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.

Modern Killington Farmhouse Condo: Close to Resort

Welcome to our condo in picturesque Killington. This 2RM/2BA modern farmhouse-style unit features an open kitchen, stainless appliances, island, dining area, living room w/ smart TV, gas fireplace, sofa bed, queen bed, easy chair & amazing tile shower w/ body jets. The primary bedroom has ensuite bathroom, TV, flexible king bed, AC & washer/dryer. Reclaimed barn board finishes & sliding barn doors add rustic charm. Plus a summer pool! Book now for modern comfort & rustic charm in Killington!

The Woods Renovated 1BR Studio close to the slopes

This comfortable room in The Woods Resort and Spa is close to everything that Killington has to offer. Think hotel-style room with a Queen bed and full bathroom. Fully renovated in October 2024 including all new furniture, new Queen mattress, new plank flooring, Keurig, new mini fridge, new linens and towels. There is a comfy reading chair and reading lamp. Large chest of drawers and closet with plenty of hangers to make your stay comfortable. You don’t need to live out of your suitcase.

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.

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!

Swirl Suite Annex: Studio w/ Kitchenette|Workspace

This cozy 2nd-floor studio sleeps 4 with a queen bed & sleeper sofa. Features include a kitchenette w/ microwave, mini-fridge, sink & coffee maker, plus a full bath w/ high-pressure shower & heated floors. Enjoy Wi-Fi, smart TV, desk, shared washer/dryer, & serene garden views. Located 2 miles from Killington Ski Resort, on the shuttle route & close to bars, shops, & restaurants. Book your Killington escape today!

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.

Enjoy the foliage in Killington!

Enjoy Launch Pad, the first floor unit of this duplex at Powder Day Chalet. Our pet-friendly retreat features a brand new hot tub (seasonal), wood burning fireplace, 2 bedrooms / 1 bath. The house is perfect for groups and families, with a fully stocked kitchen, propane grill and ample sleeping space. The Powder Day Chalet is an ideal place for your Killington vacation, in any season!