Holiday houses in Wayland

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Top-rated holiday rentals in Wayland

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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, 378 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, 125 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.

Guest favourite
Home in Canandaigua
4.91 out of 5 average rating, 298 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 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, 104 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 spacious living area features a cozy electric fireplace beneath a wall-mounted TV. Large windows provide ample natural light and views of the surrounding landscape. Comfortable seating options, including a leather sofa and armchair, are arranged around a natural wood coffee table.
Cottage in Naples
4.99 out of 5 average rating, 202 reviews

Hideaway House >HOT TUB< *Secluded w/Amazing Views

The Getaway Hideaway House is tucked near the scenic Honeoye and Canandaigua Lake Wine & Brewery Trail—perfect for wine lovers, adventurers, and those seeking a peaceful escape. Enjoy stunning valley and hillside views from the living room or while relaxing in the year-round covered hot tub on the patio. Just a short drive (under 10 minutes) to Naples for great dining and entertainment. Note: Due to the hillside location, AWD or 4WD is recommended during inclement weather for safe access.

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, 152 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
A panoramic view of rolling hills is captured during sunset, with vibrant orange and pink hues highlighted by clouds. Lush greenery surrounds the scene, creating a serene natural landscape that invites relaxation.
Guest suite in Naples
4.97 out of 5 average rating, 397 reviews

Naples Escape: Artistic & Serene w/ Magical Views

Escape to a peaceful, artistic haven surrounded by nature’s beauty! This 10-acre gem offers sweeping views, a tranquil pond, and leisurely strolls. Just 2 miles from the heart of Naples, explore waterfalls, wineries, charming shops, and local dining. Perfectly situated for seasonal adventures, with Bristol Mountain and Cummings Nature Center both under 20 minutes away. Whether unwinding or exploring, this cozy sanctuary offers a harmonious balance of comfort and creativity.

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, 285 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
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
4.91 out of 5 average rating, 231 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.

Guest favourite
Home in Naples
4.94 out of 5 average rating, 120 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
Apartment in Naples
4.98 out of 5 average rating, 499 reviews

Acorns Away

Wine country secluded escape. 2 bedroom, 1 bath full spacious (1100 sq ft.) clean & sanitized 2nd floor home on 10 acres bordered with wooded hedgerows. Deck with eating area overlooking fire pit & woods. 55" Roku TV that has some of your favorite channels & music. So much located within 1/2 hour. See below. Great area to bring your bike, hiking gear or boat.

Guest favourite
The exterior of a white cottage is set against a lush green lawn, with flowering plants bordering the front steps. Large windows offer natural light, while a sloped grassy area leads to the inviting entrance. Trees provide shaded areas around the property.
Cottage in Arkport
4.76 out of 5 average rating, 121 reviews

Comfortable country cottage

Take it easy at this unique and tranquil getaway. 45 minutes to three finger lakes, 60 minutes to Rochester, 40 to Corning. Little house with all the basics. Full kitchen, laundry, three full beds, sun room, shower bathroom. Great for a night away or monthly rentals. Dogs are in the yard at times, although the cottage is pet free.

Popular amenities for Wayland holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Steuben County
  5. Wayland