings and wooden steps leading to a dining area with a table and chairs.

5. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
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.
The price is ￥15,180
￥57,403 total
includes taxes & fees
Oct 29 - Oct 30
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
A modern kitchen with dark cabinetry, stainless steel appliances, and a large island.

6. Gorgeous 3-bedroom house in charming Portland

Gorgeous 3-bedroom house in charming Portland
North Deering
9.0 out of 10, Wonderful, (4 reviews)
"This place was exactly as it looks in the photos. Really conveniently located with good amenities."
United States
Bridget M.
The price is ￥58,614
￥107,458 total
includes taxes & fees
Oct 31 - Nov 1
Gorgeous 3-bedroom house in charming Portland
A covered wooden deck with a view of a building's exterior.

7. Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
Buxton
7.6 out of 10, Good, (4 reviews)
"The property was unique, with lots of updates to the interior that met and even exceeded our needs (4 TV's!). New appliances and fully stocked with kitchen-ware. Plenty of towels and beds to indeed sleep 10 as described. The host has thought carefully about what you might need during your stay. Outdoor seating is plentiful so if the weather is good, you're all set for hanging out."
United States
Annette
The price is ￥19,749
￥53,902 total
includes taxes & fees
Oct 30 - Oct 31
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
A wooden covered porch with a green door, potted plants, and a red watering can.

8. Charming West End Victorian

Charming West End Victorian
Parkside
The price is ￥30,088
￥111,323 total
includes taxes & fees
Oct 29 - Oct 30
Charming West End Victorian
A light blue door with a numerical address sign, a doormat, and two wall-mounted lights.

9. Fabulous 3-bedroom house in Biddeford perfect for your beach getaway

Fabulous 3-bedroom house in Biddeford perfect for your beach getaway
Biddeford
10.0 out of 10, Exceptional, (1 review)
"This little house was absolutely charming! The owners were very accommodating and flexible with our dates and last minute booking. The house is incredibly cozy and the outdoor porch was a big hit. The location of this house is also amazing as you have access to the ocean, marsh and a beautiful pond. E would love to return with our grandkids who would love it! Thank you Shannon and Jim for sharing your special house with us!"
United States
Allison B.
The price is ￥63,196
￥98,331 total
includes taxes & fees
Nov 1 - Nov 2
Fabulous 3-bedroom house in Biddeford perfect for your beach getaway
A red building with a front door, a bay window, and a brick pathway.

10. Spacious Portland Home + Parking

Spacious Portland Home + Parking
Parkside
8.6 out of 10, Excellent, (4 reviews)
"we used the house has home base for several outings in Portland. Great location and easy parking."
United States
Ellen M.
The price is ￥26,068
￥101,431 total
includes taxes & fees
Oct 29 - Oct 30
Spacious Portland Home + Parking
A dining area with a wooden table and chairs, a red sofa, and a small round table with a decorative plate.

11. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is ￥13,260
￥52,092 total
includes taxes & fees
Oct 29 - Oct 30
Quiet Spot in lovely Freeport neighborhood
A room with a large sliding glass door leading to a balcony with chairs and potted plants.

12. Modern & Sunny House Steps from the Promenade.

Modern & Sunny House Steps from the Promenade.
Munjoy Hill
10.0 out of 10, Exceptional, (50 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is ￥46,196
￥78,252 total
includes taxes & fees
Oct 29 - Oct 30
Modern & Sunny House Steps from the Promenade.
A two-story brick building with a front porch, a black door, and a window with a white frame.

13. The 87th Townhome by Everrow

The 87th Townhome by Everrow
West End
9.6 out of 10, Exceptional, (11 reviews)
"We had a wonderful time at the property! Super close walking distance to great shopping and restaurants. Host was so responsive and even checked in to make sure we were having a great stay. Would stay again!"
United States
Amy B.
The price is ￥31,069
￥86,734 total
includes taxes & fees
Oct 29 - Oct 30
The 87th Townhome by Everrow
A sunroom with a glass ceiling, outdoor seating, a hot tub, and a stone wall.

14. Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
Scarborough
10.0 out of 10, Exceptional, (17 reviews)
"Great stay. Alexa was a great host. Having garaged parking and the indoor pool/hot tub was perfect for our stay that coincided with a snow. Would definitely stay here again next winter."
United States
Stuart R.
The price is ￥46,923
￥105,736 total
includes taxes & fees
Nov 9 - Nov 10
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
A living room with a grey sofa, two patterned armchairs, a round wicker coffee table, and a flat-screen TV mounted on the wall.

15. Townhome: 10 Min to Beach by Everrow

Townhome: 10 Min to Beach by Everrow
Saco
9.4 out of 10, Exceptional, (3 reviews)
"The property is very close to I 95 making it very convenient to commute to portland. It is close to a grocery store. It was clean and the pictures were accurate. Our family of 6 had a nice stay."
United States
Krista B.
The price is ￥20,712
￥79,577 total
includes taxes & fees
Nov 1 - Nov 2
Townhome: 10 Min to Beach by Everrow
A living room with a sofa, coffee table, and a large rug. There is a dining area with chairs and a table. The room has a mural on the wall depicting a landscape.

16. Chic 3-bedroom house in Munjoy Hill with off-street parking.

Chic 3-bedroom house in Munjoy Hill with off-street parking.
Munjoy Hill
10.0 out of 10, Exceptional, (10 reviews)
"Wow, wow, wow! My family and I all agree that this has been the best rental home we have ever stayed in. The interior design is so chic, we were truly wowed by the attention to detail in this place. The beds and pillows are also extremely comfy, we all had a great two nights of sleep here. The location of this place is phenomenal, it neighbors the Portland Observatory, many bars/cafes, and is a short walk down to the eastern promenade. We will absolutely stay here again the next time we’re in...
United States
Maris P.
The price is ￥30,176
￥66,128 total
includes taxes & fees
Nov 11 - Nov 12
Chic 3-bedroom house in Munjoy Hill with off-street parking.
Kitchen and center island

17. Upscale Spacious OOB Beach House - Seasonal Heated Pool

Upscale Spacious OOB Beach House - Seasonal Heated Pool
Old Orchard Beach
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful remodel with plenty of beds and rooms. Came for son’s graduation from UNE. If we come back to OOB, would stay again in a heartbeat. "
United States
Kristen S.
The price is ￥28,912
￥92,648 total
includes taxes & fees
Oct 29 - Oct 30
Upscale Spacious OOB Beach House - Seasonal Heated Pool
A deck with a grill, chairs, and a table.

18. • Quiet 3BR Home Close to Biddeford Beaches

• Quiet 3BR Home Close to Biddeford Beaches
Biddeford
6.0 out of 10, (1 review)
"This place was okay- it served our needs. A few complaints- generally a dingy smell throughout the house, felt damp. The bathroom shower curtain has no liner so the curtain itself was very moldy. The grass wasnt mowed so I worried about ticks. The water tasted a little musty too but maybe thats just a Maine thing? Also the communication was pretty terrible with both the vrbo host and the property management company and I had a lot of trouble contacting them and getting the receipts I needed....
United States
Ellen B.
The price is ￥14,510
￥84,700 total
includes taxes & fees
Oct 30 - Oct 31
• Quiet 3BR Home Close to Biddeford Beaches
A building named Willard Square with a storefront and a red vehicle parked outside.

19. Willard Square Family Home

Willard Square Family Home
Willard Beach
9.8 out of 10, Exceptional, (13 reviews)
"Thoroughly enjoyed this house! "
United States
David W.
The price is ￥56,560
￥107,025 total
includes taxes & fees
Nov 12 - Nov 13
Willard Square Family Home
A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

20. Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
East Deering
10.0 out of 10, Exceptional, (85 reviews)
"Absolutely perfect rental!Great location with an amazing view!"
United States
Mike G.
The price is ￥110,198
￥175,568 total
includes taxes & fees
Oct 29 - Oct 30
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westbrook Hotel Reviews

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

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

10/10 Excellent
"Great value nice clean place. Nicely done."
Lisa 1-night trip
Posted less than an hour ago
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Find out more about Westbrook

Westbrook Vacation Homes information

Number of reviews
347
Accommodation
857 Vacation Homes
Lowest Price
￥45,463
Highest Price
￥175,568