Holiday Rentals in Portland

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Holiday Rentals in Portland

The Weldon Hotel

4.5 star property
9.8 out of 10, Exceptional, (68)
"Absolutely beautiful place to stay. "
The price is €425
includes taxes & fees
14 Aug - 15 Aug
The Weldon Hotel

Cozy and Quiet Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

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 Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.

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 €158
includes taxes & fees
5 Aug - 6 Aug
Private Entrance Residential Portland

Studio Unit Walkable Everywhere

The price is €185
includes taxes & fees
6 Aug - 7 Aug
Studio Unit Walkable Everywhere

Adorable Portland getaway on the Eastern Promenade

9.8 out of 10, Exceptional, (107)
"Unit was very clean"
The price is €275
includes taxes & fees
1 Sept - 2 Sept
Adorable Portland getaway on the Eastern Promenade

Walkable near downtown 1 Bedroom

The price is €179
includes taxes & fees
11 Aug - 12 Aug
Walkable near downtown 1 Bedroom

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

10.0 out of 10, Exceptional, (47)
"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

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 €169
includes taxes & fees
5 Aug - 6 Aug
Studio Apartment near downtown Walkable!

Knock on Wood | Airy Charm in Heart of Downtown

9.2 out of 10, Wonderful, (18)
"This apartment is so well situated to walk to parks, restaurants and shopping. It’s a very large space and quite comfortable. "
The price is €471
includes taxes & fees
3 Sept - 4 Sept
Knock on Wood | Airy Charm in Heart of Downtown

Island View House BnB Self Check-In # 4 / Free Off-Street Parking

10.0 out of 10, Exceptional, (8)
"This was the perfect spot to stay for me and my husband! We were able to walk everywhere we wanted while avoiding staying in the more touristy areas. We felt like locals and we would definitely stay here again! "
The price is €408
includes taxes & fees
5 Aug - 6 Aug
Island View House BnB Self Check-In # 4 / Free Off-Street Parking

Beautiful, single story ranch. Next to city park with ocean view!

9.0 out of 10, Wonderful, (12)
"Great vacation rental!"
Beautiful, single story ranch. Next to city park with ocean view!

Luxury on Back Cove - Three Gables

10.0 out of 10, Exceptional, (2)
"GoodLocation, very clean. Would stay again "
The price is €496
includes taxes & fees
26 Aug - 27 Aug
Luxury on Back Cove - Three Gables

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 €384
includes taxes & fees
17 Aug - 18 Aug
Elegant condo - walk to Portland's best restaurants & Old Port

Spacious Historic Home | 7BR West End for Groups

10.0 out of 10, Exceptional, (5)
"Seven of us stayed at this beautiful home in a perfect location by the Western Promenade. Everyone had a comfortable bed, bathrooms and showers were plentiful, and the kitchen was perfectly appointed. Both cars we had fit into the garage (an added luxury). The beds were very comfortable and had soft sheets and fluffy towels. We loved every minute of our stay and made great use of the family room. Can't thank our hosts enough...very easy to work with and I would certainly rent from them again...
Spacious Historic Home | 7BR West End for Groups

Ocean view Victorian

9.8 out of 10, Exceptional, (92)
"Everything about the stay was fantastic. Great location and responsive host. "
Ocean view Victorian

Stunning and Spacious 6 BR Waterfront House with Hot Tub

10.0 out of 10, Exceptional, (59)
"Very clean, lots of room for gathering. Perfect location on a quiet street with great views of the lake. Plenty of towels, bedding, water, etc. Would come back!"
The price is €1,292
includes taxes & fees
11 Aug - 12 Aug
Stunning and Spacious 6 BR Waterfront House with Hot Tub

In-town no frills 2 bedroom apt

8.0 out of 10, Very good, (6)
The price is €177
includes taxes & fees
10 Aug - 11 Aug
In-town no frills 2 bedroom apt

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

9.8 out of 10, Exceptional, (26)
"Great spot in Portland. Close to dozens of food options, breweries, and sites. Clean, comfortable, and spacious."
The price is €297
includes taxes & fees
26 Aug - 27 Aug
East end. Walk to food, beer and downtown fun.

Back yard paradise

9.8 out of 10, Exceptional, (20)
"We had a wonderful weekend with family at this nicely appointed space that is close to downtown Portland. We all enjoyed swimming in the pool and hanging out on the deck."
Back yard paradise

Skyline 138: Charming West End Mansard Penthouse

9.2 out of 10, Wonderful, (19)
"Myself and a few friends stayed one night and the apartment was clean and comfortable and just what we needed."
The price is €679
includes taxes & fees
14 Aug - 15 Aug
Skyline 138: Charming West End Mansard Penthouse
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

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 Home One Bedroom Private Bathroom in Portland Maine. NOT KITCHEN.: 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 145 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.