St. johns bridge in Portland

Portland Vacation Rentals

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Our top choices for Portland vacation rentals

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 ¥33,205
¥58,548 total
includes taxes & fees
Jun 22 - Jun 23
Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly

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, (57 reviews)
The price is ¥33,205
¥58,186 total
includes taxes & fees
Jul 8 - Jul 9
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly

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 ¥11,229
¥16,314 total
includes taxes & fees
Jun 19 - Jun 20
Small camper in the country

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 ¥9,625
¥17,220 total
includes taxes & fees
Jun 22 - Jun 23
Comfortable Camper a few miles off thruway and area attractions. Fire ring wood

Cozy Colonial in Downtown Westfield, NY

Cozy Colonial in Downtown Westfield, NY
Westfield
10.0 out of 10, Exceptional, (27 reviews)
"Great clean place in a good part of town so we were able to walk to the bars and restaurants in a few minutes. Will for sure book this same place next year when we are up on fishing trip and wine arounds."
United States
Ken
The price is ¥36,734
¥63,080 total
includes taxes & fees
Jun 24 - Jun 25
Cozy Colonial in Downtown Westfield, NY

Dog Friendly 2 Bed Conveniently Located in the Village

Dog Friendly 2 Bed Conveniently Located in the Village
Westfield
The price is ¥28,874
¥50,391 total
includes taxes & fees
Jun 19 - Jun 20
Dog Friendly 2 Bed Conveniently Located in the Village

Cozy Loft-Pet Friendly-Spacious

Cozy Loft-Pet Friendly-Spacious
Mayville
10.0 out of 10, Exceptional, (1 review)
"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 ¥23,243
¥45,298 total
includes taxes & fees
Jun 21 - Jun 22
Cozy Loft-Pet Friendly-Spacious

Lake Erie Hosta Cabin

Lake Erie Hosta Cabin
Fredonia
10.0 out of 10, Exceptional, (1 review)
"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 ¥20,853
¥44,228 total
includes taxes & fees
Jun 22 - Jun 23
Lake Erie Hosta Cabin

Quiet Escape, Peaceful Lake Glimpses

Quiet Escape, Peaceful Lake Glimpses
Ashville
10.0 out of 10, Exceptional, (17 reviews)
"Beautiful view of the lake. Very nice little house and quiet. "
United States
Joelyn G.
The price is ¥23,821
¥56,646 total
includes taxes & fees
Jun 21 - Jun 22
Quiet Escape, Peaceful Lake Glimpses

Step back in time farm house

Step back in time farm house
findley lake
9.8 out of 10, Exceptional, (85 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 ¥11,710
¥24,124 total
includes taxes & fees
Jul 1 - Jul 2
Step back in time farm house

The Stable at Windmill Ridge Farm

The Stable at Windmill Ridge Farm
Fredonia
9.6 out of 10, Exceptional, (14 reviews)
"Superb place "
Canada
Jonathan M.
The price is ¥20,051
¥39,153 total
includes taxes & fees
Jun 30 - Jul 1
The Stable at Windmill Ridge Farm

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 ¥22,457
¥49,303 total
includes taxes & fees
Jun 21 - Jun 22
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.

Lake Erie Lily Cabin

Lake Erie Lily Cabin
Fredonia
The price is ¥20,853
¥44,228 total
includes taxes & fees
Jun 21 - Jun 22
Lake Erie Lily Cabin

The Refined Retreat

The Refined Retreat
Celoron
9.6 out of 10, Exceptional, (16 reviews)
" wonderful place to stay "
United States
Christopher R.
The price is ¥19,249
¥50,572 total
includes taxes & fees
Jun 29 - Jun 30
The Refined Retreat

Premier St Elmo Unit w Large Balcony over Park

Premier St Elmo Unit w Large Balcony over Park
Chautauqua
10.0 out of 10, Exceptional, (1 review)
"This unit was perfect and just as described in the listing. The owners were very good with communication and helping us be prepared for our trip."
United States
Kristy C.
The price is ¥22,064
¥42,094 total
includes taxes & fees
Jun 21 - Jun 22
Premier St Elmo Unit w Large Balcony over Park

Walk out the door, walk onto the beach!

Walk out the door, walk onto the beach!
Dunkirk
10.0 out of 10, Exceptional, (85 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 ¥41,707
¥64,349 total
includes taxes & fees
Jun 29 - Jun 30
Walk out the door, walk onto the beach!

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 ¥28,072
¥56,736 total
includes taxes & fees
Jul 1 - Jul 2
Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!

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)
"Enjoyed our stay close to all we the areas we were looking to explore"
United States
Chris L.
The price is ¥20,076
¥46,643 total
includes taxes & fees
Jun 23 - Jun 24
Cozy 2 Bedroom Canal Front Cottage With Private Dock

Beautiful Wine Trail 2-BR Rental

Beautiful Wine Trail 2-BR Rental
Westfield
10.0 out of 10, Exceptional, (9 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 ¥26,468
¥49,123 total
includes taxes & fees
Jun 24 - Jun 25
Beautiful Wine Trail 2-BR Rental

3- Bedroom Apartment at an Award Winning Winery

3- Bedroom Apartment at an Award Winning Winery
Ripley
10.0 out of 10, Exceptional, (25 reviews)
"Everything was perfect. The place was spotless. Would definitely recommend and will stay again."
United States
Seneca B.
The price is ¥27,430
¥56,010 total
includes taxes & fees
Jun 21 - Jun 22
3- Bedroom Apartment at an Award Winning Winery
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

Find out more about Portland

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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?

Treat yourself - Enjoy Spring and summer on the lake.: This vacation home rental outside of Portland is located on a lake and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.