Holiday rentals in Westfield

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Top-rated holiday rentals in Westfield

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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, 119 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
A hot tub is positioned on a wooden deck, surrounded by lush trees. The structure features wooden accents and a sloped roof, with a walkway leading to additional outdoor seating. Natural light filters through the canopy, creating a serene atmosphere.
Treehouse in Erie
5 out of 5 average rating, 148 reviews

Treehouse-Jubilee: Elevated Hot Tub, Fireplace

There is something special about being up in the trees, surrounded by nature. In this cozy, little treehouse, you will find that no detail has been overlooked. Enjoy the forest view where it’s likely you'll see wild deer or turkey. Build a fire in the fire pit, have a stargazing soak in the hot tub, enjoy the freedom of an outdoor shower (available May 1- Oct 25), or relax on the hammock deck. You’ll have everything you need for the perfect getaway. Once you arrive, you won't ever want to leave.

Top 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
4.97 out of 5 average rating, 130 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.

Top 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, 214 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 spacious bedroom features a comfortable bed covered with a light blanket. Two nightstands with lamps stand on either side of the bed. A large mirror reflects the natural light from the window. The wooden floor adds warmth to the neutral-toned room.
Home in Dunkirk
4.95 out of 5 average rating, 145 reviews

Stay & Play

Welcome to your home away from home! Featuring FREE WiFi, Roku TV, electric fireplace, pillow-top mattresses, games, snacks, fresh towels and toiletries, fully equipped Kitchen and complimentary coffee - you'll have all you need for your next get-away! You'll be walking distance to Lake Erie and a short drive to the beach, Chautauqua Lake or Niagara Falls! Your stay comes with an extensive list of local recommendations for places to eat, enjoy and entertain while you Stay & Play!

Top guest favourite
A serene lakeside view showcases the cottage positioned on a rocky shoreline. Two white Adirondack chairs are placed near the water, complemented by a small firepit surrounded by soft landscaping. Bright blue skies and calm water create a peaceful atmosphere.
Cottage in Cassadaga
4.97 out of 5 average rating, 162 reviews

Blue Canoe/Upscale Lake Cottage/Chautauqua

Welcome to Blue Canoe Lake Cottage on Cassadaga Lakes! This small, 2 Queen Bedroom/1 Full Bath, newly renovated, open-concept, light-filled cottage offers 125 ft of private waterfront, a gated covered porch, & thoughtful details throughout. Enjoy 2 kayaks, 2 paddle boards, a pedal boat, 4 adult cruiser bikes, fire pit, & propane grill. Dog-friendly & perfect for up to 4 adults — luxury on the lake awaits! If booked, check out our sister property, Blue Oar (4BR/3BA, lakefront!

Guest favourite
An open living space features a stone fireplace beneath a loft area. Natural wood accents create a warm ambiance. Comfortable seating includes patterned chairs and a coffee table. Large windows provide views of the surrounding forest and let in ample natural light.
Chalet in Ripley
4.92 out of 5 average rating, 203 reviews

Sunset Lake Cabin

Newly Renovated! The Sunset Lake Cabin is a beautiful chalet style cabin on a beautiful piece of lakefront property and nestled in the woods. It has a little bit of everything, towering pine trees, amazing lake views and a very quiet relaxing atmosphere. Natural beautiful wood throughout. You’ll think you’re in Napa Valley. Open floor plan sleeping with loft bunks overlooking two story stone fireplace and antler chandelier. Open floor plan sleeps 10.

Top guest favourite
Silhouetted chairs are arranged along a railing, overlooking a serene Lake Erie. The vibrant sunset casts warm orange and golden hues across the water, creating a tranquil atmosphere as the day transitions into evening.
Cottage in North East
4.96 out of 5 average rating, 177 reviews

North East Cottage on Lake Erie

Getaway from the busy world and enjoy the captivating shores of Lake Erie. With a few steps out the door, your toes will be on the sand. Our charming cottage will give you a revitalizing taste of lakeside living. (Just know lately the water levels have been very high so the beach area varies by day) Feel comfortable and relax knowing everything in the private cottage has been recently updated, new furniture, linens & carpet.

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, 635 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.

Top guest favourite
A light-filled living area showcases large windows with lake views. A cozy, elegant loveseat and two tufted armchairs frame a wooden coffee table, positioned on a soft area rug. A potted plant adds a touch of greenery near the open door leading to the outdoor space.
Home in Jamestown
4.99 out of 5 average rating, 135 reviews

Cozy Lakefront Cottage

Enjoy and relax with the whole family at this peaceful place to stay. The Chautauqua lake is just a few steps from the backyard. Enjoy fishing, (ice fishing in the winter!) boating, bonfire, bbq, canoeing and breathtaking sunsets are not to be missed! This home is newly renovated and is located near all major shops and amenities. Free parking.

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, 103 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.

Top guest favourite
A two-story house is situated amidst green lawns and shaded by a large tree. The exterior features rustic stone walls and a metal roof. Several windows provide natural light, while a small garden of shrubs borders the front, complemented by a covered porch with seating.
Home in Westfield
4.9 out of 5 average rating, 172 reviews

Jennie's House in the Vineyard

House is located on a working grape farm. About 2 miles from Lake Erie and 10 miles from Chautauqua Lake. Close to wineries and plenty of outdoor space to walk or just relax. Plenty of room for boats in the summer and snowmobiles in the winter. Great location for a family or just friends to get together.

Popular amenities for Westfield holiday rentals

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  4. Chautauqua County
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