Vacation rentals in Randolph

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Top-rated vacation rentals in Randolph

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

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Top guest favorite
A cozy living area showcases a comfortable sofa adorned with patterned cushions and a soft throw. A rustic coffee table sits in front, complemented by stylish armchairs. Natural light filters through large windows, illuminating the modern kitchen with dark cabinetry in the background.
Tiny home in Fairlee
5 out of 5 average rating, 173 reviews

Private, 1 bedroom boutique tiny home

This boutique tiny home is situated in the picturesque Upper Valley of Vermont. The nearly 50 acres of private land is equal parts woods and water. You will wake to the mooing of dairy cows. Have your coffee on the porch while watching birds dive for their breakfast on the pond. Inside you will find every modern amenity. A fully appointed chef's kitchen. A living area filled with comfy furnishings and a cozy fireplace. Upstairs is a queen bedroom with an ensuite double showered bathroom. Heaven!

Top guest favorite
A unique house constructed from reclaimed wood features a distinctive round shape and a metal roof. The natural stone fireplace is visible on one side, while large windows allow for ample light and views of the surrounding greenery.
Home in Tunbridge
4.98 out of 5 average rating, 451 reviews

The Barnbrook House

Come relax in the serenity of the quiet countryside. This home boasts beautiful views, a large stone fireplace, and stained glass windows throughout the home. Enjoy the comforts of home with a full kitchen, amenities, and beds with 1500 thread count sheets while exploring the interesting features of this one of a kind house. Sit by the spring fed pond overlooking the property laced with apple trees. The home has direct access to short walking trails and is close to VAST trails for snowmobiling.

Top guest favorite
Cabin in Randolph
4.96 out of 5 average rating, 154 reviews

Remote new log home, gorgeous view, fully loaded.

Enjoy our remote, easily accessible, immaculate log cabin, set in nature on 109 acres. Pond, woods, and trails; with high speed internet and smart TV! Sleeps 6 with two bedrooms and a queen size sofa bed. Fully equipped kitchen, including a full-sized refrigerator, microwave, Keurig coffee maker, pots and pans, utensils and many other amenities. Views from every room! Explore our trails, use our meditation yurt when available in season, find peace in nature! In the heart of the ski corridor!

Top guest favorite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 167 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Top guest favorite
A secluded cabin is nestled among snow-covered trees, showcasing a timber exterior and large windows that reflect the winter landscape. An inviting deck extends from the cabin, surrounded by a tranquil blanket of snow, creating a serene atmosphere.
Cabin in Roxbury
4.98 out of 5 average rating, 286 reviews

Off Grid Secluded Cabin on 37 Acre Farm

In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Guest favorite
The exterior of a historic farmhouse features a blend of brick and white siding. The structure is surrounded by green grass and mature trees. A private entrance is visible, along with a seating area with chairs. The roof showcases a modern metal design, enhancing the traditional architecture.
Apartment in Randolph
4.98 out of 5 average rating, 230 reviews

Historic Wayside Farm - a working dairy farm

Located on a historic certified organic dairy farm, this lovely apartment offers guests a cozy retreat with one comfortable bedroom and a clean, well-kept bathroom. Whether you’re relaxing after a day of exploring or enjoying a quiet morning coffee, this marvelous spot provides a peaceful atmosphere. We are centrally located, just a short drive away from area ski resorts, hiking trails, mountain bike networks, breweries and more. We hope you'll enjoy your stay at our apartment.

Top guest favorite
A view from a wooden balcony, showcasing a serene pond surrounded by lush greenery and colorful foliage. The water reflects the cloudy sky and trees, creating a peaceful natural scene. A gravel path and nearby fences add to the rustic charm.
Guest suite in Bethel
4.98 out of 5 average rating, 196 reviews

Two bedroom. Separate entrance.

Please be advised that during winter months you may need to walk up Winterberry lane and our driveway if you do not have an AWD vehicle with good snow tires. Two bedroom apartment in the heart of Vermont. Snowmobile trail located off lane. Snowshoe, hike, or mountain bike from the door. Quiet private location with separate entrance and parking onsite. Ramp to access apartment, with stair free access. Pond, views and located in the center of the state, a great place to start!

Top guest favorite
A modern house with wooden exterior is shown from an elevated perspective, surrounded by autumn foliage. A hot tub is positioned on a spacious deck, which includes a seating area with four chairs and a small table. Scenic mountain views and vibrant trees enhance the natural setting.
Tiny home in Warren
4.99 out of 5 average rating, 300 reviews

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

Top guest favorite
A cozy living area is highlighted by warm wood paneling and large windows allowing natural light. A stylish record player is placed on a small table near a comfortable seating arrangement featuring a light sofa and wicker chairs. A decorative rug and a small stove add to the inviting ambiance.
Cabin in Roxbury
4.99 out of 5 average rating, 205 reviews

Cozy cabin retreat

Escape to a cozy, romantic cottage tucked beside a gently flowing stream—where you’ll fall asleep to the sound of water just outside your window and wake to quiet Vermont mornings. Set in a secluded valley in central Vermont, the cottage offers a peaceful, nature-immersed stay with access to open land, trails, and dark, star-filled skies. Whether you're here to unplug, explore, or simply slow down, this is a place that invites you to settle in.

Top guest favorite
Home in Randolph
4.77 out of 5 average rating, 268 reviews

Vermont Highland

Large private home built in 1890. Stained glass windows, pocket doors. 4 bedrooms, 9 beds ...two of the bedrooms have 1 queen and a daybed with trundle, third bedroom has 1 queen and fourth bedroom has a daybed with a trundle (this room is still awaiting some floor work but is function-able for sleeping) and a full size couch can be used as well in the TV room which has doors for privacy. Sleeps 12 people comfortably. Automatic thermostat

Top guest favorite
Guest suite in Royalton
4.96 out of 5 average rating, 301 reviews

Private Guest Suite on 155 Acre Royalton Town Farm

1 Bed, 1 Bath apartment attached to historic farm house. This cozy space is the perfect spot for a weekend getaway or a long family vacation on a historic Vermont Farm. Equipped with all the linens and dishes you will need. Close to I-89 and 30 minutes of Ski Resorts like Saskadena Six. Property of 155 acres has trails, sledding hills and our farm animals you can enjoy. Check our reviews, you won't be disappointed!

Top guest favorite
A cozy yurt interior showcases a queen-sized memory foam mattress adorned with a floral quilt. Two bedside tables with lamps provide soft lighting, while the natural wood design and ceiling skylight enhance the space's rustic charm.
Yurt in Randolph
4.95 out of 5 average rating, 188 reviews

Cozy Yurt with Beautiful Farm View!

It’s camping with a few comfy extras. *No running water or shower until April* Come live the simple life at Wild Earth Farm with soft sheets and a memory foam mattress. Our 14 foot yurt is a tiny oasis from the hustle and bustle of every day life. Your door looks out over the edge of one of our pastures where you might see our organic cow herd or Icelandic sheep flock grazing.

Popular amenities for Randolph vacation rentals

When is the best time to visit Randolph?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR2,134 ZARR2,184 ZARR1,897 ZARR1,863 ZARR1,863 ZARR1,863 ZARR1,897 ZARR2,117 ZARR1,947 ZARR2,201 ZARR1,863 ZARR2,235 ZAR
Avg. temp-6°C-5°C0°C8°C15°C20°C22°C21°C17°C10°C4°C-2°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Randolph?

    Randolph has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in house rentals in Randolph?

    Experience the best of Randolph with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Randolph?

    Four-legged friends are welcome in Randolph. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Randolph?

    Yes! Work meets play with ease at over 20 vacation rentals in Randolph featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Randolph have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Randolph. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Randolph have a kitchen?

    Absolutely! We offer over 10 apartment rentals with a kitchen in Randolph. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Randolph have wifi?

    Absolutely! We offer over 10 apartment rentals with wifi in Randolph. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Randolph have free parking?

    Absolutely! We offer over 10 apartment rentals with free parking in Randolph. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Randolph

  • Total vacation rentals

    Explore 60 vacation rentals in Randolph

  • Nightly prices starting at

    Randolph vacation rentals start at R339 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 5,930 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Randolph vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Randolph rentals

  • 4.9 Average rating

    Randolph stays are highly rated by guests—averaging 4.9 out of 5!

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