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

Holiday Homes in Westbrook

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Our top choices for Westbrook holiday homes

1. 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 AU$456
includes taxes & fees
30 Oct - 31 Oct
Tranquility between the Lakes & Sea

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 AU$894
includes taxes & fees
29 Oct - 30 Oct
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

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 AU$510
includes taxes & fees
29 Oct - 30 Oct
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

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.
The price is AU$1,002
includes taxes & fees
31 Oct - 1 Nov
Gorgeous 3-bedroom house in charming Portland

5. Charming West End Victorian

Charming West End Victorian
Parkside
The price is AU$1,022
includes taxes & fees
28 Oct - 29 Oct
Charming West End Victorian

6. 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 AU$707
includes taxes & fees
1 Nov - 2 Nov
Modern & Sunny House Steps from the Promenade.

7. The 87th Townhome by Everrow

The 87th Townhome by Everrow
West End
9.4 out of 10, Exceptional, (10 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 AU$743
includes taxes & fees
28 Oct - 29 Oct
The 87th Townhome by Everrow

8. 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 AU$583
includes taxes & fees
11 Nov - 12 Nov
Chic 3-bedroom house in Munjoy Hill with off-street parking.

9. 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 AU$472
includes taxes & fees
28 Oct - 29 Oct
Center of Everything Southern Maine… 3-bedroom house, huge yard in Buxton

10. 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 AU$932
includes taxes & fees
9 Nov - 10 Nov
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

11. 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 AU$887
includes taxes & fees
3 Nov - 4 Nov
Spacious Portland Home + Parking

12. Steps to Old Port, balcony, private outdoor space

Steps to Old Port, balcony, private outdoor space
Downtown Portland
The price is AU$1,790
includes taxes & fees
28 Oct - 29 Oct
Steps to Old Port, balcony, private outdoor space

13. 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 AU$1,559
includes taxes & fees
28 Oct - 29 Oct
Spacious Craftsman w/ Casco Bay Views. Hot Tub, Patio, Easy Access to Old Port

14. Quiet Spot in lovely Freeport neighborhood

Quiet Spot in lovely Freeport neighborhood
Freeport
The price is AU$462
includes taxes & fees
28 Oct - 29 Oct
Quiet Spot in lovely Freeport neighborhood

15. Rare West End Home • Walk to Old Port, Harbor View

Rare West End Home • Walk to Old Port, Harbor View
West End
9.8 out of 10, Exceptional, (16 reviews)
"Lovely stay & Jordan was very helpful & accommodating"
United States
Nikki W.
The price is AU$729
includes taxes & fees
5 Nov - 6 Nov
Rare West End Home • Walk to Old Port, Harbor View

16. • 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 AU$762
includes taxes & fees
30 Oct - 31 Oct
• Quiet 3BR Home Close to Biddeford Beaches

17. 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 AU$945
includes taxes & fees
23 Nov - 24 Nov
Willard Square Family Home

18. 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 AU$683
includes taxes & fees
28 Oct - 29 Oct
Townhome: 10 Min to Beach by Everrow

19. Cozy Family Home w/ Beach Access

Cozy Family Home w/ Beach Access
Raymond
10.0 out of 10, Exceptional, (1 review)
"Nice, clean, good location.Would Recommend!"
United States
glen l.
The price is AU$643
includes taxes & fees
29 Oct - 30 Oct
Cozy Family Home w/ Beach Access

20. Whole Home | Sleeps 16 | Roof Deck|5 mins Downtown

Whole Home | Sleeps 16 | Roof Deck|5 mins Downtown
Oakdale
10.0 out of 10, Exceptional, (1 review)
"Great, renovated set of three units. The location was convenient along with the three parking spots. Window and mini split AC units worked well. The loft space and roof deck on the third floor was particularly nice for hanging out. The ice makers didn’t work and a couple other maintenance issues, but the owner said they would be fixing them. All in, a great space for our family of 11 to explore Portland. "
United States
Andy W.
The price is AU$2,019
includes taxes & fees
29 Oct - 30 Oct
Whole Home | Sleeps 16 | Roof Deck|5 mins Downtown
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

Find out more about Westbrook

Westbrook Holiday Homes information

Number of reviews
300
Accommodation
873 Holiday Homes
Lowest Price
AU$456
Highest Price
AU$2,019

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