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Vacation Homes in Westbrook

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

9.6 out of 10, Exceptional, (43)
"Lovely little cabin, super clean, all amenities included. You feel like you are in the country yet so close to everything. Be sure to eat at Lenny’s bar and grill with live bands nightly. Owner John super nice man. Very enjoyable stay."
The price is AED 1,650
AED 2,355 total
includes taxes & fees
5 Oct - 6 Oct
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (2)
"Excellent in every way."
The price is AED 448
AED 1,013 total
includes taxes & fees
29 Oct - 30 Oct
Willard Beach–Private Apt Near Portland & Parks

Charming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit

10.0 out of 10, Exceptional, (2)
"The whole stay was perfect from checking in to departure. The pool was great and my 2 granddaughters enjoyed it. The house was very clean and everything stalked fully. Definitely would stay here again."
The price is AED 1,025
AED 1,722 total
includes taxes & fees
19 Oct - 20 Oct
Charming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit

Comfortable Motel Room–2 Full Beds, Pool & Parking

8.6 out of 10, Excellent, (4)
"Great place for us to use as a base as we made our way through Maine!"
The price is AED 299
AED 512 total
includes taxes & fees
2 Nov - 3 Nov
Comfortable Motel Room–2 Full Beds, Pool & Parking

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

8.6 out of 10, Excellent, (56)
"Quiet, close to everything and east to find."
The price is AED 378
AED 948 total
includes taxes & fees
29 Oct - 30 Oct
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

Charming Studio apartment with WiFi, AC in welcoming Portland

9.6 out of 10, Exceptional, (10)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is AED 459
AED 845 total
includes taxes & fees
14 Oct - 15 Oct
Charming Studio apartment with WiFi, AC in welcoming Portland

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

10.0 out of 10, Exceptional, (6)
"We loved our weekend getaway! The back yard set up was amazing and perfect for our rainy Saturday!"
The price is AED 645
AED 1,876 total
includes taxes & fees
5 Oct - 6 Oct
Coastal Retreat - Sauna, Hot Tub & Swim Spa - Near Beaches and Downtown Portland

Bird Watching Paradise @ Waterfront Harpswell with Private Deck

10.0 out of 10, Exceptional, (2)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
The price is AED 569
AED 1,249 total
includes taxes & fees
21 Oct - 22 Oct
Bird Watching Paradise @ Waterfront Harpswell with Private Deck

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (6)
"GoodLocation, very clean. Would stay again "
The price is AED 702
AED 1,674 total
includes taxes & fees
29 Oct - 30 Oct
Luxury on Back Cove - Three Gables

3BR Coastal Gem with a 5 Min Drive to Ocean Fun

10.0 out of 10, Exceptional, (5)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
The price is AED 757
AED 1,713 total
includes taxes & fees
6 Oct - 7 Oct
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco

9.6 out of 10, Exceptional, (5)
"We came to Maine from Ohio for our first time. We had a great stay. This condo is about 3 miles from Old Orchard Beach and Ferry Beach State Park. It’s very close to lots of restaurants and shops. It was very clean and everything was new. We had a small issue with the lock on the door but the owners were there in 10 minutes to fix it. I would recommend this condo to others and would stay here again! "
The price is AED 551
AED 1,349 total
includes taxes & fees
8 Oct - 9 Oct
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco

Huge New Townhome 10mins from the Beach

8.0 out of 10, Very Good, (1)
"The only big issue was that the VRBO listing gave us the wrong address. It sent us to Scarborough instead of Saco. Luckily we were familiar with the area and I knew that Saco was close to Old Orchard Beach, which was mentioned in the listing, so I did a google map search of the same address in Saco and it looked like the pictures. My elderly parents were relieved that we didn’t get scammed. Lol. The place was clean and large and easy to get on the highway. It’s 2 and a half baths, not 3 full...
The price is AED 774
AED 2,140 total
includes taxes & fees
9 Oct - 10 Oct
Huge New Townhome 10mins from the Beach

THE LILLIPAD.Off-grid A frame. Sebago lake region!

9.6 out of 10, Exceptional, (4)
"Great view of the pond and nice accommodations for a single guest."
The price is AED 568
AED 707 total
includes taxes & fees
14 Oct - 15 Oct
THE LILLIPAD.Off-grid A frame. Sebago lake region!

The Barnhouse with hot tub

9.6 out of 10, Exceptional, (5)
"Thank you Bethany for a most wonderful stay. What a beautiful property you have here. We really loved the opportunity to enjoy the barn house. Hope you and your family have an awesome summer. "
The price is AED 694
AED 1,301 total
includes taxes & fees
6 Oct - 7 Oct
The Barnhouse with hot tub

Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

10.0 out of 10, Exceptional, (8)
"We have stayed three times and will be back"
Spacious Home Close to Beaches! 3BR, Dog & Family Friendly, 30 Mins to Portland

The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

10.0 out of 10, Exceptional, (2)
"Beautiful property, well equipped, lots of amenities, plenty of space for our large group."
The price is AED 1,488
AED 4,368 total
includes taxes & fees
7 Oct - 8 Oct
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury

Entire Modern Chic Home in Windham

10.0 out of 10, Exceptional, (13)
"Everything was great for our family's vacation!"
The price is AED 826
AED 1,718 total
includes taxes & fees
11 Oct - 12 Oct
Entire Modern Chic Home in Windham

Upscale Spacious OOB Beach House - Seasonal Heated Pool

10.0 out of 10, Exceptional, (10)
"We loved our stay - it was very clean and spacious in a charming neighborhood away from the hustle and bustle of the downtown/beach. I would strongly recommend! "
The price is AED 675
AED 1,981 total
includes taxes & fees
3 Nov - 4 Nov
Upscale Spacious OOB Beach House - Seasonal Heated Pool

Beach House ∆ Prime Location ∆ Steps to the Ocean

10.0 out of 10, Exceptional, (49)
"We loved everything about our stay here. Perfect location right on Old Orchard Beach. The house is perfect for what we needed/wanted. Wish we could have stayed longer. We would definitely come back for a longer stay next time we’re in Maine. "
The price is AED 552
AED 1,818 total
includes taxes & fees
7 Oct - 8 Oct
Beach House ∆ Prime Location ∆ Steps to the Ocean

Willard Square Family Home

9.6 out of 10, Exceptional, (8)
"A funky place. Liked the decor. "
The price is AED 1,074
AED 2,158 total
includes taxes & fees
5 Oct - 6 Oct
Willard Square Family Home
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