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.

Starry Nights At KVR

GROUND FL 2 BEDROOM, 3 BATHS, SLEEPS 6.Our Condo is a 2 Bedrooms, 3 full Bathrooms; 1,327 sqft. Extra large living room-kitchen, dining area. Large windows, very bright, ground floor access. Master BR with King size bed, private bath, and washer/dryer closet. 2nd BR with two Queen beds, private bath. Living area with shower-6 shower heads, X-large shower made of tile and stone. Full kitchen, with full-size range&frig, microwave, Kuerig&Drip coffee maker, toaster, 3 Smart TV'S with Streaming.

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

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.

Tanglewood Retreat, Hot Tub, Fire Pit, Mtn Views

Welcome to Tanglewood Retreat, our private, cozy chalet located in a quiet wooded neighborhood just a half-mile off the access road. Convenient to shops and restaurants and only 7 minutes from base lodges. Great amenities after a day on the trails and lifts: - Covered hot tub - Fire pit - Gas fireplace - Large, covered 2nd-floor deck w/ treetop mountain views - Open living area - Shuffleboard table - Snowshoes - Boot and glove dryer - Well-stocked kitchen

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.

Vermont Retreat, Dogs Welcome, Pool & Spa

Coffee on the patio. Mountains turning gold. Your dog already halfway down the trail. That’s summer and fall at The Woods. This spacious dog-friendly 2BR sleeps 6 and features a full kitchen, fireplace, private patio, and access to the indoor pool, hot tub, and spa. Minutes from Killington Bike Park, hiking, golf, and restaurants, it’s the perfect home base for Vermont adventures. Bring the crew. Bring the pup. This is the place guests rebook before checkout.

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

FirBear- AC, Pool, Hot Tub, Sauna, Tennis, Gym

Revel in this bright and modern ski condo just off Killington's main road and close to everything. Relax after a day on the mountain streaming on one of your 3 smart TVs. Indulge with the fabulous condo amenities including the pool, hot tubs, spa, gym, and tennis courts, or settle in by the wood-burning fire. Spread out in this spacious condo and enjoy all that Killington has to offer.