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Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!

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Whitingham Vacation Rental | 5BR | 4BA | 5,250 Sq Ft | 2 Steps to Access
Hot Tub
Living Room 1 | Fireplace | Access to Deck & Backyard
Living Room 1 | Smart TV w/ Roku
Living Room 1

Reviews

9.8 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 12487.7 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

Rooms & beds

5 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds and 1 King Bed

Bedroom 3

2 Single Beds and 1 Queen Bed

Bedroom 4

2 Single Beds and 1 Queen Bed

Bedroom 5

1 Single Bed

4 bathrooms

Full Bathroom

Full Bathroom

Full Bathroom

Full Bathroom

Spaces

Deck or patio
Kitchen
Separate dining area

About this property

Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!

Experience your private slice of paradise in Vermont's scenic Green Mountains at this family vacation rental in Whitingham! Nestled on 13 wooded acres with a hot tub, multiple living areas, a fire pit, and a game room, this 5-bedroom, 4-bath home offers incredible spaces for you and your loved ones to spend quality time. Winter brings opportunities to hit the slopes at Mount Snow, Berkshire East Mountain, or other nearby resorts, while summer days are ideal for hiking and relaxing poolside.

-- THE PROPERTY --

MRT-11153470-001 | Private Pool | Fire Pit | Sledding & Snowshoeing On-Site | ~14 Miles to Berkshire East Mountain Resort | High Speed Internet

Ideal for multigenerational families and outdoorsy groups, this peaceful property offers the perfect space for entertaining and creating lifelong memories.

Bedroom 1: King Bed | Bedroom 2: King Bed, Twin Bunk Bed | Bedroom 3: Queen Bed, Twin Bunk Bed | Bedroom 4: Queen Bed, Twin Bunk Bed | Bedroom 5: Twin Bed | Additional Sleeping: Pack ‘n Play

OUTDOOR LIVING: Seasonal outdoor pool (mid June - end August, fenced, depth 3’ - 9’), seasonal pool house w/ full bathroom, spacious backyard, upper & lower decks, mountain views, hot tub, gas grill
KITCHEN: Fully equipped, 2 full refrigerators, butcher block table, 6-burning professional gas range, cooking basics, spices, coffee maker, dishware/flatware, paper towels/trash bags, blender, toaster
INDOOR LIVING: Smart TV w/ Roku, 3 stone fireplaces (firewood provided), game room w/ pool table, ping pong & foosball, dining table, high chair, farmhouse style interior
GENERAL: Free WiFi (150 Mbps), linens/towels, complimentary toiletries, washer/dryer, hair dryer, iron/board, keyless entry, central A/C & heating
FAQ: 2 steps required to access, bedroom & bathroom on main floor, 2 exterior security cameras (facing out toward driveway & pool area), pet fee (paid pre-trip), 4WD recommended in winter & spring
PARKING: Garage (1 vehicle), driveway (10 vehicles), RV/trailer parking is allowed on-site

-- THE LOCATION --

WINTER RECREATION: VAST snowmobile trails (steps away), Berkshire East Mountain Resort (14.2 miles), Mount Snow Grand Summit Resort (17.0 miles), Prospect Mountain Ski Area (22.7 miles), Brattleboro Ski Hill (25.3 miles), Stratton Sun Bowl Base Lodge (30.9 miles), Bromley Mountain Ski Resort (44.2 miles)
GREAT OUTDOORS: Lake Sadawga (2.7 miles), Harriman Reservoir (5.5 miles), Molly Stark State Park (10.6 miles), Green Mountain Beach (10.9 miles), Hogback Mountain (12.9 miles), Mount Snow Golf Club (16.2 miles), Woodford State Park (19.4 miles), Green Mountain National Forest (20.6 miles), Natural Bridge State Park (23.9 miles), fishing, swimming, hiking, snowmobiling, golfing
ATTRACTIONS: Wilmington Antique and Flea Market (8.3 miles), The Art of Humor Gallery (10.3 miles), Southern Vermont Natural History Museum (11.9 miles), Creamery Covered Bridge (25.0 miles)
NEARBY TOWNS: Wilmington (9.4 miles), Dover (16.6 miles)
AIRPORT: Albany International Airport (69.7 miles)

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- This property has a strict maximum occupancy of 12 adults
- No smoking
- Pet friendly w/ $75 fee per stay (+ fees & taxes, dogs only, max 1)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in
- NOTE: 4-wheel drive or all-wheel drive is necessary in the winter and spring months to access the property
- NOTE: Guests may utilize the attached garage to store skis, but the detached garage is not available for guest use
- NOTE: Your safety matters. This property features 2 exterior security cameras. Camera 1 is located on the front of the house facing towards the driveway and camera 2 is on the back of the house facing towards the pool area to monitor the snow accumulation on the pool cover for safety. The cameras are outward facing and do not look into interior spaces. The cameras record video and audio when activated by motion

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
A maximum of 1 pet is allowed.
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a security system and a first aid kit

About the area

Whitingham

Whitingham is home to this holiday home. Hail to the Sunrise Statue and Bissell Covered Bridge are local landmarks, and some of the area's activities can be experienced at Honora Winery and The Hermitage Golf Club. Travelling with kids? Consider Buzzy Park, or check out an event or a game at Zoar Outdoor/Deerfield Valley Canopy Tours. Fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails nearby.
View more Holiday homes in WhitinghamOpens in a new window
Map
Whitingham, VT

What's nearby

  • Harriman Reservoir - 7 min drive - 5.0 km
  • Jacksonville Pond - 9 min drive - 8.3 km
  • Deerfield River - 13 min drive - 12.1 km
  • Readsboro Town Hall - 14 min drive - 13.9 km
  • Molly Stark State Park - 19 min drive - 22.8 km

Getting around

  • Brattleboro Station - 46 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 84 min drive

Restaurants

  • ‪Jax On Tap - ‬9 min drive
  • ‪The Depot Tavern - ‬23 min drive
  • ‪Pixes - ‬24 min drive
  • ‪Honora Winery & Vineyard - ‬10 min drive
  • ‪Frank's Beer Barn - ‬8 min drive

Frequently asked questions

Is Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes! pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!?

As of 28 Mar 2026, prices found for a 1-night stay for 2 adults at Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes! on 29 Mar 2026 start from AU$1,015, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!?

On-site parking is available at the property.

What time is check-in at Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!?

Check-in begins at 4:00 PM.

What time is check-out at Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!?

Checkout is at 11:00 AM.

Where is Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes! located?

Set in Whitingham, this family-friendly holiday home is within 6 mi (10 km) of Harriman Reservoir, Jacksonville Pond and Green Mountain National Forest. Rowe State Forest and Deerfield River are also within 6 miles (10 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 18 out of 19 reviews
Rating 8 - Good. 0 out of 19 reviews
Rating 6 - Okay. 1 out of 19 reviews
Rating 4 - Poor. 0 out of 19 reviews
Rating 2 - Terrible. 0 out of 19 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jared M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is very spacious and in good condition. There is plenty of house for 12 people and a dog. The host is helpful, and it is a reasonable distance from Mount Snow.
Stayed 3 nights in Feb 2026
From a partner site

10/10 Excellent

Nancy

Great family week

We organized a multigenerational vacation trip to Whitingham, Vermont and this house proved perfect for our needs. The house is spacious, and it was great to have a swimming room and a game room. Enough space for all of us to be together and to have separation too. Owner has been very accommodating. We absolutely recommend this house!!
Verified

10/10 Excellent

Colleen L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This was our favorite home rental to date and was perfect for our multi-generational family of six plus pup! The home offers many spaces for the family to gather, but is large enough to find your own little peaceful nook. Kitchen was very well appointed- we had everything we could possibly need. We especially loved the pool and game room! Monica is a great host!
Stayed 4 nights in Jul 2025
From a partner site

10/10 Excellent

rafaell

Rafaell

The overall stay was amazing. The house speaks for itself with an amazing host to compliment it as a whole. My family would love to come back on our next trip.
Verified

10/10 Excellent

Arete Arete Design L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family Stay

Wonderful house for our family getaway. Great sleeping spaces for families with young children and helpful amenities like the large screen TV, pool, hot tub for tired parents after a long day, game room, and plenty of refrigerator space. Appreciated the fully equipped kitchen and washer dryer.
Stayed 4 nights in Aug 2023
Verified

10/10 Excellent

Iris R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful Family Getaway

Monica is an amazing host. The home was very beautiful, spacious, family friendly (infant), and fun! Our group had an amazing time. Thank you for hosting us!
Stayed 3 nights in Feb 2023
From a partner site

10/10 Excellent

John

September 2024

We stayed for 3 nights and had a great time. Very spacious and good amenities. Everything was clean and usable. The basement game room is a big plus for families with kids.
Stayed 3 nights in Sep 2024
Verified

10/10 Excellent

Christopher M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The perfect secluded getaway

The property was an absolutely perfect place to get away from it all with a group of friends. The house layout was ideal for a group atmosphere, and the outdoor space could not be beat. The kitchen has everything you could ever need to prepare meals fit for a king, and overall the group agrees, 5 out of 5 stars!
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Lydia M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Book this place!

Would book this house again any season of the year. Had a group of 8 plus dogs - there was plenty of room. Great amenities. Host was a great communicator. Checkout list was very reasonable and not too much. Great property!
Stayed 4 nights in Dec 2023
Verified

10/10 Excellent

Pamela B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family fun

Clean, spacious, well appointed. Easily accommodated are group of 11 With space for gathering all together or separating into smaller groups. The pool and the game room are awesome. All in all it was an extremely enjoyable week.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

Betty O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Family Vacation Spot

This beautiful home nestled in the Vermont woods provided the perfect setting for a fabulous family vacation! The property had so many fun amenities that even teenagers weren’t bored! Monica was so easily available and great to work with! My only negative was that the area had many GPS glitches. But, I guess that’s the nature of the Vermont woods, and once we figured out how to adapt to the in and out GPS signal, we were fine!
Stayed 7 nights in Jul 2023
From a partner site

10/10 Excellent

Pamela

Pleasant summer getaway

Large, clean, lovely home with plenty of room for our 11 Family members, including grandparents, parents, and teenagers. Large rooms, yard, and poolside for all to be together but with plenty of space for smaller groups and different activities. Very nice game room with pool table, ping-pong table and foosball. well-equipped kitchen and spacious dining room, make preparing and enjoying meals together part of the fun. Some of us enjoyed kayaking on the nearby lake, while others loved lounging by the pool. Highly recommend this place for a summer vacation, and can imagine it for a cozy ski getaway.
Verified

10/10 Excellent

Tracy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The Best Word to Describe this Home is “Thoughtful”

Best word to describe this home is thoughtful. Thoughtful amenities such as shampoo/conditioner/soap in every bathroom, laundry detergent, paper products, firewood, etc, and thoughtful notes placed around the house with instructions on how to use things that some might not be familiar with (wood stove). The owner is also thoughtful, understanding, and responsive. Well stocked chef’s kitchen - all the appliances you’ll need and more! Awesome game room, sledding hill, fun equipment for outside play and plenty of games and puzzles for indoor play. Perfect for families! House is in excellent condition - nothing rundown, and plenty of space to congregate. Homey feeling, like you’re staying at a friend’s house, not an impersonal rental. Really felt like a home away from home.
Stayed 6 nights in Dec 2021
Verified

6/10 Okay

Roxanne O.

Liked: Check-in, communication, location

Whittingham

The house was large and comfortable. Not as clean as most homes we stayed in- Moldy shower. - Pool had not been cleaned prior to our arrival. The game room would have been nice if the foosball table had balls, the pool table had more than one good cue stick and if there wasn’t a pile of random leftover plastic pieces and toys that was basically trash. The hot tub was over chlorinated and burned us. The kitchen is huge and easy for many people to get meals together and not get in each others way. The dinning area was nice with plenty of seating. The outdoor fire pit was great and the fireplaces worked and plenty of wood. We won’t go back, because it was over priced considering all the things we couldn’t use or that weren’t clean. And we did send a message to the owner informing her of balls missing and the hot tub issue. She never responded. I wasn’t going to bother to leave a review since it wasn’t great, but an email came from VRBO asking.
Stayed 7 nights in Aug 2023
From a partner site

10/10 Excellent

Sean

Fantastic Large Family Getaway

We had our extended family up to this beautiful home for a long ski weekend and couldn’t be happier. The house is as described but the rooms are larger than the photos make them appear. There is no shortage of room. The kitchen has everything, the hot tub is well managed, and the basement is perfect for kids looking to escape patients conversations. Also, the fireplace and wood setup is phenomenal. Probably the best I’ve seen. We absolutely will consider renting this house again in the future!
Verified

10/10 Excellent

Kimberly S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Thanksgiving family weekend.

Wonderful property! This home was comfortable and had everything we could have wanted for a family weekend.
Stayed 3 nights in Nov 2022
Verified

10/10 Excellent

Michael C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

5 Star

A great property and experience
Stayed 3 nights in Jul 2022
Verified

10/10 Excellent

Kelly S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house, wonderfully kept

The house is not far from mt. Snow. All parties were super comfortable in the beautiful rooms. Very friendly and helpful host.
Stayed 3 nights in Jan 2022
Verified

10/10 Excellent

jamil m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exactly what we needed!

The property was exactly as listed. Functional and was fully stocked. Monica was very responsive and flexible. We had three families with kids and there was plenty of space for sleeping and also for privacy when needed. There were two living rooms which created the separation needed between adult and kid time. The house was well stocked with all the bathroom and kitchen appliances you could ask for and more. The 2 refrigerators were a plus! The property was vast which allowed for morning and afternoon hikes in the wooded back yard. We will definitely return for another visit in the future.
Stayed 6 nights in Dec 2021

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