Photo by Free Love Hippie

Search Vacation Homes in Whitingham

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Compare 501 Vacation Homes in Whitingham with updated reviews, rates, and availability.

Lovely 2nd Floor Apartment

10.0 out of 10, Exceptional, (24)
"Easy stay, good location for us. Would stay again. "
The price is SAR 484
SAR 813 total
includes taxes & fees
2 Jun - 3 Jun
Lovely 2nd Floor Apartment

Contemporary Berkshire Home with Views of Taconic Golf Course

Contemporary Berkshire Home with Views of Taconic Golf Course

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

9.6 out of 10, Exceptional, (32)
"My wife and I had a wonderful and relaxing time celebrating our anniversary. We really enjoyed sitting by the river."
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

1810 Brook Side Mill/House / EV Level 2 Charging on Site

10.0 out of 10, Exceptional, (73)
"Highly recommend this charming, historic place.  Well appointed. Has everything you need for your stay.  Cozy…yet plenty of space for everyone.  Looks like it was just renovated.  Took my daughter and two granddaughters for a ski weekend.  Wouldn’t hesitate to come back here.  "
1810 Brook Side Mill/House / EV Level 2 Charging on Site

Luxury Vacation Rental in the Berkshires!

10.0 out of 10, Exceptional, (13)
"Stayed here multiple times and will come back again. Great place to stay…"
Luxury Vacation Rental in the Berkshires!

Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Indoor Pool, Golf, Hike, Relax!

10.0 out of 10, Exceptional, (1)
"We had such a lovely time in this well loved cabin. Super quiet location and well stocked with everything we needed for our end of year ski trip in Stratton. The owner was very friendly and helpful. We hope we will be back soon!"
Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Indoor Pool, Golf, Hike, Relax!

Newly updated VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!

10.0 out of 10, Exceptional, (10)
"We loved the house, the deck and the property amenities."
The price is SAR 735
SAR 2,010 total
includes taxes & fees
5 Jun - 6 Jun
Newly updated VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

10.0 out of 10, Exceptional, (22)
"Place was great and accommodating, would recommend. Thank you!"
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

10.0 out of 10, Exceptional, (4)
"great Place, quiet, clean and very comfortable."
The price is SAR 413
SAR 1,602 total
includes taxes & fees
1 Jun - 2 Jun
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Spacious 4-bedroom Pet Friendly Home Near Lakes and Hiking

10.0 out of 10, Exceptional, (1)
"We had a great experience at Erika’s place. The house was great. Spacious & cozy at the same time. Plenty of amenities to keep the kids entertained from the theater in the basement to card games, fussball, darts, backyard, and firepit,for roasting marshmallows. We hiked at Molly Stark, went to the reservoir, & skied at Mt. Snow all in under 20 min away. We had a good time, it was a perfect getaway for our spring break. "
Spacious 4-bedroom Pet Friendly Home Near Lakes and Hiking

Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+

6.0 out of 10, (1)
"Inside property was great - house was very fun and spacious and clean . HOWEVER..the driveway clearly hadn’t been plowed for a long time when we got there and so once we pulled in our cars were stuck. We were trapped at the house for 3 days. The plow driver came to plow the neighbor and told us he hadn’t been paid by the owners so hadn’t been plowing for some time The owners finally arranged for a different plow to come but not being able to leave for 3 days really affected our ability to...
Home with View of Mount Snow!! Indoor-pool, spa, sauna Gym & more Sleeps 23+

Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

2.0 star property
10.0 out of 10, Exceptional, (8)
"Great place! Location was ideal, close to everything. "
Stylish new 2 bedroom property in enchanting Shelburne Falls Village.

Modern Mount Snow Gnarvana - Balcony/Pet-Friendly/Walk to Lifts & Lodge

10.0 out of 10, Exceptional, (19)
"Wonderful condo - clean, cozy, and very well appointed. Great location and the Moover conveniently picks up right next door. Jen and Erica are excellent hosts, very responsive and communicative. Would definitely stay here again!"
Modern Mount Snow Gnarvana - Balcony/Pet-Friendly/Walk to Lifts & Lodge

Spyglass village- Golf & Ski

10.0 out of 10, Exceptional, (3)
"Great location, close to Mount Snow, ideal for skiing. Property is newly renovated, very functional and well appointed. We really enjoyed our stay."
Spyglass village- Golf & Ski

'Luna Stella' - West Dover Home 1 Mi to Mt Snow!

9.8 out of 10, Exceptional, (64)
"Great property. Enjoyed our stay."
'Luna Stella' - West Dover Home 1 Mi to Mt Snow!

Fabulous Mountain Top Retreat - 10 minutes from mount snow!

Fabulous Mountain Top Retreat - 10 minutes from mount snow!

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9.4 out of 10, Exceptional, (22)
"ideal for a large group of adult friends "
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Mountain Sanctuary Dome Rustic Solitude 5BR

9.8 out of 10, Exceptional, (6)
"The dome home is a gorgeous architecturally unique place. It is well appointed, with well kept plants, a little library, instruments, and a functional kitchen. It’s just an incredibly fun place to stay. There is a spectacular short hike ending in a swimming hole nearby. I suspect we will be back."
Mountain Sanctuary Dome Rustic Solitude 5BR

Bright three-level home with water views, jetted tub, firepit, and pool table

8.4 out of 10, Very Good, (27)
"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"
Bright three-level home with water views, jetted tub, firepit, and pool table

Wilmington Vacation Rental Near Hiking and Skiing!

9.2 out of 10, Wonderful, (20)
"Perfect stay for the boys to get together and ski. "
Wilmington Vacation Rental Near Hiking and Skiing!
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.
Save an average of 15% on thousands of hotels when you're signed in