Whitingham Rentals
From $1023 per night (USD)VRBO
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 16
An experience like no other... all for less than $47 a night per person! A perfect blend of historic charm and 21st cent ...
From $1023 per night (USD)VRBO
From $831 per night (USD)Expedia
Vermont Lake Front Log Cabin Close to Mt. Snow
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
I personally built this stunning handcrafted log home back in 1998. It features over 500' of frontage on beautiful, peac ...
From $831 per night (USD)Expedia
From $441 per night (USD)VRBO
Secluded large country home for big groups with giant open yard for outdoor fun.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 15
The 3000 sq ft house is located on 13.5 acres. The yard & house faces south, so warm & sunny. Mount snow ski area ...
From $441 per night (USD)VRBO
From $774 per night (USD)Expedia
'John's Farmhouse in Mount Snow' on 120 Acres!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
James Gandolfini from 'The Sopranos' was a repeat guest at 'Mount Snow Farm,' a 120-acre former dairy farm nestled in th ...
From $774 per night (USD)Expedia
From $393 per night (USD)VRBO
Jacksonville Cabin w/ Wraparound Deck & Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Searching for famed winter activities and warm weather fun? Look no further than Jacksonville and stay at this 3-bed, 2- ...
From $393 per night (USD)VRBO
From $876 per night (USD)Expedia
Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 13
Welcome to Stonehedge Farm - This huge, beautiful, antique farmhouse sits on top of 10 acres of rolling hills overlookin ...
From $876 per night (USD)Expedia
From $286 per night (USD)VRBO
The Green Mountain Roost, Very Private & Quiet Country House, Dogs Welcome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled on a dead-end road on ten private acres, the home has two upstairs bedrooms, each with queen-sized beds, and an ...
From $286 per night (USD)VRBO
From $1172 per night (USD)Expedia
Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Experience your private slice of paradise in Vermont's scenic Green Mountains at this family vacation rental in Whitingh ...
From $1172 per night (USD)Expedia
From $329 per night (USD)VRBO
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
This very private 3 bedroom, 1 bath, getaway is off the beaten path nestled on 28 quite wooded acres that abut the Green ...
From $329 per night (USD)VRBO
From $389 per night (USD)Expedia
Cozy Lakeside Tiny Home, kayaks included, fishing, hot tub, Near Skiing
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
UP TO FOUR MORE ADDITIONAL GUESTS CAN CAMP ON THE LAKEFRONT PROPERTY. Hot Breakfast and Lunch INCLUDED every day in your ...
From $389 per night (USD)Expedia
From $525 per night (USD)VRBO
Lakefront House with Stunning Views and Great Room
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
This waterfront home on Sadawga Lake is the perfect family getaway or couples retreat. The spacious log style home has a ...
From $525 per night (USD)VRBO
From $525 per night (USD)Expedia
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Tucked away in the bends of Burrington Hill Road, you’ll find our family’s Whitingham Wonderland, where our Irish touch ...
From $525 per night (USD)Expedia
From $606 per night (USD)VRBO
Secluded Mountain Chalet
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
*Mount Snow / Berkshire East / VAST* This spacious mountain chalet is a great space to share with your family or friend ...
From $606 per night (USD)VRBO
From $684 per night (USD)VRBO
Private Large Spacious Mt Snow Ski-Lake Home Vermont
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 13
Come relax with your family and friends at this private and centrally located home situated on Ryder Pond. 15 mins to Mt ...
From $684 per night (USD)VRBO
From $442 per night (USD)VRBO
Cozy Southern Vermont Home w/ On-Site Trails
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Treat yourself or a loved one this holiday season to a peaceful escape at this 2-bed, 1-bath vacation rental. If you're ...
From $442 per night (USD)VRBO
From $864 per night (USD)Expedia
Chalet- Stream, A/C, Hot Tub, min to Lake and Ski
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 16
Family Friendly Chalet perfect for all season`s . Minutes from Beautiful Wards beach at Lake Whitingham and 15 minutes f ...
From $864 per night (USD)Expedia
From $562 per night (USD)VRBO
Foliage Ready! Play Area, Crib, 11 Acre Farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our beloved family home away from home. We call it Carley Farmhouse after the Vermonters who built it 200 yea ...
From $562 per night (USD)VRBO
From $530 per night (USD)Expedia
Beaver's Bend Lakefront Retreat ~16 mi to Slopes & Pet Friendly!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Tucked away in the bends of Whitingham, you’ll find our family’s home - "2nd Fiddle", where our Irish touch is sure to m ...
From $530 per night (USD)Expedia
From $633 per night (USD)VRBO
Sadawga Springs Retreat
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Easily accessed from New York and New England, the retreat is nestled in the heart of historic Whitingham Village, and i ...
From $633 per night (USD)VRBO
From $577 per night (USD)Expedia
Vermont Summer Getaway • Fire Pit, Yard Games, Near Lake • Sleeps 11
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Escape to our tranquil countryside retreat, where relaxation meets adventure. Nestled among fields and forest, our cozy ...
From $577 per night (USD)Expedia
From $225 per night (USD)VRBO
Lake Whitingham & Mount Snow Area Village Apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 2
The apartment is in Jacksonville Village in the town of Whitingham. The property is a 5 mile drive to Lake Whitingham, 1 ...
From $225 per night (USD)VRBO
From $790 per night (USD)Expedia
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to House of Pi π aka Lakefront Loft. A one of a kind custom built 34 foot high raised container home overlooking ...
From $790 per night (USD)Expedia
From $672 per night (USD)VRBO
Charming Home with Lake and Mountain View
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
The Vermont Vista Cabin • Private 10-Acre Escape ★☆ ABOUT OUR HOME ☆★ Welcome to your private Vermont escape — 10 peace ...
From $672 per night (USD)VRBO
From $280 per night (USD)Expedia
Mount Snow Lake Whitingham Antique Apartment in Jacksonville-Whitingham Vermont
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Located the Village of Jacksonville, in the town of Whitingham, just 10 miles over the Massachusetts border, this apartm ...
From $280 per night (USD)Expedia
From $400 per night (USD)VRBO
Private dog-friendly house w/ mountain views, fireplace, deck, firepit, w/d
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Nestled between the Berkshire East Ski Area and Mt. Snow Resort, this dog-friendly 3-bedroom, 2-bathroom house in Whitin ...
From $400 per night (USD)VRBO
From $345 per night (USD)Expedia
Bright three-level home with water views, jetted tub, firepit, and pool table
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Enjoy the water views and the rural vibes at this three-level house in Jacksonville! You'll be staying just half a mile ...
From $345 per night (USD)Expedia
From $645 per night (USD)VRBO
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Consider this apartment your home away from home while you visit Whitingham. Located in the historic EJ Roberts Chevy de ...
From $645 per night (USD)VRBO
From $352 per night (USD)VRBO
Little Cabin, rustic 4 bedroom near Mt. Snow and Berkshire East
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
The Little Cabin is a rustic wood cabin located in beautiful rural Vermont land, and a great deal for a no-frills, idyll ...
From $352 per night (USD)VRBO