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Whitingham Vacation Rentals

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Check prices for these dates

Tonight
Jan 22 - Jan 23
Tomorrow
Jan 23 - Jan 24
This weekend
Jan 24 - Jan 26
Next weekend
Jan 31 - Feb 2

Vacation Rentals in Whitingham

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Interior

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

10.0 out of 10, Exceptional, (41)
"My partner, my pet, and I spent Christmas week here and had a great time. The house is small but very cozy and well appointed and feels bigger than it is. The bed and couches are very comfortable, and the house gets plenty warm for cold winter weather. The location is a great starting point to explore Southern Vermont and Northern Massachusetts: whether you are skiing at Mount Snow, visiting Mass MOCA in North Adams, or getting dinner in Brattleboro or exploring any of the nearby villages,...
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Terrace/patio

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

9.8 out of 10, Exceptional, (41)
"This property is stunning. It fit our group of 14 perfectly. There are so many unique details and beautiful furniture. The kitchen was well-stocked for pots/pans/utensils/cleaning supplies which I always appreciate - makes group meals so much easier to manage. Quiet area, would be great all year round depending on what activities you like. Hot tub was a major highlight!"
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
Outdoor dining

Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!

10.0 out of 10, Exceptional, (28)
"The house was super cute and showed exactly as listed online. Besides food it had everything we needed. There were a couple issues that presented and the owner was quick to deal with and even gave a refund for inconvenience (ex. internet out due to a storm). The house was very comfortable and the kids all loved the downstairs gaming room. Would love to go back in the summer to explore the property more!"
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
Lakefront House with Stunning Views and Great Room
Fridge, microwave, oven, stovetop

Lakefront House with Stunning Views and Great Room

9.6 out of 10, Exceptional, (15)
"Over all we loved this cabin. The outdoor spaces are wonderful. Dusk setting over the lake while sitting on deck with a drink was as close to perfection as you can get. We enjoyed kayaking around the lake. Very peaceful. The cabin is large. We used the fireplace every night. The only knock is the bugs and cobwebs in the high spaces. "
Lakefront House with Stunning Views and Great Room
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Property grounds

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

8.4 out of 10, Very Good, (22)
"Good Condo in a great location"
The price is ￥26,164
￥65,633 total
includes taxes & fees
Jan 27 - Jan 28
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Walk to Mount Snow, Cozy, Clean and Comfortable!
Pool

Walk to Mount Snow, Cozy, Clean and Comfortable!

9.6 out of 10, Exceptional, (31)
"We had an amazing stay at this condo near Mount Snow! The location is perfect—just a short walk to the lifts, which made getting on the mountain so convenient. The condo was spotless, and the extra linens and towels were a thoughtful touch that we really appreciated. The host was incredibly responsive and made everything easy for us. The listing description was accurate, and the condo had everything we needed for a comfortable and relaxing stay. We can’t wait to come back again. Highly...
Walk to Mount Snow, Cozy, Clean and Comfortable!
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

Cozy Converted Barn on Secluded 6.5 acres with Hot Tub

10.0 out of 10, Exceptional, (215)
"We were looking for a place that the two of us and our pup could go and getaway for Christmas, but with a hot tub. We weren't disappointed. It was everything that was pictured and more. Would we go again? Yes! We are hoping to make it an annual pilgrimage."
Cozy Converted Barn on Secluded 6.5 acres with Hot Tub
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Outdoor dining

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

8.8 out of 10, Excellent, (43)
"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
Exterior

Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi

10.0 out of 10, Exceptional, (33)
"Property was great! The internal heating was broken though so there were heat lamps everywhere. Unfortunately every email besides Expedia went to junk so it took a little while to sort through that. If it were not for the heaters I would recommend 10/10 for the location but I stilll give it 9/10 with the hiccups. Will definitely come back."
Dream Stratton Forest Cabin w/Hot Tub & Fast WiFi
Wilmington Vacation Rental Near Hiking and Skiing!
TV, fireplace, books

Wilmington Vacation Rental Near Hiking and Skiing!

9.0 out of 10, Wonderful, (16)
"We enjoyed our stay and all that the property had to offer. It is close by Mount Snow and all of the shops and restaurants. It was cozy and great to come back to at the end of a day of skiing. The house was stocked with supplies and all of the cabinets were nicely labeled as well."
Wilmington Vacation Rental Near Hiking and Skiing!
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
9 bedrooms, desk, iron/ironing board, free WiFi

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

9.4 out of 10, Exceptional, (20)
"My husband and I decided to rent out this property for our reception and could not have been more pleased. The property was perfect for our intimate wedding. It was rustic, quiet, and had a ton of fun activities. The entire home was full of character and each room was unique. The two houses on the property were clean and taken care of, just older so do not expect modern and new. I personally love older rustic locations, especially ones that you know have been lived in and loved. I gave the...
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Mountain-view home near the slopes with at-home entertainment - dog-friendly
Fridge, microwave, oven, stovetop

Mountain-view home near the slopes with at-home entertainment - dog-friendly

7.8 out of 10, Good, (64)
"Several items, microwave and dishwasher, were not working. House was somewhat clean. Great location, but very dated and in need of a upgrade."
Mountain-view home near the slopes with at-home entertainment - dog-friendly
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Outdoor spa tub

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

8.8 out of 10, Excellent, (42)
"We had a group of thirty-four people for a family vacation and had a blast. The host and the housekeeper were tremendously responsive to any small issues we had over the first few days. The kitchen was well stocked but could use more mugs for coffee/tea and additional forks for larger groups and the tea bags were past the best before date and should be replaced. Twelve bedrooms, each with their own bathroom was great. The pool, hot tubs, ping pong table, pool table, tennis court, and fire pit...
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Property grounds

Beautiful Lodging at Mount Snow with Hot Tub on Deck

9.2 out of 10, Wonderful, (40)
"Real Vermont feel. Pretty and nice quiet neighborhood!"
Beautiful Lodging at Mount Snow with Hot Tub on Deck
The Brown House. Indoor pool - Spa - Sauna - Gameroom
Outdoor spa tub

The Brown House. Indoor pool - Spa - Sauna - Gameroom

8.0 out of 10, Very Good, (23)
"It was our yearly Guys weekend, everyone had a Great time. The house with every bedroom having a full bath was fantastic you couldn’t ask for more We spent many hours in the indoor pool and the 2 jacuzzi’s we will definitely stay there again"
The Brown House. Indoor pool - Spa - Sauna - Gameroom
Seasons On Mount Snow - Ski-in/Ski-out
Indoor pool, a heated pool

Seasons On Mount Snow - Ski-in/Ski-out

9.8 out of 10, Exceptional, (159)
"My friends and I stayed here for a wedding, and it was the perfect location for us! Easy to find and check in, with all the necessary amenities. I would highly recommend this rental for anyone looking to stay in the area!"
Seasons On Mount Snow - Ski-in/Ski-out
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Exterior

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

9.6 out of 10, Exceptional, (127)
"A cozy spot to watch the snow come down!"
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort
Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace
TV, fireplace

Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace

8.4 out of 10, Very Good, (12)
"Property was great. We were there to ski at Mt Snow and the location did not disappoint. We were not ski-on ski-off but were so close it didn’t matter. Overall the house was clean and the owner was super responsive. Have it saved to stay again next season."
Spacious Mount Snow condo near slopes with private hot tub, sauna & fireplace
Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.
Exterior

Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.

9.8 out of 10, Exceptional, (132)
"Linda was amazing from beginnin'g to end to ensure a comfortable stay. This house was beautiful and so cozy to stay in. The loft bed had a gorgous view of the lake and snow. Plenty of sleeping room for my kids.They got to play in the snow too:)"
Cross Country Ski? Downhill? Prospect and Mt Snow. Winter wonderland book now.
Cozy cottage tucked away in the woods
Property grounds

Cozy cottage tucked away in the woods

10.0 out of 10, Exceptional, (39)
"We loved this place. It was very homey and warm. The fireplace in the living room and the Christmas tree were all we could wish for. Thank you very much. We will definitely come again if we will have a chance. "
Cozy cottage tucked away in the woods
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 types of properties in Whitingham you may be interested in

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Interior

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included

10.0 out of 10, Exceptional, (41)
"My partner, my pet, and I spent Christmas week here and had a great time. The house is small but very cozy and well appointed and feels bigger than it is. The bed and couches are very comfortable, and the house gets plenty warm for cold winter weather. The location is a great starting point to explore Southern Vermont and Northern Massachusetts: whether you are skiing at Mount Snow, visiting Mass MOCA in North Adams, or getting dinner in Brattleboro or exploring any of the nearby villages,...
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Terrace/patio

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating

9.8 out of 10, Exceptional, (41)
"This property is stunning. It fit our group of 14 perfectly. There are so many unique details and beautiful furniture. The kitchen was well-stocked for pots/pans/utensils/cleaning supplies which I always appreciate - makes group meals so much easier to manage. Quiet area, would be great all year round depending on what activities you like. Hot tub was a major highlight!"
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!
Outdoor dining

Secluded, Cozy Cabin on 10 Acres of Woods ~16 mi to Slopes & Pet Friendly!

10.0 out of 10, Exceptional, (28)
"The house was super cute and showed exactly as listed online. Besides food it had everything we needed. There were a couple issues that presented and the owner was quick to deal with and even gave a refund for inconvenience (ex. internet out due to a storm). The house was very comfortable and the kids all loved the downstairs gaming room. Would love to go back in the summer to explore the property more!"
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.

Frequently asked questions

Can I find vacation rentals in Whitingham?

Yes, we offer vacation rentals near popular local attractions in Whitingham, or you can select a more secluded option if you'd like a relaxing place to stay. Whitingham is known for its wineries and parks.

What's the top vacation rental in Whitingham?

Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included: Visitors give good reviews to this Whitingham vacation home rental, which is located on a lake and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Kick off your shoes and enjoy yourself with a garden and a spa tub. Another good choice for your trip to Whitingham is Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating .

How many vacation rentals are there in Whitingham?

Expedia has 16 vacation 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 South Main Street are a couple of places you'll find in the larger area.

What are vacation rentals like in Whitingham?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Whitingham. Vacation rentals feature extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from public hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for family gatherings.