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Westbrook Holiday Rentals

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Holiday Rentals in Westbrook

Serenity between the lakes and seashore

Westbrook
9.8 out of 10, Exceptional, (24)
"Good location near lots of hiking and not far from Portland "
United States
Laura P.
The price is NZ$549
includes taxes & fees
29 Nov - 30 Nov
Serenity between the lakes and seashore

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

Westbrook
10.0 out of 10, Exceptional, (6)
"We enjoyed our time at this spacious, clean house. It's close to several great trails and within good driving distance to Portland. We also enjoyed going to the Portland Pie in Westbrook and to Beal's ice cream, which is five minutes away and has about a 100 flavors of ice cream. At the house the beds were very comfortable and we had space to hang around and cook. Would recommend this place! "
United States
Hunter S.
The price is NZ$715
includes taxes & fees
17 Nov - 18 Nov
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK

Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches

Harpswell
10.0 out of 10, Exceptional, (4)
"Beautiful location!! Very comfortable and clean home "
United States
Beth L.
The price is NZ$993
includes taxes & fees
15 Nov - 16 Nov
Stunning Ocean Views, newly renovated cottage-close to preserves, trails, and Harpswell Beaches

The Outlet Studio, Rustic Comfort w Fireplace

Freeport
10.0 out of 10, Exceptional, (11)
"Very comfortable and homey Great location to the outlets. "
United States
Patricia C.
The price is NZ$290
includes taxes & fees
16 Nov - 17 Nov
The Outlet Studio, Rustic Comfort w Fireplace

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

Old Orchard Beach
8.0 out of 10, Very good, (24)
"Cozy little cotrage"
United States
craig H.
The price is NZ$342
includes taxes & fees
17 Nov - 18 Nov
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Modern, Luxurious Cabin in the Woods - 03

Freeport
10.0 out of 10, Exceptional, (6)
"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 NZ$414
includes taxes & fees
2 Dec - 3 Dec
Modern, Luxurious Cabin in the Woods - 03

Saco/Old Orchard Beach Get Away

2.0 star property
Saco
10.0 out of 10, Exceptional, (3)
"the apartment was perfect! It was clean and comfortable. Bed and pillows were great. Walking distance to some really sweet coffe shops. We fell in love with Swell! Thank you for being so patient with us as navigated some excited kids after long days of playing lacrosse! Great hosts!! "
United States
Jessica L.
The price is NZ$612
includes taxes & fees
24 Nov - 25 Nov
Saco/Old Orchard Beach Get Away

Sunny Spot with Private Parking.

2.0 star property
Knightville
9.8 out of 10, Exceptional, (24)
"Had a great stay here! The place was very clean and well-equipped. Convenient parking and a short drive to Portland center. Would stay here again!"
United States
Emre G.
The price is NZ$317
includes taxes & fees
16 Nov - 17 Nov
Sunny Spot with Private Parking.

Beach House ∆ Prime Location ∆ Steps to the Ocean

Old Orchard Beach
10.0 out of 10, Exceptional, (55)
"We had a wonderful stay the weekend after Christmas. The home had absolutely everything we needed and was both comfortable and beautiful! Everything was clearly labeled and so easy settle in. Very close to the beach which was awesome to visit even in the winter!"
United States
Elizabeth M.
The price is NZ$852
includes taxes & fees
15 Nov - 16 Nov
Beach House ∆ Prime Location ∆ Steps to the Ocean

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

Saco
10.0 out of 10, Exceptional, (13)
"perfect for a couple wanting something that is clean and cozy near beaches in Maine"
United States
Karalyn K.
The price is NZ$494
includes taxes & fees
17 Nov - 18 Nov
The Saco Suite - Downtown, Dog Friendly, Sleeps 4, Walk to Bars & Restaurants!

Adorable Portland getaway on the Eastern Promenade

Munjoy Hill
9.6 out of 10, Exceptional, (125)
"Welcoming small apartment in a beautiful Portland neighborhood. Clean and stocked with everything we needed. Very helpful hosts. "
United States
Annalise M.
The price is NZ$331
includes taxes & fees
16 Nov - 17 Nov
Adorable Portland getaway on the Eastern Promenade

Adorable 1 bedroom cabin only 50 ft from beach#1

Old Orchard Beach
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$412
includes taxes & fees
16 Nov - 17 Nov
Adorable 1 bedroom cabin only 50 ft from beach#1

Waterfront Access with Kayaks, Private Deck and a Firepit

2.0 star property
Gray
10.0 out of 10, Exceptional, (3)
"Comfortably fit the eight of us who stayed for a family wedding."
United States
Jason G.
The price is NZ$1,276
includes taxes & fees
18 Nov - 19 Nov
Waterfront Access with Kayaks, Private Deck and a Firepit

Peaceful & minutes from the Old Port with private parking

Knightville
9.8 out of 10, Exceptional, (7)
"My husband and I had a wonderful weekend in South Portland and enjoyed the central location and charming touches of Jennifer’s apartment. The space is lovely, exactly as described in the listing. The communication was clear and detailed. We will definitely return!"
United States
Caitlin C.
The price is NZ$375
includes taxes & fees
16 Nov - 17 Nov
Peaceful & minutes from the Old Port with private parking

Upscale Spacious OOB Beach House - Seasonal Heated Pool

Old Orchard Beach
10.0 out of 10, Exceptional, (11)
"clean and comfortable. close to everything and had all we needed."
United States
mark g.
The price is NZ$842
includes taxes & fees
17 Nov - 18 Nov
Upscale Spacious OOB Beach House - Seasonal Heated Pool

Back Cove Gem ★ 5 Min to Old Port ★ Bright and New

Oakdale
10.0 out of 10, Exceptional, (43)
"Perfect accommodations! My best friend and I, along with my husband, had the best time. The beds were dreamy and the kitchen had all the supplies we needed. Quiet neighborhood within a 5 minute Uber to downtown- our first trip to Portland and we hope to be back soon!"
United States
Tara (Harris) K.
The price is NZ$556
includes taxes & fees
16 Nov - 17 Nov
Back Cove Gem ★ 5 Min to Old Port ★ Bright and New

Arlie`s Digs! - One Block To Willard Beach!

Willard Beach
10.0 out of 10, Exceptional, (60)
"Near beach, walking, bakery, ice cream and close to great restaurants. Lovely spot and easily accommodated 2 couples. Would stay here again!"
United States
Kirstin D.
The price is NZ$605
includes taxes & fees
2 Dec - 3 Dec
Arlie`s Digs! - One Block To Willard Beach!

Beautiful 1st Floor Apartment & Amazing Shower

Parkside
9.0 out of 10, Wonderful, (26)
"My brother in law and I stayed here while my husband was hospitalized at the Maine Med and it was a lovely property. Everything was clean and organized, check in was easy and the hosts were responsive and kind. I would stay here again!"
United States
Lillian L.
The price is NZ$278
includes taxes & fees
20 Nov - 21 Nov
Beautiful 1st Floor Apartment & Amazing Shower

Luxury apartment near Old Orchard Beach

Biddeford
10.0 out of 10, Exceptional, (4)
"Great communication from the host who has put his heart into this property. Great mattresses!"
United States
April A.
The price is NZ$431
includes taxes & fees
15 Nov - 16 Nov
Luxury apartment near Old Orchard Beach

Beach across the Street. Pets OK

Old Orchard Beach
8.6 out of 10, Excellent, (31)
"Perfect spot! Right near the beach and walking distance to all the best places. Very clean and chill little place perfect for what I was going for."
United States
Dom C.
The price is NZ$320
includes taxes & fees
17 Nov - 18 Nov
Beach across the Street. Pets OK
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$247 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?

Quintessential Maine Beach Cottage: This holiday home rental outside of Westbrook is located on the beach, and has a private garden, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a full-sized fridge, a dishwasher and a stovetop, so that you can cook with friends or family.

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 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.