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Holiday Rentals in Portland

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Holiday Rentals in Portland

The Joy Of Life - Where it's all about You!

10.0 out of 10, Exceptional, (45)
"Stayed here for fishing trip. Nice place and Charlene is very helpful."
The price is €212
includes taxes & fees
10 Jul - 11 Jul
The Joy Of Life - Where it's all about You!

Heaven Sent - including you!

9.8 out of 10, Exceptional, (10)
"This was a lovely, clean property in a very quiet area. The outdoor area was beautiful and inside we had everything we needed for a great weekend visit. I’d recommend this property to anyone looking for a comfortable place to stay."
The price is €206
includes taxes & fees
20 Jul - 21 Jul
Heaven Sent - including you!

The Refined Retreat

10.0 out of 10, Exceptional, (3)
"Cozy. beautiful home next to the lake on a quiet street. The host has thought of everything. Lots of extras! Host is very responsive and helpful. Will definitely book again."
The price is €273
includes taxes & fees
14 Jul - 15 Jul
The Refined Retreat

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

9.6 out of 10, Exceptional, (8)
"Great communication with the host and a good location that was quiet and relaxing."
The price is €310
includes taxes & fees
9 Jul - 10 Jul
Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!

The Stable at Windmill Ridge Farm

9.4 out of 10, Exceptional, (13)
"Superb place "
The price is €205
includes taxes & fees
4 Aug - 5 Aug
The Stable at Windmill Ridge Farm

Beautiful wildlife sanctuary on goose creek with kayaks!

9.6 out of 10, Exceptional, (53)
"We loved our stay and our dogs enjoyed it too!!"
Beautiful wildlife sanctuary on goose creek with kayaks!

Charming Resort in the Heart of Bemus Village on CHQ Lake

10.0 out of 10, Exceptional, (178)
"The Resort on Main was a great location for our group of five friends to get together and play games for a weekend!"
The price is €665
includes taxes & fees
22 Jul - 23 Jul
Charming Resort in the Heart of Bemus Village on CHQ Lake

Quaint historic home in the heart of Bemus Point Village- a stroll to the water!

10.0 out of 10, Exceptional, (18)
"Enjoyed our stay. Everything was as advertised. "
The price is €562
includes taxes & fees
3 Aug - 4 Aug
Quaint historic home in the heart of Bemus Point Village- a stroll to the water!

Renovated Home in Heart of Bemus Point, Large Yard-Fire Pit- 3-4 Bedrooms

9.8 out of 10, Exceptional, (23)
"Had another great stay this year. Lori was a great host. House was clean and a great location! Looking forward to our next visit!"
The price is €557
includes taxes & fees
9 Jul - 10 Jul
Renovated Home in Heart of Bemus Point, Large Yard-Fire Pit- 3-4 Bedrooms

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

10.0 out of 10, Exceptional, (51)
"Good place to snowmobile from"
The price is €253
includes taxes & fees
15 Jul - 16 Jul
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.

LAKE VIEW. TWO MASTER BEDROOMS. PARKING. LOCATION!

The price is €450
includes taxes & fees
31 Jul - 1 Aug
LAKE VIEW. TWO MASTER BEDROOMS. PARKING. LOCATION!

Unique residence close to Chautauqua Institution.

10.0 out of 10, Exceptional, (2)
"This was one of my favorite Vrbo stays – truly unique and convenient, and incredibly spacious! I would absolutely stay there again. "
The price is €444
includes taxes & fees
20 Jul - 21 Jul
Unique residence close to Chautauqua Institution.

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

2.0 out of 10, (2)
"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....
The price is €106
includes taxes & fees
9 Jul - 10 Jul
Cozy 3-bedroom house in charming Westfield with WiFi and all the amenities

Portage Ponds 5 BR/3 Bath close to CHQ, wine trail

10.0 out of 10, Exceptional, (12)
"Exceptional property! Communication was instant. One of the best properties I have ever stayed at. Had everything you could want in a stay. Property was spotless and breath taking! "
The price is €802
includes taxes & fees
16 Jul - 17 Jul
Portage Ponds 5 BR/3 Bath close to CHQ, wine trail

Relax on 5 Private Acres. Heated pool, amazing front porch. 4BDR/3BTH. PERFECT!

9.8 out of 10, Exceptional, (18)
"Our stay was amazing from start to finish. Property was absolutely stunning, family friendly, very clean, cozy, and well equipped. Patti and Rich have thought of every little detail to make this house a home and to make you feel welcome we will definitely be coming back over the summer and to ski next winter! "
Relax on 5 Private Acres. Heated pool, amazing front porch. 4BDR/3BTH. PERFECT!

Cozy Colonial in Downtown Westfield, NY

10.0 out of 10, Exceptional, (16)
"The location is great! So convenient to get anywhere. Spotless and decorated so nice!"
The price is €342
includes taxes & fees
25 Jul - 26 Jul
Cozy Colonial in Downtown Westfield, NY

Step back in time farm house

9.6 out of 10, Exceptional, (54)
"We wanted a place close to Peek n Peak and this was it! Great property! "
The price is €121
includes taxes & fees
10 Jul - 11 Jul
Step back in time farm house

Spacious 5 BR Home w/ Hot Tub in Wine Country on Lake Erie

9.6 out of 10, Exceptional, (16)
"We had all the aunties, uncle's and cousins for a few days of skiing. Great house, located close to Peekn Peak"
The price is €617
includes taxes & fees
14 Jul - 15 Jul
Spacious 5 BR Home w/ Hot Tub in Wine Country on Lake Erie

Waterfront Home with Classic Game Arcade

2.0 star property
10.0 out of 10, Exceptional, (4)
"The house was just perfect, well appointed, clean and simply beautiful! The yard and gazebo were lovely and the view is magnificent. We would absolutely stay here again!"
The price is €642
includes taxes & fees
4 Aug - 5 Aug
Waterfront Home with Classic Game Arcade

Beachfront Retreat in Wine Country w/ Sunset View!

2.0 star property
10.0 out of 10, Exceptional, (9)
"Great place to stay. Plenty of games for the kids to use.Very well stock with supply's like soap paper products ect. Great serenity."
The price is €954
includes taxes & fees
30 Jul - 31 Jul
Beachfront Retreat in Wine Country w/ Sunset View!
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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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?

Step back in time farm house: This holiday home rental outside of Portland has air conditioning and laundry facilities to help you feel perfectly comfortable 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.