Whitingham Rentals
From $973 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 $973 per night (USD)VRBO
From $643 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 $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 $472 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 t ...
From $472 per night (USD)Expedia
From $1035 per night (USD)VRBO
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. ...
From $1035 per night (USD)VRBO
From $265 per night (USD)Expedia
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 $265 per night (USD)Expedia
From $736 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 $736 per night (USD)VRBO
From $216 per night (USD)Expedia
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 $216 per night (USD)Expedia
From $232 per night (USD)VRBO
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 $232 per night (USD)VRBO
From $919 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 $919 per night (USD)Expedia
From $249 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 $249 per night (USD)VRBO
From $333 per night (USD)Expedia
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 $333 per night (USD)Expedia
From $584 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 $584 per night (USD)VRBO
From $2853 per night (USD)Expedia
Most Luxurious 7000 Sq. ft. Log Estate — Pool, Hot Tub, Privacy & Lake Access!
- Bedrooms:
- 8
- Bathrooms:
- 4
- Sleeps:
- 8
Fresh wood fragrance. All details in the house crafted with love. Privacy and nature. Great amenities and location. This ...
From $2853 per night (USD)Expedia
From $474 per night (USD)VRBO
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 $474 per night (USD)VRBO
From $448 per night (USD)Expedia
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 $448 per night (USD)Expedia
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 $432 per night (USD)Expedia
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 ...
From $432 per night (USD)Expedia
From $686 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 $686 per night (USD)VRBO
From $473 per night (USD)Expedia
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 $473 per night (USD)Expedia
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 $672 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 $672 per night (USD)Expedia
From $296 per night (USD)VRBO
Summer 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 $296 per night (USD)VRBO
From $426 per night (USD)Expedia
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 $426 per night (USD)Expedia
From $444 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 $444 per night (USD)VRBO
From $522 per night (USD)Expedia
2.5mi from the lake! Fire pit, arcade, yard games!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 11
Escape to our tranquil countryside retreat, where relaxation meets adventure. Nestled amidst nature, our cozy home offer ...
From $522 per night (USD)Expedia
From $317 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 $317 per night (USD)VRBO
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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 ...
Click For PricingExpedia
From $321 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 $321 per night (USD)VRBO
From $440 per night (USD)Expedia
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 $440 per night (USD)Expedia
From $797 per night (USD)VRBO
Lake Whitingham estate
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 11
This gorgeous estate has something for everyone! Boasting a Main house, and a lake cottage( rented separately), this pro ...
From $797 per night (USD)VRBO
From $577 per night (USD)Expedia
GAMERS HAVEN, River Wine Inn!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Experience endless enjoyment in this charming 4-bedroom converted winery, where every room promises relaxation and excit ...
From $577 per night (USD)Expedia
Click For PricingVRBO
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 ...
Click For PricingVRBO
From $306 per night (USD)Expedia
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 $306 per night (USD)Expedia
From $645 per night (USD)VRBO
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 $645 per night (USD)VRBO
From $323 per night (USD)Expedia
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 $323 per night (USD)Expedia
From $300 per night (USD)VRBO
Elegant house w\/ mountain views, trail to riverfront, balcony, dog-friendly, bbq
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Timber Riverhouse Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your ...
From $300 per night (USD)VRBO