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Compare 386 Vacation Homes in Whitingham with updated reviews, rates, and availability.

Cozy, charming mountain home.
9.8 out of 10, Exceptional, (6)
"Wonderful place to eacape to relax. "
Cozy, charming mountain home.
Dog-friendly chalet cabin with valley view, deck, and private hot tub
7.6 out of 10, Good, (17)
"The cabin was the perfect weekend getaway. We had issues with connecting the projector to the internet and finally gave up on trying to connect but other then that the overall experience was great. Will be staying here again in the future. "
Dog-friendly chalet cabin with valley view, deck, and private hot tub
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
9.6 out of 10, Exceptional, (40)
"We stayed at Chris' mansion for my wedding this past weekend and it was everything I expected and more. Although it isn't a full service venue, the owner Chris was sooooo helpful in getting everything we needed for our wedding. He owns a restaurant as well and was able to provide all of our appetizers, servers and bartenders! We even had our rehearsal dinner at his bar down the street called Jax on Tap. The bartenders were absolutely amazing and made us feel so welcome. They even made a sign...
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
10.0 out of 10, Exceptional, (105)
"We really enjoyed our stay at Julie’s home. We will definitely to look to stay here again the next time we visit the area. Highly recommended! "
Cozy Home In The Berkshires, Pet Friendly with fenced in yard!
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
10.0 out of 10, Exceptional, (49)
"We loved this property with stunning foliage, hiking trails, and perfect views. The house had everything we needed to accommodate a large group and more with lots of thoughtful touches. Plenty of space, panoramic views, screened in porch, fireplace, pool table, and connected speakers throughout. We have stayed at many different rentals for our annual trip over the years and this one is our new favorite."
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns
New Chalet mins to Mt with Hot tub
10.0 out of 10, Exceptional, (2)
"Excellent house, very beautiful, very spacious and much better than what is seen in the photos 10 out of 10 I loved it, without a doubt I would return to this place with my family"
New Chalet mins to Mt with Hot tub
Walk to Ski Lift: Spacious Condo in West Dover!
2.0 star property
Walk to Ski Lift: Spacious Condo in West Dover!
West Dover Townhome Near Mount Snow Shuttle Stop!
2.0 star property
West Dover Townhome Near Mount Snow Shuttle Stop!
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
10.0 out of 10, Exceptional, (39)
"We had a group of nine and had a great time. There are so many wonderful features including a fully stocked kitchen, activities for kids and an awesome outdoor area to hang out and relax. Would highly recommend this house. "
The price is SAR 1,022
SAR 2,726 total
includes taxes & fees
19 Nov - 20 Nov
Wilmington Family Retreat! -Hot Tub-King Beds- Air hockey-Nerf gun Fun
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
10.0 out of 10, Exceptional, (209)
"Clean and well supplied with fantastic views and close proximity to town.....a wonderful fall New England experience! "
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16
10.0 out of 10, Exceptional, (21)
"The property is exactly as described! We loved the proximity to the mountain. The house is adorable and perfectly suited for our family. The host was VERY responsive and had great customer service during our stay. We can not wait to come back again!"
Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16
Dog-friendly cabin in the woods with firepit - ski & golf at nearby mountains
9.0 out of 10, Wonderful, (67)
"My husband and i enjoyed our stay. The cabin was very clean and comfortable. We would definitely rent it again."
Dog-friendly cabin in the woods with firepit - ski & golf at nearby mountains
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
8.8 out of 10, Excellent, (27)
"In town for a long weekend and loved the location. The owner was prompt and very helpful as we made a mistake in booking. FYI, The pictures are great but it’s a bit more rustic than they make it seem. Still, it was great to sit outside and hear the brooks flowing. Very quiet street! Housecleaning was a bit lacking though as there were some huge cobwebs in the corners. That was fine for us as we spend our time in a barn anyway. "
Two Brooks Lodge, Beautiful Waterfront Vermont Retreat
360 degrees of nature from within the 1 bedroom Vermont Mirror House.
10.0 out of 10, Exceptional, (15)
"Great home in a peaceful location in the country. The place is perfect for a couple and has a cool basement living space."
The price is SAR 1,315
SAR 1,675 total
includes taxes & fees
26 Nov - 27 Nov
360 degrees of nature from within the 1 bedroom Vermont Mirror House.
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
10.0 out of 10, Exceptional, (125)
"We enjoyed living in this beautiful house and spent an amazing vacation! The club house is also great with all the facilities!"
Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow
1810 Brook Side Mill/House / EV Level 2 Charging on Site
10.0 out of 10, Exceptional, (68)
"This is our 3rd time staying here, we love this historic home, it is in very good condition. The home is very clean, well stocked, the layout is very good and the communication with the host is also very good. We love the brook going by. It is close to Smith College where our daughter goes to school. We also enjoy the many other places and things to do in this area. Even after our daughter graduates I can see us coming back to this home and part of Massachusetts. "
1810 Brook Side Mill/House / EV Level 2 Charging on Site
Secluded Vermont Retreat w/ 25 Acres to Explore--Dog Heaven! Mountain Views!
9.8 out of 10, Exceptional, (110)
"Every need accommodated including a back-up generator! Well appointed kitchen and bathrooms. Very cozy and spacious home inside. Very comfortable bed mattress in master bedroom. Lots of yard for dogs to run free. Nature all around. Lots of books and board games there. Laundry room was a big plus. Remote setting but lots to see and explore within reach. Very lovely stay and hosts were very responsive."
Secluded Vermont Retreat w/ 25 Acres to Explore--Dog Heaven! Mountain Views!
SPACIOUS Mountain Retreat with HOT TUB, Fire Pit & Hiking Trails
10.0 out of 10, Exceptional, (5)
"We did have a team member slip and fall on the bottom step. He was just bruised up but a safety tread might not be a bad idea"
SPACIOUS Mountain Retreat with HOT TUB, Fire Pit & Hiking Trails
Modern Mountain Retreat w/ Easy Walk to Mount Snow: Balcony-Fireplace-Loft-Pets
10.0 out of 10, Exceptional, (11)
"If you are looking for either Fall getaway along VT-100 or snow adventures this place is located with easy access to a variety of wonderful local restaurants, breweries, shopping and outdoor adventures. Bathroom and kitchen stocked with basic necessities. Great communication with hosts. Will definitely be back! "
The price is SAR 1,048
SAR 2,310 total
includes taxes & fees
17 Nov - 18 Nov
Modern Mountain Retreat w/ Easy Walk to Mount Snow: Balcony-Fireplace-Loft-Pets
Lovely 2nd Floor Apartment
9.8 out of 10, Exceptional, (15)
"Spacious and clean apt in a convenient location, would definitely stay here again! "
The price is SAR 410
SAR 730 total
includes taxes & fees
19 Nov - 20 Nov
Lovely 2nd Floor Apartment
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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Other property types in Whitingham

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
9.6 out of 10, Exceptional, (40)
"We stayed at Chris' mansion for my wedding this past weekend and it was everything I expected and more. Although it isn't a full service venue, the owner Chris was sooooo helpful in getting everything we needed for our wedding. He owns a restaurant as well and was able to provide all of our appetizers, servers and bartenders! We even had our rehearsal dinner at his bar down the street called Jax on Tap. The bartenders were absolutely amazing and made us feel so welcome. They even made a sign...
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
10.0 out of 10, Exceptional, (39)
"We enjoyed our stay at the tiny home!"
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, (26)
"The house was perfect for a group of five of us. The kitchen and grill were great for our culinary needs. Thanks for letting us stay!"
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
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.