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Check prices for these dates

In two weeks
Sep 12 - Sep 14
In two months
Oct 24 - Oct 26
In three months
Nov 21 - Nov 23
In four months
Dec 19 - Dec 21

Browse Select Westbrook Vacation Homes

Our top choices for Westbrook vacation homes

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

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

9.6 out of 10, Exceptional, (41)
"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 CA $679
CA $980 total
includes taxes & fees
Sep 5 - Sep 6
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Private Entrance Residential Portland
Fridge, microwave, oven, stovetop

Private Entrance Residential Portland

9.0 out of 10, Wonderful, (4)
"Check in was simple. Quaint place. "
The price is CA $144
CA $244 total
includes taxes & fees
Sep 1 - Sep 2
Private Entrance Residential Portland
Willard Beach–Private Apt Near Portland & Parks
Interior

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (2)
"Excellent in every way."
The price is CA $132
CA $334 total
includes taxes & fees
Sep 8 - Sep 9
Willard Beach–Private Apt Near Portland & Parks
Orchid Harbor, Bailey Island 3BR
Interior

Orchid Harbor, Bailey Island 3BR

10.0 out of 10, Exceptional, (3)
"Orchid Harbor was perfect for my 3 week escape from life. Bailey Island is quiet and the house is comfortable and accommodating for family and friends.The outdoor seating along the ocean was our favorite place to be."
The price is CA $250
CA $607 total
includes taxes & fees
Sep 15 - Sep 16
Orchid Harbor, Bailey Island 3BR
30 Acres with Woodland Trails and Playground
Fridge, microwave, oven, stovetop

30 Acres with Woodland Trails and Playground

2.0 star property
10.0 out of 10, Exceptional, (1)
"Spent a week with my family at this lovely property in Freeport, ME. The location is ideal to visit various attractions nearby. Including the pinturesque dowtown. The house was clean and had everything needed to have a pleasant stay away from home. "
30 Acres with Woodland Trails and Playground
Charming Studio apartment with WiFi, AC in welcoming Portland
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

9.6 out of 10, Exceptional, (5)
"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 CA $172
CA $315 total
includes taxes & fees
Sep 3 - Sep 4
Charming Studio apartment with WiFi, AC in welcoming Portland
Sauna & fire table near Portland's Back Cove
Terrace/patio

Sauna & fire table near Portland's Back Cove

10.0 out of 10, Exceptional, (3)
"Great location, clean property"
The price is CA $241
CA $511 total
includes taxes & fees
Sep 7 - Sep 8
Sauna & fire table near Portland's Back Cove
Studio Unit Walkable Everywhere
1 bedroom, bed sheets

Studio Unit Walkable Everywhere

8.0 out of 10, Very good, (2)
"Great, comfortable place to stay. The location is super walkable. There are several bars/restaurants very close, and other areas are close enlighten to walk to as well (I.e. Congress Street). Commercial is a bit of a walk, but if you’re like us and love to walk a new area. It’s not that far. The bed is comfortable and the place was very clean. Communication was great. We would stay here again!"
The price is CA $144
CA $244 total
includes taxes & fees
Sep 1 - Sep 2
Studio Unit Walkable Everywhere
Luxury on Back Cove - Three Gables
Fridge, microwave, oven, stovetop

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (4)
"GoodLocation, very clean. Would stay again "
The price is CA $280
CA $643 total
includes taxes & fees
Sep 3 - Sep 4
Luxury on Back Cove - Three Gables
Full sized home
Interior

Full sized home

9.8 out of 10, Exceptional, (36)
"The house was lovely. Very comfortable place. Within 15- 20 mins to a store or restaurants."
The price is CA $278
CA $497 total
includes taxes & fees
Sep 2 - Sep 3
Full sized home
Bright 3 bedroom located in the heart of OOB
Dining

Bright 3 bedroom located in the heart of OOB

9.0 out of 10, Wonderful, (4)
"Perfect for our needs. Pictures don't do it justice, it is roomier than it looks. Would definitely book it again. "
The price is CA $206
CA $557 total
includes taxes & fees
Sep 2 - Sep 3
Bright 3 bedroom located in the heart of OOB
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
3 bedrooms, desk, iron/ironing board, travel crib

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

10.0 out of 10, Exceptional, (4)
"Very clean "
The price is CA $257
CA $616 total
includes taxes & fees
Sep 24 - Sep 25
3BR Coastal Gem with a 5 Min Drive to Ocean Fun
Cozy Motel Stay – 2 Full Beds, Pool & Free Parking
Dining

Cozy Motel Stay – 2 Full Beds, Pool & Free Parking

8.0 out of 10, Very good, (2)
"First, the good, the inside of our room was nice. We had two beds, a fridge, microwave, table and chairs and a tv. There was room to walk around. Now, the bad, upon arrival (after the 4pm check in time) there were trash bags lined up in front of our room. The housekeeper (Anne) was rude. The beds only had sheets and when asking housekeeper about blankets she rudely replied “well at least your room is clean”. She did bring the blankets a little later. There was a fenced in outside area (dirt...
The price is CA $136
CA $218 total
includes taxes & fees
Sep 1 - Sep 2
Cozy Motel Stay – 2 Full Beds, Pool & Free Parking
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (1)
"We had a fantastic stay at this peaceful oceanside property in Harpswell, Maine. The setup—with a main house, attached apartment, and a charming bunkhouse—was perfect for our two families and adult children. There was plenty of space for everyone to relax and unwind.The backyard is absolutely stunning, filled with beautiful flowers and lush grass, and it opens up to a tranquil ocean inlet. We especially loved the hammock spot, perfect for a good book or an afternoon nap, and the back porch...
The price is CA $618
CA $1,710 total
includes taxes & fees
Sep 29 - Sep 30
The Harpswell House-Waterfront, SunRise, Big Yards, Classic & Luxury
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
Private kitchen

Bird Watching Paradise @ Waterfront Harpswell with Private Deck

10.0 out of 10, Exceptional, (1)
"Super location, very private, responsive host, lovely, clean. Very lucky to have been able to stay here!"
The price is CA $412
CA $714 total
includes taxes & fees
Sep 1 - Sep 2
Bird Watching Paradise @ Waterfront Harpswell with Private Deck
The Barnhouse with hot tub
Microwave, oven, stovetop, dishwasher

The Barnhouse with hot tub

10.0 out of 10, Exceptional, (2)
"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 CA $260
CA $493 total
includes taxes & fees
Sep 4 - Sep 5
The Barnhouse with hot tub
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Fridge, microwave, oven, stovetop

Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport

10.0 out of 10, Exceptional, (4)
"We had a wonderful time in Freeport, getting some Christmas season shopping in and bring our 4 year old to the Sparkle weekend festivities. "
The price is CA $397
CA $1,018 total
includes taxes & fees
Sep 29 - Sep 30
Beautiful Stay in Downtown Freeport, Beautiful Stay in Downtown Freeport
Charming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit
Outdoor spa tub

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 CA $383
CA $629 total
includes taxes & fees
Sep 28 - Sep 29
Charming private 3-bedroom on 3 acres in Sebago, Pool, Hot Tub, Large Firepit
Coastal Escape | Hot Tub Fire Pit Chef Kitchen
Outdoor spa tub

Coastal Escape | Hot Tub Fire Pit Chef Kitchen

9.4 out of 10, Exceptional, (3)
"Really nice place. Beds are comfortable. Had nice hot tub with propane fire. Lovely back patio. "
The price is CA $480
CA $921 total
includes taxes & fees
Sep 7 - Sep 8
Coastal Escape | Hot Tub Fire Pit Chef Kitchen
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
Living area

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

9.4 out of 10, Exceptional, (3)
"This space was fresh and clean, and close to everything.Check in and out was easy. We enjoyed our stay."
The price is CA $206
CA $505 total
includes taxes & fees
Sep 4 - Sep 5
Cozy Coastal 2-bedroom condo with AC, WiFi in welcoming Saco
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

Find out more about Westbrook

Westbrook Vacation Homes information

Number of reviews
Accommodation
911 Vacation Homes
Lowest Price
CA $219
Highest Price
CA $694

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