Rutland Holiday Rentals
Check Rutland holiday rental availability
Holiday Rentals in Rutland
Stunning Wedding & Retreat Venue (19 bedrooms)
Ultimate relaxing vacation
Ski in & out Spruce Glen Townhomes on Great Eastern Trail
Lakefront house with skiing nearby, dock, and amazing views - dog-friendly
TRAILSIDE, Huge, Newly Renovated, 6 bedroom condo ski-on ski-off, sleeps 18
Cozy Chalet,Lake Pauline, Lake Rescue,and 2 miles to Okemo Mt
Summer Deals Free Gym Pool Pass- Luxury Log Home, 6 BR/4BA, Pool Table, Hot Tub
Cozy Hideaway near Ludlow/Okemo. HOT TUB!!
Idyllic Lakefront House Suited Two Families
Beautifully renovated with fireplace and coffee bar
Lakefront home with amazing views, fireplace, firepit, & gas grill
Lovely wooded home with deck, enclosed porch, & fireplace - dog-friendly
Cozy Family-friendly Log Cabin With 25ft Interior Fireplace + Modern Amenities.
Killington Center Inn & Suites by Killington VR - Studios
Lake front house about 1 mile from Okemo's Jackson Gore Base Lodge
Cozy 1850s home on the riverfront with mountain & river views - dog-friendly
Great King Bed studio, close to lifts, spa, indoor pool and great restaurants!
"The Arched Chalet" Stunning Green Mountain views close to Killington and Okemo
The Swirl Suite at Killington: Brand New Remodeled 1 BR/2BA Suite 142
Luxurious Secluded Cottage Massage Studio on Site
Other types of properties in Rutland you may be interested in
Comfort Inn Trolley Square
Days Inn by Wyndham Rutland/Killington Area
Hampton Inn Rutland
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Rutland holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Rutland. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Rutland. Seeing all the best attractions is bound to make you fall in love with Rutland. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Rutland short-term rentals, that won’t be hard to do.
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