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Compare 396 Vacation Homes in Whitingham with updated reviews, rates, and availability.

1810 Brook Side Mill/House / EV Level 2 Charging on Site
10.0 out of 10, Exceptional, 61 reviews
"This stay is one of the best I have enjoyed using VRBO! From start to finish it was seamless. We loved that the house was historic and the renovation was amazing!! The moment we walked inside we were at home. Some amenities, like the portacrib available, weren’t even listed. The owners thought of everything. Communication with the owner was excellent. The house itself is wonderfully decorated, stocked with everything you could possibly need and comfortable. Our family used all three levels and...
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Lovely 2nd Floor Apartment
10.0 out of 10, Exceptional, 2 reviews
"This was our second stay at David’s property. So clean and welcoming! Quiet, in a residential neighborhood and just what we needed while visiting the area. Thank you David!"
The price is $119
$202 total
includes taxes & fees
Jul 7 - Jul 8
Lovely 2nd Floor Apartment
Luxury Vacation Rental in the Berkshires!
10.0 out of 10, Exceptional, 4 reviews
"We had a brief but wonderful stay for graduation weekend. The house is spacious and comfortable. And the views from the backyard are amazing!"
Luxury Vacation Rental in the Berkshires!
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Tiny house & hot tub nestled on 150+ acres of the Green Mtns of Vermont.
10.0 out of 10, Exceptional, 2 reviews
"This place is where you want to stay if you just want quiet, peaceful, and relaxing times. The host is beyond wonderful and supplied this awesome little tiny house w everything you could ask for and a little bit more. Everything was more than I expected and then some. Very modern amenities and I can’t wait to stay again."
Tiny house & hot tub nestled on 150+ acres of the Green Mtns of Vermont.
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
10.0 out of 10, Exceptional, 28 reviews
"This is a great spot for a getaway! The space was spotless. There was a lot of privacy. The location was close to everything we needed. The space is cozy and super fun with the hot tub and fore pit! We we are able to enjoy the included breakfast, which was great before skiing!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
9.6 out of 10, Exceptional, 118 reviews
"Comfortable, quiet and convenient country location. This is our third time staying at the property for fishing and exploring the Deerfield and Westfield rivers and we will definitely return."
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Private Suite with a Sweet View. Spacious, close to town, dog friendly
10.0 out of 10, Exceptional, 25 reviews
"We liked the fact that it was very quiet, perfectly described, had an amazing view and was beyond peaceful. The gardens and landscape made the setting even better. Wished we were in the area longer so we could’ve stayed longer. Would definitely book this suite again. "
Private Suite with a Sweet View. Spacious, close to town, dog friendly
Salt Water Hot Tub, Family & Pet Friendly, 5 bedrooms, Fire Pit, Volleyball
9.8 out of 10, Exceptional, 9 reviews
"The property was clean and well stocked. The host communicated clearly and was responsive. There were nice touches around the house like clear instructions how to operate the hot tub, fans in each bedroom and plenty of puzzles and games. Our family had a nice time and would recommend this property."
Salt Water Hot Tub, Family & Pet Friendly, 5 bedrooms, Fire Pit, Volleyball
Wilmington Vacation Rental Near Hiking and Skiing!
10.0 out of 10, Exceptional, 9 reviews
"Beatiful weekend get away."
Wilmington Vacation Rental Near Hiking and Skiing!
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, 94 reviews
"Very convenient location, clean and welcoming home away from home. And the fenced in backyard, our Maizie was in heaven!"
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Newly updated 4 Bed VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
10.0 out of 10, Exceptional, 2 reviews
"We really enjoyed our stay at this modern rustic home. It was welcoming, had great amenities and lots of spaces to hang out. Between the livingroom, deck, loft sitting area and multiple basement spaces there were plenty of places to sit quietly or be together. Morning coffee on the deck or an evening spent playing games and having a movie night were the perfect way to spend our weekend. It was great to have the bonus use of the clubhouse pool and other facilities. We really enjoyed our stay...
The price is $206
$553 total
includes taxes & fees
Jul 9 - Jul 10
Newly updated 4 Bed VT escape for all occasions w/ New Kitchen, Game Rooms, Media Room!
Quiet mountain home w/ brook; walking distance to Spring street.
10.0 out of 10, Exceptional, 1 review
"Cute quiet house, with sounds of the small creek in the backyard to fall to sleep by. Great location for being able to walk in and around Williamstown. Know that it is *dark* at night --> which we thought was wonderful, but might be a concern for some."
Quiet mountain home w/ brook; walking distance to Spring street.
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
9.4 out of 10, Exceptional, 3 reviews
"My BF and I really enjoyed the Hawley Home. The location was stunning and quiet. The owner was very kind and responsive when I reached out with questions before we started out on our drive to the location. There was a welcome book with all of the information on the home and it included information about the local attractions. The property is clean, the bed is comfortable and the views are breathtaking. There is no cell service ( not that is a bad thing with as much as we work) but the home has...
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Storybook Stratton House: 3 Mi to Mount Snow!
9.8 out of 10, Exceptional, 7 reviews
"Overall the house was great. Exactly as advertised"
Storybook Stratton House: 3 Mi to Mount Snow!
West Dover Home w/ Deck, Grill & EV Outlet
9.8 out of 10, Exceptional, 16 reviews
"Long weekend ski trip to Mt. Snow with three families. Layout of bedrooms and living spaces was perfect. Location to Mt. Snow and area market and restaurants was also perfect. We’ll be back."
West Dover Home w/ Deck, Grill & EV Outlet
Three Bedroom home with loft
Three Bedroom home with loft
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
10.0 out of 10, Exceptional, 6 reviews
"This unit was so clean and well cared for. We felt right at home! And so close to both Mt Snow and all of the restaurants in Wilmington. We really enjoyed our stay and plan to return again."
Relaxing Mountain Refuge: 4 Miles to Mt Snow!
Great vacation house close to everything!
Great vacation house close to everything!
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
9.4 out of 10, Exceptional, 17 reviews
"Definitely recommend this place for large groups. Very clean, so much to do, and great communication with host. Very private location"
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
8.8 out of 10, Excellent, 38 reviews
"The home location, layout were awesome. Pics must be older as there was maintenance needed on the basketball/tennis court, pool, and shuffleboard room. Our bachelor party had a good time, once some updates are done, could be a 5 start spot."
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
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See all available properties in Whitingham
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.

Other property types in Whitingham

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
10.0 out of 10, Exceptional, 28 reviews
"This is a great spot for a getaway! The space was spotless. There was a lot of privacy. The location was close to everything we needed. The space is cozy and super fun with the hot tub and fore pit! We we are able to enjoy the included breakfast, which was great before skiing!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
10.0 out of 10, Exceptional, 25 reviews
"Great home, truly beautiful surroundings and easy drive to lots of stuff. We tackled Mass MoCA, kayaking in Brattleboro and mountain adventures at Bromley. Plus all the small towns and pit stops along the way. Very family friendly house with basement for older kids and well child-proofed for any youngsters."
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
9.6 out of 10, Exceptional, 36 reviews
"The house was perfect for our larger family event. The bedrooms were quiet and each one had their own bathroom. The owner was responsive to any needs. We had a wonderful event."
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
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.

Whitingham Vacation Homes information

Number of reviews
409
Accommodation
396 Vacation Homes
Lowest Price
$119
Highest Price
$206

Recent reviews of Whitingham hotels
Expedia verified reviews