Portland Holiday Rentals

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Holiday Rentals in Portland

Charming Studio apartment with WiFi, AC in welcoming Portland

10.0 out of 10, Exceptional, (2)
"This was a great stay through and through. Excellent condition, very responsive before and during the stay, and a great location. 10/10 will recommend to anyone staying in Portland! "
The price is NZ$389
includes taxes & fees
28 July - 29 July
Charming Studio apartment with WiFi, AC in welcoming Portland

Private Entrance Residential Portland

8.0 out of 10, Very good, (1)
"Great location for seeing the Portland Head Lighthouse. Comfortable bed."
The price is NZ$280
includes taxes & fees
21 July - 22 July
Private Entrance Residential Portland

Studio Unit Walkable Everywhere

The price is NZ$345
includes taxes & fees
22 July - 23 July
Studio Unit Walkable Everywhere

Willard Beach–Private Apt Near Portland & Parks

10.0 out of 10, Exceptional, (1)
"Cozy and clean place with a quick walk to the beach in beautiful neighborhood!"
The price is NZ$646
includes taxes & fees
11 Aug - 12 Aug
Willard Beach–Private Apt Near Portland & Parks

Sauna & fire table near Portland's Back Cove

10.0 out of 10, Exceptional, (2)
"Great location, clean property"
Sauna & fire table near Portland's Back Cove

Walkable near downtown 1 Bedroom

Walkable near downtown 1 Bedroom

Beautiful, Spacious Home, minutes to the Old Port!

10.0 out of 10, Exceptional, (3)
"We stayed for night with couples and friends. We had an amazing time and the place was so clean and exactly as described. "
Beautiful, Spacious Home, minutes to the Old Port!

1200 sq ft ♦ West End Townhouse ♦ Perfect Location

8.6 out of 10, Excellent, (56)
"Quiet neighborhood. Nice place"
1200 sq ft ♦ West End Townhouse ♦ Perfect Location

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (2)
"GoodLocation, very clean. Would stay again "
The price is NZ$1,113
includes taxes & fees
4 Aug - 5 Aug
Luxury on Back Cove - Three Gables

Charming 3-bedroom house with WiFi, AC in serene South Portland

Charming 3-bedroom house with WiFi, AC in serene South Portland

Modern & Sunny House Steps from the Promenade. Private Parking!

10.0 out of 10, Exceptional, (29)
"This properly was perfectly suited for my wife and I, it is exactly as it is described. We were comfortable and enjoyed every minute at this property. We had to reschedule our flight which required us staying an extra night, Jennifer so graciously allowed us to stay another night. We would definitely stay here again if we ever return to Portland."
Modern & Sunny House Steps from the Promenade. Private Parking!

Mint Ocean Promenade Condo, Steps to Old Port

The price is NZ$883
includes taxes & fees
30 July - 31 July
Mint Ocean Promenade Condo, Steps to Old Port

The Globe House on Munjoy Hill - Walk to Breweries

10.0 out of 10, Exceptional, (78)
"Perfect location to take advantage of all the foodie places!! Place was clean and hosts were wonderful. "
The Globe House on Munjoy Hill - Walk to Breweries

Elegant condo - walk to Portland's best restaurants & Old Port

9.4 out of 10, Exceptional, (62)
"Right off a Main Street with tons of food and drink options. Loved the area, felt safe and fun. Close to walking trails as well. Inside decor was nice. "
Elegant condo - walk to Portland's best restaurants & Old Port

Convenient Portland home 3 miles from Downtown

10.0 out of 10, Exceptional, (26)
"The home was in a great neighborhood and the place was very clean. My family and I enjoyed staying here."
The price is NZ$1,334
includes taxes & fees
7 Aug - 8 Aug
Convenient Portland home 3 miles from Downtown

Huge Historic Downtown Townhome

9.8 out of 10, Exceptional, (7)
"From California, I put together a 21st birthday weekend in Portland for my daughter and five of her friends from Bates College. Tim, the manager, was communicative, helpful, and always available. The townhome is adorable, and the location is fantastic."
Huge Historic Downtown Townhome

Spacious Historic Home | 7BR West End for Groups

10.0 out of 10, Exceptional, (3)
"Perfect accommodation for extended family to get together for a long weekend. House was comfortable and well-appointed with plenty of space, beds, towels etc. Air conditioning worked perfectly when needed."
The price is NZ$3,301
includes taxes & fees
20 July - 21 July
Spacious Historic Home | 7BR West End for Groups

Spacious Portland Home + Parking

The price is NZ$1,432
includes taxes & fees
30 July - 31 July
Spacious Portland Home + Parking

Historic Elegance in the Heart of Portland

10.0 out of 10, Exceptional, (1)
"Our son got married in Portland and our large family came to celebrate and participate. The location of this property is superb. It’s funky in the best way. The house was built in 1800! We thoroughly enjoyed our stay. Thank you!"
Historic Elegance in the Heart of 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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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 acclaimed theatre scene are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Portland has to offer?

Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.: This highly rated holiday home rental in Portland is located on the beach, and offers a fireplace, air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and an electric kettle.

How many holiday rentals are there in Portland?

Choose from 144 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, Casco Bay Lines Ferry Terminal and Cross Insurance Arena 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.