A rural landscape with rolling hills, a winding road, and autumn-colored trees.

Whitingham Holiday Rentals

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Whitingham holiday rentals

Coffee/tea maker, fridge, microwave, stovetop

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake

Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Whitingham
9.8 out of 10, Exceptional, (6 reviews)
"Gorgeous views even in March, ample heating/cooling, wonderful host experience, would just recommend bringing paper plates/utensils as we found ourselves running the dishwasher often. "
United States
avery o.
The price is HK$3,897
HK$6,692 total
includes taxes & fees
20 Aug - 21 Aug
Amazing 34 foot high shipping container home in Whitingham on Sadawga Lake
Outdoor pool, a heated pool

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den

2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Dover
9.4 out of 10, Exceptional, (23 reviews)
"Location was excellent, hosts were responsive, cozy little place with the fireplace, great stay!"
United States
Tania J.
The price is HK$488
HK$2,474 total
includes taxes & fees
22 Jul - 23 Jul
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
Private kitchen

The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!
Brattleboro
10.0 out of 10, Exceptional, (4 reviews)
"What a great get away spot. Such a charming little cabin. The fireflies in the evening were a delight. Clean and cozy."
United States
s p.
The price is HK$1,164
HK$2,296 total
includes taxes & fees
30 Jul - 31 Jul
The Studio with a View. Bring your dog, too!
Smart TV, fireplace, Netflix, streaming services

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House

4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Dover
9.6 out of 10, Exceptional, (27 reviews)
"Very clean - kitchen well stocked with utensils for cooking - great proximity to Mount Snow."
United States
Brian S.
The price is HK$930
HK$3,585 total
includes taxes & fees
22 Jul - 23 Jul
4BR 2BA - MT SNOW, SKIBACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain House
Living area

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Whitingham
9.0 out of 10, Wonderful, (4 reviews)
"This apartment is very efficient and really wowed everyone based on the automotive inspired design. It was an impeccable space, well stocked, and the beds were even extremely comfortable. We enjoyed the bar/grill within walking distance, too. Would stay here again. "
United States
Ben B.
The price is HK$2,854
HK$5,023 total
includes taxes & fees
22 Jul - 23 Jul
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Beach

Cozy 3 bedroom condo 2.5 miles to Mount Snow

Cozy 3 bedroom condo 2.5 miles to Mount Snow
West Dover
9.2 out of 10, Wonderful, (52 reviews)
"Fire place was awesome! Great place to stay! Had everything in the kitchen we needed. All the beds were comfy! "
United States
Susan S.
The price is HK$642
HK$2,223 total
includes taxes & fees
28 Jul - 29 Jul
Cozy 3 bedroom condo 2.5 miles to Mount Snow
Dining

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!

VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Wilmington
10.0 out of 10, Exceptional, (19 reviews)
"Great place!"
United States
Jack & Heather G.
The price is HK$1,537
HK$4,459 total
includes taxes & fees
27 Jul - 28 Jul
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
Exterior

Chalet Mount Snow/Stratton Skiing/hiking

Chalet Mount Snow/Stratton Skiing/hiking
East Dover
10.0 out of 10, Exceptional, (12 reviews)
"Easy to find! Clean! Cozy!! Would definitely stay again! "
United States
Roy-michael G.
The price is HK$1,020
HK$3,596 total
includes taxes & fees
27 Jul - 28 Jul
Chalet Mount Snow/Stratton Skiing/hiking
Lobby

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Dover
8.6 out of 10, Excellent, (37 reviews)
"Location was fantastic! Great ski-in, ski-out location! Unit itself was very dated but location made up for it."
United States
Evan C.
The price is HK$823
HK$2,837 total
includes taxes & fees
22 Jul - 23 Jul
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Smart TV, fireplace, video games, DVD player

Walk To Town, Hottub, Firepit, Games, Mt Snow

Walk To Town, Hottub, Firepit, Games, Mt Snow
Wilmington
10.0 out of 10, Exceptional, (61 reviews)
"Great communication by owners. House was charming with plenty of room for a large family."
United States
Kathleen S.
The price is HK$2,384
HK$5,963 total
includes taxes & fees
22 Jul - 23 Jul
Walk To Town, Hottub, Firepit, Games, Mt Snow
Interior

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown

Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
North Adams
The price is HK$847
HK$1,734 total
includes taxes & fees
2 Aug - 3 Aug
Cozy 2-bedroom Apartment within Walking Distance to Mass MoCA and Downtown
Living area

Stunning Glass House nestled in the Vermont wilderness!

Stunning Glass House nestled in the Vermont wilderness!
Guilford
9.0 out of 10, Wonderful, (2 reviews)
"The glass part of the house is stunning! We wanted to spend all of our time there, and wished that we could enjoy the view from the kitchen and bedroom too. We opted to sleep on the fold-out bed in the glass room instead of in the below-ground bedroom. It was a nice experience!"
United States
Chris O.
The price is HK$1,196
HK$3,439 total
includes taxes & fees
22 Jul - 23 Jul
Stunning Glass House nestled in the Vermont wilderness!
Property grounds

Perfect for a peaceful get away in clean fresh Vermont air!

Perfect for a peaceful get away in clean fresh Vermont air!
Woodford
10.0 out of 10, Exceptional, (84 reviews)
"We had the most wonderful stay! The house and the property were beautiful, the amentities were excellent, and Linda Jane was an incredibly generous and accommodating host. We visit Bennington every year for Thanksgiving with family and we hope to rent with Linda Jane again in the future."
United States
Karissa A.
The price is HK$1,341
HK$2,986 total
includes taxes & fees
22 Jul - 23 Jul
Perfect for a peaceful get away in clean fresh Vermont air!
Interior

Lovely 2nd Floor Apartment

Lovely 2nd Floor Apartment
Greenfield
10.0 out of 10, Exceptional, (60 reviews)
"Beautiful decor, cozy furnishings, comfy comfy beds, all the amenities we needed and more, such a perfect apartment. Great communication with the host. Lots of yummy restaurant options in the area. We loved staying here!"
United States
Christa B.
The price is HK$910
HK$1,586 total
includes taxes & fees
27 Jul - 28 Jul
Lovely 2nd Floor Apartment
Exterior

Private bed with En-suite bathroom Marigold Room

Private bed with En-suite bathroom Marigold Room
Shelburne Falls
The price is HK$941
HK$1,690 total
includes taxes & fees
22 Jul - 23 Jul
Private bed with En-suite bathroom Marigold Room
Exterior

Rose room Victorian home queen bed private bath

Rose room Victorian home queen bed private bath
Shelburne Falls
The price is HK$866
HK$1,571 total
includes taxes & fees
18 Aug - 19 Aug
Rose room Victorian home queen bed private bath
Smart TV, fireplace, books

5BR Berkshire Home Mins To The Mountain

5BR Berkshire Home Mins To The Mountain
Charlemont
10.0 out of 10, Exceptional, (4 reviews)
"What an amazing house to stay at! Tons of room, well equipped kitchen and a great location! "
United States
Jason F.
The price is HK$1,858
HK$4,808 total
includes taxes & fees
22 Jul - 23 Jul
5BR Berkshire Home Mins To The Mountain
Interior

Private Cabin 4BR 3BA, Fire pit, Pool table, BBQ Weber, Babbling Brook, Cornhole

Private Cabin 4BR 3BA, Fire pit, Pool table, BBQ Weber, Babbling Brook, Cornhole
Dover
The price is HK$1,411
HK$4,403 total
includes taxes & fees
22 Jul - 23 Jul
Private Cabin 4BR 3BA, Fire pit, Pool table, BBQ Weber, Babbling Brook, Cornhole
Terrace/patio

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Hinsdale
10.0 out of 10, Exceptional, (15 reviews)
"Very enjoyable getaway weekend!!"
United States
Adrienne
The price is HK$917
HK$1,463 total
includes taxes & fees
26 Jul - 27 Jul
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options
Iron/ironing board, WiFi, bed sheets

Cozy private 2 bed apartment in Shelburne Falls

Cozy private 2 bed apartment in Shelburne Falls
Shelburne Falls
The price is HK$1,317
HK$2,934 total
includes taxes & fees
29 Jul - 30 Jul
Cozy private 2 bed apartment in Shelburne Falls
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Whitingham Hotel Reviews

Willows Motel Williamstown

Willows Motel Williamstown

10/10 Excellent
"Very kind staff, clean rooms, basic but good for the price. Continental breakfast is quite nice, there are lots of options and lots of fruit."
James 1-night trip
Posted 17 hours ago
Willows Motel Williamstown

Find out more about Whitingham

Search for holiday rentals in Whitingham on Expedia! You can easily find your home rentals, villas, holiday apartments in Whitingham using one of the methods below:

  • View our selection of featured holiday rentals in Whitingham
  • Use the map to find apartments and other holiday homes in the Whitingham neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Whitingham while they last

Look no further and take a look at our great range of rental properties in Whitingham!

Frequently asked questions

Can I find holiday rentals in Whitingham?

Yes, there are holiday rentals close to the most popular sights in Whitingham, or you can select a more secluded option if you're looking for a relaxing stay. Whitingham is known for its wineries and parks.

What are some of the best holiday rentals that Whitingham has to offer?

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating : This highly rated holiday home rental in Whitingham is located on a lake, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Another good choice for your trip to Whitingham is Cozy Lakeside Tiny Home, kayaks included, fishing, hot tub, Near Skiing.

How many holiday rentals are there in Whitingham?

Expedia has 13 holiday rentals for your stay in Whitingham.

What’s there to see and do in Whitingham?

Harriman Reservoir and Deerfield River are a couple of lovely local spots to get outside and enjoy nature. Green Mountain National Forest and Jacksonville Pond are a couple of places you'll find in the wider area.

What are holiday rentals like in Whitingham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Whitingham. Holiday rentals feature extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and bustling concierge desks while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.