Whitingham Rentals
From $862 per night (USD)VRBO
Lakeside Victorian Mansion w\/Hot Tub, Near Skiing, Snowmobile Trails, Boating
- Bedrooms:
- 7
- 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 $862 per night (USD)VRBO
From $661 per night (USD)Expedia
Vermont Lake Front Log Cabin Close to Mt. Snow
- Bedrooms:
- 2
- 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 $661 per night (USD)Expedia
From $433 per night (USD)VRBO
Welcoming brand new 3 bed chalet on hilltop with Mountain View’s
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 8
All new remodeled kitchen and open floor plan. Tons of natural light. Three bedrooms that sleep 8, wrap around deck with ...
From $433 per night (USD)VRBO
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 $477 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 t ...
From $477 per night (USD)VRBO
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The Landing
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 9
Enjoy a well deserved getaway at 'The Landing'. This 3 bedroom, 2 level, quiet and spacious home sleeps up to 9 people. ...
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From $341 per night (USD)VRBO
Jacksonville Cabin w\/ Wraparound Deck & Views
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Searching for famed winter activities and warm weather fun? Look no further than Jacksonville and stay at this 3-bed, 2- ...
From $341 per night (USD)VRBO
From $735 per night (USD)VRBO
Mt Snow for families! Sprawling home, great views, skiing, snowmobiling, hiking
- Bedrooms:
- 5
- Bathrooms:
- 7
- Sleeps:
- 13
Welcome to Stonehedge Farm - This huge, beautiful, antique farmhouse sits on top of 10 acres of rolling hills overlookin ...
From $735 per night (USD)VRBO
From $236 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 $236 per night (USD)VRBO
From $407 per night (USD)Expedia
Bright three-level home with water views, jetted tub, firepit, and pool table
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 6
Log Cabin Escape Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your d ...
From $407 per night (USD)Expedia
From $303 per night (USD)VRBO
Rustic 1850s barn, updated & funky, ideal for exploring Southern VT\/Western MA .
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 6
Idyllic Vermont retreat situated on 12+ acres with meadow, seasonal gentle stream and hillside walkable woods. House h ...
From $303 per night (USD)VRBO
From $984 per night (USD)Expedia
Family Winter Retreat w\/ Hot Tub: 14 Mi to Slopes!
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 12
Experience your private slice of paradise in Vermont's scenic Green Mountains at this family vacation rental in Whitingh ...
From $984 per night (USD)Expedia
From $362 per night (USD)VRBO
Hundred year old farmhouse made comfortable for all seasons
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 4
This clapboard home is part of a former 400 acre cattle and maple sugar farm in the Deerfield River Valley near Mt Snow. ...
From $362 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 $323 per night (USD)VRBO
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
UP TO FOUR MORE ADDITIONAL GUESTS CAN CAMP ON THE LAKEFRONT PROPERTY. Hot Breakfast and Lunch INCLUDED every day in your ...
From $323 per night (USD)VRBO
From $1095 per night (USD)VRBO
Beautiful Home on 22 Acres w\/Ponds Near Mt. Snow
- Bedrooms:
- 5
- 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 $1095 per night (USD)VRBO
From $3651 per night (USD)VRBO
Most Luxurious Log Estate—10 BR's, Pool, Hot Tub, Total Privacy & Lake Access!
- Bedrooms:
- 8
- Bathrooms:
- 10
- Sleeps:
- 28
Privacy and nature. Great amenities and location. This luxury log home is situated on twenty acres and has everything yo ...
From $3651 per night (USD)VRBO
From $447 per night (USD)Expedia
Lakefront House with Stunning Views and Great Room
- Bedrooms:
- 2
- Bathrooms:
- 5
- 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 $383 per night (USD)VRBO
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
- Bedrooms:
- 3
- 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 $383 per night (USD)VRBO
From $531 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 $531 per night (USD)VRBO
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Secluded Mountain Chalet
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
*Mount Snow / Berkshire East / VAST* This spacious mountain chalet is a great space to share with your family or friend ...
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From $854 per night (USD)VRBO
Private Large Spacious Mt Snow Ski-Lake Home Vermont
- Bedrooms:
- 4
- Bathrooms:
- 5
- 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 $854 per night (USD)VRBO
From $539 per night (USD)VRBO
Lovely Contemporary Vermont Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Trail Haven! Whether you are a skier, snowmobiler or avid hiker - our lovely home is the perfect place to be ...
From $539 per night (USD)VRBO
From $329 per night (USD)Expedia
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 $329 per night (USD)Expedia
From $1173 per night (USD)VRBO
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 $1173 per night (USD)VRBO
From $418 per night (USD)Expedia
Play Area, Crib, 11 Acre Farmhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Unwind with your loved ones at this cozy historic farmhouse on 11 acres of Vermont forest. Carley Farmhouse is a retreat ...
From $418 per night (USD)Expedia
From $417 per night (USD)VRBO
Beaver's Bend Lakefront Retreat ~16 mi to Slopes & Pet Friendly!
- Bedrooms:
- 4
- 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)VRBO
From $417 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 $417 per night (USD)VRBO
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The White Birches | Modern Home w\/Lake Access
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: Escape to this unique modern home in scenic Southern Vermont on a 10 acre private estate. Enjoy mesmerizing lak ...
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From $491 per night (USD)Expedia
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to our tranquil countryside retreat, where relaxation meets adventure. Nestled amidst nature, our cozy home offer ...
From $491 per night (USD)Expedia
From $586 per night (USD)VRBO
Idyllic lodge on 16-acres with fire pit & amazing views of Mt Snow- near skiing
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Whistling Peak Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $586 per night (USD)VRBO
From $538 per night (USD)Expedia
Working farmhouse on 140 acres with old-world feel & Peloton - dog-friendly
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Sugarwood Farmhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter you ...
From $538 per night (USD)Expedia
From $323 per night (USD)VRBO
Black Bear Brook: Historic home minutes from Lake Whitingham and Lake Sadawga.
- Bedrooms:
- 3
- 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 $323 per night (USD)VRBO
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Carriage guest house. Lake access.
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 6
Escape to lake side living like no other - this jaw-droppingly beautiful lake home on Lake Whitingham is sure to exceed ...
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From $459 per night (USD)VRBO
Rare new Home on Lake Whitingham. Semi-priv beach
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 4
Rare and exclusive Lake side home at Lake Whitingham. Lake Whitingham is an undeveloped lake with very few homes visible ...
From $459 per night (USD)VRBO
From $1008 per night (USD)Expedia
Lake Whitingham estate
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
This gorgeous estate has something for everyone! Boasting a Main house, and a lake cottage( rented separately), this pro ...
From $1008 per night (USD)Expedia
From $568 per night (USD)VRBO
River Wine Inn is a GAMERS haven on 24 acres with a wooden bridge, river & pond
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Experience endless enjoyment in this charming 4-bedroom converted winery, where every room promises relaxation and excit ...
From $568 per night (USD)VRBO
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Cool Converted Cabin with strong wifi in Whitingham
- Bedrooms:
- 2
- 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 $285 per night (USD)VRBO
Charming 1-bedroom in a house in readsboro withprivate entrance, private hot tub
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 3
Nestled in Readsboro, this enchanting house offers a pleasant retreat for guests. With 1 cozy bedroom featuring a king b ...
From $285 per night (USD)VRBO
From $308 per night (USD)Expedia
Lake Whitingham & Mount Snow Area Village Garden Apartment 2 BR, AC & WiFi
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Get Back to the Garden in Jacksonville Village in Whitingham at this enchanting garden apartment. The property is a 5 mi ...
From $308 per night (USD)Expedia
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 $662 per night (USD)Expedia
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
- Bedrooms:
- 2
- 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 $662 per night (USD)Expedia
From $384 per night (USD)VRBO
Home 15 Mi to Berkshire East & Mount Snow!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
Vermont Post & Beam Home | Wood-Burning Stove | 25 Mi to Battleboro Located just north of the Berkshires, this 4-bedroo ...
From $384 per night (USD)VRBO