Portland Holiday Rentals: Short-Term Accommodations for Rent

Q: What are some of the best holiday rentals that Portland has to offer?

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

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Holiday Rentals in Portland

Relax by the fire pit in a serene outdoor space with a water view.

"Perfect cottage for a relaxing weekend! We stayed to be super close to Fredonia and it was perfect! The cottage had everything we needed of our girls night!"

HK$2,909 total

includes taxes & fees

20 Jul - 21 Jul

Compact kitchen area with a stove, microwave, and cabinets.

"The house is a hodgepodge of rooms very oddly added over years, I'm guessing. The only floor that didn't give when you stepped on it was the living room. Listing says they provide towels, therewere none. Listing says there's a bidet, there is not. We could hear every car that drove by. Trains every 30 minutes. Furnace kicked on repeatedly and is very loud. Steps into every other room of the house. Beds were like sleeping on cardboard. Sheets felt almost plastic. Neither of us were able to sleep....

HK$940 total

includes taxes & fees

20 Jul - 21 Jul

Relax in this spacious room with high ceilings, a central fan, and large windows offering views of the outdoors.

"Great property !! Very clean, safe, great location, all the extras available to use for a quick weekend away!!!"

HK$2,932 total

includes taxes & fees

29 Jul - 30 Jul

Enjoy cooking in this well-equipped kitchen with an oven, microwave, and toaster.

"We wanted a place close to Peek n Peak and this was it! Great property! "

HK$1,083 total

includes taxes & fees

29 Jul - 30 Jul

Charming single-story house surrounded by a serene lawn and trees.

"Enjoyed the stay. Convenient and close to bemus and lake. Nice neighborhood. Would definitely stay again!"

Sit and enjoy the view from this cozy porch with a comfortable Adirondack chair.

"Perfect little cabin in a great location. Good price and have no complaints. Thank you"

Relax in this serene outdoor seating area, complete with a pergola, dining table, and comfortable chairs.

"Cute cottage with a perfect view. Everything we needed was supplied. We could eat inside or outside. Plenty of space. Lived it. "

Enjoy a serene coastal view with a clear sea view, a small stream, and a beach lined with driftwood.

"We really enjoyed our stay at the cottage. It was super cute, clean and the location is amazing. We were very comfortable and just wish we could have spent more time hanging out there during our busy stay!"

Relax by the serene lake with a picnic table and enjoy the scenic views of the bridge and boats.

"We had a great time at this property. The location was convenient and the views were beautiful. It was a perfect winter escape."

Enjoy cooking in this well-lit kitchen with a large window, stainless steel appliances, and modern cabinetry.

"Myself and 5 others stayed at the cottage, it was very clean and cozy. Xinni was accommodating to our needs and answered very quickly. Would definitely stay there again!"

HK$2,612 total

includes taxes & fees

27 Jul - 28 Jul

Relax on the deck with a long sofa and two tables, surrounded by trees and a serene body of water.

"Great house and relaxing weekend with unbeatable location on the Lake! "

Cozy cabin-style interior with a central island, leather couch, and modern kitchen.

"This was a perfet location for a Lake Erie beach getaway. The cabin is beautiful and clean. The host was great and answered my questions promptly. "

Relax in a stylish living space with a flat-screen TV, fireplace, and comfortable seating area.

HK$2,607 total

includes taxes & fees

13 Aug - 14 Aug

Cozy cabin with a serene ocean view, featuring a well-lit interior and a rustic design.

"Beautiful location, adjacent to Lake Erie. Dog friendly is a plus! We’ll furnished and equipped."

Enjoy serene lake views from a dock surrounded by lush greenery.

"House was great no complaints "

Traditional stone building with a prominent tower and lush surroundings.

"Nice location close to the lake, a creek, eateries and town! Nice relaxing stay. "

Guests can enjoy a peaceful lakeside retreat with a porch and outdoor seating.

"We had a great time and enjoyed the surroundings."

Relax in a serene outdoor space surrounded by lush greenery and a tranquil body of water.

"The property is in a beautiful location above the lake. "

Relax in a serene bedroom with a bed, flat-screen TV, and large window.

"Had a great 2 night stay. Off season very quiet. "

Relax on the deck with two lounge chairs overlooking a serene body of water.

"loved this place ,plan to come back"

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Portland Hotel Reviews

Quality Inn

10/10 Excellent

"Room was clean. Need a few more breakfast choices that are more diabetic friendly. "

Treat yourself - Enjoy spring and summer on the lake.

10/10 Excellent

"House was as advertised. Kitchen was stocked with all the equipment you would need. Views from the deck are awesome. My family comes every year to North East, and this is one of the best houses we've stayed in. Thank you to Ethan and Melissa. "

BUTLER HOUSE at The Cherry Creek Inn

10/10 Excellent

"When I arrived at the Butler House, the owner (MK) informed me that it was actually closed for renovations. Expedia had been repeatedly informed of this but continued, nonetheless, to book reservations for guests! MK was very apologetic and offered me accommodation in the camper beside the house. It looked to be very comfortable and roomy, and had a relatively large fridge, so I accepted. Never regretted the decision. It was so quiet and cool in the evenings that I slept very soundly, and the location is totally pastoral and scenic. I thoroughly enjoyed my stay. "

Find out more about Portland

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:

View our selection of featured holiday rentals in Portland
Use the map to find apartments and other holiday homes in the Portland neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Portland while they last

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

Explore a world of travel with Expedia

All accommodation types in Portland

B&B in Portland

Frequently asked questions

Can I find a holiday rental in Portland?

Yes, there are holiday rentals close to the most popular sights in Portland, or you can select a more secluded option if you're looking for a relaxing stay.

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

Treat yourself - Enjoy spring and summer on the lake.: This holiday home rental outside of Portland is located on a lake, and has a balcony, a selection of games and a BBQ 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 wider area, you’ll find 21 Brix Winery and Lily Dale Spiritual Center.

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 feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a popular option for a family trip.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Portland Holiday Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Holiday Rentals in Portland

The Fisherman's Cottage - a Lakeside Loft in the Heart of Wine Country

Cozy 3-bedroom house in charming Westfield with WiFi and all the amenities

Treat yourself - Enjoy spring and summer on the lake.

Step back in time farm house

Bemus Point Vacation Rental

Cottage #7 - Lakefront Cozy Cottage with 1 bedroom in Charming Stow, NY

Bemus Chautauqua Lakefront Cottage - Low boat traffic bay- waterfront- new dock

Spectacular Lake Erie Sunsets with beach access

Secluded Chautauqua Lake House, private dock & beach, short stroll to town!

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

Lakefront w Dock, Pet Friendly, Spacious Yard

True Lake Beachfront, Stunning Sunsets, Beach glass hunting

The Refined Retreat

Beachfront Historical home 1Br/1Ba apt on Lake Erie w/ Balcony, WiFi, Streaming

Enjoy a 4-bedroom vacation home with 75 feet of lake frontage on Chautauqua Lake

Quiet weekend getaway - In the middle of Lake Erie Wine Country

Tiny House #1 - Lakefront, Spacious, & Modern "Tiny Home" with 2 bdrms & 1 bath

Chautauqua 2 BR Lakefront Apartment

Cottage #6 - Cute and airy 2 bedroom cottage right on Chautauqua Lake!

Cottage on Lake Erie with beach access .Local wineries

Top Portland Hotel Reviews

Quality Inn

Theater Motel

Chautauqua Harbor Hotel - Jamestown

Webb's Year Round Resort

Treat yourself - Enjoy spring and summer on the lake.

BUTLER HOUSE at The Cherry Creek Inn

Colonial Motel

Holiday Inn Express & Suites Jamestown by IHG

The White Inn

Find out more about Portland

Explore a world of travel with Expedia

Frequently asked questions