Book Holiday Homes in Randolph
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Featured Holiday Homes in Randolph

Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you

Dog-friendly home with panoramic mountain views, grill, deck, & pool table

The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond

Spacious country home, beautiful sunsets, 40 acres

Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome.

Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak

5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!

Charming and spacious 5BR located in the heart of Waitsfield. Close to amenities

Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski
Randolph Holiday Houses
Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Randolph vacation homes are the perfect way for you to wing it.
Holiday houses in Randolph let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Randolph in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Randolph adventures, obvs.
If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Randolph with your name on it.
No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Randolph vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.
Randolph Holiday Homes essential information
Accommodation | 679 Holiday Homes |
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Lowest Price | |
Highest Price | |
Popular accommodation | Barn stay with dairy goats! Your clean cozy spot in the barn is waiting for you, Dog-friendly home with panoramic mountain views, grill, deck, & pool table, The Old Orchard Home surrounded by a small apple orchard, large meadows, and a private pond, Spacious country home, beautiful sunsets, 40 acres, Rural Vermont with internet and Smart TV, cell phone works, Dogs welcome., Charming waterfront 2BR house, private beach, waterfall, firepit, wifi, kayak, 5 BR Duplex with Hot Tub & Firepit 1 minute from Killington Resort!, Charming and spacious 5BR located in the heart of Waitsfield. Close to amenities, Limited-Time Discounted Deals | Private Hot Tub & Ping-Pong | Close to Ski |
Top Locations for Holiday Homes in Randolph
Top trending hotels in Randolph

Woodstock Inn & Resort

Killington Mountain Lodge, Tapestry Collection by Hilton

The Shire Woodstock

Comfort Inn & Suites Montpelier-Berlin
More ways to explore Randolph
**Terms and Conditions apply.
^Subject to availability and chosen travel dates.