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Compare 648 Vacation Homes in Westbrook with updated reviews, rates, and availability.

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage

New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

9.8 out of 10, Exceptional, (174)
"Great house, big enough for our family group ranging from 1 year old to 70 year old. :) Home was clean & spacious & cozy - with a beautiful view. "
New Well Built Elegant Home on the Water 2 miles to Freeport, 9 to Portland!

Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)

9.6 out of 10, Exceptional, (71)
"Enjoyed this peaceful home and property. "
Stille Wasser, Quiet, secluded spot on Saco River with Dock (Boat lift option)

Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

2.0 star property
Spacious 7-bedroom house with WiFi and AC in fabulous Pine Point Scarborough

Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

9.2 out of 10, Wonderful, (30)
"We had a great time. Nate made check in/check out very easy and the location is great. Would recommend staying here!"
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub

Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC

9.6 out of 10, Exceptional, (26)
"Repeat visit. Short walk to beach. Convenient to stores if you want to shop. Cottage comfortable. We’ll be back!"
Charming Cottage Steps to Pine Point Bch - 1 mile OOB outside Scarborough w/ AC

Beautiful Combo Home Located in Downtown Portland - Close to the Beach

8.8 out of 10, Excellent, (15)
"Convenient to walking to town , great restaurants in the area for breakfast & dinner, house was perfect, comfortable, well maintained great off street parking and had everything we could ever had needed."
Beautiful Combo Home Located in Downtown Portland - Close to the Beach

Modern, Luxury Lakefront Home on Crescent Lake, Maine

10.0 out of 10, Exceptional, (103)
"Well equipped and well maintained, very comfortable and peaceful. We had a great stay!"
Modern, Luxury Lakefront Home on Crescent Lake, Maine

Clean, renovated Camp Ellis classic

10.0 out of 10, Exceptional, (3)
"Host was fabulous to quickly respond to any questions we had. We were close to the pier, small beach (maybe a block or less!) and Old Orchard Beach just 10 minutes away. House had all we needed for our stay and was clean and comfortable. We completely loved our visit! "
Clean, renovated Camp Ellis classic

Charming ocean-view cottage just 10 minutes from downtown Freeport shops

2.0 star property
Charming ocean-view cottage just 10 minutes from downtown Freeport shops

The Moonglow! A beautiful ocean view house in Biddeford!

9.8 out of 10, Exceptional, (93)
"We had a wonderful time! Beautiful location.. very comfortable accommodations!! "
The Moonglow! A beautiful ocean view house in Biddeford!

Lakefront Cottage with Private Beach

10.0 out of 10, Exceptional, (25)
"This lake was clear, beautiful, and serene. The pollinator garden was fabulous! The house had everything available. Sebago Lake was great for daily hikes!"
Lakefront Cottage with Private Beach

3 Story Historic Landmark - Walk to All! West End, Dog-Friendly, 2 King Beds

8.4 out of 10, Very Good, (6)
"We booked Nick’s place for myself, husband, 3 year old & my in-laws before we all left Portland. We were able to get an early check in, which was great because I felt horrible with a migraine & the heat was unbearable. The home has a lot of character. I would stay there again!"
The price is AED 1,396
AED 2,791 total
includes taxes & fees
2 Dec - 3 Dec
3 Story Historic Landmark - Walk to All! West End, Dog-Friendly, 2 King Beds

Rise & Shine on Sebago Lake

9.8 out of 10, Exceptional, (8)
"We wanted a place for extended family to be together for a family wedding at Caswell Farms There was room for everyone and a wonderful Lake Sebago view from multiple rooms We enjoyed kayaking, hot tub, wonderful kitchen amenities for a lobster boil Conveniently located to stores and restaurants Wonderful home and memories made!! Attentive hosts and maintenance staff Loved it!"
Rise & Shine on Sebago Lake

Shady Potts Point Cottage Cooled by Ocean Breezes

9.6 out of 10, Exceptional, (77)
"Great stay in very clean house in a very quiet ocean side community. Perfect getaway!"
Shady Potts Point Cottage Cooled by Ocean Breezes

Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland

10.0 out of 10, Exceptional, (23)
"My family of three really enjoyed our stay! My 5 year old enjoyed playing with the different toys and puzzles at the house. Photos are accurate and the beds were very comfortable. The kitchen was well stocked for making meals. My son liked having his own room and bathroom upstairs. We spent a lot of time outside and had several fires! Visited Pineland Farms (loved seeing the cows up close!) and the Maine Wildlife Park (1000 ft from the house). Also loved that it was dog friendly so our pup...
Lakeside Living w\sandy beach, gas fireplace -easy 25 minute commute to Portland

Enjoy Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

9.8 out of 10, Exceptional, (68)
"Great house very comfortable and well appointed. Very roomy for our entire family. Nice to have en suite bathrooms with all the bedrooms. The host was very good with communication. Located on a busy road and the driveway is on a curve which made it a little challenging entering and exiting the property. "
Enjoy Amazing Views, and Comfortable Spaces in this Well Appointed Sanctuary

23 Cottage Ave Kinney Shores 3 Bedroom,2 Bath, Cottage, 7 Miles of Beachfront

9.8 out of 10, Exceptional, (9)
"So much phun. Seconds from the beach, great location and property was perfect for a family get away. Not fancy, but effective "
23 Cottage Ave Kinney Shores 3 Bedroom,2 Bath, Cottage, 7 Miles of Beachfront

Biddeford Retreat w/ Deck, Grill & Ocean Views!

7.2 out of 10, Good, (19)
"House was all we expected- and more. Owners were delightful to meet but could have been a bit better at answering questions before our trip. Overall, it was a great experience!"
Biddeford Retreat w/ Deck, Grill & Ocean Views!

"Loon Cottage" on Sand Pond

10.0 out of 10, Exceptional, (3)
"The cabin was very clean when we arrived. The beds were very comfortable. The cabin has everything you need including many things in the kitchen to make meals if you want to. Towels, sheets, blankets, and swim towels were also provided. We enjoyed using the paddle boards and paddle boats. The pond was great for swimming and boating. The cabin has windows on all sides so we enjoyed lots of fresh air. It was also very quiet, restful, and peaceful on the pond. "
"Loon Cottage" on Sand Pond
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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Other property types in Westbrook

Quintessential Maine Beach Cottage

10.0 out of 10, Exceptional, (105)
"Great spot, the dog loved it too"
Quintessential Maine Beach Cottage

Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)

9.8 out of 10, Exceptional, (115)
"Very relaxing getaway."
Beachfront Luxury Grand Victorian Condo (Primetime View directly down the pier)

Sensational House on Sebago Lake, Raymond, ME

9.8 out of 10, Exceptional, (43)
"Great property located on an amazing lake sebago great amenities."
Sensational House on Sebago Lake, Raymond, ME
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.