Portland Vacation Rentals from ￥24,124: Search Short-Term Rentals

Q: 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.

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In two weeks

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Our top choices for Portland vacation rentals

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

Portland

Julianne C.

￥58,548 total

includes taxes & fees

Jun 22 - Jun 23

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

Portland

￥58,186 total

includes taxes & fees

Jul 8 - Jul 9

Small camper in the country

Dewittville

Ashley M.

￥16,314 total

includes taxes & fees

Jun 19 - Jun 20

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

Forestville

￥17,220 total

includes taxes & fees

Jun 22 - Jun 23

Cozy Colonial in Downtown Westfield, NY

Westfield

Ken

￥63,080 total

includes taxes & fees

Jun 24 - Jun 25

Dog Friendly 2 Bed Conveniently Located in the Village

Westfield

￥50,391 total

includes taxes & fees

Jun 19 - Jun 20

Cozy Loft-Pet Friendly-Spacious

Mayville

"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...

Robert D.

￥45,298 total

includes taxes & fees

Jun 21 - Jun 22

Lake Erie Hosta Cabin

Fredonia

Ronald

￥44,228 total

includes taxes & fees

Jun 22 - Jun 23

Quiet Escape, Peaceful Lake Glimpses

Ashville

Joelyn G.

￥56,646 total

includes taxes & fees

Jun 21 - Jun 22

Step back in time farm house

findley lake

Kim L.

￥24,124 total

includes taxes & fees

Jul 1 - Jul 2

1 bedroom, desk, iron/ironing board, free WiFi

The Stable at Windmill Ridge Farm

Fredonia

Jonathan M.

￥39,153 total

includes taxes & fees

Jun 30 - Jul 1

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

Dewittville

Wayne D.

￥49,303 total

includes taxes & fees

Jun 21 - Jun 22

Lake Erie Lily Cabin

Fredonia

￥44,228 total

includes taxes & fees

Jun 21 - Jun 22

The Refined Retreat

Celoron

Christopher R.

￥50,572 total

includes taxes & fees

Jun 29 - Jun 30

Premier St Elmo Unit w Large Balcony over Park

Chautauqua

Kristy C.

￥42,094 total

includes taxes & fees

Jun 21 - Jun 22

Smart TV, DVD player, books, video library

Walk out the door, walk onto the beach!

Dunkirk

Wendy L.

￥64,349 total

includes taxes & fees

Jun 29 - Jun 30

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

Jamestown

Sue G.

￥56,736 total

includes taxes & fees

Jul 1 - Jul 2

Cozy 2 Bedroom Canal Front Cottage With Private Dock

Ashville

Chris L.

￥46,643 total

includes taxes & fees

Jun 23 - Jun 24

Beautiful Wine Trail 2-BR Rental

Westfield

harry w.

￥49,123 total

includes taxes & fees

Jun 24 - Jun 25

3- Bedroom Apartment at an Award Winning Winery

Ripley

Seneca B.

￥56,010 total

includes taxes & fees

Jun 21 - Jun 22

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Top Portland Hotel Reviews

The White Inn

10/10 Excellent

"This is a very nice place!"

Theater Motel

10/10 Excellent

"This place was a great find! Cute little motel, clean and well kept. We're a family of five; the man working there was very helpful, put up a cot so we could all sleep in the same room instead of using two rooms. He had it all set up when we got there. It's a good location too, just outside of a cute little town center, very scenic. Would definitely stay again!"

Clarion Hotel Conference Center on Lake Erie

8/10 Good

"All is fine, except one should be forewarned that the swimming pool is not existant (demolished and filled with rubble). The brewery on premises is not functioning. Restaurant was not open on Sunday nor Monday. That meant having to either go outside or order delivery. Otherwise all was fine"

Treat yourself - Enjoy Spring and summer on the lake.

10/10 Excellent

"Perfect house for our vacation.The view of the lake from the deck and master bedroom was perfection! The house has everything you need. The decor was very nice and in keeping with the Lake Erie theme. The neighborhood was very quiet when we were there in early June. Great location, not too far to Erie and in the middle of the wine region. We also took a ride to Jamestown NY. The only thing we wished we had was a hot tub on the deck!! But we did appreciate the lounge chairs!"

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

10/10 Excellent

"The cottage was so lovely. Julie thought of everything from the dog bowls and dog bed, to the kitchen, everything you need to make a meal or bake a tasty treat - all you need are the ingredients. The cottage is homey and welcoming. Due to weather our plans didn’t work out, luckily the cottage was so cozy that it just turned into a couple of days or rest and relaxation. If we are in the area again we will be booking the Fisherman’s Cottage."

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.

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Treat yourself

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Check prices for these dates

Our top choices for Portland vacation rentals

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

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

Small camper in the country

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

Cozy Colonial in Downtown Westfield, NY

Dog Friendly 2 Bed Conveniently Located in the Village

Cozy Loft-Pet Friendly-Spacious

Lake Erie Hosta Cabin

Quiet Escape, Peaceful Lake Glimpses

Step back in time farm house

The Stable at Windmill Ridge Farm

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

Lake Erie Lily Cabin

The Refined Retreat

Premier St Elmo Unit w Large Balcony over Park

Walk out the door, walk onto the beach!

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

Cozy 2 Bedroom Canal Front Cottage With Private Dock

Beautiful Wine Trail 2-BR Rental

3- Bedroom Apartment at an Award Winning Winery

Find vacation rentals that suit your style

Top Portland Hotel Reviews

The White Inn

Athenaeum Hotel

Chautauqua Harbor Hotel - Jamestown

Hideaway Bay Resort

Theater Motel

Clarion Hotel Conference Center on Lake Erie

Treat yourself - Enjoy Spring and summer on the lake.

Best Western Dunkirk & Fredonia Inn

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

Find out more about Portland

Frequently asked questions

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