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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Westbrook vacation homes

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

1. Tranquility between the Lakes & Sea

Tranquility between the Lakes & Sea
Westbrook
9.4 out of 10, Exceptional, (3 reviews)
"Very nice property. Plenty of room and as advertised. Comfy beds. Owner very responsive."
United States
Thomas C.
The price is AED 427
AED 1,202 total
includes taxes & fees
25 Oct - 26 Oct
Tranquility between the Lakes & Sea
A dirt path in a park with autumn foliage.

2. 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 AED 1,616
AED 2,310 total
includes taxes & fees
24 Oct - 25 Oct
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.

3. 1200 sq ft ♦ West End Townhouse ♦ Perfect Location

1200 sq ft ♦ West End Townhouse ♦ Perfect Location
West End
8.4 out of 10, Very good, (63 reviews)
"Nice place, good location and very responsive host. I would definitely stay again when in Portland."
United States
Susan d.
The price is AED 393
AED 1,406 total
includes taxes & fees
29 Oct - 30 Oct
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
A modern kitchen with dark cabinetry, stainless steel appliances, and a large island.

4. 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.
Gorgeous 3-bedroom house in charming Portland
A compact kitchen with a dishwasher, microwave, and coffee maker on the countertop.

5. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is AED 308
AED 1,211 total
includes taxes & fees
24 Oct - 25 Oct
Quiet Spot in lovely Freeport neighborhood
A deck with a grill, chairs, and a table.

6. • 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 AED 322
AED 1,949 total
includes taxes & fees
25 Oct - 26 Oct
• Quiet 3BR Home Close to Biddeford Beaches
A kitchen with white cabinets, a radiator, and a dining area with a floral chair and a chessboard.

7. Charming West End Victorian

Charming West End Victorian
Parkside
The price is AED 838
AED 2,759 total
includes taxes & fees
26 Oct - 27 Oct
Charming West End Victorian
A room with a large sliding glass door leading to a balcony with chairs and potted plants.

8. Modern & Sunny House Steps from the Promenade.

Modern & Sunny House Steps from the Promenade.
Munjoy Hill
10.0 out of 10, Exceptional, (48 reviews)
"Perfect stay for a quick trip to Portland! "
United States
stacey p.
The price is AED 1,102
AED 1,878 total
includes taxes & fees
1 Nov - 2 Nov
Modern & Sunny House Steps from the Promenade.
A red building with a front door, a bay window, and a brick pathway.

9. 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 AED 606
AED 2,358 total
includes taxes & fees
25 Oct - 26 Oct
Spacious Portland Home + Parking
A covered wooden deck with a view of a building's exterior.

10. 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
7.4 out of 10, Good, (3 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 AED 459
AED 1,253 total
includes taxes & fees
27 Oct - 28 Oct
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton
A sunroom with a glass ceiling, outdoor seating, a hot tub, and a stone wall.

11. 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 AED 1,207
AED 2,600 total
includes taxes & fees
5 Nov - 6 Nov
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland
A house with a wooden front door, a stone staircase, and a porch with a wooden railing.

12. 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, (84 reviews)
"Absolutely perfect rental!Great location with an amazing view!"
United States
Mike G.
The price is AED 2,562
AED 4,082 total
includes taxes & fees
26 Oct - 27 Oct
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port
A two-story brick building with a front porch, a black door, and a window with a white frame.

13. The 87th Townhome - Local Landmark

The 87th Townhome - Local Landmark
West End
9.4 out of 10, Exceptional, (9 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 AED 777
AED 2,112 total
includes taxes & fees
26 Oct - 27 Oct
The 87th Townhome - Local Landmark
A building named Willard Square with a storefront and a red vehicle parked outside.

14. 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 AED 1,315
AED 2,488 total
includes taxes & fees
12 Nov - 13 Nov
Willard Square Family Home
A modern kitchen with a dining area, a living room with a sofa, and a large window.

15. Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
The price is AED 500
AED 1,698 total
includes taxes & fees
25 Oct - 26 Oct
Cozy Family Home w/ Beach Access
A living room with a sofa, armchair, wooden coffee table, and a potted plant.

16. Fully Updated Airy Historic Home in South Freeport

Fully Updated Airy Historic Home in South Freeport
Freeport
10.0 out of 10, Exceptional, (1 review)
"Great property well kept and close to everything we wanted to do"
United States
boodu
The price is AED 525
AED 1,786 total
includes taxes & fees
26 Oct - 27 Oct
Fully Updated Airy Historic Home in South Freeport
A living room with a grey sofa, two patterned armchairs, a round wicker coffee table, and a flat-screen TV mounted on the wall.

17. Huge New Townhome 10mins from the Beach

Huge New Townhome 10mins from the Beach
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 AED 549
AED 1,932 total
includes taxes & fees
27 Oct - 28 Oct
Huge New Townhome 10mins from the Beach
A kitchen with a wooden island, black bar stools, a hanging light fixture, and a framed botanical print on the wall.

18. Spacious 4-bedroom house located in the heart of Portland, ME.

Spacious 4-bedroom house located in the heart of Portland, ME.
Munjoy Hill
10.0 out of 10, Exceptional, (23 reviews)
"Great space for our needs: three generations for a graduation weekend!"
United States
Matt H.
The price is AED 1,855
AED 3,339 total
includes taxes & fees
28 Oct - 29 Oct
Spacious 4-bedroom house located in the heart of Portland, ME.
A grassy area with a picnic table and chairs, a body of water, and two trees in the background.

19. Orchid Harbor, Bailey Island 3BR

Orchid Harbor, Bailey Island 3BR
Harpswell
10.0 out of 10, Exceptional, (13 reviews)
"Lovely property, close to what we needed and wanted, host communicated promptly. Would definitely stay there again."
United States
Jane D.
The price is AED 522
AED 1,445 total
includes taxes & fees
27 Oct - 28 Oct
Orchid Harbor, Bailey Island 3BR
A two-story house with a stone staircase leading to a front door, surrounded by a garden with potted plants and a seating area with chairs.

20. Charming Historic Estate | In-town location

Charming Historic Estate | In-town location
West End
10.0 out of 10, Exceptional, (2 reviews)
"Steve was wonderful and readily available for any of our questions or just helpful recommendations! Made our stay so much more pleasurable!! We enjoyed 3 meals by their on staff chef. She also did an amazing job. We travel with 17 so needless to say it’s a lot but we had more than enough space for everyone. Also, have to mention the outdoor space was delightful!"
United States
shelley w.
The price is AED 5,950
AED 9,549 total
includes taxes & fees
1 Nov - 2 Nov
Charming Historic Estate | In-town location
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 Pointe South Portland

Clarion Pointe South Portland

8/10 Good
"Great staff very helpful. Clean enough space. The room and hallways and building in general showed some age, but that isnt important to me so I was happy. Very affordable and the breakfast was pretty good."
Cole 2-night trip
Posted less than an hour ago
Clarion Pointe South Portland