Townhouse holiday rentals in Rutland County

Ski-In/Out Condo Okemo Trailside On The Mountain!

New pictures coming! New sectional, fireplace, rugs, decor, and lighting in the kitchen/living room!! Welcome to Trailside! Ski in/out right onto Sachem trail, get first tracks without taking a lift! Avoid the lodge, ski home for lunch. Ski direct to heated Sunburst lift, quick 5 minute drive down to beautiful and quaint Ludlow village. 600 Mbps Wi-Fi to stay connected to work/school and premium cable TV. Well equipped kitchen with everything you need! Two bedrooms plus loft above living area.

The Green Door

Enjoy a stylish experience at this centrally-located place. Fully furnished private bedroom with 3-piece ensuite features a queen bed, 75" TV with surround sound, mini-split/AC unit, mini-fridge, microwave, and wifi. Towels, linens, and some toiletries provided. You'll have a private entrance with keyless entry, a front porch with outdoor seating, and free and convenient parking. Within a mile: Downtown Restaurants and Shops Rutland Shopping Plaza Amtrak Train Station (RUD) Ski: 15-min drive

3BR w Mountain View, Hot Tub, Pool Table & Sauna!

Oso Dream provides AMAZING panoramic views of Bear Mountain. Step out the front door and ski down Sundog trail to Sunrise Village Triple or step out the back door and hop onto Bear Cub trail to access Bear Mountain! Enjoy the amenities within the complex including indoor & outdoor heated pool (seasonal), sauna and gym. Guests also have access to the outdoor skating rink and xc ski trails (weather permitting). Free use of ice skates, puff hockey equipment, snow shoes, xc skies, poles and sleds!

Bear Woods Lodge

Come stay in this chalet style property on a dead end off the access road! Endless rear woods, exposed beams, plenty of parking, and easy access make it perfect for getting together with friends or family. PLUS! Desks, fast internet, and onsite laundry make remote working/long term stays a dream come true. Restaurants, Pizza, Bars, Ski/Board Shop, Ice Cream, and more are all within an easy 5-10 min WALK. Only a 5 min drive to the lifts or catch the shuttle right at the end of the road

Prime location off Killington Rd

You will be close to everything at this centrally-located townhome. THE HEIGHTS AT KILLINGTON. PRIME SPOT LOCATED OFF THE KILLINGTON ACCESS ROAD. Gorgeous luxury 3 bedroom, 3 bath townhouse with spectacular mountain views, 3 levels, & oversized garage. Open concept floorplan on the main level. High speed Internet w/Mesh Wi-Fi system. 2 King size bedrooms. TV's in every bedroom & large 75" TV in Family Room. Bonus Bunk Room has 2 twin-over-full bunks & 65" TV. Gas fireplace & Central A/C.

Spacious Quiet Family Condo in Killington, VT

My place is close to Killington Ski and Pico Ski Slope. You’ll love my place because this Northside condo is in close proximity to restaurants and bars along the Killington access road, but just far enough and quiet enough to unwind by the fire after a long day on the slopes. Northside is a private 12 unit complex set back in the beautiful woods of Killington, close to route 4. My place is good for couples, business travelers, families (with kids), and groups (1418 sq. ft).

SKI ON/OFF Spruce Glen B | Sauna | Fireplace | AC

Come and enjoy the largest private trailside property in Killington (almost 4 acres), with more convenience and value than large house rentals and more privacy than condo villages. The direct ski on/off is the easiest you'll find in Killington. Quiet and serene, the mature New England Evergreens and gentle mountain stream are a tranquil relief. An ideal ski in ski out or any season vacation getaway. Great Eastern is the longest green run in the East. Welcome to Spruce Glen!

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.

Townline Triplex

This newly refurbished country home is settled along the spine of the Green Mountains, centrally located right on scenic Route 100. This welcoming 3 unit, 6 bedroom Triplex boasts easy access to the VAST snowmobile trail system & is just a couple miles outside of the quaint town of Pittsfield where you will find local markets, restaurants & gas. Just 12 miles to Killington & 28 miles to Sugarbush, Townline Triplex offers a memorable gathering place for your whole group!

Beautiful Spacious Condo at Killington Resort

This cozy and spacious Sunrise Mountain Village condo is perfectly situated to nearby mountain sports at Killington Ski Resort. It welcomes up to eight guests for an unforgettable stay in the Green Mountains! Exceptional access to year round outdoor activities, great community amenities, and a comfortable condo to come home to - what more could you ask for? Book Timberline K4 today for a thrilling Vermont getaway!

Loaded Cozy Home-Ski central/Boot dryer&Fire place

Escape to this serene home... Open concept and tastefully decorated to entertain and enjoy a cozy afternoons with friends or family. Great location. Next to Green Mountain Forest, surrounded by nature's beauty, close to skiing, lakes, rivers, and trails. Situated centrally in between 4 major ski areas. 26 min to Bromley, 32 to Okemo, 46 to Killington, 39 to Stratton. High quality skiing without the price tag!

SnowDen- Ski on Ski Off at Pico, FirePlace, Pool

Experience family-friendly comfort at SnowDen, nestled at the base of Pico Mountain in Killington. This cozy retreat offers 3 bedrooms - a king, 2 twins, and queen and twin bunk bed - along with 2 bathrooms and a fully stocked kitchen. Relax by the fireplace or explore the nearby slopes. Perfect for your next mountain getaway!