Vacation rentals in The Woods

Modern 2 bed - 5 Min to Killington/Pico (NEW)

Newly listed, fully renovated 2BR ground-floor duplex for groups of 4 or couples. Just minutes to Killington lodges with a flat driveway for easy access. Guests enjoy exclusive ski and snowboard rental discounts and limited lift ticket deals. The modern interior features a mudroom, 75" TV, kitchen with butcher block island, whole house water filter. Two private bedrooms each feature Queen Nectar mattresses. Managed by Simple Vacation Rentals with 24/7 local support and digital Boarding Pass.

Killington Chalet: Hot Tub, Fireplace, spacious 4b

Welcome to the Skye Ship Chalet, a brand new construction, PET FRIENDLY 4 bedroom 2 full bath cabin in beautiful VT. Enjoy our new 7 person hot tub which is open all year round. Our cabin is nestled in the beautiful green mountains of Vermont, Ideally located right in the heart of the Killington ski resort. Ample seating in kitchen for large family gatherings! Cozy up next to the wood stove in the winter months and feel comfortable in the summer months with AC in each room of the house.

The Overlook - Views | Hot Tub | Fire Pits | Games

Escape to stunning mountain views at The Overlook. Just 5 min from Killington Resort, restaurants, and shops. Enjoy the peacefulness of this private cozy mountain chalet after a long day of adventure and unwind in the hot tub, game room, or by the fireplace. Convenient Level 2 EV charger compatible with all EVs at the chalet. 🏔️ Mountain View 🌄 Large decks and balcony 🏖️ Hot tub ⚽️ Game room 🍗 Propane grill 🍳 Fully stocked kitchen 🪵 Fire pit 🔥 Fire table ⚡️Level 2 EV Charger

Alpine Condo - Close to Ski, Golf & Bike

Updated 1-bedroom condo with stylish alpine feel in the heart of Killington! Just minutes from the ski slopes, Bike Park, Adventure Center, golf, hiking, and scenic drives. ⛷️🚴🏻‍♂️🍂 Enjoy Vermont’s spectacular fall foliage, winter adventures, or a relaxing mountain getaway. After a day outdoors, cozy up by the gas fireplace. Sleeps 4 with king bed + queen pullout. Ski Shuttle available weekends (Dec–April) & ski home trail. Pack & Play available upon request. Reg #007718

Renovated 2bd/2.5bath/Den + Pool Access (pets ok)

Recently updated ski condo - modern kitchen appliances and new furniture. Minutes away from Killington Ski base. Drive there or use a paid bus service, steps away from the condo. Part of the luxurious Woods Spa Resort and stay includes use of resort amenities including gym, pool, steam/sauna and hot tub. Spa service available but not included in fee (please check for open hours) Warm, cozy and welcoming-custom built for ski lovers to relax after a long day on the mountains.

Powder Hound - Modern, Open Floorplan, New Patio

Welcome to Powder Hound! A beautifully renovated mountain‑modern condo that blends upscale comfort with Vermont charm. Thoughtfully designed for relaxation, adventure, and everything in between, this 3 bed / 2 full bath retreat puts you minutes from world‑class skiing, hiking, night life and year‑round mountain fun. Enjoy smart TVs, updated kitchen, private patio w/ grill, & washer/dryer. Amenities include a heated summer pool, Wi-Fi, AC, & shuttle bus to base camp.

Enjoy the changing leaves in Killington!

Come enjoy Cascade, the upstairs unit of the duplex at Powder Day Chalet. This renovated, pet-friendly retreat off the access road! Enjoy the brand new hot tub (seasonal), wood-burning fireplace, 2 bedrooms and 1 bath. Kitchen has an air fryer/ toaster oven combo, cook tops, microwave, and coffee makers. Note: no traditional stove. Enjoy smart TV, high-speed internet and s’more’s over the fire pit. Note: April- November hot tub set up available for fee.

Private Killington Retreat | Hot Tub | Fireplace

A cozy mountain hideaway with a private hot tub, stone fireplace, and exposed wood beams — this charming lower-level retreat is perfect for couples or small groups seeking a quiet Vermont escape. Minutes from Killington's hiking, biking, and dining, with a fully equipped kitchen and spacious sectional to decompress after a day outdoors. Peaceful wooded setting, self check-in, and a host with 8 five-star reviews across the property.

Killington Swell Suite: 2RM/2BA Condo | Pool. 642

Welcome to the Swell Suite at Killington, a stylish condo minutes from Killington Resort. Enjoy a full kitchen, dining area, living room, gas fireplace, AC, and balcony. The bedroom features two queen beds, Smart TV, and ensuite bath. Both bathrooms offer heated floors and rainfall showers. A shared washer/dryer is in the entryway. In summer, enjoy the seasonal outdoor pool. A comfortable home base for your Killington getaway!

Cozy Mid-Mod Mountain Lodge with Stone Fireplace

Escape to Kilbourne Lodge, your pet-friendly, mid-century modern retreat in Killington! Comfortably sleeping 8, this stylish gem features air conditioning, is on the ski shuttle route, and just a 3-min drive to the lifts. Unwind by the grand stone fireplace after a day on the slopes. Perfect for families and groups seeking a cozy mountain getaway with high-end amenities and a fully fenced yard for your furry friends

Studio Condo: Shuttle. Close to Resort. Pool.

Welcome to our charming hotel-style studio at Killington Center, ideal for a mountain getaway. Our inviting studio features a queen bed & sleeper sofa. Enjoy a modern ensuite bathroom w/ a tile shower, mini fridge, microwave, Keurig, smart TV, heat, AC & WiFi. A small table w/ chairs is perfect for dining. Enjoy the heated saltwater pool (June-mid Sept), EV chargers & a great breakfast spot in the parking lot.

Cozy Vermont Escape - Spa & Pool Retreat

Experience Killington year-round in this cozy studio at The Woods, perfect for 2 guests. Ideal for ski trips, hiking, or fall foliage, it features a kitchenette, Smart TV, complimentary Wi-Fi, and access to an indoor pool, hot tub, fitness center, steam room, and sauna. Just a 5-minute drive to Killington Resort with free parking on-site, offering an unforgettable, budget-friendly mountain getaway.