Whitingham Rentals
From $890 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 $890 per night (USD)VRBO
From $643 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 $643 per night (USD)Expedia
From $392 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 $392 per night (USD)VRBO
From $521 per night (USD)VRBO
'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 $521 per night (USD)VRBO
From $318 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 $318 per night (USD)VRBO
From $749 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 $749 per night (USD)Expedia
From $223 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 $223 per night (USD)VRBO
From $299 per night (USD)Expedia
Bright three-level home with water views, jetted tub, firepit, and pool table
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Log Cabin Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $299 per night (USD)Expedia
From $967 per night (USD)VRBO
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 $967 per night (USD)VRBO
From $265 per night (USD)Expedia
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 $265 per night (USD)Expedia
From $305 per night (USD)VRBO
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
- 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 $305 per night (USD)VRBO
From $772 per night (USD)VRBO
Beautiful Home on 22 Acres w/Ponds Near Mt. Snow
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Spacious, 4,500 sq. ft. house that sleeps 12 set on 22 acres with ponds, streams, and hiking. This one-of-a-kind propert ...
From $772 per night (USD)VRBO
From $3203 per night (USD)VRBO
10 BR's Luxurious 7000 Sq.ft. Log Estate — Pool, Hot Tub, Privacy & Lake Access
- Bedrooms:
- 7
- Bathrooms:
- 10
- Sleeps:
- 20
Fresh wood fragrance. All details in the house crafted with love. Privacy and nature. Great amenities and location. This ...
From $3203 per night (USD)VRBO
From $447 per night (USD)Expedia
Lakefront House with Stunning Views and Great Room
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
This waterfront home on Sadawga Lake is the perfect family getaway or couples retreat. The spacious log style home has a ...
From $447 per night (USD)Expedia
From $448 per night (USD)VRBO
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 $448 per night (USD)VRBO
From $561 per night (USD)VRBO
Amazing View w/ Deck, Pond, Sledding Hill - 137+ acres - Great for Families
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
This light, bright and spacious house gives you a feeling of being on top of the world. The decor is simple but hope ...
From $561 per night (USD)VRBO
From $412 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 $412 per night (USD)VRBO
From $714 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 $714 per night (USD)VRBO
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Lovely Contemporary Vermont Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
### **Escape to Your Vermont Fall Haven** Discover the perfect blend of tranquility and adventure at our charming retre ...
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From $328 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 $328 per night (USD)VRBO
From $412 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 $412 per night (USD)VRBO
From $417 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 $417 per night (USD)Expedia
From $398 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 $398 per night (USD)VRBO
From $521 per night (USD)Expedia
Foliage Galore! 14mi to Mt. Snow, Arcade, King Bed
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Escape to our tranquil countryside retreat, where relaxation meets adventure. Nestled amidst nature, our cozy home offer ...
From $521 per night (USD)Expedia
From $515 per night (USD)VRBO
Idyllic lodge on 16-acres with fire pit & amazing views of Mt Snow- near skiing
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Whistling Peak Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $515 per night (USD)VRBO
From $338 per night (USD)Expedia
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 12
Bring the whole family (or two) to this historic 1865 home with lots of room for fun. This 5 bedroom antique New Englan ...
From $338 per night (USD)Expedia
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Cool Converted Cabin with strong wifi in Whitingham
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 8
Escape to this lovely recently converted cabin retreat situated on 12 acres in Whitingham. Enjoy the swimming hole with ...
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From $673 per night (USD)VRBO
New Rental! Fabulous, Spacious Mountain Family Retreat on 13 Acres
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Your family and friends will fall in love with this secluded 5,250 sq ft mountain retreat tucked away on 13 beautiful wo ...
From $673 per night (USD)VRBO
From $675 per night (USD)VRBO
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Pi π aka Lakefront Loft. A one of a kind custom built 34 foot high raised container home overlooking a beauti ...
From $675 per night (USD)VRBO
From $340 per night (USD)VRBO
Home 15 Mi to Berkshire East & Mount Snow!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Vermont Post & Beam Home | Wood-Burning Stove | 25 Mi to Battleboro Located just north of the Berkshires, this 4-bedroo ...
From $340 per night (USD)VRBO
From $611 per night (USD)VRBO
Elegant house w/ mountain views, trail to riverfront, balcony, dog-friendly, bbq
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Timber Riverhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $611 per night (USD)VRBO