Westbrook Holiday Rentals

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Our top choices for Westbrook holiday rentals

10.0 out of 10, Exceptional, (1)
"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 NZ$538
includes taxes & fees
5 Jan - 6 Jan 2026
Peaceful 1BR | Reading Nook | Near Portland
10.0 out of 10, Exceptional, (6)
"Nice historic place, restored to all modern standards and amenities, while retaining its historical charm. "
United States
Aleksey I.
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK
The price is NZ$715
includes taxes & fees
12 Jan - 13 Jan 2026
Modern 3BR | W/D + Parking | Near Portland
2.0 star property
The price is NZ$1,626
includes taxes & fees
7 Jan - 8 Jan 2026
Sleeps 16+ | W/D | Parking | 15 mins to Old Port
10.0 out of 10, Exceptional, (12)
"We had a great stay here. It was very clean and conveniently located."
United States
Angela B.
The price is NZ$655
includes taxes & fees
12 Jan - 13 Jan 2026
Cozy 3BR | Pet Friendly | Near Portland | Parking
8.4 out of 10, Very good, (7)
"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 NZ$233
includes taxes & fees
9 Jan - 10 Jan 2026
Studio Apartment near downtown Walkable!

Aparthotel in Downtown Portland

The Weldon Hotel
4.5 star property
9.8 out of 10, Exceptional, (90)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is NZ$466
includes taxes & fees
16 Jan - 17 Jan 2026
The Weldon Hotel

Apartment in Knightville

Sunny Spot with Private Parking.
2.0 star property
9.8 out of 10, Exceptional, (25)
"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 NZ$344
includes taxes & fees
4 Jan - 5 Jan 2026
Sunny Spot with Private Parking.
2.0 star property
10.0 out of 10, Exceptional, (25)
"Cozy, clean and comfortable! Perfect weekend beach get away! "
United States
jen e.
The price is NZ$361
includes taxes & fees
1 Jan - 2 Jan 2026
Pine Point Beach private, quaint, charming studio.
10.0 out of 10, Exceptional, (3)
"The location was wonderful! The host was so communicative and kind!"
United States
Courtney W.
The price is NZ$339
includes taxes & fees
4 Jan - 5 Jan 2026
Adorable 1 bedroom cabin only 50 ft from beach#1
9.0 out of 10, Wonderful, (26)
"This was a clean and good location for our stay. "
United States
Jocelyn R.
The price is NZ$274
includes taxes & fees
12 Jan - 13 Jan 2026
Beautiful 1st Floor Apartment & Amazing Shower
9.8 out of 10, Exceptional, (52)
"Great location and cozy."
United States
Heather G.
The price is NZ$397
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy, Elegant and Bright 2 bed in the East End

Apartment in West Bayside

In-town no frills 2 bedroom apt
8.6 out of 10, Excellent, (17)
"Good place to stay in. Safe. However, it would be good to know about the steep and narrow spiral staircase, in case you have lots of heavy luggage."
United States
Omar S.
The price is NZ$269
includes taxes & fees
1 Jan - 2 Jan 2026
In-town no frills 2 bedroom apt
8.0 out of 10, Very good, (24)
"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 NZ$374
includes taxes & fees
19 Jan - 20 Jan 2026
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5
9.8 out of 10, Exceptional, (7)
"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 NZ$367
includes taxes & fees
4 Jan - 5 Jan 2026
Peaceful & minutes from the Old Port with private parking
9.6 out of 10, Exceptional, (128)
"The place was perfect. It was right in the middle of everything and a perfe spot for a getaway"
United States
Jon S.
The price is NZ$340
includes taxes & fees
2 Jan - 3 Jan 2026
Adorable Portland getaway on the Eastern Promenade

Apartment in Old Orchard Beach

4 min walk to the beach. Large 1BD Pets Ok
8.6 out of 10, Excellent, (17)
"This place is as advertised. Futon was comfortable. Spacious for those who just need a place to sleep/shower after the beach and exploring downtown. Really nothing else to say except pack light if walking to the beach. Overall a good place to stay if you want to explore the area!"
United States
Kate H.
The price is NZ$330
includes taxes & fees
26 Jan - 27 Jan 2026
4 min walk to the beach. Large 1BD Pets Ok
2.0 star property
10.0 out of 10, Exceptional, (4)
"Host was very welcoming and check in was simple "
United States
Michael C.
The price is NZ$221
includes taxes & fees
28 Jan - 29 Jan 2026
Spacious Studio Near Sebago Lake
10.0 out of 10, Exceptional, (3)
" The place was wonderful!! Very peaceful and beautiful!! "
United States
Anonymous traveller
The price is NZ$1,174
includes taxes & fees
5 Jan - 6 Jan 2026
Waterfront Access with Kayaks, Private Deck and a Firepit
9.6 out of 10, Exceptional, (11)
"A great location and a comfortable place to stay!"
United States
Andrew K.
The price is NZ$366
includes taxes & fees
1 Jan - 2 Jan 2026
Charming Studio apartment with WiFi, AC in welcoming Portland
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

Everything you need to know about Westbrook holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westbrook holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westbrook holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westbrook holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westbrook. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westbrook holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westbrook holiday rentals we have selected for you start as low as NZ$232 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westbrook rentals

At Expedia, we put the best Westbrook holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Westbrook rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westbrook holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westbrook. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.