A large suspension bridge with a distinctive gothic arch design, spanning over a forested area.

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Portland vacation homes

A modern living room with a dining table, sofa, and staircase.

1. Lake Erie Retreat

Lake Erie Retreat
Dunkirk
10.0 out of 10, Exceptional, (4 reviews)
"Great little place. We loved our short stay."
United States
Julie P.
The price is CA $151
CA $284 total
includes taxes & fees
Oct 21 - Oct 22
Lake Erie Retreat
A two-story house with a deck, a barbecue grill, and a sofa.

2. Lakefront w Dock-Pets OK-Amazing Views-Large Deck

Lakefront w Dock-Pets OK-Amazing Views-Large Deck
Chautauqua Lake
9.8 out of 10, Exceptional, (19 reviews)
"Beautiful views of the lake and a nice little place to stay!"
United States
Kierstyn I.
The price is CA $187
CA $378 total
includes taxes & fees
Oct 19 - Oct 20
Lakefront w Dock-Pets OK-Amazing Views-Large Deck
A laundry room with a white washing machine and dryer, a white cabinet with drawers, and a floral-patterned wall.

3. Stay on Main: Stylish loft in heart of the village

Stay on Main: Stylish loft in heart of the village
Westfield
The price is CA $281
CA $350 total
includes taxes & fees
Oct 25 - Oct 26
Stay on Main: Stylish loft in heart of the village
A modern kitchen with wooden chairs, a dining table, and a black cabinet.

4. Cozy Colonial in Downtown Westfield, NY

Cozy Colonial in Downtown Westfield, NY
Westfield
10.0 out of 10, Exceptional, (31 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 CA $281
CA $500 total
includes taxes & fees
Oct 25 - Oct 26
Cozy Colonial in Downtown Westfield, NY
Room

5. Spacious 3BR Home with Pool Table & Patio Near Lake Erie

Spacious 3BR Home with Pool Table & Patio Near Lake Erie
Westfield
The price is CA $248
CA $454 total
includes taxes & fees
Nov 4 - Nov 5
Spacious 3BR Home with Pool Table & Patio Near Lake Erie
A living room with a stone fireplace, a television, and a dining area in the background.

6. Walk out the door, walk onto the beach!

Walk out the door, walk onto the beach!
Dunkirk
10.0 out of 10, Exceptional, (99 reviews)
"Beautiful property and super nice host!"
United States
Ashley F.
The price is CA $295
CA $473 total
includes taxes & fees
Oct 28 - Oct 29
Walk out the door, walk onto the beach!
Rear hall with bathroom and bedroom entrance.

7. The Stable at Windmill Ridge Farm

The Stable at Windmill Ridge Farm
Fredonia
9.6 out of 10, Exceptional, (18 reviews)
"Superb place "
Canada
Jonathan M.
The price is CA $163
CA $321 total
includes taxes & fees
Oct 20 - Oct 21
The Stable at Windmill Ridge Farm
A single-story house with a front porch, a small garden, and a driveway.

8. 20 Park-Walk to Everything CHQ-Pets OK-Free Bikes

20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
Chautauqua
10.0 out of 10, Exceptional, (8 reviews)
"Great property. Tiffany thought of everything. It was all so welcoming and new. Would definitely stay here again. "
United States
Jennifer L.
The price is CA $245
CA $592 total
includes taxes & fees
Oct 20 - Oct 21
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
A kitchen with a central island, bar stools, a hanging light fixture, and a painting on the wall.

9. Step back in time farm house

Step back in time farm house
findley lake
9.6 out of 10, Exceptional, (101 reviews)
"the host was flexible and accomadating. We had a excellent stay and are gratefull for the clean and tidy beds and breakfast eating area."
United States
yehuda! M.
The price is CA $103
CA $213 total
includes taxes & fees
Oct 19 - Oct 20
Step back in time farm house
Lakefront dining table with seating for 8 around the table

10. Casa Andante - Lakefront Escape

Casa Andante - Lakefront Escape
Mayville
10.0 out of 10, Exceptional, (69 reviews)
"Our family celebrated a beautiful weekend at Casa Adante. The property provided everything we needed, easy check in, serene lake views, proximity to cool places around the lake, and plenty of space. Thank you to the hosts for creating a cozy place where amazing memories were made! "
United States
Georgann F.
The price is CA $673
CA $1,418 total
includes taxes & fees
Oct 21 - Oct 22
Casa Andante - Lakefront Escape
A house with a porch, a small garden with flowers, and a starry night sky.

11. Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.

Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.
Mayville
10.0 out of 10, Exceptional, (41 reviews)
"The home was clean, host responded to requests promptly. This is our 2nd stay and on the list for next time "
United States
Joseph D.
The price is CA $351
CA $783 total
includes taxes & fees
Oct 19 - Oct 20
Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.
A modern living room with a fireplace, a flat-screen TV, a dining area with a table and chairs, and a kitchen with wooden cabinets and a refrigerator.

12. The Refined Retreat

The Refined Retreat
Celoron
9.8 out of 10, Exceptional, (27 reviews)
" wonderful place to stay "
United States
Christopher R.
The price is CA $177
CA $518 total
includes taxes & fees
Oct 19 - Oct 20
The Refined Retreat
A lakeside patio with outdoor seating, a dock, and boats.

13. Charming Resort in the Heart of Bemus Village on CHQ Lake

Charming Resort in the Heart of Bemus Village on CHQ Lake
Bemus Point
10.0 out of 10, Exceptional, (226 reviews)
The price is CA $307
CA $735 total
includes taxes & fees
Oct 17 - Oct 18
Charming Resort in the Heart of Bemus Village on CHQ Lake
A campfire with four Adirondack chairs around it, set in a forested area with a picnic table in the background.

14. Quiet Escape, Peaceful Lake Glimpses

Quiet Escape, Peaceful Lake Glimpses
Ashville
10.0 out of 10, Exceptional, (23 reviews)
"Clean and comfortable with everything we needed for our family of 3. Great location near the lake, several parks, family activities, and cute towns. Easy check in and check out. I would definitely stay here again - and stay longer!"
United States
Sheela J.
The price is CA $188
CA $499 total
includes taxes & fees
Oct 20 - Oct 21
Quiet Escape, Peaceful Lake Glimpses
An outdoor seating area with tables and chairs, overlooking a body of water with boats and a sunset in the background.

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

Renovated Home in Heart of Bemus Point, Large Yard-Fire Pit- 3-4 Bedrooms
Bemus Point
9.8 out of 10, Exceptional, (38 reviews)
"Perfect location in Bemus Point. Walking distance to everything! Highly recommend!"
United States
Chris S.
The price is CA $255
CA $789 total
includes taxes & fees
Oct 18 - Oct 19
Renovated Home in Heart of Bemus Point, Large Yard-Fire Pit- 3-4 Bedrooms
A landscaped garden with a pathway leading to a building with a green roof.

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

Quaint historic home in the heart of Bemus Point Village- a stroll to the water!
Bemus Point
10.0 out of 10, Exceptional, (43 reviews)
"Great place to stay!"
United States
RupczykNC U.
The price is CA $291
CA $696 total
includes taxes & fees
Nov 1 - Nov 2
Quaint historic home in the heart of Bemus Point Village- a stroll to the water!
A two-story house with a front porch, a well-maintained lawn, and a large flowering shrub.

17. Bemus-HOT TUB-Fire Pit-Pets OK-1 Block to Lake

Bemus-HOT TUB-Fire Pit-Pets OK-1 Block to Lake
Ellery
10.0 out of 10, Exceptional, (13 reviews)
"Love the property. Will definitely stay there again. "
United States
Melissa J.
The price is CA $334
CA $761 total
includes taxes & fees
Oct 20 - Oct 21
Bemus-HOT TUB-Fire Pit-Pets OK-1 Block to Lake
A patio area with outdoor furniture, a fire pit, and a barbecue grill.

18. Stunning Lakefront Cottage with Panoramic Lake Views & Unforgettable Sunsets

Stunning Lakefront Cottage with Panoramic Lake Views & Unforgettable Sunsets
Jamestown
The price is CA $358
CA $666 total
includes taxes & fees
Oct 17 - Oct 18
Stunning Lakefront Cottage with Panoramic Lake Views & Unforgettable Sunsets
A wooden deck with benches and a picnic table, a red building with a white door, and trees in the background.

19. Big Beach Fantastic Lakeview Private Lake and Beach Access Close to Wineries

Big Beach Fantastic Lakeview Private Lake and Beach Access Close to Wineries
North East
10.0 out of 10, Exceptional, (108 reviews)
"The view of Lake Erie was beautiful from the house. The house had everything my family needed and it was very clean. I also was happy to know it welcomed pets my dog really enjoyed exploring the grounds. My grandkids enjoyed making a fire every night and we appreciate the fire wood they left for us to use."
United States
Charles T.
The price is CA $489
CA $880 total
includes taxes & fees
Oct 21 - Oct 22
Big Beach Fantastic Lakeview Private Lake and Beach Access Close to Wineries
A covered outdoor seating area with two wooden Adirondack chairs, a table with a glass of wine, and a view of the ocean at sunset.

20. Fall on the Lake - 180 degree Views

Fall on the Lake - 180 degree Views
North East
10.0 out of 10, Exceptional, (10 reviews)
"House was an amazing place to stay everything was clean and we even got some fish."
United States
Cooper R.
The price is CA $543
CA $1,150 total
includes taxes & fees
Oct 19 - Oct 20
Fall on the Lake - 180 degree Views
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

Holiday Inn Express & Suites Jamestown by IHG

Holiday Inn Express & Suites Jamestown by IHG

10/10 Excellent
"The staff was excellent, the breakfast was terrific, and the coffee was out of this world!"
Kim 1-night trip
Posted 12 hours ago
Holiday Inn Express & Suites Jamestown by IHG

Find out more about Portland

Portland Vacation Homes information

Number of reviews
878
Accommodation
164 Vacation Homes
Lowest Price
CA $213
Highest Price
CA $1,418

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