Westbrook Holiday Rentals

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Westbrook holiday rentals

Dining

Peaceful 1BR | Reading Nook | Near Portland

Peaceful 1BR | Reading Nook | Near Portland
Westbrook
10.0 out of 10, Exceptional, (1 review)
"Nicely set up and had everything needed for a comfortable stay. The entrance stairs were dingy but inside was newly decorated and well appointed. Appreciated the coffee supplies."
United States
Martha and William P.
The price is HK$733
HK$2,439 total
includes taxes & fees
18 Jan - 19 Jan
Peaceful 1BR | Reading Nook | Near Portland
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, (6 reviews)
"Nice historic place, restored to all modern standards and amenities, while retaining its historical charm. "
United States
Aleksey I.
The price is HK$1,023
HK$3,155 total
includes taxes & fees
20 Jan - 21 Jan
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
3 bedrooms, premium bedding, iron/ironing board, travel cot

Cozy 3BR | Pet Friendly | Near Portland | Parking

Cozy 3BR | Pet Friendly | Near Portland | Parking
Westbrook
10.0 out of 10, Exceptional, (12 reviews)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is HK$904
HK$2,864 total
includes taxes & fees
19 Jan - 20 Jan
Cozy 3BR | Pet Friendly | Near Portland | Parking
Egyptian cotton sheets, premium bedding, down duvets, bed sheets

Fortland Island Campground

Fortland Island Campground
1.0 star property
Portland
10.0 out of 10, Exceptional, (3 reviews)
"It was very quiet and liked the experience of staying in a camp like setting."
United States
leela srinivas
Fortland Island Campground
Smart TV

Pine Point Beach private, quaint, charming studio.

Pine Point Beach private, quaint, charming studio.
2.0 star property
Blue Point
10.0 out of 10, Exceptional, (25 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$686
HK$1,632 total
includes taxes & fees
18 Jan - 19 Jan
Pine Point Beach private, quaint, charming studio.
Interior

Studio Apartment in Freeport

Studio Apartment in Freeport
2.0 star property
Freeport
10.0 out of 10, Exceptional, (1 review)
"I could not have ask for a better place to stay for my winter holiday trip in Freeport, Maine. This studio apartment went above my expectations. The entire space was much larger than I thought it would be. From the entry downstairs & throughout the entire apartment, it was clean & well-kept. Kitchen is fully equipped, has adequate space for meal prep, and there is plenty of room around the table & kitchen counter for dining. The living room is a welcoming pleasant area, and there is ample space...
United States
Di W.
The price is HK$491
HK$1,173 total
includes taxes & fees
3 Feb - 4 Feb
Studio Apartment in Freeport
Beach nearby

Adorable 1 bedroom cabin only 50 ft from beach#1

Adorable 1 bedroom cabin only 50 ft from beach#1
Old Orchard Beach
10.0 out of 10, Exceptional, (3 reviews)
"The location was wonderful! The host was so communicative and kind!"
United States
Courtney W.
The price is HK$850
HK$1,538 total
includes taxes & fees
19 Jan - 20 Jan
Adorable 1 bedroom cabin only 50 ft from beach#1
Interior

Sunny Spot with Private Parking.

Sunny Spot with Private Parking.
2.0 star property
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$643
HK$1,423 total
includes taxes & fees
18 Jan - 19 Jan
Sunny Spot with Private Parking.
1 bedroom, desk, free WiFi, bed sheets

Spacious Studio Near Sebago Lake

Spacious Studio Near Sebago Lake
2.0 star property
Windham
10.0 out of 10, Exceptional, (4 reviews)
"Host was very welcoming and check in was simple "
United States
Michael C.
The price is HK$762
HK$1,001 total
includes taxes & fees
18 Jan - 19 Jan
Spacious Studio Near Sebago Lake
Interior

Entire ideally located home in Cape Elizabeth’s coveted seaside community

Entire ideally located home in Cape Elizabeth’s coveted seaside community
Cape Elizabeth
10.0 out of 10, Exceptional, (3 reviews)
"The host was welcoming and it was an easy and smooth check in and check out process. Place was a great spot for my friends and I during our stay for a pond hockey tournament."
United States
Kerry W.
The price is HK$1,266
HK$3,037 total
includes taxes & fees
25 Jan - 26 Jan
Entire ideally located home in Cape Elizabeth’s coveted seaside community
Outdoor dining

Peaceful & minutes from the Old Port with private parking

Peaceful & minutes from the Old Port with private parking
Knightville
9.8 out of 10, Exceptional, (7 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$764
HK$1,683 total
includes taxes & fees
20 Jan - 21 Jan
Peaceful & minutes from the Old Port with private parking
Interior

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
Old Orchard Beach
8.0 out of 10, Very good, (24 reviews)
"Was the perfect place to unwind. Close enough to walk to beach, restaurants and shops. Enjoyed our stay emensly!"
United States
Maria H.
The price is HK$780
HK$1,657 total
includes taxes & fees
26 Jan - 27 Jan
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
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, (18 reviews)
"The property was exactly as advertised, and it was a perfect two night stay for us on a road trip up the Maine coast with our dogs. The location was perfect to explore Portland, Saco, Biddeford, and Kennebunkport. The hosts were super responsive and friendly. We would definitely stay here again in future!"
United States
Ryan S.
The price is HK$802
HK$2,200 total
includes taxes & fees
20 Jan - 21 Jan
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!
Fridge, microwave, oven, stovetop

Waterfront Access with Kayaks, Private Deck and a Firepit

Waterfront Access with Kayaks, Private Deck and a Firepit
2.0 star property
Gray
10.0 out of 10, Exceptional, (4 reviews)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveller
The price is HK$1,084
HK$5,580 total
includes taxes & fees
16 Feb - 17 Feb
Waterfront Access with Kayaks, Private Deck and a Firepit
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$549
HK$1,236 total
includes taxes & fees
19 Jan - 20 Jan
Beautiful 1st Floor Apartment & Amazing Shower
1 bedroom, WiFi, bed sheets

Studio Apartment near downtown Walkable!

Studio Apartment near downtown Walkable!
West Bayside
8.4 out of 10, Very good, (7 reviews)
"The summary and the pictures shown are exactly what you’re going to get. The owner did a good job with the description, I "
United States
Alexandria T.
The price is HK$491
HK$1,051 total
includes taxes & fees
18 Jan - 19 Jan
Studio Apartment near downtown Walkable!
Private kitchen

The Weldon Hotel

The Weldon Hotel
4.5 star property
Downtown Portland
9.8 out of 10, Exceptional, (91 reviews)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is HK$1,280
HK$1,981 total
includes taxes & fees
24 Jan - 25 Jan
The Weldon Hotel
Exterior

Willard Square Family Home

Willard Square Family Home
Willard Beach
9.6 out of 10, Exceptional, (9 reviews)
"Thoroughly enjoyed this house! "
United States
David W.
The price is HK$1,832
HK$4,083 total
includes taxes & fees
21 Jan - 22 Jan
Willard Square Family Home
Exterior

Cozy, Elegant and Bright 2 bed in the East End

Cozy, Elegant and Bright 2 bed in the East End
Munjoy Hill
9.8 out of 10, Exceptional, (52 reviews)
"Great location and cozy."
United States
Heather G.
The price is HK$968
HK$2,135 total
includes taxes & fees
21 Jan - 22 Jan
Cozy, Elegant and Bright 2 bed in the East End
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, (65 reviews)
"Everything was nice & perfectly described. Great quiet neighborhood loved my stay & so did my Dogs thank you for a lovely stay"
United States
Teresa M.
The price is HK$1,032
HK$1,872 total
includes taxes & fees
18 Jan - 19 Jan
Dog Friendly, Relaxing Cottage Stay • Steps Away from The Beach
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

Long Creek Hotel by IHG

Long Creek Hotel by IHG

10/10 Excellent
"Clean spacious room. Mostly friendly staff."
Edith 6-night trip
Posted 23 hours ago
Long Creek Hotel by IHG

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:

  • View our selection of featured holiday rentals in Westbrook
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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 Happy Wheels Skate 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?

The Moonglow! A beautiful ocean view house in Biddeford!: This holiday home rental outside of Westbrook is located near the beach, and offers a patio, air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Westbrook?

With 8 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 Maine Mall and University of New England.

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.