Westbrook Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Westbrook holiday rentals

Dining

Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK

Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
Westbrook
10.0 out of 10, Exceptional, (8 reviews)
"Nice historic place, restored to all modern standards and amenities, while retaining its historical charm. "
United States
Aleksey I.
The price is HK$1,028
HK$3,128 total
includes taxes & fees
29 Apr - 30 Apr
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
Dining

Sleeps 16+ | W/D | Parking | 15 mins to Old Port

Sleeps 16+ | W/D | Parking | 15 mins to Old Port
Westbrook
Sleeps 16+ | W/D | Parking | 15 mins to Old Port
Property grounds

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 HK$3,911
HK$5,510 total
includes taxes & fees
18 May - 19 May
WINDABROOK Farm & Lodge - Recharge, Reset, Relax on 13 acres
Outdoor dining

Mere Point Sunrise Views at Eastern Shore!

Mere Point Sunrise Views at Eastern Shore!
Brunswick
9.8 out of 10, Exceptional, (8 reviews)
"Lovely location "
United States
Michelle S.
The price is HK$1,785
HK$3,823 total
includes taxes & fees
29 Apr - 30 Apr
Mere Point Sunrise Views at Eastern Shore!
Fitness facility

HomeAwhile

HomeAwhile
4.0 star property
Scarborough
9.6 out of 10, Exceptional, (27 reviews)
"It was a perfect stay!"
United States
Armando
The price is HK$910
HK$992 total
includes taxes & fees
21 May - 22 May
HomeAwhile
Smart TV

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
Blue Point
10.0 out of 10, Exceptional, (29 reviews)
"A great location to see Portland and surroundings. A very clean and nice place to stay. "
United States
Pam B.
The price is HK$917
HK$1,905 total
includes taxes & fees
29 Apr - 30 Apr
Pine Point Beach private, quaint, charming studio.
Property grounds

Modern, Luxurious Cabin in the Woods - 03

Modern, Luxurious Cabin in the Woods - 03
Freeport
10.0 out of 10, Exceptional, (6 reviews)
"This was a perfect little cabin. It was clean, well equipped with a nice kitchen and bathroom, quiet and wooded location, and comfy bed. "
United States
Chris B.
The price is HK$1,538
HK$2,599 total
includes taxes & fees
3 May - 4 May
Modern, Luxurious Cabin in the Woods - 03
TV

Private Entrance Residential Portland

Private Entrance Residential Portland
Deering Center
8.8 out of 10, Excellent, (6 reviews)
"This was a great place to stay. Easy to get to all of our destinations. Place was clean and comfortable. Would stay here again. "
United States
Ameleah B.
The price is HK$576
HK$1,139 total
includes taxes & fees
4 May - 5 May
Private Entrance Residential Portland
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.6 out of 10, Exceptional, (9 reviews)
"This well- appointed apartment was perfect for our stay in the Portland area. Jennifer was always quick to answer any questions. We would definitely recommend this listing."
United States
Lynn E.
The price is HK$846
HK$1,751 total
includes taxes & fees
29 Apr - 30 Apr
Peaceful & minutes from the Old Port with private parking
Interior

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach

Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
Old Orchard Beach
9.8 out of 10, Exceptional, (68 reviews)
"Place was great and fenced in backyard for our dog. "
United States
Billy N.
The price is HK$1,037
HK$2,027 total
includes taxes & fees
4 May - 5 May
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
2 bedrooms, WiFi, bed sheets

Large, luxurious geodesic dome - 04

Large, luxurious geodesic dome - 04
Freeport
10.0 out of 10, Exceptional, (2 reviews)
"We didn’t get enough time to evaluate but from the short visit, we can say that this is the small paradise within the Main area. Best camp ground facilities we have ever seen or experienced. Looking forward to visit with friends and extended families as well. "
United States
Hrishi K.
The price is HK$1,763
HK$2,973 total
includes taxes & fees
29 Apr - 30 Apr
Large, luxurious geodesic dome - 04
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
Knightville
9.8 out of 10, Exceptional, (25 reviews)
"Cute property.. also really suitable for long stay as the amenities were complete and near groceries and some restaurants and cafes.. convenient!"
United States
Giana
The price is HK$839
HK$1,641 total
includes taxes & fees
29 Apr - 30 Apr
Sunny Spot with Private Parking.
Interior

Charming Studio apartment with WiFi, AC in welcoming Portland

Charming Studio apartment with WiFi, AC in welcoming Portland
Munjoy Hill
9.6 out of 10, Exceptional, (11 reviews)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is HK$979
HK$1,811 total
includes taxes & fees
4 May - 5 May
Charming Studio apartment with WiFi, AC in welcoming Portland
Living area

Evalina Hotel

Evalina Hotel
2.5 star property
Downtown Portland
The price is HK$1,535
HK$2,848 total
includes taxes & fees
3 May - 4 May
Evalina Hotel
Property grounds

Welcome to our BoHo Treehouse!

Welcome to our BoHo Treehouse!
Downtown Saco
9.8 out of 10, Exceptional, (9 reviews)
"Walkable to restaurants and shops and very easy process! "
United States
Meg B.
The price is HK$1,019
HK$2,136 total
includes taxes & fees
29 Apr - 30 Apr
Welcome to our BoHo Treehouse!
Beach nearby, sun-loungers, beach towels

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland

Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland
Pine Point
9.6 out of 10, Exceptional, (36 reviews)
"Cute place; clean and inviting. Would happily stay again!"
United States
Kelly M.
The price is HK$769
HK$2,367 total
includes taxes & fees
30 Apr - 1 May
Serene Pine Point Escape — 1 Block to Beach, Marsh Views & Portland
Interior

East end. Walk to food, beer and downtown fun.

East end. Walk to food, beer and downtown fun.
Munjoy Hill
9.8 out of 10, Exceptional, (32 reviews)
"Clean, great location, excellent communication with host, perfectly furnished for our group"
United States
Elizabeth P.
The price is HK$1,662
HK$2,866 total
includes taxes & fees
29 Apr - 30 Apr
East end. Walk to food, beer and downtown fun.
Beach nearby

NEW TO THE MARKET - 1 block from the beach!

NEW TO THE MARKET - 1 block from the beach!
Old Orchard Beach
10.0 out of 10, Exceptional, (28 reviews)
"Close to the beach which is what we were looking for."
United States
Terrence S.
The price is HK$776
HK$1,931 total
includes taxes & fees
21 May - 22 May
NEW TO THE MARKET - 1 block from the beach!
Sun-loungers

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Downtown Saco
10.0 out of 10, Exceptional, (23 reviews)
"Very clean, quiet and beautiful neighborhood."
United States
JP M.
The price is HK$1,029
HK$2,462 total
includes taxes & fees
29 Apr - 30 Apr
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Smart TV

Beautiful 1st Floor Apartment & Amazing Shower

Beautiful 1st Floor Apartment & Amazing Shower
Parkside
9.0 out of 10, Wonderful, (27 reviews)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is HK$422
HK$1,101 total
includes taxes & fees
29 Apr - 30 Apr
Beautiful 1st Floor Apartment & Amazing Shower
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

Hyatt Place Portland Downtown - Old Port Square

Hyatt Place Portland Downtown - Old Port Square

10/10 Excellent
"All the employees were so nice and hrlpful"
Terry 3-night trip
Posted 1 hour ago
Hyatt Place Portland Downtown - Old Port Square

Find out more about Westbrook

Search for holiday rentals in Westbrook on Expedia! You can easily find your home rentals, villas, holiday apartments in Westbrook using one of the methods below:

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Look no further and take a look at our great range of rental properties in Westbrook!

Frequently asked questions

Can I find holiday rentals in Westbrook?

Yes, there are holiday rentals in Westbrook close to Westbrook Performing Arts Center, or you can select a more secluded option if you're looking for a relaxing stay. The shops and restaurants are several reasons why visitors like Westbrook. While you're here, grab a bite or have a drink at the coffee shops.

What are some of the best holiday rentals that Westbrook has to offer?

Steps from Old Port. New, Beautifully Appointed Home. Sleeps up to 11.: This holiday home rental outside of Westbrook is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Westbrook?

With 9 Expedia holiday rentals, you're guaranteed to find just the right place for your Westbrook stay.

What’s there to see and do in Westbrook?

Family-friendly attractions include Happy Wheels Skate Center, whereas MAGAN Trailhead is a spot to enjoy the outdoors. In the wider area, you’ll find Westbrook Performing Arts Center and Maine Mall.

What’s a holiday rental in Westbrook like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Westbrook. Holiday rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for small groups.