Portland Holiday Rentals

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Check prices for these dates

Tonight
6 Jul - 7 Jul
Tomorrow
7 Jul - 8 Jul
Next weekend
11 Jul - 13 Jul
In two weeks
18 Jul - 20 Jul

Holiday Rentals in Portland

The Weldon Hotel
Private kitchen

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (64)
"We had a wonderful stay. The room was super clean, spacious, cool and comfortable. The self check in process was easy and although there is no front desk, the staff was very responsive."
The price is HK$2,672
HK$3,502 total
includes taxes & fees
21 Jul - 22 Jul
The Weldon Hotel
In-town no frills 2 bedroom apt
TV

In-town no frills 2 bedroom apt

6.0 out of 10, (2)
"The frills of the neighborhood carried into the apartment. Floors and bathrooms seemed clean. Dishes and Keurig filthy - broken window a/c on floor. Broken chairs. No tlc for the property. Neighborhood beyond the stated description- would not recommend . Best to say is that rental car made it out with all windows and tires. Very disappointed "
The price is HK$1,236
HK$1,843 total
includes taxes & fees
13 Jul - 14 Jul
In-town no frills 2 bedroom apt
Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.
1 bedroom, in-room safe, free WiFi, bed sheets

Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.

2.0 star property
10.0 out of 10, Exceptional, (1)
"The property was as described, clean, and in a quiet neighborhood. Conveniently located to many local attractions. Check in and check out process was smooth. Overall enjoyed my stay very much. "
Cozy and Quiet Beautiful Home One Bedroom Private Bathroom in Portland Maine.
Studio Unit Walkable Everywhere
1 bedroom, bed sheets

Studio Unit Walkable Everywhere

The price is HK$857
HK$1,421 total
includes taxes & fees
7 Jul - 8 Jul
Studio Unit Walkable Everywhere
Charming Studio apartment with WiFi, AC in welcoming Portland
Interior

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 HK$981
HK$1,814 total
includes taxes & fees
28 Jul - 29 Jul
Charming Studio apartment with WiFi, AC in welcoming Portland
Ocean view Victorian
Aerial view

Ocean view Victorian

9.8 out of 10, Exceptional, (90)
"Everything about the stay was fantastic. Great location and responsive host. "
Ocean view Victorian
Luxury on Back Cove - Three Gables
Property grounds

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (2)
"GoodLocation, very clean. Would stay again "
Luxury on Back Cove - Three Gables
Skyline 138: Charming West End Mansard Penthouse
Outdoor dining

Skyline 138: Charming West End Mansard Penthouse

9.0 out of 10, Wonderful, (14)
"Myself and a few friends stayed one night and the apartment was clean and comfortable and just what we needed."
The price is HK$2,018
HK$3,602 total
includes taxes & fees
7 Jul - 8 Jul
Skyline 138: Charming West End Mansard Penthouse
Private Entrance Residential Portland
Fridge, microwave, oven, stovetop

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 HK$948
HK$1,520 total
includes taxes & fees
10 Jul - 11 Jul
Private Entrance Residential Portland
Studio Apartment near downtown Walkable!
1 bedroom, WiFi, bed sheets

Studio Apartment near downtown Walkable!

6.0 out of 10, (1)
"The listing said "Studio Apartment," but it is really just a bedroom with a bath. A mini-fridge, coffeemaker and microwave oven do not make this a "Studio" in the sense that I understand that word (i.e., a one-room apartment with kitchen and bath). When I went back and looked at the photos in the listing, that should have been obvious to me, but I got hung up on the word "Studio."That said, it was a comfortable room, although the bathroom was stingy on towels (no face cloths, only one hand...
The price is HK$1,154
HK$1,760 total
includes taxes & fees
20 Jul - 21 Jul
Studio Apartment near downtown Walkable!
East end. Walk to food, beer and downtown fun.
TV

East end. Walk to food, beer and downtown fun.

9.8 out of 10, Exceptional, (23)
"Great spot in Portland. Close to dozens of food options, breweries, and sites. Clean, comfortable, and spacious."
The price is HK$2,345
HK$3,701 total
includes taxes & fees
6 Aug - 7 Aug
East end. Walk to food, beer and downtown fun.
City Amenities, Casco Bay Sunrises and Natural Beauty
Interior

City Amenities, Casco Bay Sunrises and Natural Beauty

9.8 out of 10, Exceptional, (109)
"Very comfortable, close to shopping and restaurants, clean, easily accessible"
The price is HK$2,225
HK$3,709 total
includes taxes & fees
13 Jul - 14 Jul
City Amenities, Casco Bay Sunrises and Natural Beauty
Luxurious Penthouse with Modern Design in Downtown
Fridge, microwave, oven, stovetop

Luxurious Penthouse with Modern Design in Downtown

9.8 out of 10, Exceptional, (11)
"Just as advertised, would definitely stay here again. Great location!"
Luxurious Penthouse with Modern Design in Downtown
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Exterior

Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo

10.0 out of 10, Exceptional, (14)
"We had a lovely weekend staying at this condo! It was clean, cozy, and the coffee bar was amazing! "
The price is HK$2,832
HK$5,089 total
includes taxes & fees
7 Jul - 8 Jul
Gem on Congress - King Bed, Free Parking, Dog & Family Friendly, Modern Condo
Sunny Modern Oasis in Portland’s Trendy East End
Fridge, microwave, oven, stovetop

Sunny Modern Oasis in Portland’s Trendy East End

10.0 out of 10, Exceptional, (49)
"We loved our stay in Munjoy Hill at Mark's VRBO property! It was super clean and modern and in a fantastic location. We were able to walk all over the city from here! Close to so many great restaurants. It was also super private--loved the little deck off the back and the changing leaves. Would definitely stay here again!"
Sunny Modern Oasis in Portland’s Trendy East End
Adorable Portland getaway on the Eastern Promenade
Interior

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (103)
"Perfect location. Wonderful accommodations"
The price is HK$1,476
HK$2,353 total
includes taxes & fees
13 Jul - 14 Jul
Adorable Portland getaway on the Eastern Promenade
Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist
Interior

Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist

10.0 out of 10, Exceptional, (45)
"This was a great property and even better host. We had a great time staying in downtown Portland. The apartment has great finishes. I will definitely plan to stay here again."
Private Rooftop Deck!/Artsy Apt/Old Port Arts Dist
Old Port Penthouse Suite - Amazing Harbor Views
Outdoor dining

Old Port Penthouse Suite - Amazing Harbor Views

10.0 out of 10, Exceptional, (227)
"Our whole family loved the views from the windows, porch and cupola! Great Portland location and having parking included was a huge bonus for us with a rental car. "
Old Port Penthouse Suite - Amazing Harbor Views
Elegant condo - walk to Portland's best restaurants & Old Port
Fridge, microwave, oven, stovetop

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. "
The price is HK$1,366
HK$3,535 total
includes taxes & fees
7 Jul - 8 Jul
Elegant condo - walk to Portland's best restaurants & Old Port
Convenient Portland home 3 miles from Downtown
Fridge, microwave, oven, stovetop

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."
Convenient Portland home 3 miles from Downtown
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 acclaimed theatre scene and great live music 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 1 Bedroom private bathroom Portland with WiFi, AC: This highly rated holiday home rental in Portland is located on the beach, and offers a fireplace, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware.

How many holiday rentals are there in Portland?

Choose from 143 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.