Photo by Matthew Jay

Search Vacation Homes in Portland

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Vacation Homes in Portland

Waterfront Chautauqua Lake Home w/ Stunning Views
Interior

Waterfront Chautauqua Lake Home w/ Stunning Views

10.0 out of 10, Exceptional, (16)
"We were very pleased with the accommodations and would love to stay again in the future"
Waterfront Chautauqua Lake Home w/ Stunning Views
Casa Andante - Lakefront Escape
Miscellaneous

Casa Andante - Lakefront Escape

10.0 out of 10, Exceptional, (57)
"Great place to stay for the wine weekend events. I can see the allure for summer activities too."
Casa Andante - Lakefront Escape
Quaint historic home in the heart of Bemus Point Village- a stroll to the water!
Terrace/patio

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

10.0 out of 10, Exceptional, (16)
"Enjoyed our stay. Everything was as advertised. "
Quaint historic home in the heart of Bemus Point Village- a stroll to the water!
"Nora's Nest" on the Outlet of Chautauqua Lake, also known as Chadakoin River
Interior

"Nora's Nest" on the Outlet of Chautauqua Lake, also known as Chadakoin River

10.0 out of 10, Exceptional, (39)
"It was close to everywhere we wanted to go, super clean and comfortable."
"Nora's Nest" on the Outlet of Chautauqua Lake, also known as Chadakoin River
Cozy stay on 10acres. Walk to the lake any season: Swim, Fish, Wine, Ski, Relax.
Outdoor dining

Cozy stay on 10acres. Walk to the lake any season: Swim, Fish, Wine, Ski, Relax.

2.0 star property
9.2 out of 10, Wonderful, (5)
"It was peaceful, exceptional comforts, lovely setting. We enjoyed it immensely!"
Cozy stay on 10acres. Walk to the lake any season: Swim, Fish, Wine, Ski, Relax.
Treat yourself - Enjoy spring and summer on the lake.
Terrace/patio

Treat yourself - Enjoy spring and summer on the lake.

10.0 out of 10, Exceptional, (59)
"Beautiful home with an amazing view! "
The price is SAR 844
SAR 1,629 total
includes taxes & fees
13 Jun - 14 Jun
Treat yourself - Enjoy spring and summer on the lake.
Secluded Chautauqua Lake House, private dock & beach, short stroll to town!
Marina

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

10.0 out of 10, Exceptional, (99)
"We had a great time at this property. The location was convenient and the views were beautiful. It was a perfect winter escape."
Secluded Chautauqua Lake House, private dock & beach, short stroll to town!
Charming Resort in the Heart of Bemus Village on CHQ Lake
Marina

Charming Resort in the Heart of Bemus Village on CHQ Lake

10.0 out of 10, Exceptional, (175)
"This property is very comfortable and roomy. It met our needs perfectly! I’d recommend it to anyone staying in Bemus!"
Charming Resort in the Heart of Bemus Village on CHQ Lake
4BR Lakeside Bliss| Kayak Adventure!
Property grounds

4BR Lakeside Bliss| Kayak Adventure!

9.4 out of 10, Exceptional, (12)
"We had a great stay with our family! Very cute cottage."
4BR Lakeside Bliss| Kayak Adventure!
Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard
Miscellaneous

Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard

9.6 out of 10, Exceptional, (82)
"Everything was as described. Nice spot!"
Creek Side Cottage with Lake Views, Lake Access, Dock and Secluded Yard
Lakehouse Vineyard on Lake Erie!
Exterior

Lakehouse Vineyard on Lake Erie!

9.0 out of 10, Wonderful, (27)
"Reminiscent of an old farmhouse. We enjoyed our stay. Would stay again."
Lakehouse Vineyard on Lake Erie!
Step back in time farm house
Fridge, microwave, oven, stovetop

Step back in time farm house

9.8 out of 10, Exceptional, (51)
"We wanted a place close to Peek n Peak and this was it! Great property! "
The price is SAR 233
SAR 517 total
includes taxes & fees
7 Jun - 8 Jun
Step back in time farm house
Relax on 5 Private Acres. Heated pool, amazing front porch. 4BDR/3BTH. PERFECT!
Outdoor pool, a heated pool

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

10.0 out of 10, Exceptional, (13)
"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! "
The price is SAR 807
SAR 1,522 total
includes taxes & fees
9 Jun - 10 Jun
Relax on 5 Private Acres. Heated pool, amazing front porch. 4BDR/3BTH. PERFECT!
Beachfront Retreat in Wine Country w/ Sunset View!
Miscellaneous

Beachfront Retreat in Wine Country w/ Sunset View!

2.0 star property
10.0 out of 10, Exceptional, (8)
"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 SAR 2,213
SAR 3,976 total
includes taxes & fees
17 Jun - 18 Jun
Beachfront Retreat in Wine Country w/ Sunset View!
The Refined Retreat
Smart TV, fireplace, books

The Refined Retreat

10.0 out of 10, Exceptional, (2)
"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 SAR 450
SAR 1,153 total
includes taxes & fees
8 Jun - 9 Jun
The Refined Retreat
Portage Ponds 5 BR/3 Bath close to CHQ, wine trail
Aerial view

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 SAR 1,213
SAR 2,606 total
includes taxes & fees
10 Jun - 11 Jun
Portage Ponds 5 BR/3 Bath close to CHQ, wine trail
Enjoy the beautiful views of Chautauqua Lake, home of the Chautauqua Belle!
TV, printers

Enjoy the beautiful views of Chautauqua Lake, home of the Chautauqua Belle!

2.0 star property
10.0 out of 10, Exceptional, (11)
"My family and I stayed here over July 4th and went to Camp Chautauqua and had a great time! The house was perfect for us!"
Enjoy the beautiful views of Chautauqua Lake, home of the Chautauqua Belle!
Welcome to our inviting all-season Lakefront Retreat near Lily Dale and Fredonia
3 bedrooms, free WiFi, bed sheets

Welcome to our inviting all-season Lakefront Retreat near Lily Dale and Fredonia

10.0 out of 10, Exceptional, (37)
"Loved the house. We really enjoyed our stay and the property was exactly as described. Look forward to coming back."
Welcome to our inviting all-season Lakefront Retreat near Lily Dale and Fredonia
Lakefront w Dock, Pet Friendly, Spacious Yard
Terrace/patio

Lakefront w Dock, Pet Friendly, Spacious Yard

2.0 star property
9.8 out of 10, Exceptional, (6)
"Great house and relaxing weekend with unbeatable location on the Lake! "
The price is SAR 709
SAR 1,182 total
includes taxes & fees
9 Jun - 10 Jun
Lakefront w Dock, Pet Friendly, Spacious Yard
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Property grounds

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

10.0 out of 10, Exceptional, (49)
"Good place to snowmobile from"
The price is SAR 525
SAR 1,149 total
includes taxes & fees
9 Jun - 10 Jun
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free