Westbrook Holiday Rentals

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Holiday Rentals in Westbrook

Apartment in Westbrook

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.
The price is HK$1,046
HK$3,177 total
includes taxes & fees
8 Dec - 9 Dec
Modern Apartment - 20 Mins to Portland, Deck, Grill & Firepit, King Bed, DogsOK

Apartment in 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 HK$548
HK$1,234 total
includes taxes & fees
8 Dec - 9 Dec
Beautiful 1st Floor Apartment & Amazing Shower

Apartment in Knightville

2.0 star property
9.8 out of 10, Exceptional, (24)
"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$615
HK$1,392 total
includes taxes & fees
3 Dec - 4 Dec
Sunny Spot with Private Parking.

Aparthotel in Old Orchard Beach

10.0 out of 10, Exceptional, (33)
"Great location and great host. "
United States
Dwight P.
The price is HK$1,549
HK$3,462 total
includes taxes & fees
3 Dec - 4 Dec
Ocean Front Penthouse suite, Luxurious 2-bedroom,1350 sqft,2 decks, A++ location

Aparthotel in Downtown Portland

4.5 star property
9.8 out of 10, Exceptional, (88)
"Loved this place and would definitely stay here next time we go back."
United States
Eleni
The price is HK$1,534
HK$1,673 total
includes taxes & fees
3 Dec - 4 Dec
The Weldon Hotel

Condo in Old Orchard Beach

8.6 out of 10, Excellent, (31)
"Perfect location for a quick visit to the beach. It was easy for us to stay there and have our small dogs too."
United States
Christopher C.
Beach across the Street. Pets OK

Cottage in Old Orchard Beach

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 HK$779
HK$1,680 total
includes taxes & fees
3 Dec - 4 Dec
Updated 2 BD cottage. 10 min walk to Pier & Beach sleeps 5

Apartment in Scarborough

2.0 star property
10.0 out of 10, Exceptional, (24)
"Sweet place! "
United States
Lisa G.
The price is HK$810
HK$1,782 total
includes taxes & fees
3 Dec - 4 Dec
Pine Point Beach private, quaint, charming studio.

Holiday Home in Freeport

10.0 out of 10, Exceptional, (11)
"Very comfortable and homey Great location to the outlets. "
United States
Patricia C.
The price is HK$631
HK$1,239 total
includes taxes & fees
3 Dec - 4 Dec
The Outlet Studio, Rustic Comfort w Fireplace

Apartment in Windham

2.0 star property
10.0 out of 10, Exceptional, (1)
"Host was very welcoming and check in was simple "
United States
Michael C.
The price is HK$716
HK$950 total
includes taxes & fees
5 Dec - 6 Dec
Spacious Studio Near Sebago Lake

Apartment in Munjoy Hill

9.6 out of 10, Exceptional, (126)
"So clean! Loved all the little notes, very helpful. Such a great location close to the water and would definitely recommend this place in the future."
United States
Lorena
The price is HK$576
HK$1,264 total
includes taxes & fees
3 Dec - 4 Dec
Adorable Portland getaway on the Eastern Promenade

Apartment in Knightville

9.8 out of 10, Exceptional, (7)
"Super Cute little apartment! My only complaint, is the parking. It gets a little tight. And the bed is a little firm for my liking, but overall it was super nice and convenient!"
United States
Samantha
The price is HK$649
HK$1,513 total
includes taxes & fees
3 Dec - 4 Dec
Peaceful & minutes from the Old Port with private parking

Apartment in West Bayside

8.6 out of 10, Excellent, (16)
"Host was very accommodating. Apartment worked well for. Description accurate. Would stay again."
United Kingdom
Martha F.
The price is HK$654
HK$1,213 total
includes taxes & fees
3 Dec - 4 Dec
In-town no frills 2 bedroom apt

Holiday Home in Old Orchard Beach

10.0 out of 10, Exceptional, (5)
"I loved that the hosts live nearby and responded quickly when we needed anything. Having a washer and dryer onsite is great for longer stays. Beds were comfortable and plenty of blankets and pillows. Highly recommend this property."
United States
Terry
The price is HK$849
HK$2,749 total
includes taxes & fees
3 Dec - 4 Dec
3BR Coastal Gem with a 5 Min Drive to Ocean Fun

Condo in Old Orchard Beach

9.6 out of 10, Exceptional, (26)
"Easy check-in, super clean, amazing location! "
United States
Chantelle V.
The price is HK$701
HK$1,595 total
includes taxes & fees
18 Dec - 19 Dec
Escape to the Beach! Cozy Condo in downtown OOB.

Cottage in Freeport

9.8 out of 10, Exceptional, (49)
"Fantastic house in a great location! Will definitely be back"
United States
Brandon G.
The price is HK$876
HK$1,651 total
includes taxes & fees
7 Dec - 8 Dec
The Outlet House, Comfortable Cottage

Apartment in Old Orchard Beach

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 HK$584
HK$1,494 total
includes taxes & fees
15 Dec - 16 Dec
4 min walk to the beach. Large 1BD Pets Ok

Apartment in Freeport

10.0 out of 10, Exceptional, (16)
"We had a lovely stay at this property. Comfortable bed, beautiful view, enjoyed using the sauna, would stay again."
United States
Emily Jeanne B.
The price is HK$989
HK$1,872 total
includes taxes & fees
4 Dec - 5 Dec
Waterfront Private Apartment, minutes from LLBean!

Cabin in 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 HK$903
HK$1,808 total
includes taxes & fees
3 Dec - 4 Dec
Modern, Luxurious Cabin in the Woods - 03

Cottage in 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 HK$1,160
HK$1,926 total
includes taxes & fees
14 Dec - 15 Dec
Adorable 1 bedroom cabin only 50 ft from beach#1
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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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 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.