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

Westfield Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Westfield holiday 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 NZ$456
includes taxes & fees
20 Oct - 21 Oct
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 NZ$609
includes taxes & fees
21 Oct - 22 Oct
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 NZ$565
includes taxes & fees
4 Nov - 5 Nov
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 NZ$627
includes taxes & fees
19 Oct - 20 Oct
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 NZ$627
includes taxes & fees
18 Oct - 19 Oct
Cozy Lake-View Cottage for 4 · Wine Tasting Included · Pet Friendly
A bedroom with a bed, bedside lamps, a TV, and framed pictures on the wall.

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

West & Vine - Lake Erie Fishing & Wine Country
Ripley
The price is NZ$327
includes taxes & fees
11 Oct - 12 Oct
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 NZ$886
includes taxes & fees
2 Nov - 3 Nov
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 NZ$418
includes taxes & fees
8 Nov - 9 Nov
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 NZ$613
includes taxes & fees
10 Oct - 11 Oct
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 NZ$531
includes taxes & fees
14 Oct - 15 Oct
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 NZ$572
includes taxes & fees
20 Oct - 21 Oct
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 NZ$813
includes taxes & fees
14 Oct - 15 Oct
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 NZ$1,814
includes taxes & fees
21 Oct - 22 Oct
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, (19 reviews)
"Beautiful views of the lake and a nice little place to stay!"
United States
Kierstyn I.
The price is NZ$515
includes taxes & fees
13 Oct - 14 Oct
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 NZ$171
includes taxes & fees
11 Oct - 12 Oct
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 NZ$783
includes taxes & fees
14 Oct - 15 Oct
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 NZ$1,117
includes taxes & fees
13 Oct - 14 Oct
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 NZ$981
includes taxes & fees
14 Oct - 15 Oct
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 NZ$1,204
includes taxes & fees
9 Oct - 10 Oct
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 NZ$407
includes taxes & fees
3 Nov - 4 Nov
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Westfield Hotel Reviews

Hampton Inn & Suites Jamestown

Hampton Inn & Suites Jamestown

10/10 Excellent
"Great stay"
Jonathan 1-night trip
Posted 16 hours ago
Hampton Inn & Suites Jamestown

Find out more about Westfield

Everything you need to know about Westfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Westfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Westfield holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Westfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Westfield holiday rentals we have selected for you start as low as NZ$267 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Westfield rentals

At Expedia, we put the best Westfield holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in Westfield?

Yes, there are holiday rentals in Westfield close to Lake Shore Center for the Arts, or you can select a more secluded option if you're looking for a relaxing stay. Westfield is known for its wineries and coffee shops. Make sure you have time to check out the lake views and entertainment choices during your trip.

What are some of the best holiday rentals that Westfield has to offer?

Private Home: Lightkeeper's Refuge steps to beach, marina and boat slip: This highly rated holiday 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 that you can cook with friends or family. You can relax into your holiday with a private garden and a selection of games.

How many holiday rentals are there in Westfield?

Expedia has 14 holiday 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 holiday rental in Westfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Westfield. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for family trips.