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Check prices for these dates

In two weeks
5 Sep - 7 Sep
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov
In four months
12 Dec - 14 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, (73)
"Absolutely beautiful place to stay. "
The price is ฿8,677
฿11,889 total
includes taxes & fees
1 Sept - 2 Sept
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, (36)
"Beautiful, charming and staff was excellent "
The price is ฿15,523
฿18,664 total
includes taxes & fees
26 Aug - 27 Aug
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
8.0 out of 10, Very good, (7)
"Great location. "
68 East Grand Ave
Little Miss Cottages
Property grounds

Little Miss Cottages

2.5 star property
8.4 out of 10, Very good, (87)
"Cute and tidy cottage, easy walk to beautiful beach."
Little Miss Cottages
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

Embassy Suites by Hilton Portland Maine

Embassy Suites by Hilton Portland Maine

10/10 Excellent
"It was an amazing stay! We decided to bring our pup along with us and were very happy they were pet-friendly. The staff were very kind and curious. The breakfast in the morning was delicious and even had a made to order omelet station! Later in the day they hosted a happy hour that included discounted drinks at the bar and even snacks. The gym was easily one of the best I’ve ever utilized at a hotel. I would certainly stay again! "
Nicholas 4-night trip
Posted 3 hours ago
Embassy Suites by Hilton Portland Maine

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 great live music and fascinating museums are some other things you might like to check out during your trip.

How many holiday rentals are there in Portland?

Choose from 123 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.