Holiday rentals in Sinclairville

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Top-rated holiday rentals in Sinclairville

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Top guest favourite

The cabin's exterior is illuminated at dusk, reflecting beautifully on the calm surface of the pond. Surrounding tall trees offer a natural backdrop, enhancing the serene atmosphere of the retreat.

Home in Gerry

Forest Retreat, 90 miles to Niagara Falls.

Welcome to Forest Retreat! We are nestled in the hills of Western New York, 23 miles to Chautauqua Lake and 14 miles to Lily Dale. This unique home is near several wedding venues and the Earl Cardot Overland Trail, which is surrounded by 2,300 acres of state forest. We are located between 2 local ski resorts, and only 87 miles south of Niagara Falls State park. Relax by the fire, kayak, or fish in the 2 acre pond and just enjoy the scenery. We do require a signed waiver to utilize the pond.

4.96 out of 5 average rating, 130 reviews

Top guest favourite

A canoe glides across a calm pond, framed by trees showcasing autumn foliage. Two people paddle gently, surrounded by vibrant reflections of fall colors on the water's surface. A clear blue sky enhances the serene atmosphere, inviting exploration of the tranquil landscape.

Home in Randolph

Quiet Convenience

Quiet Convenience 1 mile from I-86 Enjoy the secluded comfort of this rustic retreat close to many area attractions. Nestled in the woods overlooking a large pond with nature at every turn. Enjoy a campfire, fishing, bird watching, snowmobile trails, and skiing. Close to the Amish Trail, and Chautauqua Lake, Allegheny State Park, National Comedy Center, Lucille Ball Museum, Chautauqua Institution, and more! We welcome Sewing/Quilting Retreats, Faith Based Retreats, etc. Come for a visit!

4.99 out of 5 average rating, 266 reviews

Top guest favourite

A cozy bedroom features a spacious bed with a patterned quilt in warm tones. Two bedside lamps provide soft illumination. A window with a wooden frame overlooks outdoor greenery, while floating shelves hold decorative items, enhancing the room’s inviting feel.

Cabin in Mayville

Rest and relax in cozy cabin close to lake!

Enjoy a peaceful stay in this cozy cabin on a quiet dead end street. With Snug Harbor Marina just a few minute walk down the street, Chautauqua Lake is right at your fingertips! Enjoy cooking outdoors with the BBQ grill, or make use of the full indoor kitchen. Create memories with the family while roasting s'mores around the gas fire pit and snuggling up with one of the board games provided. Snowmobilers can access the trail a couple miles away by road or by trailering to the Mayville Town Park.

4.98 out of 5 average rating, 160 reviews

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

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.

4.96 out of 5 average rating, 156 reviews

Top guest favourite

A charming off-grid cabin is seen nestled among tall trees, casting elongated shadows on the lush green lawn. Sunlight filters through the leaves, creating a warm glow around the cabin, which features a spacious deck and nearby red umbrella for outdoor relaxation.

Cabin in Dewittville

Cozy Off-Grid Cabin with generator & pond

Unplug and reconnect with nature at our cozy off-grid cabin, nestled in the woods - adjacent to nearly 1000 acres of state land - perfect for those seeking peace and adventure. This retreat runs on generator power and offers the simple pleasures of quiet mornings, star-filled nights, and nature outside your door. The cabin includes: • A comfortable queen bed & pull out sofa • A wood-burning stove for warmth and ambiance. • A propane stove, running hot water • No Wi-Fi, no distractions

4.98 out of 5 average rating, 45 reviews

Top guest favourite

Home in Cassadaga

Blue Oar/Luxe Lakehouse/Chautauqua

Welcome to Blue Oar Lakehouse on Cassadaga Lakes! Luxe 4 Bed / 3 full Bath, with stunning views, private dock, and 75 ft beach. Spacious and light-filled, renovated 1925 Craftsman home, perfect for family or group getaways. Located in a quiet, year-round neighborhood just minutes from Lily Dale and The Red House. Dog-friendly. Kayaks, paddle boards, pedal boat, bikes, yard games, grill, firepit on lakefront. If booked, check out our sister property, Blue Canoe (2BR/1BA, right on the water!

5.0 out of 5 average rating, 144 reviews

Guest favourite

Three Adirondack chairs face a serene pond surrounded by lush greenery and autumn-colored trees. The grassy area invites relaxation, with natural scenery providing a peaceful atmosphere. Fallen leaves scatter on the ground, adding to the tranquil setting.

Cabin in Sinclairville

The A Frame-Cozy cabin-hot tub. Nature lovers!

Cabin with amenities in the forest. There’s a creek and a lovely pond. 4 seat Hot tub! Satellite Tv, WiFi, full size fridge, microwave, apartment size oven/stove, wood stove (primary heat in colder months) and electric baseboard heat. Loft w/ double bed, sofa double bed & bunk beds. Wood stove in garage too. Easy access to NY State Land Snowmobile trails! Great location for hunters,Snowmobilers, cross country skiers, hikers, kayakers and all outdoor enthusiasts! Near Cassadaga Lake.

4.93 out of 5 average rating, 283 reviews

Top guest favourite

A modern lake house is nestled among tall trees, featuring a spacious porch overlooking the water. The exterior combines dark siding with stone accents, and a small beach area is visible at the shoreline, complemented by a few outdoor chairs.

Home in Cassadaga

Kingfisher Point: Beautiful New Lakeside Home

This stylish new lake house was completed in September of 2022, and we are excited to open it to visitors to the Cassadaga Lake. Our home on Cassadaga Lake rests among the trees of an old growth forest adjacent to protected wetlands. Guests can enjoy the sun setting over the lake each evening from one of two porches facing the lake, or from the kayaks that are available to guests. And yes, Kingfishers are frequent visitors to the lakes as well! (No smoking and no pets allowed).

5.0 out of 5 average rating, 103 reviews

Top guest favourite

A cozy living room features two grey sofas adorned with colorful cushions, complemented by a wooden coffee table. A decorative fireplace is centrally positioned against a green wall, while shelves holding books and art pieces are mounted beside it. Natural light is welcomed through large windows with patterned curtains.

Flat in Jamestown

Thurston Terrace Apartment in Downtown Jamestown

Our 19th-century row house apartment has been thoughtfully designed to provide a comfortable stay and authentic local experience on your next visit to Jamestown. Perfectly located in the heart of downtown Jamestown, you can easily walk to excellent restaurants, pubs, and boutique shops, including a café and beer + wine lounge right downstairs. Explore the National Comedy Center, visit the Lucille Ball Desi Arnaz Museum, and head to Chautauqua Lake for scenic walks.

4.97 out of 5 average rating, 487 reviews

Top guest favourite

A living area is characterized by natural wood beams and an open design. Two cushioned checkered chairs and a brown leather sofa with decorative pillows are arranged around a dark coffee table. Large windows allow for ample natural light.

Cabin in Westfield

Lakefront Log Cabin Retreat

The Lakefront Log Cabin is an authentic cabin on an expansive lakefront property featuring a large stocked pond. Entire property is very private. Natural beautiful wood throughout. You’ll think you’re in the Adirondacks. Open floor plan, stone fireplace, amazing 180 degree view of the Lake Erie and incredible sunsets. Wall of windows for views of lake from cabin. Huge patio overlooking the lake. Relax with the whole family at this peaceful place to stay.

4.96 out of 5 average rating, 101 reviews

Top guest favourite

A cozy cabin exterior is surrounded by trees, illuminated by string lights at dusk. A hammock is strung between two trees, offering a comfortable space to relax. Several chairs and a fire pit are visible, inviting outdoor gatherings.

Guest house in Forestville

Forestville Studio Cabin (Rural Guest Home)

Reconnect with nature at our guest studio cabin on 5 acres, nestled beside a creek. Just 11 miles from Lake Erie and an hour from Niagara Falls. Only 528 yards to the snowmobile trail, 10 minutes to the Amish Trail, and 12 miles to Boutwell Hill State Forest. Enjoy nearby hiking, biking, swimming, fishing, tubing, kayaking, skiing, snowmobiling, hunting, and exploring Amish country and local wineries. Located on a quiet dirt road, yet close to main travel routes.

5.0 out of 5 average rating, 221 reviews

Top guest favourite

A cozy living area features a fireplace as the focal point, framed by a wooden mantel. Light streams through two large windows with white blinds, illuminating the furnishings, including a mix of seating options and a decorative area rug that adds warmth to the space.

Home in Bemus Point

Palli's Place LLC - Cozy Retreat

Relax and recharge at this spacious 3-bedroom, 2.5-bath home near the lake. Perfect for families and groups, it features a fully equipped kitchen, cozy living spaces, and peaceful bedrooms to ensure a comfortable stay. Enjoy your mornings with coffee in the sunroom or sitting by the fireplace. Pallis Place is the perfect mix of comfort and convenience, offering a serene getaway for making lasting memories. Book your stay and feel right at home at Pallis Place!

4.99 out of 5 average rating, 93 reviews