Holiday houses in Wayland

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Top-rated holiday rentals in Wayland

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

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Top Guest favourite
A wooden cabin exterior is framed by lush greenery, featuring a spacious deck with seating and string lights. Stairs lead from the deck down to a manicured lawn, which extends toward a small pond hidden among the trees.
Cabin in Hemlock
4.97 out of 5 average rating, 382 reviews

Chickadee Cabin: A Peaceful Finger Lakes Retreat

Enjoy a peaceful escape into the woods at Chickadee Cabin! Tucked into the hillside with scenic views of nearby Honeoye Lake, this cozy cabin offers the perfect blend of seclusion and convenience. Unwind in nature while being a short drive from local wineries, breweries, hiking trails, and Bristol Mountain. Come relax and recharge in our cabin retreat! WINTER WEATHER ADVISORY: An all-wheel or 4-wheel drive vehicle is required to get up the driveway in snow. Stay 7 nights or more and save 20%!

Top Guest favourite
A modern kitchen is illuminated by soft overhead lighting, featuring stainless steel appliances, including a refrigerator and a stove. A high-top dining table with stools sits next to a mirror reflecting natural light from nearby windows. Countertops are designed with subtle patterns.
Home in Wayland
4.95 out of 5 average rating, 129 reviews

The Nest at the FOrX

Nestled in between Rochester & Corning is the Nest. A quaint escape from everyday hustle & bustle. The Nest is centrally located within the crossroads of the Finger Lakes & the Southern Tier in Wayland NY (Exit 3). Surrounded by Rolling hills & agricultural fields. NOTE-Next to FOrX Summer Stage. Concerts take place Saturdays (ONLY)June-Oct. Be advised on concert nights the units deck overlooks the action & can be loud. Not suitable for children 3 & under. Unit has stairs & is close to the road.

Top Guest favourite
Home in Canandaigua
4.91 out of 5 average rating, 307 reviews

Bristol Creekside Cottage

Unwind at this romantic getaway nestled in the beautiful Bristol Hills, just minutes away from Bristol Ski Resort, Canandaigua and Honeoye Lakes. This unique 1 bedroom 1 bathroom cottage is one of our two homes on the property along the peacefully flowing Mill Creek. Take in the natural beauty from the large patio and hot tub. Inside, enjoy the warmth of the gas fireplace, complimentary wifi and smartTV. The full kitchen and bathroom are well stocked with amenities to ensure a comfortable stay.

Guest favourite
The living area features a comfortable grey sectional sofa adorned with blue and patterned cushions. A wooden coffee table sits in front of the sofa. Behind, a dining area is visible through open French doors, complemented by light wood furnishings and built-in shelves displaying decorative items.
Apartment in Dansville
4.92 out of 5 average rating, 239 reviews

Fit for the whole family- Sweet Retreat on Main St

Rhe Sweet Retreat is great for family and friends to stay. Sleeps up to 8 in beds, plus a pack-n-play! Centrally located in downtown Dansville with walking access to local restaurants, shops, and convenience stores. With over 2000 sqft and 3 bedrooms, this historic apartment is fit for gathering. Located in the Finger Lakes region, the Sweet Retreat is near many wineries, breweries, and state parks including Stony Brook, Letchworth, and Watkins Glen. Access to this property requires stairs.

Guest favourite
The log home's exterior features a spacious porch with rocking chairs, flanked by greenery and a stone pathway leading to the entrance. Sunlight filters through the trees, highlighting the rustic charm of the structure nestled in a natural setting.
Cabin in Dansville
4.96 out of 5 average rating, 109 reviews

The Luxury Lodge by Laura

A stunning log home away from home nestled on a secluded 4 acres of land in the picturesque town of Dansville. Perfect for a family getaway, girls trip, and/or weekly / monthly rental. Soak in the hot tub enjoying the views , enjoy the outside area and a cozy fire in the evening .Hunting, hiking, skiing and Stonybrook Park, minutes away. The charming village of Dansville is around the corner . Kids can enjoy WIFI for video games , play board games , arcade games or explore the wild and nature.

Top Guest favourite
A serene landscape is depicted at sunset, with soft purple and pink hues filling the sky. Lush greenery surrounds a grassy area, complementing the distant mountains that line the horizon. The tranquility of the natural setting is highlighted by the expansive view.
Tiny home in Prattsburgh
4.95 out of 5 average rating, 117 reviews

High Ridge Escape

This cozy bungalow features 180-degree views of the entire valley! The renovated cabin is situated on 34-acres, featuring hiking trails, magnificent views, and an abundance of wildlife and nature. The property is off of a private drive, making it the perfect place for a couple or small family to escape the hassles of life. The property also features an outdoor picnic area and firepit. Approximately 15-minutes from Naples (Canandaigua Lake) and 20-minutes from Hammondsport (Keuka Lake).

Top Guest favourite
The exterior of the apartment is displayed, featuring a well-maintained garden bed with vibrant flowers. The entrance is marked by a white facade, adorned with floral arrangements under the windows. A brick pathway leads to the entrance, flanked by neat hedges.
Apartment in Naples
4.98 out of 5 average rating, 178 reviews

Suite Dreams

The entrance to the apartment has mats for shoes or boots and hooks for coats and backpacks. The bedroom has a queen size bed and full bath with a tub and shower attached. There has been a smart tv added to the bedroom wall since the pictures were taken. On the garment rack there are extra pillows, linens and a fleece blanket for your convenience. The living room has a half bath, air mattress and furniture to relax or watch tv. The kitchen is small and equipped to prepare simple meals.

Top Guest favourite
A hot tub is situated under a wooden pergola surrounded by vibrant fall foliage, with views of Canandaigua Lake in the background. Two Adirondack chairs offer a cozy spot to enjoy the scenery, while the structure features large windows capturing natural light.
Home in Naples
4.99 out of 5 average rating, 154 reviews

The Lakeview House in South Bristol

Just 5 miles from Bristol Mountain! Nestled in the Bristol Hills with stunning views of Canandaigua Lake. Near many hiking trails on state lands, or explore the acres of woods in our back yard. Enjoy the wineries, breweries, and all the other unique experiences offered in the Finger Lakes region. Then come home, build a campfire and enjoy incredible views from the lean-to, relax in the hot tub, or sit by the fireplace and watch a movie! You'll love your Lakeview vacation!

Top Guest favourite
The cabin exterior features a metal roof and a spacious deck with railing, surrounded by trees. A grill is positioned on the deck, and outdoor seating is available. The serene landscape showcases a glimpse of Canandaigua Lake in the background.
Guesthouse in Naples
4.98 out of 5 average rating, 287 reviews

Hawks Landing - Your Romantic Getaway! New Pricing

Welcome to Hawks Landing Cabin… your romantic getaway! Located in the heart of the Finger Lakes, this extraordinary property perched above Canandaigua Lake with its spectacular views is within minutes of all the region has to offer. Hiking, fishing, boating, cycling, kayaking, snow many opportunities our guests can enjoy locally or just simply unplug and relax in the quiet of this cozy cabin. Come celebrate your special moments in the privacy of this beautiful cabin!

Guest favourite
A rustic tiny home is displayed, featuring wooden siding and a welcoming entrance. Decorative paddles are positioned on either side of the front door, flanked by wooden privacy screens. The surrounding landscape consists of a gravel pathway and sparse trees, creating a natural backdrop.
Tiny home in Hemlock
4.94 out of 5 average rating, 157 reviews

Little Lodge in Hemlock

Adventure awaits you in this rustic getaway. This tiny home used to be a hunting lodge and we have renovated and updated the space to be a peaceful spot for whatever brings you out our way. We like to think of it as the bee keeper’s lodge. Close to Hemlock, Canadice, Honeoye, and Conesus lakes for hiking, fishing, kayaking, or picnicking. Or enjoy a night in! There is a gas grill, patio, outdoor dining area, fire pit, and a game shed out back.

Top Guest favourite
Home in Naples
4.94 out of 5 average rating, 124 reviews

Romantic Ski-View Retreat by the Fire

Escape to a romantic retreat with stunning ski-slope views just across the road. Cozy up by the outdoor fire pit, unwind in Adirondack chairs under the stars, or stay in for a relaxed night of board games. Enjoy peaceful mornings overlooking the mountains. Thoughtfully designed for couples, this private hideaway blends comfort, charm, and scenic beauty—perfect for ski weekends, quiet escapes, and unforgettable time together.

Top Guest favourite
Guest suite in Naples
4.96 out of 5 average rating, 179 reviews

Warren Hill~The Peaceful Place in the Woods~

The Peaceful Place In the Woods is an apartment suite nestled in ten acres of woodlands just five minutes from the quaint; historic village of Naples, NY. Enjoy the fresh air and changing colors of the season from your cozy hideaway or explore many adventures that Naples has to offer. Stellar cuisine, theater, music, fine arts, festivals, and a truly rich array of activities will leave you wanting to return again!

Popular amenities for Wayland holiday rentals

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