Holiday rentals in Randolph

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Top-rated holiday rentals in Randolph

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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
4.99 out of 5 average rating, 255 reviews

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!

Guest favourite
The exterior of a two-story apartment building is presented, featuring a welcoming front entrance flanked by manicured hedges and colorful flower beds. A pathway leads to the entrance, and a garage is visible in the background, surrounded by a well-maintained lawn.
Flat in Randolph
4.9 out of 5 average rating, 189 reviews

The Empty Nest ...2nd floor

Qaintly named "The Empty Nest" ! Comfortable 2 bedroom upper apartment with private entrance and driveway. I gladly welcome well behaved pets (2 pet max) and offer a large partially fenced off backyard ( Tree limb damage). Come visit Randolph for a couple of days or an extended stay. Conveniently located close to Ellicottville, Jamestown and the Chautauqua Lake Region, Seneca Allegany Casino, Allegany State Park and the Amish trail. Popular wedding venues and golf courses right near by as well

Top guest favourite
A cabin is nestled among tall pine trees, showcasing a rustic wooden exterior and a welcoming porch. The surrounding landscape reveals vibrant autumn foliage in hues of orange and red, creating a serene and secluded atmosphere.
Cabin in Ellicottville
4.96 out of 5 average rating, 170 reviews

Stylish & Secluded Hideaway, 5 mins to EVL

This private space is quietly tucked away in a stand of pines in the woods alongside Bryant Hill Creek. A wall of windows brings nature and natural light pouring into the space, and a fully-equipped kitchen and European bathroom provide modern comfort. Less than 4 miles outside of E-ville, it comfortably sleeps 2 adults and offers a chic and romantic setting for a couple to hide away with easy access to downtown. 4x4 a must in the snow, or simply park at the foot of the driveway. Tv & wifi.

Guest favourite
The cozy cabin is gently illuminated by warm lights at dusk, showcasing a welcoming front porch with rocking chairs. An American flag hangs by the entrance, and the surrounding trees provide a serene backdrop, enhancing the sense of seclusion.
Cabin in Little Valley
4.96 out of 5 average rating, 180 reviews

Cozy log cabin

Looking for the perfect getaway? Our cozy cabin tucked in the woods offers the ideal balance of privacy and proximity. You'll be 4 miles from downtown Ellicottville where you can spend a day walking through the shops, restaurants, brewery and winery. Want outdoor adventure? Holiday Valley is 5 miles away, where you'll find the best skiing, tubing, mountain biking and golfing in the area. We're also just a short drive to Salamanca and Allegany state park where more thrills await!

Guest favourite
An outdoor patio is visible, featuring two wooden Adirondack chairs positioned for relaxation. Lush greenery and forested hills are seen in the background, with a picnic table and landscaped garden elements enhancing the natural setting.
Flat in Ellicottville
4.87 out of 5 average rating, 326 reviews

Pet Friendly ~Updated & Modern w/ King Bed

Renovated modern lower walk out basement apartment just 1.7 miles from the quaint Village of Ellicottville, NY sitting on 2 acres. Beautiful scenery and a fun town to shop, golf, hike or relax by fire pit!! Apt. includes 1 bedroom (king bed), Living room w/ sofa (1 queen pull out), 1 full bath, large full kitchen, washer & dryer and Weber gas grill. Beautiful views!! *PETS considered please inquire.. *Please heart our listing to save and reference later.

Guest favourite
The exterior of the rustic castle is illuminated at dusk, with warm light spilling from the windows. A tall peak and multiple gables are visible, framed by trees standing against a colorful sky with hues of purple and orange.
Castle in Forestville
4.93 out of 5 average rating, 106 reviews

Cowboy Castle

You won’t forget the peaceful surroundings of this rustic destination. pleasant bungalow styled accommodation 2nd floor main living area with queen bedroom area next to the bathroom and kitchen. 50 inch TV in the spacious living room is wifi and several local..( heated and insulated).**.this is a private apartment styled airbnb, private entrance and not a shared or jointly used space. ** ac * 4th floor roof deck, 2nd floor deck**

Top guest favourite
Flat in Randolph
4.94 out of 5 average rating, 85 reviews

The Carriage House (Apt 2)

Built in 1881, The Carriage House is a 2 bedroom, 1 and 1/2 bath rental unit that has been completely remodeled inside in 2024. It is conveniently located on a quiet residential property right off of Route 86. Come get away with your family, friends or as a couple. Conveniently located close to the Amish Trail, Ellicottville, Allegany State Park, Chautauqua Lake, Seneca-Allegany Casino, Kinzua Reservoir and Jamestown.

Guest favourite
A wooden deck is presented, surrounded by towering trees and lush greenery. A small table with two folding chairs is visible, offering a tranquil spot to enjoy nature. Sunlight filters through the leaves, creating a serene outdoor setting.
Guest suite in Great Valley
4.92 out of 5 average rating, 431 reviews

Comfy studio nestled in the woods (New Listing)

Nestled in the forest only seven minutes’ drive from Holiday Valley, this contemporary style self-contained studio apartment is the perfect weekend getaway for skiing and nature-loving couples. With every luxury and convenience, you can home cook meals or barbecue on the deck overlooking the creek, with nothing but forest beyond. Relax and watch a movie on our LCD screen or use high speed internet on cable.

Top guest favourite
A charming cabin is set in a wooded landscape, featuring a red metal roof and large glass doors that open to a deck area. Two Adirondack chairs surround a fire pit on a gravel base, inviting relaxation amidst nature.
Cabin in Russell
4.98 out of 5 average rating, 126 reviews

Secluded Egypt Hollow Cabin

Escape to a serene cabin near the Allegheny National Forest in Russell NWPA. Perfect for travelers and couples seeking a relaxing getaway surrounded by nature. 1 Bed. 1 Bath. Private Cabin Enjoy a stream, fire pit, and private driveway. Explore hiking, biking, and all types of boating nearby. Enjoy local businesses downtown Warren. Host available for questions and recommendations. Book your getaway now!

Top guest favourite
A log cabin features a spacious front porch supported by wooden posts. Vibrant pink flowers are arranged along the porch steps, while a manicured lawn surrounds the cabin. Large windows allow natural light to enter, and an outdoor seating area is visible on the porch.
Cabin in Salamanca
4.98 out of 5 average rating, 153 reviews

Papa's Cabin is just 5 minutes from Ellicottville

We welcome you to visit Papa's Cabin in the Woods, which was built with love for family and friends to enjoy, summer, winter, spring and fall. Our beautiful 2 bedroom 2 bath cabin is just minutes from the town of Ellicottville, NY which is known for its 2 ski resorts, including Holiday Valley, with cross-country trails and summer adventure park. It is a playground for outdoor fun and adventure.

Top guest favourite
Loft in Jamestown
5 out of 5 average rating, 266 reviews

Vintage Trolley Station Now Industrial Style Loft

Enjoy a piece of history when you stay in our former trolley station that has been converted into an industrial style loft. Just outside the city limits in a country setting but close to the hospital, local bars/restaurants and the comedy center. The lower portion of the building features a quaint gift shop and across the street is a farm stand with locally grown food.

Superhost
An outdoor seating area is presented, featuring a round table accompanied by two chairs. A protective cover is draped over an item in the corner, and a trash can is positioned nearby. The space is surrounded by a wooden railing and grassy views.
Apartment in Ellicottville
4.89 out of 5 average rating, 656 reviews

Studio Condo in the Wildflower Townhouses

A cozy studio with that extra touch! Minutes from Holiday Valley Ski Resort/Sky High Adventure Park/Golf Course. Shuttle service to the slopes during the ski season. Walking distance to town, restaurants, shops Biking trails. 20 Minutes from the Seneca Allegany Casino. Lyft and Uber services available.

Popular amenities for Randolph holiday rentals

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