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 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Portland vacation homes

A living room with a stone fireplace, a television, and a dining area in the background.

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

Walk out the door, walk onto the beach!
Dunkirk
10.0 out of 10, Exceptional, (96 reviews)
"Beautiful property and super nice host!"
United States
Ashley F.
The price is CA $292
CA $466 total
includes taxes & fees
Oct 6 - Oct 7
Walk out the door, walk onto the beach!
A modern kitchen with wooden chairs, a dining table, and a black cabinet.

2. 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 $496 total
includes taxes & fees
Oct 8 - Oct 9
Cozy Colonial in Downtown Westfield, NY
Rear hall with bathroom and bedroom entrance.

3. 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 $178
CA $346 total
includes taxes & fees
Oct 6 - Oct 7
The Stable at Windmill Ridge Farm
A modern living room with a dining table, sofa, and staircase.

4. Lake Erie Retreat

Lake Erie Retreat
Dunkirk
10.0 out of 10, Exceptional, (3 reviews)
"Excellent communication with the host. Great location and very clean!"
United States
Christina F.
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.

5. 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, (18 reviews)
"Beautiful views of the lake and a nice little place to stay!"
United States
Kierstyn I.
The price is CA $219
CA $417 total
includes taxes & fees
Oct 7 - Oct 8
Lakefront w Dock-Pets OK-Amazing Views-Large Deck
Room

6. 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 $251
CA $455 total
includes taxes & fees
Oct 6 - Oct 7
Spacious 3BR Home with Pool Table & Patio Near Lake Erie
A spacious living area with a dining table, a sofa, and a kitchen with wooden cabinets and a built-in island.

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

Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
Dewittville
9.8 out of 10, Exceptional, (73 reviews)
"A very pleasant stay here. It was peaceful and so nice to sit on the back deck!"
United States
Mary Anne J.
The price is CA $187
CA $420 total
includes taxes & fees
Oct 7 - Oct 8
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
A kitchen with white cabinets, a granite countertop, and a ceiling light fixture.

8. Step back in time farm house

Step back in time farm house
findley lake
9.6 out of 10, Exceptional, (100 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 $104
CA $214 total
includes taxes & fees
Oct 5 - Oct 6
Step back in time farm house
A campfire with four Adirondack chairs around it, set in a forested area with a picnic table in the background.

9. Quiet Escape, Peaceful Lake Glimpses

Quiet Escape, Peaceful Lake Glimpses
Ashville
10.0 out of 10, Exceptional, (23 reviews)
"It absolutely was serenity!! it was quiet and the view was absolutely beautiful, 10 and 10 would absolutely stay here again!!! the host was wonderful to work with as well!"
United States
Denise P.
Quiet Escape, Peaceful Lake Glimpses
A single-story house with a front porch, a small garden, and a driveway.

10. 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 $311
CA $678 total
includes taxes & fees
Oct 6 - Oct 7
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
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, (40 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 $352
CA $781 total
includes taxes & fees
Oct 4 - Oct 5
Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.
A lakeside patio with outdoor seating, a dock, and boats.

12. 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, (224 reviews)
"A beautiful hotel in a great location."
United States
Elizabeth N.
The price is CA $307
CA $731 total
includes taxes & fees
Oct 7 - Oct 8
Charming Resort in the Heart of Bemus Village on CHQ Lake
An outdoor seating area with tables and chairs, overlooking a body of water with boats and a sunset in the background.

13. 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, (37 reviews)
"Bet nice house. Lots of room to spread out plus a nice bonus room upstairs. "
United States
John W.
The price is CA $255
CA $783 total
includes taxes & fees
Oct 4 - Oct 5
Renovated Home in Heart of Bemus Point, Large Yard-Fire Pit- 3-4 Bedrooms
A modern kitchen with white cabinets, stainless steel appliances, and a window providing natural light.

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

Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!
Jamestown
9.8 out of 10, Exceptional, (14 reviews)
"Great communication with the host and a good location that was quiet and relaxing."
United States
Nathan R.
The price is CA $249
CA $507 total
includes taxes & fees
Oct 16 - Oct 17
Family & pet friendly home with yard - 5 minutes from Chautauqua Lake!
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.

15. 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 7 - Oct 8
The Refined Retreat
Lakefront dining table with seating for 8 around the table

16. 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 $738
CA $1,483 total
includes taxes & fees
Oct 4 - Oct 5
Casa Andante - Lakefront Escape
A modern kitchen with a central island, pendant lighting, and a view into the dining area.

17. Modern Farmhouse | Firepit | Stocked Trout Stream | 2 Suites

Modern Farmhouse | Firepit | Stocked Trout Stream | 2 Suites
Ashville
10.0 out of 10, Exceptional, (2 reviews)
"This was a beautiful house!! Very clean and had everything we needed and more! The hosts were very helpful and communicated very quickly! I highly recommend staying in this house!"
United States
Janson D.
The price is CA $389
CA $1,081 total
includes taxes & fees
Oct 13 - Oct 14
Modern Farmhouse | Firepit | Stocked Trout Stream | 2 Suites
A two-story house with a front porch, a well-maintained lawn, and a large flowering shrub.

18. 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, (12 reviews)
"Love the property. Will definitely stay there again. "
United States
Melissa J.
The price is CA $413
CA $859 total
includes taxes & fees
Oct 4 - Oct 5
Bemus-HOT TUB-Fire Pit-Pets OK-1 Block to Lake
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)
"Our stay was perfect! The Owner was super communicative and very helpful. The house was beautiful and very clean. They even offered a later checkout due to heavy fog and concerns about road conditions. We plan on booking again."
United States
Margie B.
The price is CA $506
CA $909 total
includes taxes & fees
Oct 4 - Oct 5
Big Beach Fantastic Lakeview Private Lake and Beach Access Close to Wineries
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

Athenaeum Hotel

Athenaeum Hotel

10/10 Excellent
"We stayed here for parents weekend at Fredonia. It is about 30-40 minutes from campus. The hotel is stunning. It maintains its 1800s elegance. The entire property is gorgeous. However, it’s the staff that makes your stay truly special. Every member is so kind and helpful. The continental breakfast has a delicious assortment of pastries and yogurt. The full bar is beautiful and it was so nice to enjoy a glass of wine on the patio. I highly recommend this property."
Jennifer 1-night trip
Posted 1 day ago
Athenaeum Hotel

Find out more about Portland

Portland Vacation Homes information

Number of reviews
903
Accommodation
164 Vacation Homes
Lowest Price
CA $214
Highest Price
CA $1,483

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