Holiday rentals in Westfield

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Top-rated holiday rentals in Westfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A charming cottage is nestled amid lush trees, featuring a welcoming porch with several outdoor chairs. A landscaped yard leads to a well-defined pathway, guiding visitors to the entrance. Natural surroundings enhance the peaceful ambiance of this secluded property.
Guest house in Westfield
5 out of 5 average rating, 120 reviews

Beachfront on Lake Erie * Driftwood Cottage

Come visit us at Steelhead Run offering panoramic views of the sunsets on Lake Erie. You will find this two bedroom cottage to be quite comfortable offering all the utility of a larger home. We also have a one bedroom cottage next door for rent. When you arrive you will find yourself nestled between Lake Erie and Chautauqua Creek on 7 forested acres. Both features can be accessed in less than a 200 foot walk from the cottage. On the beach you can spend time hunting for beach glass and driftwood.

Top guest favourite
The countryside home is illuminated against a night sky filled with stars, reflecting in the calm pond below. Warm light glows from the windows, surrounded by lush trees and peaceful natural surroundings.
Cabin in Westfield
4.97 out of 5 average rating, 101 reviews

Portage Ponds HOT TUB near Lake Erie-CHQ-Wineries

Escape into nature at our cozy, countryside home with amazing pond, woods and vineyard views. We're conveniently located between Chautauqua Lake & Lake Erie and close to the wine trail. -Less than 10 min to Barcelona harbor (Lake Erie) -Less than 10 min to CHQ Lake boat launch at Lakeside Park -10 min from Chautauqua Institution -5 min to quaint restaurants & shops in the Village of Westfield -Plenty of room for parking, including trailers -Hot tub -Space for everyone in your group! -Pets ok

Guest favourite
An open floor plan features a queen bed with light bedding, complemented by a cozy couch and armchair. Large windows allow natural light to brighten the space, while wooden beams add character to the ceiling. A small coffee table and decorative plants enhance the inviting atmosphere.
Cottage in Portland
4.96 out of 5 average rating, 139 reviews

Lake-View Cottage for 4 · Wine Tasting Included

Welcome to Fisherman’s Cottage; a cozy retreat with gorgeous lake views from the enclosed front porch and open-air back deck- perfect for catching a breathtaking sunset. Spend some time enjoying a complimentary wine tasting at nearby 21 Brix and return to comfortable furnishings, a fully equipped kitchen, and an efficient bath complete with a spa tub. Rent alone or pair with our newly renovated Mainstay cottage next door for extra space- ideal for families or groups seeking a peaceful getaway.

Guest favourite
A covered porch extends from the front of the house, featuring wooden railings and a small set of steps leading down. Potted plants and lush greenery line the front, while a small table and chairs are set up for casual outdoor seating.
Cottage in Westfield
4.93 out of 5 average rating, 221 reviews

Kelly Cottage

Comfort and convenience put you within walking distance to Barcelona Harbor and it’s historic lighthouse and centrally located on the Lake Erie Wine trail. Visit many art galleries and studios and attend various festivals throughout the year. For fishermen, opportunities include world class creeks for fly fishing and many charter boats for walleye excursions. Bring your bass boat, as we have plenty of parking. Chautauqua Institution is 15 minutes away. Guys or gals weekend groups welcome

Guest favourite
A charming two-bedroom home is featured, surrounded by a well-manicured lawn. The front porch is furnished with a small table and chairs, inviting relaxation. Flower beds with colorful blooms border the walkway, while mature trees provide shade in the background.
Home in Westfield
4.93 out of 5 average rating, 59 reviews

Cozy Little Haven!

Our cozy two-bedroom home is nestled in the quaint town of Westfield, NY, and conveniently located within walking distance to our Public Park, which features a swimming pool and playground. We are 2 miles from Lake Erie, with its Harbor and two beautiful beaches. Whether you're here for relaxation or adventure, our home is the perfect base for couples, small families, or solo travelers seeking to explore the beauty and history of Chautauqua County. Ask about our camper for additional space.

Guest favourite
Flat in Westfield
4.81 out of 5 average rating, 37 reviews

Best of Both Worlds

The lake, the creek, hiking and fishing, birds and wildlife, right off of I-90. Less than a half a mile from Barcelona beach and the Pier. Barcelona has a little of everything and there are so many great offerings in Westfield you will want to try them all. Our 1980's ranch style home is built half in the hill and the finished basement is a lovely retreat. The 1200 sq ft area has everything you need for a great vacay, chill by the fire, fish, swim, hike, wine tour, experience CHQ.

Top guest favourite
The kitchen features vibrant turquoise cabinets complemented by a geometric black and white backsplash. Stainless steel appliances, including a gas stove and dishwasher, are visible. Natural light enters through two windows with white blinds, highlighting the modern wood flooring and open shelving above the counter.
Home in Westfield
5 out of 5 average rating, 60 reviews

Charming Retreat in the Heart of Westfield NY

Welcome to our newly renovated space, located in downtown Westfield! You'll be a 30 second walk to all the quaint shops, restaurants, and bars this charming, historical village has to offer. Enjoy an afternoon wine tasting, or head to Barcelona Beach and Marina, just minutes away on Lake Erie, for fishing, collecting beach glass, or just to relax! Also, just 10 miles from the world renowned Chautauqua Institution and 35 minutes to the Lucille Ball National Comedy Center in Jamestown, NY.

Top guest favourite
A cozy living area features two comfortable chairs and a textured ottoman, arranged around a coffee table. A vase with fresh pink tulips occupies the table's center, while artwork depicting a cow hangs on the wall. Natural light filters through the window, enhancing the room's warmth.
Flat in Westfield
4.94 out of 5 average rating, 70 reviews

Quaint Neighborhood Duplex

Kick back and relax in this calm, stylish space in a quiet neighborhood near downtown Westfield. This newly remodeled unit is walkable to the local grocery store and all the cute shops, restaurants, and bars. Hang out on your back deck after cooking a great meal in the kitchen that is a cook’s dream or in the cozy living room streaming your favorite content. This one bedroom duplex is great for a romantic getaway, friends wine weekend, or the perfect road trip stay instead of a motel.

Top guest favourite
A calm waterway reflects a red cottage and trees, framed by vibrant green grass. An arched wooden bridge crosses over the water, leading to a deck with colorful chairs. The tranquil setting is enhanced by a slight mist rising from the surface.
Island in Cassadaga
4.99 out of 5 average rating, 329 reviews

Island Cabin - The Paddle Inn

Abundant privacy is yours at this Island paradise on beautiful Cassadaga Lakes. Accessible by an arched bridge or boat, the cottage is brand new inside and out, is environmentally friendly, provides endless outdoor adventure and a charming interior. Fish from the back deck, swim in crystal clear lake water, relax on the covered porch, and enjoy boundless nature literally at your fingertips, in this very unique setting.

Top guest favourite
An open living area features brick walls and tin ceilings, complemented by large windows that allow natural light to fill the space. A cozy sectional sofa and a coffee table sit in the center, while a desk and chairs are positioned nearby, enhancing the welcoming layout.
Flat in Mayville
4.99 out of 5 average rating, 100 reviews

Cozy Loft-Pet Friendly-Spacious

Welcome to the Loft, centrally located in Mayville, NY. Walking in you'll find brick veneer, tin ceiling and natural finished hardwood flooring. The loft has a great view from 8 new windows with darkening shades. There's plenty of room for up to 4 guests with a king bed and a queen murphy bed in the spacious living room. Chautauqua Lake is a .5 mi walk and CHQ Institution main gate is 4 miles away.

Top guest favourite
A charming exterior of a renovated home displays a well-maintained garden with colorful flowers and a pathway leading to the entrance. An American flag is mounted on the side, framed by large windows that allow natural light into the living space.
Home in Westfield
4.99 out of 5 average rating, 647 reviews

Westfield Charmer

Charming 2 Bedroom/1 Bath home that has been totally remodeled. Brand new kitchen, appliances, floors, furniture, and more! Home has an open concept kitchen-living room, large bedrooms, huge deck with dining table and extra seating. There is an additional folding single bed if needed in MBR closet. Gas grill. Almost 1/2 acre backyard. Well behaved pets are welcome as are children.

Guest favourite
The cottage exterior features a light-colored façade with black shutters and a welcoming front door. A small bench is positioned beside the entrance, while a gravel pathway leads to the front. Lush green grass surrounds the home, enhanced by a serene sky with scattered clouds.
Cottage in Westfield
4.81 out of 5 average rating, 105 reviews

The Cute and Cozy Cottage (On Lake Erie)

A bright and beautiful cottage lake house for you to enjoy. A short walk will take you to the lake where you can relax and enjoy the views. Plus, less than a mile down the road is the public Barcelona Beach, which also includes a marina and boat launch. You will be in the heart of wine country with 20+ wineries nearby.

Popular amenities for Westfield holiday rentals

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Westfield?

    Westfield has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Westfield?

    Experience the best of Westfield with our house rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Westfield?

    Yes! Work meets play with ease at over 10 vacation rentals in Westfield featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Westfield have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Westfield. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westfield have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Westfield. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westfield have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Westfield. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Westfield have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Westfield. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Westfield?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Westfield

  • Total holiday rentals

    Explore 20 holiday rentals in Westfield

  • Nightly prices starting at

    Westfield holiday rentals start at £53 per night before taxes and fees

  • Verified guest reviews

    Over 2,570 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Westfield holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Westfield rentals

  • 4.9 Average rating

    Westfield stays are highly rated by guests – averaging 4.9 out of 5!

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