Whitingham Rentals
- From $618 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 $618 per night (USD)VRBO
- From $285 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 $285 per night (USD)Expedia
- From $150 per night (USD)
VRBO
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 $150 per night (USD)VRBO
- From $250 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 $250 per night (USD)VRBO
- From $774 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 $774 per night (USD)VRBO
- From $230 per night (USD)
Expedia
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 $230 per night (USD)Expedia
- From $285 per night (USD)
VRBO
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Hot Breakfast and Lunch INCLUDED every day in your stay. Our general store, located 5 minutes away, will make you fresh ...
From $285 per night (USD)VRBO
- From $313 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 $313 per night (USD)Expedia
- From $621 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 $621 per night (USD)VRBO
- From $186 per night (USD)
VRBO
The Green Mountain Roost, Very Private & Quiet Country House, Dogs Welcome
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Nestled on a dead-end road on ten private acres, the home has two upstairs bedrooms, each with queen-sized beds, and an ...
From $186 per night (USD)VRBO
- From $300 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 $300 per night (USD)VRBO
- From $165 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 $165 per night (USD)Expedia
- From $569 per night (USD)
VRBO
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 $569 per night (USD)VRBO
- From $390 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 $390 per night (USD)Expedia
- From $246 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 $246 per night (USD)VRBO
- From $139 per night (USD)
Expedia
14mi to Mt. Snow! Arcade, Private Suite, King Bed, Family-Friendly, Weber Grill
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to our tranquil countryside retreat, where relaxation meets adventure. Nestled amidst nature, our cozy home offer ...
From $139 per night (USD)Expedia
- From $645 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 $645 per night (USD)VRBO
- From $346 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 $346 per night (USD)VRBO
- From $259 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 $259 per night (USD)VRBO
- From $482 per night (USD)
VRBO
Private Large Spacious Mt Snow Ski-Lake Home Vermont
- Bedrooms:
- 4
- 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 $482 per night (USD)VRBO
- From $230 per night (USD)
VRBO
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 $230 per night (USD)VRBO
- From $240 per night (USD)
Expedia
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 $240 per night (USD)Expedia
- From $209 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 $209 per night (USD)VRBO
- From $371 per night (USD)
Expedia
Lakefront House with Stunning Views and Great Room
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
This waterfront home on Sadawga Lake is the perfect family getaway or couples retreat. The spacious log style home has a ...
From $371 per night (USD)Expedia
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $373 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 $373 per night (USD)VRBO
- From $298 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 $298 per night (USD)VRBO
- From $320 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 $320 per night (USD)VRBO
- From $550 per night (USD)
VRBO
Amazing View w\/ Deck, Pond, Sledding Hill - 100+ acres - Great for Families
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
This light, bright and spacious house gives you a feeling of being on top of the world. The decor is simple but hopeful ...
From $550 per night (USD)VRBO
- From $540 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 $540 per night (USD)VRBO
- From $2620 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 $2620 per night (USD)VRBO
- From $276 per night (USD)
Expedia
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 ...
From $276 per night (USD)Expedia
- From $548 per night (USD)
VRBO
Rare new Home on Lake Whitingham. Semi-priv beach
- Bedrooms:
- 4
- Bathrooms:
- 2
- Sleeps:
- 6
Rare and exclusive Lake side home at Lake Whitingham. Lake Whitingham is an undeveloped lake with very few homes visible ...
From $548 per night (USD)VRBO
- From $1159 per night (USD)
Expedia
Lake Whitingham estate
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
This gorgeous estate has something for everyone! Boasting a Main house, Carriage House and a lake cottage( all rented se ...
From $1159 per night (USD)Expedia
- From $196 per night (USD)
VRBO
Idyllic lodge on 16-acres with fire pit & amazing views of Mt Snow- near skiing
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Whistling Peak Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your des ...
From $196 per night (USD)VRBO
- From $300 per night (USD)
Expedia
Historic dog-friendly charmer with pond & mountain views - near skiing & trails
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 9
Kenlo Farm Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired ...
From $300 per night (USD)Expedia
- From $180 per night (USD)
VRBO
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 $180 per night (USD)VRBO