A large suspension bridge with a distinctive gothic arch design, spanning over a forested area.

Portland Vacation Rentals

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Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sep - 6 Sep
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Portland vacation rentals

Interior

Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly

Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
Portland
10.0 out of 10, Exceptional, (58 reviews)
"The host was very accommodating and our stay was cozy, comfortable and very clean. We had a wonderful time. We would like to visit again and definitely recommend staying here! "
United States
Carrie H.
The price is AED 760
AED 1,341 total
includes taxes & fees
19 Jul - 20 Jul
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
Fridge, microwave, oven, stovetop

Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly

Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly
Portland
10.0 out of 10, Exceptional, (2 reviews)
"Cute cottage. Perfect location. Very clean and the process was very smooth."
United States
Julianne C.
The price is AED 760
AED 1,341 total
includes taxes & fees
14 Jul - 15 Jul
Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly
Property grounds

Beautiful Camper on a country road.

Beautiful Camper on a country road.
Dewittville
9.6 out of 10, Exceptional, (9 reviews)
"Nice place "
United States
Steve M.
The price is AED 311
AED 434 total
includes taxes & fees
8 Jul - 9 Jul
Beautiful Camper on a country road.
Property grounds

Comfortable Camper a few miles off thruway and area attractions. Fire ring wood

Comfortable Camper a few miles off thruway and area attractions. Fire ring wood
Forestville
8.0 out of 10, Very Good, (1 review)
The price is AED 220
AED 394 total
includes taxes & fees
24 Jul - 25 Jul
Comfortable Camper a few miles off thruway and area attractions. Fire ring wood
Fridge, microwave, oven, stovetop

Step back in time farm house

Step back in time farm house
findley lake
9.6 out of 10, Exceptional, (88 reviews)
"Bella and I enjoyed our stay. The place was perfect for us to unwind after long days at a dog trial in Erie.It was clean, quiet & comfortable.Lots of neat things to look at, too!!!"
United States
Kim L.
The price is AED 268
AED 552 total
includes taxes & fees
14 Jul - 15 Jul
Step back in time farm house
Smart TV, fireplace, books

The Refined Retreat

The Refined Retreat
Celoron
9.6 out of 10, Exceptional, (17 reviews)
"The name fits perfectly: well stocked kitchen, modern amenities and aesthetic, welcoming and comfortable space. A lovely place for a weekend getaway for a couple of lovebirds. "
United States
Michael B.
The price is AED 441
AED 1,162 total
includes taxes & fees
20 Jul - 21 Jul
The Refined Retreat
Sun loungers

Lake Erie Hosta Cabin

Lake Erie Hosta Cabin
Fredonia
9.0 out of 10, Wonderful, (2 reviews)
"Perfect for my needs. Great view of the night sky, very hospitable host, and right on Lake Erie. Couldn’t get much better than that. Kick myself in the a** for not bringing my telescope."
United States
Ronald
The price is AED 477
AED 1,017 total
includes taxes & fees
12 Jul - 13 Jul
Lake Erie Hosta Cabin
1 bedroom, desk, iron/ironing board, free WiFi

The Stable at Windmill Ridge Farm

The Stable at Windmill Ridge Farm
Fredonia
9.6 out of 10, Exceptional, (14 reviews)
"I enjoyed this little "house", Very clean!! "
United States
Marvin M.
The price is AED 390
AED 810 total
includes taxes & fees
8 Jul - 9 Jul
The Stable at Windmill Ridge Farm
Marina

Cozy 2 Bedroom Canal Front Cottage With Private Dock

Cozy 2 Bedroom Canal Front Cottage With Private Dock
Ashville
9.8 out of 10, Exceptional, (52 reviews)
"It was perfect!"
United States
Justin K.
The price is AED 533
AED 1,158 total
includes taxes & fees
12 Jul - 13 Jul
Cozy 2 Bedroom Canal Front Cottage With Private Dock
Sun loungers

Lake Erie Lily Cabin

Lake Erie Lily Cabin
Fredonia
The price is AED 477
AED 1,017 total
includes taxes & fees
8 Jul - 9 Jul
Lake Erie Lily Cabin
Smart TV, fireplace, DVD player, stereo

Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.

Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Dewittville
10.0 out of 10, Exceptional, (63 reviews)
"We enjoyed our time there."
United States
Wayne D.
The price is AED 588
AED 1,229 total
includes taxes & fees
8 Jul - 9 Jul
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Property grounds

Quiet Escape, Peaceful Lake Glimpses

Quiet Escape, Peaceful Lake Glimpses
Ashville
10.0 out of 10, Exceptional, (18 reviews)
"Beautiful view of the lake. Very nice little house and quiet. "
United States
Joelyn G.
The price is AED 678
AED 1,467 total
includes taxes & fees
20 Jul - 21 Jul
Quiet Escape, Peaceful Lake Glimpses
Fridge, microwave, oven, stovetop

Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!

Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!
Jamestown
9.8 out of 10, Exceptional, (12 reviews)
"Very clean, comfortable and quiet."
United States
Sue G.
The price is AED 643
AED 1,307 total
includes taxes & fees
14 Jul - 15 Jul
Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!
Smart TV

3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery

3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
Ripley
9.6 out of 10, Exceptional, (40 reviews)
"Host was very welcoming house was clean"
United States
Kevin S.
The price is AED 612
AED 1,222 total
includes taxes & fees
14 Jul - 15 Jul
3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
Dining

Lake Erie Retreat

Lake Erie Retreat
Dunkirk
10.0 out of 10, Exceptional, (1 review)
"I was impressed with the cleanseliness and the warm and inviting atmosphere."
United States
Amanda G.
The price is AED 453
AED 815 total
includes taxes & fees
27 Jul - 28 Jul
Lake Erie Retreat
Private kitchen

3- Bedroom Apartment at an Award Winning Winery

3- Bedroom Apartment at an Award Winning Winery
Ripley
10.0 out of 10, Exceptional, (27 reviews)
"Everything was perfect. The place was spotless. Would definitely recommend and will stay again."
United States
Seneca B.
The price is AED 628
AED 1,287 total
includes taxes & fees
14 Jul - 15 Jul
3- Bedroom Apartment at an Award Winning Winery
Fridge, microwave, oven, stovetop

Beautiful Wine Trail 2-BR Rental

Beautiful Wine Trail 2-BR Rental
Westfield
10.0 out of 10, Exceptional, (10 reviews)
"Very clean, very well appointed and the owners were very accommodating Easy parking and close to all the areas we wanted to go toI would stay there again"
United States
harry w.
The price is AED 606
AED 1,141 total
includes taxes & fees
18 Jul - 19 Jul
Beautiful Wine Trail 2-BR Rental
Smart TV, DVD player, books, video library

Walk out the door, walk onto the beach!

Walk out the door, walk onto the beach!
Dunkirk
10.0 out of 10, Exceptional, (88 reviews)
"We had a lovely one night stay. The house was as promised- we would stay again in a heartbeat. "
United States
Wendy L.
The price is AED 955
AED 1,473 total
includes taxes & fees
13 Jul - 14 Jul
Walk out the door, walk onto the beach!
Smart TV

Cozy Loft-Pet Friendly-Spacious

Cozy Loft-Pet Friendly-Spacious
Mayville
10.0 out of 10, Exceptional, (2 reviews)
"My wife and I had a wonderful stay at this beautiful Vrbo in Mayville, NY. From the moment we arrived, we felt right at home. The property was incredibly spacious, giving us plenty of room to relax and enjoy our getaway. Everything was clean, comfortable, and very welcoming.One of the things we appreciated most was how easy it was to communicate with the host. They were friendly, responsive, and made the entire process—from booking to check-out—simple and stress-free.If you're looking for a...
United States
Robert D.
The price is AED 825
AED 1,422 total
includes taxes & fees
4 Aug - 5 Aug
Cozy Loft-Pet Friendly-Spacious
Property grounds

Small camper in the country

Small camper in the country
Dewittville
9.8 out of 10, Exceptional, (19 reviews)
"Had a great time, unfortunately it rained the entire time we were there but the Rv was very clean and the host was amazing. We will definitely come visit again."
United States
Ashley M.
The price is AED 244
AED 359 total
includes taxes & fees
8 Jul - 9 Jul
Small camper in the country
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

Theater Motel

Theater Motel

8/10 Good
"Plain jane exterior but the room was large, very clean. Would stay there again."
Marge 1-night trip
Posted 16 hours ago
Theater Motel

Frequently asked questions

Can I find a vacation rental in Portland?

Yes, there are vacation rentals close to popular attractions in Portland, or you can select a more remote option if you want a relaxing place to stay.

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

Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard: This vacation home rental outside of Portland is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

What can I see and do in Portland?

While exploring the area, visit family-friendly sights like Chautauqua Belle Steamboat, or get outside and enjoy nature at Lake Erie. In the larger area, you’ll find 21 Brix Winery and Lake Erie State Park.

What are vacation rentals like in Portland?

Vacation rentals are private properties you can reserve for a couple days or more in Portland. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so your stay will be comfortable. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family trips.