Holiday houses in Randolph

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Top-rated holiday rentals in Randolph

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

Guest favourite

Cabin in Stowe

4.93 out of 5 average rating, 337 reviews

The Canopy House—Remodeled Vermont A-Frame Near Downtown

Awarded as one of the top Airbnb's in New England by Condé Nast and Boston Globe! Featured on multiple global publications. Watch the snowflakes fall from the comfort of the 6-person outdoor hot tub, with first-class stargazing to be had all year long. Back inside, the vaulted interior features OM Home Furniture, while a 50” TV with soundbar sits above a real fire. Less than a two mile drive to all downtown Stowe has to offer. 3 BD 2 BA modern A-Frame with two living rooms, 6 person hot tub, Fireplace, two new Roku TV's , soundbar, AC unit, WiFi, deck and back patio, rainfall shower, high-end mattresses, Sonos speaker and furnished by OM Home Furniture. Close to Main Street, 5 miles to Von Trapp, 9 miles to Stowe Mountain Resort and .5 miles from rte 100 to get you easily in and out of town. you will have access to entire house accept for one personal closet in back downstairs bedroom. Less than a 2-mile drive to downtown Stowe, this home is on a hill just off Route 100. Nearby Von Trapp is full of restaurants and other amenities. Ski and snowboard from Stowe Mountain Resort 9 miles away, with picturesque hiking in the summer. I would highly recommend a four wheel or all wheel drive vehicle. House is on a hill with a pretty steep road leading to it.

Guest favourite

Home in Willsboro

4.96 out of 5 average rating, 102 reviews

"Beau Overlook Cottage" your room with a view!

Come enjoy LOGISTICS to the Green Mountains of VT & the heart of the DACKS in one sweet spot. "Beau Overlook Cottage" perched high on the banks of the BOQUET RIVER, with sweet sounds of fresh water tumbling over river rocks just below. This home is situated 2 miles south of the Lake Champlain ~ Boquet River Delta. The scene at the sand bar of the delta is just as beautiful as it sounds. This relaxing sanctuary will provide an upscale and sophisticated home, whose logistics can't be beat!

Guest favourite

Townhouse in Stowe

4.98 out of 5 average rating, 59 reviews

Stowe Depot townhouse - Fireplace -Deck- Rec Path

Spacious Village townhome in Stowe, in walking distance to many shops, restaurants and Park. The Master suite has a King bed, 40" HDTV, and an en-suite bathroom with Jacuzzi tub. The second bedroom has a queen bed, 27" HDTV and an en-suite bathroom. Beautiful kitchen with granite counters, coffee maker and grinder. Living room features a gas fireplace, smart TV and nice furniture. There is a comfortable Murphy bed and an air mattress for additional guests, plus a nice covered deck to enjoy!

Superhost

Condo in Warren

4.94 out of 5 average rating, 17 reviews

Charming Sugarbush Farmhouse Condo with Hot Tub

MRT-11088676 The Mad House used to house the most exclusive restaurant in the valley. After a million dollar renovation it has transformed from the Common Man restaurant into the Mad House Rentals. This professionally managed, Renovated barn is nestled between Lincoln Peak and Mount Ellen, with Mad River Glen just a short distance away. The Mad House brings you everything you could want for any season. Ski lockers, mudrooms, A/C in most units, private decks with private grills and hot

Guest favourite

Cottage in Croydon

5 out of 5 average rating, 10 reviews

Charming Lakefront cottage with beautiful views

Make memories with family or friends at our perfectly situated waterfront getaway. Enjoy the tranquility of waking up to peaceful mornings with a cup of coffee on your bedroom balcony. Take a leisurely tour of the lake in our kayaks or paddleboat. In the evenings, enjoy toasting smores on the camp fire. Our spacious dock is great for fishing or sitting in the Adirondack chairs with your favorite beverage. We look forward to offering our guests a vacation to remember.

Guest favourite

Apartment in Waterbury Center

4.98 out of 5 average rating, 62 reviews

Sir Richards Waterbury Stowe Lake View Escape 2Br

A fun, filled, peaceful property surrounded by nature. Drift into an amazing, relaxed state sitting on the front deck listening to the water fountains & closeness to nature. Only the mountains, ponds, woods & lake on your side and in front of you. And yet, only 2 blocks from busy Route 100 attractions. Spacious 1200 sq. ft. 4 prs. snowshoes winter, 2 kayaks, & a canoe on the 6 1/2 mile Reservoir. Hiking & fishing summer & winter. "Memories Are Made Here."

Guest favourite

Apartment in Pittsford

4.97 out of 5 average rating, 30 reviews

Norm's Place

Located in historic Pittsford Vermont, come stay in our newly renovated private unit. Close to Killington and Pico for skiing, the Mountain Top Inn , The Brandon Inn and Lilac Inn for weddings and events. Walking distance to the Pittsford Recreation center and walking trails. Convenient to swimming at the Chittenden reservoir or State Parks. Lots of opportunities for hiking and experiencing local breweries. Come see what our beautiful state has to offer!

Superhost

Cabin in Woodsville

4.88 out of 5 average rating, 314 reviews

Cabin Getaway, Pool Tb, Darts, Poker Tb, ATV Trail

Log cabin getaway in White Mountains, NH. Located in Mountain Lakes community, it is a perfect location from which to enjoy outdoors. You can fish, swim, hike, ski and then come back to a comfortable home. Sit on the deck and pick at the mountains or enjoy a get together by the big fire in the yard. Easy walk to the lakes. Close to trails for ATV and snowmobiles. Visit nearby towns of Lincoln, Littleton, Franconia with lots of restaurants and activities.

Guest favourite

Townhouse in Stowe

4.89 out of 5 average rating, 161 reviews

Stowe, Topnotch Resort-Best Mt & Luxury in Vermont

This beautiful Resort Condo is located in the award-winning, Top Notch Resort & Spa. Our spacious 2-bedroom, 2-bathroom condo is only 1 mile away from Stowe Mt. Resort while offering privacy and room to spread out on the resort’s 120 acres. It is perfect for families or couples. We are proud of our stellar reviews and competitive pricing. Newly updated, our home is ready for your perfect vacation! Enhanced Cleaning protocols in place!

Superhost

Home in Stowe

4.83 out of 5 average rating, 155 reviews

Great For Large Groups with Hot Tub

This property is not suited to noisy groups - please don’t book for partying. Recently renovated to meet every vacation need, this unique property has everything you require for a great trip. The property is huge, ideally located right on Mountain Rd - minutes to slopes, spas, breweries, restaurants, hiking, biking and swimming holes. With 4 large comfortable bedrooms, fun basement, huge living space with fireplace and private hot tub.

Guest favourite

Home in Cavendish

4.96 out of 5 average rating, 23 reviews

Charming New England Cape- 10 Minutes from Okemo!

Relax with the whole family, or friends at this peaceful place to stay. Close to many local ski resorts, hiking trails, trophy fishing in the Black River off Route 131! Close to Ludlow And Historic Windsor and Woodstock VT! Only a 10 minute drive to Okemo Mountain and Jackson Gore! 30 Minutes to Killington Mountain and Magic Mountain 40 Minutes to Bromley Mountain Accessible to the natural beauty of Vermont!

Guest favourite

Chalet in Stowe

4.96 out of 5 average rating, 106 reviews

The SugarHouse: Chic Chalet, Prime Location

A house for all seasons, the best location in Stowe! Immerse yourself in all Stowe has to offer. Walking distance to restaurants, cafes, and bars, and minutes from world class skiing. Your biggest challenge will be choosing how to spend your time. The SugarHouse was tastefully renovated in November 2021 and is the perfect chalet for your next trip to beautiful Vermont!

Popular amenities for Randolph holiday rentals

Stay near Randolph's top sights

Saap Restaurant42 locals recommend
Chef's Market28 locals recommend
Black Krim Tavern19 locals recommend
Brocklebank Craft Brewing16 locals recommend
Chandler Music Hall15 locals recommend
Silloway Maple13 locals recommend

Quick stats about holiday rentals in Randolph

  • Total rentals

    50 properties

  • Total number of reviews

    4.7K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    50 properties include access to Wi-Fi

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Orange County
  5. Randolph