Portland Vacation Rentals

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Vacation Rentals in Portland

Exterior
Rent a room in the gorgeous Holt House
8.4 out of 10, Very Good, (19)
"It was a great trip up to Portland and the property met our needs."
Rent a room in the gorgeous Holt House
Private kitchen | Fridge, microwave, oven, stovetop
Elegant condo - walk to Portland's best restaurants & Old Port
9.4 out of 10, Exceptional, (45)
"The kitchen was very well equipped. Living room was so cozy with the fire. Bed was super comfortable. The unit has really tall ceilings and is cozy. Only issue was the dog upstairs. They kept barking and whining."
The price is ￥31,712
per night
Jun 3 - Jun 4
Elegant condo - walk to Portland's best restaurants & Old Port
2 bedrooms, cribs/infant beds, internet, bed sheets
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
7.0 out of 10, Good, (6)
"This home was clean, bright and comfortable. Great location, no issues. Would definitely stay here again."
Inviting apartment with full kitchen, porch, convenient location, & fast WiFi
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Fridge, microwave, oven, stovetop
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
8.8 out of 10, Excellent, (20)
"Clean and easy to access, nice property for a short stay. Easy communication."
The price is ￥25,275
per night
Jun 1 - Jun 2
Spacious and Contemporary Condo in the Heart of Portland - Close to Beach
Private kitchen | Fridge, microwave, oven, stovetop
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
9.4 out of 10, Exceptional, (23)
"This property was perfect for our group of 10 girls!!! It was much bigger than I was even anticipating, beautiful home and very clean. *Very* safe and nice neighborhood, which was incredibly important for us girls. The hot tub was the best part and the fireplace was great too. No complaints with our stay at all, though I wish it was a walking distance to downtown. It was about a 10 minute car ride so we ubered for our stay which worked out pretty good and was still cheap! The host lives upstairs...
Spacious & Sunny 4 Bedroom Close to Downtown, hot tub
Fridge, microwave, oven, stovetop
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
10.0 out of 10, Exceptional, (52)
"Artfully decorated and located walking distance to restaurants and parks. This was the perfect place for me and friends to visit around the table, watch a hockey game on TV, walk to restaurants, heat up take out, and was close to site seeing museums and light houses. The host was quickly available for suggestions. Check in and out was simple."
The price is ￥58,714
per night
Jun 27 - Jun 28
The Globe House on Munjoy Hill - Amazing Sunsets - Walk to Breweries
Interior
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
8.8 out of 10, Excellent, (48)
"This was a great old townhouse. Great parking and very clean. Easy walk to attractions and a charming neighborhood bar just around the corner. "
The price is ￥17,740
per night
May 28 - May 29
1200 sq ft ♦ West End Townhouse ♦ Perfect Location
Property grounds
Glorious getaway on Portland's Eastern Promenade.
10.0 out of 10, Exceptional, (124)
"We really enjoyed our stay. We loved being able to walk to the Eastern Promenade. The beds, including the sofa bed were very comfortable. Very cute and cozy There are stairs to enter the building for anyone with mobility issues. If you are unfamiliar with older buildings, the radiators do make some noise while heating in the winter."
The price is ￥27,787
per night
May 28 - May 29
Glorious getaway on Portland's Eastern Promenade.
View from property
Adorable Portland getaway on the Eastern Promenade
9.8 out of 10, Exceptional, (76)
"This is a lovely little apartment, and we were very comfortable. I agree with the owner’s statement about the steps being steep; there is no landing at the top of these steps. We brought smaller bags, and that helped! I wouldn’t attempt this with a baby or a toddler. Everybody else: enjoy!"
The price is ￥38,777
per night
Jun 9 - Jun 10
Adorable Portland getaway on the Eastern Promenade
Comfort Duplex, 3 Bedrooms | Private kitchen | Fridge, microwave, oven, dishwasher
2 duplex
3.0 star property
The price is ￥39,561
per night
May 28 - May 29
2 duplex
On the beach
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (75)
"Great little condo. Right on the beach! Balcony is wonderful, as is the view from the master. Second bedroom is definitely a “kids” room with the two bunk beds. Garage was great for a car, would not fit the height of a truck"
Gorgeous ocean-front home with stunning beach views
Beach nearby
Little Miss Cottages
2.5 star property
8.2 out of 10, Very Good, (68)
"Perfect place for a family to stay for a fair price if you want to stay a few nights and tour around the rest of Maine. Beach was wonderful! "
Little Miss Cottages
Beach
Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
7.4 out of 10, Good, (25)
"The unit has a really nice view of downtown and the pier. Cool view of the ferris wheel lit up at night. At first glance, the unit is nicely decorated. However, it needs to be refreshed - there are chunks missing out of the walls, things falling apart, ongoing water damage next to the tub. Maintenance from the building came by on the first morning of the stay to check on the kitchen sink because there was a massive leak happening to the unit below. Overall, it seemed as if no one has been...
Third-Floor Coastal Condo W/ Modern Updates, High-Speed WiFi & Perfect Location
Beach/ocean view
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (174)
"Even with a snow/ice storm, the beach doesn’t disappoint! Beautiful sunrises, sunsets, and waves crashing. The condo was warm and cozy and I was very happy to be able to watch the Bruins on tv. Already planned my next visit!"
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
Property grounds
100 feet from the ocean 3 bedroom cottage 420 friendly
9.2 out of 10, Wonderful, (13)
"The property was great and a very convenient location to the beach, shops, and pier. They have everything you could possibly need except food and clothing! Very clean, TVs and ACs in every room. The only challenge as others mentioned is parking. It is a tight fit and if your tires are on the sidewalk you can be ticketed. On our second to last day we were approached by the parking patrol and told this. He was super nice and said he wouldn't ticket us but another may. I said we were leaving the...
100 feet from the ocean 3 bedroom cottage 420 friendly
Exterior
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.4 out of 10, Exceptional, (17)
"The cottage was clean and accurately described. It was perfect for our needs and we are already looking forward to staying there again in the future."
The price is ￥28,258
per night
Jun 4 - Jun 5
Large 2BD cottage 10 min to Pier & Beach Pets ok
Aerial view
Everybody's favorite Maine beach location
9.2 out of 10, Wonderful, (12)
"The property was updated and very clean. The pillows were not very good, but the bed was great! The location was not where we anticipated. It was very easy checking in and out."
Everybody's favorite Maine beach location
Beach nearby
2 min walk to the beach. Pet friendly condo
9.0 out of 10, Wonderful, (22)
"Great place to stay"
The price is ￥20,409
per night
Jun 3 - Jun 4
2 min walk to the beach. Pet friendly condo
Property grounds
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
8.2 out of 10, Very Good, (32)
"I rated this property a 4 and not lower because of its location. It is front-facing to the ocean, and that is always a gem in my book. Sleeping to the sound of the waves is amazing. The property management (Vacasa) was flawless in their communication and the housekeeping staff did a great job cleaning what they were responsible for cleaning. BUT....... this unit is in dire need of some deep cleaning and at a minimum some TLC in painting and in fixing what doesn't work (i.e., windows, toilet...
Amazing beachside condo w/private balcony/free WiFi/full kitchen - near Portland
Fridge, microwave, oven, stovetop
Historic Seaward Cottage Located Mins of Dock Square
10.0 out of 10, Exceptional, (3)
"Thank you so much for sharing your beautiful home with us. We enjoyed celebrating our sisters 70th birthday here! Awesome accomodations. Easy and safe 10 minute walk to downtown stores and restaurants! Private backyard with gas firepit . Communication and check in flawless. Owners awesome to deal with. We 8 sisters will be back!"
Historic Seaward Cottage Located Mins of Dock Square
Don't see what you're looking for?
See all available properties in 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.

Other types of properties in Portland you may be interested in

Honeymoon Suite, 1 King Bed | Premium bedding, desk, blackout drapes, iron/ironing board
Portland Harbor Hotel
4.0 star property
9.0 out of 10, Wonderful, (1199)
"The hotel was very comfortable and the staff was friendly and helpful."
The price is ￥40,660
per night
May 29 - May 30
Portland Harbor Hotel
Lobby
Clarion Hotel Portland
2.5 star property
7.6 out of 10, Good, (1004)
"Stayed here two nights and it worked well. It was close enough to Uber to things if we wanted to. We didn't spend a lot of time at the hotel but it was a nice enough place to sleep at night"
The price is ￥18,548
per night
Jun 16 - Jun 17
Clarion Hotel Portland
Bar (on property)
Canopy by Hilton Portland Waterfront
4.0 star property
9.4 out of 10, Exceptional, (650)
"Great hotel in a good location along the waterfront. The rooms were lovely, and the rooftop bar is great. "
The price is ￥40,032
per night
May 28 - May 29
Canopy by Hilton Portland Waterfront
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.

Search for holiday rentals in Portland on Expedia! You can easily find your home rentals, villas, holiday apartments in Portland using one of the methods below:

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Look no further and take a look at our great range of rental properties in Portland!

Frequently asked questions

Can I find a vacation rental in Portland?

Yes, we give you a choice of vacation rentals in Portland close to Bayside Bowl, or you can choose a more remote option if you're looking for extra privacy while you relax. Tourists who visit Portland speak highly of the bustling port and array of shops. The great live music and acclaimed theater scene are some other things you might like to check out during your trip.

What are some of the best vacation rentals in Portland?

Rent a room in the gorgeous Holt House: Visitors like this Portland vacation home rental. It has air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker. Our travelers also rate Elegant condo - walk to Portland's best restaurants & Old Port as a favorite home for rent in Portland.

How many vacation rentals are there in Portland?

Choose from 120 Expedia vacation rentals in Portland for a memorable vacation.

What can I see and do in Portland?

Bayside Bowl and Portland Observatory are a couple of family-friendly sights, whereas cultural attractions include Merrill Auditorium and Wadsworth-Longfellow House. While here, Casco Bay Lines Ferry Terminal and Cross Insurance Arena are other places worth a visit.

What are vacation rentals like in Portland?

Vacation rentals are privately owned properties you can reserve for several days or more in Portland. Vacation rentals feature extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.

Recent reviews of Portland properties
Expedia verified reviews

Hyatt Place Portland-Old Port

Hyatt Place Portland-Old Port

5/5 Excellent
"Alex was wonderful at check-in!"
A verified traveler from Ashland stayed at Hyatt Place Portland-Old Port
Posted 4 hours ago
Hyatt Place Portland-Old Port