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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec

Top Holiday Rentals in Portland

The Weldon Hotel
Deluxe Suite, 1 King Bed | Living area | LCD TV, Netflix, streaming services, music library

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (81)
"Absolutely beautiful place to stay. "
The price is 9.332.807 ₫
12.152.834 ₫ total
includes taxes & fees
14 Oct - 15 Oct
The Weldon Hotel
The Cottages at Cabot Cove
Tranquility Cottage Queen Bed Garden View | Living area | 24-inch Smart TV with cable/satellite TV channels, TV, DVD player

The Cottages at Cabot Cove

3.5 star property
9.6 out of 10, Exceptional, (39)
"Amazing property. Wonderful staff, perfect cabins close to town. Breakfast delivered each morning was a treat!"
The price is 13.446.253 ₫
16.103.804 ₫ total
includes taxes & fees
29 Sept - 30 Sept
The Cottages at Cabot Cove
68 East Grand Ave
Luxury Condo | Private kitchen | Full-sized fridge, microwave, oven, stovetop

68 East Grand Ave

3.0 star property
8.6 out of 10, Excellent, (9)
"Property was very nice and close to the beach. Would stay there again. The front desk was extremely helpful as well. "
68 East Grand Ave
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 Portland Hotel Reviews

Inn at St John Portland In-Town

Inn at St John Portland In-Town

10/10 Excellent
"Hotel in great old Victorian house."
Stacia 1-night trip
Posted 1 day ago
Inn at St John Portland In-Town

Frequently asked questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals in Portland close to Bayside Bowl, or you can select a more secluded option if you're looking for a relaxing stay. Tourists who visit Portland speak highly of the bustling port and array of shops. The entertainment choices and great live music are some other things you might like to check out during your trip.

How many holiday rentals are there in Portland?

Choose from 82 Expedia holiday rentals in Portland for a memorable holiday.

What can I see and do in Portland?

Bayside Bowl and Portland Observatory are a couple of the family-friendly sights, whereas cultural attractions include Merrill Auditorium and Portland Museum of Art. While here, Fore Street Gallery and Casco Bay Lines Ferry Terminal are other places worth a visit.

What are holiday rentals like in Portland?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Portland. Holiday rentals provide amenities like kitchens and laundry facilities so you'll be comfy for your stay. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for small groups.