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 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 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
$222 nightly
The price is $251
Oct 6 - Oct 7
Total with taxes and fees
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
$295 nightly
The price is $333
Sep 29 - Sep 30
Total with taxes and fees
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
$281 nightly
The price is $318
Sep 29 - Sep 30
Total with taxes and fees
Spacious 3BR Home with Pool Table & Patio Near Lake Erie
A white RV parked in a wooded area with a paved path leading to it.

4. 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.
$82 nightly
The price is $92
Sep 29 - Sep 30
Total with taxes and fees
Small camper in the country
A modern living room with a brick accent wall, a sofa, a bed, and a dining area.

5. 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.
$202 nightly
The price is $228
Sep 29 - Sep 30
Total with taxes and fees
Cozy Loft-Pet Friendly-Spacious
A modern kitchen with dark cabinetry, a central island, and a dining area with a chair and table.

6. 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.
$305 nightly
The price is $345
Sep 29 - Sep 30
Total with taxes and fees
Charming 2BR Cottage · Near Lake Lookout · Wine Tasting Included · Pet Friendly
A two-story house with a deck, a barbecue grill, and a sofa.

7. 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.
$245 nightly
The price is $277
Sep 30 - Oct 1
Total with taxes and fees
Lakefront w Dock-Pets OK-Amazing Views-Large Deck
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)
"Everything was clean and comfortable. The location was great! We enjoyed our stay."
United States
Leslie E.
$133 nightly
The price is $150
Sep 29 - Sep 30
Total with taxes and fees
Step back in time farm house
A spiral staircase with wooden steps and metal railings, leading to an upper level with a skylight.

9. 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, (63 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.
$305 nightly
The price is $345
Oct 4 - Oct 5
Total with taxes and fees
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
A bedroom with a bed, a desk, a chair, a ceiling fan, and a balcony with a view.

10. 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.
$212 nightly
The price is $236
Sep 30 - Oct 1
Total with taxes and fees
Premier St Elmo Unit w Large Balcony over Park
A modern kitchen with wooden cabinets, stainless steel appliances, and a granite countertop.

11. 3- Bedroom Apartment at an Award Winning Winery

3- Bedroom Apartment at an Award Winning Winery
Ripley
10.0 out of 10, Exceptional, (33 reviews)
"Great stay at Xinnis as usual! Everything we needed for our quick stay visiting family."
United States
Toni P.
$291 nightly
The price is $329
Sep 29 - Sep 30
Total with taxes and fees
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.

12. 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.
$252 nightly
The price is $285
Oct 4 - Oct 5
Total with taxes and fees
Chautauqua country home. Boat, snowmobile, fishing, wineries, family get away.
A single-story house with a front porch, a small garden, and a driveway.

13. 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.
$417 nightly
The price is $472
Oct 4 - Oct 5
Total with taxes and fees
20 Park-Walk to Everything CHQ-Pets OK-Free Bikes
A living room with a sofa, a coffee table, a television, and a bookshelf.

14. 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)
"Clean and comfortable property. Second time staying we enjoy our time here and the winery!"
United States
Heather S.
$279 nightly
The price is $315
Oct 5 - Oct 6
Total with taxes and fees
3 bedrooms Cape Cod at an award wining vineyard - Sparkling Ponds Winery
A canal with boats, surrounded by residential houses and greenery.

15. Cozy 2 Bedroom Canal Front Cottage With Private Dock

Cozy 2 Bedroom Canal Front Cottage With Private Dock
Ashville
9.6 out of 10, Exceptional, (59 reviews)
"It was perfect!"
United States
Justin K.
$219 nightly
The price is $247
Sep 29 - Sep 30
Total with taxes and fees
Cozy 2 Bedroom Canal Front Cottage With Private Dock
A campfire with four Adirondack chairs around it, set in a forested area with a picnic table in the background.

16. 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.
$287 nightly
The price is $317
Sep 29 - Sep 30
Total with taxes and fees
Quiet Escape, Peaceful Lake Glimpses
Rear hall with bathroom and bedroom entrance.

17. 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.
$191 nightly
The price is $216
Sep 29 - Sep 30
Total with taxes and fees
The Stable at Windmill Ridge Farm
A modern living room with a dining table, sofa, and staircase.

18. 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.
$176 nightly
The price is $199
Oct 21 - Oct 22
Total with taxes and fees
Lake Erie Retreat
A room with a foosball table, wooden flooring, and a ceiling fan.

19. 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
$420 nightly
The price is $475
Oct 19 - Oct 20
Total with taxes and fees
Modern Lux Tiny Cabins in Wooded Getaway w/Hot Tub
A house with a porch, a small garden with flowers, and a starry night sky.

20. 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.
$464 nightly
The price is $524
Oct 1 - Oct 2
Total with taxes and fees
Fall colors, cozy firepits, and perfect family gathering times await on 5 Acres.
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 had a wonderful stay. Room was excellent, clean and well maintained. Bed was comfortable."
Christine 2-night trip
Posted 1 hour ago
Chautauqua Harbor Hotel - Jamestown

Find out more about Westfield

Everything you need to know about Westfield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Westfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Westfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Westfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Westfield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Westfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $150 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Westfield rentals

At Expedia, we put the best Westfield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Westfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Westfield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Westfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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 Mazza Chautauqua Cellars Five & 20 Spirits and Brewing 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.