6 properties  

$242-877/night

Hot Tub Chalet on Magic Mountain

5 Bedrooms • 3 Baths (2 full, 1 half) • Sleeps 1-10
Internet Wood Stove Hot Tub
Escape to our cozy 5-bed, 3-bath chalet on Magic Mountain. Unwind in the Jacuzzi, gather around the fire pit, or build a snowman in the spacious backyard. You can't beat this location, just minutes away from the slopes at Magic Mountain. Plenty to do nearby with the Black Line Tavern, frisbee golf, and a ropes course at TumberQuest located at the base of the mountain. Or keep your adventures at home by grilling on the deck and a movie night with popcorn from our popcorn machine!

Photos Details Inquire

$209-790/night

Quarry Escape

4 Bedrooms • 3 Baths (2 full, 1 half) • Sleeps 7-12
Allows pets Internet Wood Stove
Welcome to the Quarry Escape in gorgeous Chester, Vermont. Located just 5 minutes from the quintessential town of Chester, which is home to restaurants, antique stores, and all the essentials. The home features 3 formal bedrooms, 2 private rooms with beds, and a pullout couch in the living room. The kitchen is a highlight w/ a chef-grade gas stovetop and plenty of room to prepare home cooked meals. Enjoy a fire on the back patio or take in the breathtaking views from just across the driveway.

Photos Details Inquire

$111-488/night

Rural Chester Farmhouse

3 Bedrooms • 2 Baths • Sleeps 1-5
Allows pets Internet Mountain
Indulge yourself in rural Vermont with this quaint 3 bedroom - 1 bedroom retreat! Located only 15 minutes from Okemo mountain and the town of Ludlow, this home is the perfect location for a ski trip and exploring the area. All linens, towels, cooking supplies, and other consumables are provided to create a comfortable environment for guests.

Photos Details Inquire

$112-485/night

Stratton Chalet

4 Bedrooms • 2 Baths • Sleeps 5-8
Allows pets Internet Fireplace Water View Mountain

Discover this stunning 4-bedroom chalet, recently renovated in 2021 and equipped with all the essentials! Just 5 minutes from Stratton Mountain's Base Lodge, this location is unbeatable. The loft offers ample privacy from the other three bedrooms while overlooking the spacious open-concept living area. Enjoy access to a communal outdoor pool in the summer! Whether you're hitting the slopes or relaxing by the pool, our 4-bedroom loft is the perfect spot for your next vacation!

Photos Details Inquire

$173-725/night

Stratton Loft with Pool

4 Bedrooms • 2 Baths • Sleeps 5-8
Allows pets Internet Fireplace Water View Mountain

Super close to Stratton Mountain, 1 minute from the access road and 6 minutes from the base lodge. Groceries, gas, and multiple great restaurants are just a few minutes away! The property was recently renovated and has a great view of a pond in the living room. Three of the bedrooms are located on the first floor and the last bedroom being the 3rd floor loft. There are two full bathrooms downstairs and laundry in one of them. Enjoy this lovely home year round with family or friends!

Photos Details Inquire

$264-1,110/night

Valley Views with Hot Tub

4 Bedrooms • 4 Baths (3 full, 1 half) • Sleeps 5-10
Allows pets Internet Fireplace Water View Mountain Forest Hot Tub
Indulge in the perfect blend of comfort and sophistication as you step into this exquisite 4bd/4ba. Revel in breathtaking mountain views, a tranquil pond, and a host of upscale amenities. Enjoy a fire while relaxing in the family room or challenge friends to a game of pool in our downstairs game room. Maintain your fitness routine with the gym equipment, including a Peloton, in the garage. Ideally situated near numerous ski mountains, this residence is the quintessential Vermont getaway.

Photos Details Inquire