Central Vermont Vacation Rentals & Condos

Find the perfect Vermont Vacation Rentals & Condos, cabins, or luxury rental homes right here in the Okemo Valley. Vermont vacation rentals & condos are perfect for skiers and boarders. You’ll have plenty of space for all your equipment, room for the whole family and friends, a place to cook and enjoy a family meal or just relax! You can always go out on the town and let someone else do the cooking at one of our many fine dining or casual restaurants. Whether your vision of an ideal Vermont vacation is hitting the slopes at one of the many excellent, top-notch Central Vermont ski resorts like OkemoBromley, Magic, Mount Snow, StrattonKillington, or Pico, or wading into the sparkling Black River with your fly fishing rod on a sunny summer morning—the Okemo Valley is the perfect basecamp from which to explore the magic of Central Vermont!

Vermont Vacation Rentals & Condos – Directory

View the listing of Vermont vacation condos, vacation rentals, cabins, and cottages for places to stay on your next Vermont Vacation and contact them directly to arrange your perfect Vermont getaway.

Castle Hill Resort and Spa Vermont

Address: 171 Castle Hill Drive
Cavendish, Vermont 05153
Phone: (802) 226-7361
Directions: Directions link
Menu: View Menu

Tucked in the heart of Vermont’s Green Mountains Okemo valley, you will find an elegant full-service resort reminiscent of a time gone by... On property visitors find a 100 year old English Cotswold mansion that today is a gracious 10 room Inn and restaurant; the circa 1860’s carriage house, now a full service Aveda Spa; a family-friendly, 96 room well appointed modern hotel; 26 family suites and luxury resort homes and the highly acclaimed Castle Restaurant where fine dining and a well stocked wine cellar ensures your dining experience will be nothing short of spectacular.

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Lilypad Properties, LLC

Address: 295A Main St
Chester, VT 05143
Phone: (802) 875-5723
Directions: Directions link

Welcome to the Okemo Valley! I have been in the business of Property Rentals for 12 + years now and I know the market well. Lilypad Properties is a collection of hand picked homes carefully selected to meet your needs and wants. Properties in our pool are well maintained, clean and comfortable. Dreaming of a Vermont Getaway? Let us help you plan a trip to remember full of good times and happy memories. Relax and enjoy Vermont without any worries. We are here to help you. Hassle free vacations.

Mary W. Davis Realtor & Associates, Inc.

Address: PO Box 419
213 Main St., Ste. 3
Ludlow, Vermont 05149
Phone: (802) 228-8811
Directions: Directions link

Okemo Valley’s Leading Real Estate Source Since 1958. With the most exclusive and comprehensive listing in the Okemo Valley, and specializing in vacation home sales, one of our seven experienced, full-time brokers and agents will be happy to help you navigate through the real estate market. Whether you are planning to sell your home or purchase a property in the area, clients have trusted Mary W. Davis Realtor and Associates for over 55 years. This translates to extensive local knowledge, a professionalism second to none, and total integrity. We look forward to hearing from you today!
Three convenient office locations, open daily from 9 am to 5 pm: Ludlow Shopping Center, Under the Clock Tower at Okemo Base, and at the Jackson Gore Inn.

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Okemo Mountain Resort Properties

Address: 77 Okemo Ridge Road
Ludlow, Vermont 05149
Phone: (866)706-5366
Directions: Directions link

Open your door to mountain adventure! Staying slopeside is the ultimate way to answer the call of the wild and fully experience the ski lifestyle. And, staying mountainside takes on a whole new romance in summer. Surround yourself with exquisite views and open your windows to fragrant, cool breezes. Okemo offers a wide range of mountainside lodging options, from modern condominiums.

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Slopeside Okemo Vacation Rentals

Address: 2 Lamere Square
Ludlow, Vermont 05149
Phone: (802)228-8999
Directions: Directions link

Experience the luxury and convenience of staying slopeside! We specialize in deluxe vacation accommodations located on Okemo Mountain. Studio - five bedroom condos and single family homes, fully equipped, comfortably appointed, most with high speed internet, and all offer the conveniences you expect. Some offer amenities such as pool, hot tubs, sauna. Visit our website to choose your ideal vacation rental.

Trails End Accommodations

Address: P.O. Box 316
101 Main Street
Ludlow, Vermont 05149
Phone: (802)228-8363
Directions: Directions link

Offering the best selection of privately owned homes, chalets, condominiums and townhouses in the Ludlow/Okemo vicinity. Our extensive number of repeat guests let's our reputation speak for itself! Amenity options; slopeside, shuttle access, whirlpool, hot tub, sauna, fireplace, w/d, full kitchen, cable or satellite tv, vcr/dvd, high speed internet, smoke and pet free along with spectacular views. Rates & amenities vary by property. Stay with us, become extended family.

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Good Commons

Address: 4771 Route 100A
Plymouth, Vermont 05056
Phone: (802) 672-1859

Karen Wilson, Coldwell Banker, Watson Realtor

Address: 156 Main Street
Ludlow, Vermont 05149
Phone: (802) 226-7494

Mountain View Ranch Rental Property

Address: 502 Easy Street
Danby, Vermont 05739
Phone: (802) 293-5837

TPW Vacation Rentals

Address: 108 Main Street
Ludlow, VT 05149
Phone: (802) 228-9400
Website:, LLC

Address: 100 Domain Dr., Suite 105
Exeter, NH 03833
Phone: 866-633-1030


The Okemo Valley in Vermont,  is surrounded by New England’s top ski and snowboard resorts, and is the ideal vacation destination for your Vermont summer or winter getaway. With thousands and thousands of acres of world-class skiing and snowboarding terrain, including top ranked terrain parks, convenient lodging, slopeside villages, sports centers, spas, and a full slate of winter and summer events and activities, the Okemo Valley Region has something for every visitor – skiers, snowboarders, hikers,  or those simply wanting to get away and enjoy an unforgettable Vermont vacation.