Vacation rentals in The Woods

5 min to killington resort with cozy fireplace

Cozy and spacious 1 bedroom condo fully stocked with all your needs King bed and sectional can be used as bed as well . located close to killington resort perfect for ski trips/ hiking or just enjoying cup of coffee with amazing Mountain View’s. This condo sleeps 2-4 .1 king bed and a boneless couch . Enjoy smart TV access to Netflix Amazon prime Quarter of mile to park and ride. Coffee maker microwave and all essential kitchenette. Ground floor entry making it easy just to park and walk in .

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Guest favorite

Newly renovated condo-The Woods

Unwind in Killington at this lovely condo in The Woods. This fully renovated condo features 2 bedrooms - (1) King bed and (2) bunk bed which (sleeps 4). Two full bathrooms equipped with tub & shower, you will feel right at home. Additionally, the living room has a queen sleeper sofa bed for extra sleeping space. Our place is equipped for both long or short stays to make your time in Vermont one to remember. Free WiFi, linens, and access to The Spa at the Woods, wine bar, hot tub & indoor pool.

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!

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Guest favorite

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.

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.

Top guest favorite

Guest favorite

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

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!