A rocky beach with waves, a large boulder, and a cliff with vegetation.

Westfield Vacation Rentals

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Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for Westfield vacation rentals

A modern kitchen with white cabinets, stainless steel appliances, a black countertop, and a wooden floor.

1. Beautiful Wine Trail 2-BR Rental

Beautiful Wine Trail 2-BR Rental
Westfield
9.8 out of 10, Exceptional, (17 reviews)
"You have the whole house so it is nice and quiet. I stayed here twice this summer and it was very convenient and relaxing. AC works well and the bed is comfortable."
United States
Chihiro
The price is ￥20,528
￥41,397 total
includes taxes & fees
Nov 2 - Nov 3
Beautiful Wine Trail 2-BR Rental
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 ￥31,254
￥55,651 total
includes taxes & fees
Oct 7 - Oct 8
Cozy Colonial in Downtown Westfield, NY
Room

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

Spacious 3BR Home with Pool Table & Patio Near Lake Erie
Westfield
The price is ￥27,939
￥50,835 total
includes taxes & fees
Oct 7 - Oct 8
Spacious 3BR Home with Pool Table & Patio Near Lake Erie
A modern kitchen with dark cabinetry, a central island, and a dining area with a chair and table.

4. Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly

Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly
Portland
9.6 out of 10, Exceptional, (7 reviews)
"Cute cottage. Perfect location. Very clean and the process was very smooth."
United States
Julianne C.
The price is ￥32,675
￥57,614 total
includes taxes & fees
Oct 7 - Oct 8
Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly
A spiral staircase with wooden steps and metal railings, leading to an upper level with a skylight.

5. Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly

Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
Portland
10.0 out of 10, Exceptional, (64 reviews)
"Peaceful, great location and beautiful interior/decor. Wished we could have stayed longer. Nice proximity to local vineyards and local towns. Our pups also appreciated standing on the overlook and peering out to ever changing Lake Erie."
United States
amy k.
The price is ￥32,675
￥57,614 total
includes taxes & fees
Oct 11 - Oct 12
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
A single-story house with a green roof, a garage, and a well-maintained lawn.

6. West & Vine - Lake Erie Fishing & Wine Country

West & Vine - Lake Erie Fishing & Wine Country
Ripley
The price is ￥15,027
￥29,251 total
includes taxes & fees
Oct 19 - Oct 20
West & Vine - Lake Erie Fishing & Wine Country
A forest with a fire pit surrounded by Adirondack chairs.

7. Modern Lux Tiny Cabins in Wooded Getaway w/Hot Tub

Modern Lux Tiny Cabins in Wooded Getaway w/Hot Tub
Portland
10.0 out of 10, Exceptional, (1 review)
"Beautiful setting near Lake Erie and hiking trails. Fun design, great for families/small groups. Bring your own drinking water though if you mind sulfer."
United States
Laura
The price is ￥34,727
￥79,375 total
includes taxes & fees
Nov 2 - Nov 3
Modern Lux Tiny Cabins in Wooded Getaway w/Hot Tub
A modern living room with a brick accent wall, a sofa, a bed, and a dining area.

8. Cozy Loft-Pet Friendly-Spacious

Cozy Loft-Pet Friendly-Spacious
Mayville
10.0 out of 10, Exceptional, (4 reviews)
"Great stay. Clean loft and pet friendly.Host was easy to"
United States
Angela W.
The price is ￥17,410
￥37,695 total
includes taxes & fees
Nov 5 - Nov 6
Cozy Loft-Pet Friendly-Spacious
A modern kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.

9. 3- Bedroom Apartment at an Award Winning Winery

3- Bedroom Apartment at an Award Winning Winery
Ripley
10.0 out of 10, Exceptional, (34 reviews)
"Great stay at Xinnis as usual! Everything we needed for our quick stay visiting family."
United States
Toni P.
The price is ￥26,992
￥55,295 total
includes taxes & fees
Oct 11 - Oct 12
3- Bedroom Apartment at an Award Winning Winery
A spacious living area with a dining table, a sofa, and a kitchen with wooden cabinets and a built-in island.

10. 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 ￥20,844
￥45,502 total
includes taxes & fees
Oct 7 - Oct 8
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
A living room with a sofa, a coffee table, a television, and a bookshelf.

11. 3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery

3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
Ripley
9.6 out of 10, Exceptional, (48 reviews)
"The house was very comfortable and had everything we needed for our stay. Xinni was quick to respond and was an excellent host. Highly recommend if you are looking for accommodations in the area."
United States
Christine R.
The price is ￥26,282
￥52,353 total
includes taxes & fees
Oct 12 - Oct 13
3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
A single-story house with a front porch, a small garden, and a driveway.

12. 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 ￥33,264
￥73,620 total
includes taxes & fees
Oct 7 - Oct 8
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
Lakefront dining table with seating for 8 around the table

13. 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 ￥89,943
￥177,264 total
includes taxes & fees
Oct 7 - Oct 8
Casa Andante - Lakefront Escape
A two-story house with a deck, a barbecue grill, and a sofa.

14. 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 ￥21,637
￥42,829 total
includes taxes & fees
Oct 7 - Oct 8
Lakefront w Dock-Pets OK-Amazing Views-Large Deck
A white RV parked in a wooded area with a paved path leading to it.

15. Small camper in the country

Small camper in the country
Dewittville
9.8 out of 10, Exceptional, (21 reviews)
"Had a great time, unfortunately it rained the entire time we were there but the Rv was very clean and the host was amazing. We will definitely come visit again."
United States
Ashley M.
The price is ￥10,260
￥15,161 total
includes taxes & fees
Oct 7 - Oct 8
Small camper in the country
A modern kitchen with stainless steel appliances, a microwave, and a sink with a faucet.

16. Cozy 2-bedroom condo in beautiful Chautauqua Institution

Cozy 2-bedroom condo in beautiful Chautauqua Institution
Chautauqua
The price is ￥51,301
￥71,348 total
includes taxes & fees
Oct 7 - Oct 8
Cozy 2-bedroom condo in beautiful Chautauqua Institution
A wooden deck with benches and a picnic table, a red building with a white door, and trees in the background.

17. 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 ￥54,432
￥99,098 total
includes taxes & fees
Oct 7 - Oct 8
Big Beach Fantastic Lakeview Private Lake and Beach Access Close to Wineries
A house with a porch, a small garden with flowers, and a starry night sky.

18. 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 ￥39,509
￥87,828 total
includes taxes & fees
Oct 12 - Oct 13
Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.
A kitchen with wooden cabinets, a dining table, and a ceiling fan.

19. The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!

The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!
Chautauqua
The price is ￥31,570
￥111,586 total
includes taxes & fees
Oct 7 - Oct 8
The Arlington GB: Charming Centrally Located Condo in Chautauqua Institution!
A bedroom with a bed, a desk, a chair, a ceiling fan, and a balcony with a view.

20. Premier St Elmo Unit w Large Balcony over Park

Premier St Elmo Unit w Large Balcony over Park
Chautauqua
10.0 out of 10, Exceptional, (1 review)
"This unit was perfect and just as described in the listing. The owners were very good with communication and helping us be prepared for our trip."
United States
Kristy C.
The price is ￥17,012
￥36,298 total
includes taxes & fees
Oct 7 - Oct 8
Premier St Elmo Unit w Large Balcony over Park
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 Westfield Hotel Reviews

Chautauqua Harbor Hotel - Jamestown

Chautauqua Harbor Hotel - Jamestown

10/10 Excellent
"We stay here 4 or more times a year. Comfortable, clean, very professional staff. Great bartender, everyone was well served. Restaurant was busy, so we enjoyed the bar ordering a delicious dinner. Try the Pork chop. Very tasty. Will be back again."
Linda 1-night trip
Posted 1 hour ago
Chautauqua Harbor Hotel - Jamestown

Find out more about Westfield

Search for holiday rentals in Westfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Westfield using one of the methods below:

  • View our selection of featured holiday rentals in Westfield
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Look no further and take a look at our great range of rental properties in Westfield!

Frequently asked questions

Are there vacation rentals in Westfield?

Yes, we give you a choice of vacation rentals in Westfield close to Lake Shore Center for the Arts, or you can select a more remote option if you want a relaxing stay. Westfield is known for its wineries and coffeehouses. Make sure you have time to check out the lake views and entertainment choices during your trip.

What's the top vacation rental that Westfield has to offer?

Private Home: Lightkeeper's Refuge steps to beach, marina and boat slip: This highly rated vacation home rental in Westfield is located on a lake and has a fireplace, a balcony, and air-conditioning to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a private yard and a selection of games.

How many vacation rentals are there in Westfield?

Expedia has 14 vacation rentals for your stay in Westfield.

What’s there to see and do in Westfield?

Cultural attractions include McClurg Museum, whereas Lake Erie is a spot to enjoy nature. Johnson Estate Winery and Noble Winery are other places to visit while you're in town.

What’s a vacation rental in Westfield like?

Vacation rentals are privately owned properties you can book for a few weeks or just a few days in Westfield. Vacation rentals feature extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.