Okemo Vacation Rentals

Cabins, condos, and single family homes for rent in and around the Okemo, Vermont

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Visit Okemo

When you picture Vermont’s downy pines and vibrant fall foliage, you’d be hard pressed to find a more authentic New England experience than one you’ll have when you visit the Okemo Valley and premier skiing at the Okemo Mountain Resort. Ski and snowboard in the winter and taste Vermont’s delicious history of sugaring. Even though Okemo shines in the fall and winter, summer means more outdoor fun in Okemo’s Adventure Zone. Fall in love with the Okemo Valley and Okemo Mountain Resort. 

Your Okemo Vacation, Your Way.

Private Hot Tubs

Good for Groups

Ski In/ Ski Out

Find Your Okemo Rental

Featured Property

Okemo Westwood Condo

Ludlow, VT

3 Bdrms 2 Baths 6 Guests
From $111.00
4.8
per night + taxes & fees
View Details
Featured Property

Colchester Cottage

Colchester, VT

3 Bdrms 1 Baths 6 Guests
From $164.00
4.9
per night + taxes & fees
View Details
Featured Property

Bolton Condo

Bolton, VT

3 Bdrms 2 Baths 7 Guests
Pet Friendly
From $165.00
5.0
per night + taxes & fees
View Details
Featured Property

Summit Cabin in Ludlow

Ludlow, VT

4 Bdrms 3.5 Baths 10 Guests
From $297.00
per night + taxes & fees
View Details

Clocktower at Okemo Village

Ludlow, VT

4 Bdrms 4 Baths 12 Guests
From $650.00
5.0
per night + taxes & fees
View Details

Camp Roosevelt

Shelburne, VT

5 Bdrms 3.25 Baths 11 Guests
From $400.00
per night + taxes & fees
View Details

Featured Okemo
Vacation Rentals

Your Local Team

Locally Owned and Operated In Okemo

Remember, when you rent with SkyRun, you can expect superior, prompt, and personalized service that’s hard to find in a top-down rental corporation.

  • Enjoy a personal relationship with your property manager, who can answer any questions and address all concerns promptly.
  • Have a question about local activities, amenities, or services? Our local staff can provide recommendations for getting the most out of your stay.
  • Our property managers are just a stone’s throw away from most of our rentals. That means they’re available to step in to help with any situation.

Rachel and Bryan Scott are the owner/operators of SkyRun Vermont. Rachel was born and raised in Vermont and brings a wealth of knowledge of the state. They love sharing the best of what Okemo has to offer with their guests.

Rachel & Bryan

Okemo, VT

Owners

Let's Talk!

Maple Syrup Tours and Sugaring

Come to Okemo to eat the slopes (sort of). Okemo Mountain Resort marks the sugaring season each winter and spring by bringing sugar makers to the slopes for guests to snack on “sugar on snow” — warm syrup poured over clean snow and scooped up with a wooden spoon or stick into a toffee-like candy. If sugar on snow has you wanting more, schedule one of the Vermont maple syrup tours to learn and taste more.

Shopping

If you need to pick up the latest outerwear, gear for the slopes, or Okemo-themed gifts, the mountain’s three shops allow visitors to stock up and head out. Nearby Ludlow offers shoppers a quintessential New England village dotted with books sellers, clothing retailers, and unique gift shops to mark your Vermont stay.

Dining

Stay on the mountain and indulge in Southern-style BBQ or authentic Mexican cuisine from the resort’s taqueria. Head into nearby Ludlow and pull up a chair for a steakhouse meal or kick back with American fare at one of town’s outdoor patios. Celebrate your best runs with tapas during apres and add a craft cocktail to top off the night. Explore the tastes that the area adds to your stay.

Snowshoeing and Fat Biking

Make Okemo Mountain your home base when you venture to one of the nearby fat biking trails. Most are located between 15-25 miles from the resort and offer both groomed and ungroomed paths. For snowshoers, head out across the street to the Fox Run Nordic Center where your reward is jaw-dropping views of Okemo Mountain or go a little further afield to one of Okemo Valley’s snowshoeing paths.

Mountain Coaster

Don’t let the snow on the ground stop you from whipping down the mountain on the Timber Ripper Coaster. Speeding down 3,100 feet of rollers at speeds up to 25 miles per hour, thrillseekers actually control the speed of the ride–full bore for the adventure-inclined and maybe a little slower for the little ones. Don’t pass up this four-season attraction.

Spring House Pool and Fitness Center

Gather the family for a volleyball game or sweat it out during racquetball. The Spring House Pool and Fitness Center complements Okemo’s outdoor sports with a fully equipped fitness room, pool with children’s splash pool, Zumba, and yoga. Head to the water and enjoy aqua aerobics. Check the resort’s website for hours and ways to book court time.

Ice Skating

Lace up for spins and axels (if you dare) as you take to the ice at Okemo’s Ice House. Rentals are available and when the rink’s temperature dip, walk over to the adjacent building to warm up fireside.

Snowtubing Park

Ditch the skis and snowboards and grab a tube for a day stuffed with smiles, laughter, and thrills. Okemo’s tubing park adds to your stay’s winter fun. Check the website for ride requirements.

Golfing

Nearby Fox Run Golf Club’s 18-hole, par 70 course features multiple tee areas on tees and fairways and each bent grass greens challenges golfers of multiple abilities. Book a tee time to take in the mountain views. If mini-golf is more your scene, Okemo Mountain Resort’s 18 holes features a history of the region and a choose-your-own adventure course to maximize fun.

 

Scenic Chairlift Rides

Sit back and take in the sweeping mountain views as you sail up the slopes in one of Okemo’s chairlifts. Make a day of it by hiking and picnicking with a ride up or down. Whether you want a laid back experience to start your day or want to catch a ride down at the end of a hike, the chairlifts offer a chance to see Okemo in its summer glory. 

Haulback Challenge Course

Merge bonding and fitness as your group tackles 25 elements like the Seesaw, Barrel Crawl, Burma Bridge, Big Foot Platform, Indiana Jones Bridge and more. This is a self directed course that is great for your whole group.

Camp GOKEMO

Give mini-explorers a chance to get out and discover the Green Mountains with the Outdoor Explorers Camp. Daily activities vary but include biking, hiking, golfing, swimming, chairlift rides, arts, crafts, and exploring local attractions. With day passes up to full summer experiences for campers in grades first through sixth, kids will connect with nature in a whole different kind of way. 

Okemo Bike Park

Sail down the mountain when you take a trip on one of the trails. Take the loft up the mountain and let the natural decline in elevation guide as you ride down. With trails for varying ability levels, you can plan the right ride for you and your group. 

Hiking

Hikers delight in Okemo Mountain Resort’s three trails. Moose Trek climbs three miles and gives hikers views of Mt. Washington straight into New Hampshire. Bear Climb gains 1900 feet in 2.5 miles, making it a challenge for hikers upping their games. The Healdville Trail rewards its guests with views of the  historic fire lookout. Regardless of the route, all trails highlight the show Vermont puts on each summer. 

Coleman Brook Mining Company

Treasure hunters, get ready to test your luck! Pan for gems like rose quartz, fool’s gold, emeralds, aquamarines and stones. Once you have your treasures, check the identification charts to see what you’ve discovered. 

Okemo Ski Resort

Delight in Okemo’s 121 trails and 20 lifts that mean more ski time, less wait time. Featuring Southern Vermont’s highest peak at 2,200 feet, skiers of all ability levels can play on more than 200 inches of snowfall per year. Snowboarders, test your skills and up your game at one or all of the six terrain parks, including a half pipe, a family-friendly park, and advanced offerings.

Mount Snow

With its access from major East Coast areas, Mount Snow delights skiers with four mountain faces with 16% Green Circle, 66% Blue Square, and 18% Black Diamond for multiple ability levels. An average annual snowfall of 150 inches blanket the ten terrain parks and the half pipe. A summit elevation of 1,700 feet amps up the fun and 19 lifts mean less time standing in line and more whooshing downhill.

Timber Creek Cross Country Ski Area

Just across from Mount Snow lies Timber Creek Cross Country Ski Area. Nestled in the Green Mountains, the Nordic skiing course offers cross country skiers and snowshoers multiple trails of powder to explore. With its proximity to Mount Snow, avid skiers don’t have to choose between slopes and trails–have it all.

Magic Mountain

If you crave a laid-back vibe merged with a heavy dose of rugged beauty, head over to ski Magic Mountain. With an expanded five lift system, wait times are shortened, meaning more time for fun. Seasoned skiers can run on the resort’s expert slopes, but fear not–Magic offers skiers of all levels a chance to play.

What to Expect

Get that “home away from home” feel while enjoying the streamlined, convenient guest experience that includes full attention to every detail.

During your stay, you can expect SkyRun staff to be close by and available to help you make the most of your trip. You can reach them via web chat, email, text, or phone. They’re available and accessible daily, and on-call 24/7 for emergencies.

What’s included
Independent homeowners contract with SkyRun Vacation Rentals to professionally manage their properties and create stellar vacation experiences for their guests.

Every SkyRun property is unique, so certain features and amenities are variable. To ensure you’re selecting the right property for your needs, review the photos and note the amenities listed for the property. Read the sections called “What you’ll love” and “What to be aware of” at the bottom of each listing, and check out reviews from prior guests.

Included Services:

  • Full cleaning prior to your arrival
  • Pre-arrival inspection
  • Wi-Fi and TVs
  • Most properties have free parking (check each property for possible charges)
  • Luxury linens and towels
  • Fully stocked kitchen
  • Cleaning and trash removal upon departure

Included Amenities and Starter Supplies:

  • Coffee and coffee filters (if applicable)
  • Salt and pepper
  • Soap/shampoo/lotion
  • Toilet paper
  • Paper towels
  • Hair dryer
  • Ironing board
  • Dish soap and dishwasher detergent (if applicable)
  • Laundry detergent (if applicable)
  • Alarm clock
  • Firewood (if applicable)

Additional Services:

  • Crib or toddler bed with sheet: $10/day
  • Pump-up bed with sheets: $10/day
  • Mid-stay cleaning service: Ask your local SkyRun staff for pricing
  • Grocery delivery: Cost of groceries +10% + $20/hr
  • Travel insurance: 7% of your stay

Check-In / Check-Out Instructions

Check-in is 4:00 pm EST and check-out is 10:00 am EST.  A check-in instructions email will be distributed to guests 7 days prior to arrival date containing directions and access information for the property. In most cases, guests will access a property via a lockbox or smart lock using the given access code. Early check-ins can only be confirmed on the day of arrival.

Guests must depart the property by the check-out time unless a late checkout has been coordinated and confirmed with the SkyRun office. Late check-outs must be coordinated directly with the SkyRun office no later than 9 am on the day of departure; please note that if we have an incoming guest we will not be able to accommodate a late checkout.  We ask that guests remove major trash from the unit, return the furniture to its original location, and load and run the dishwasher.

Parking:

Parking may be limited. The check-in instructions email will contain information regarding parking at your property.   Any parking fines assessed to your vehicles during your stay will be billed to you if they are billed to us.  Parking fines can be significant.

Property Damage Waiver

Enjoy peace-of-mind with our incidental damage protection.

SkyRun includes a property damage protection waiver on each reservation. The damage waiver covers damage to the property up to $1,500 so long as the damage is accidental and reported to SkyRun prior to your departure.  It does not cover damage that is willful, the result of negligence, or damaged caused by the misuse of household items.  It also doesn’t cover unreported damage.  SkyRun doesn’t charge our guests a refundable damage deposit in lieu of the waiver. Unlike a refundable damage deposit, the damage protection waiver is nonrefundable.

If during your rental of our property, you damage the real or personal property assigned to that property, SkyRun will cover the cost of repairs or the cost to replace the property up to an amount not to exceed $1,500. Should the cost of the damage exceed $1,500 or does not meet the criteria for a “covered loss”, and the property owner’s insurance policy also does not cover the loss, then you shall be responsible for the full amount of the damage which will be charged to the credit card on file.  Coverage is provided to you and all travelling companions that are staying in the home overnight during your stay.

Coverage is not provided for loss due to:

  • Your intentional acts or gross negligence.
  • Any damage that occurs if you are in violation of the terms and conditions (including but not limited to having more than maximum occupancy or having a party).
  • Loss, theft or damage to any personal effects owned by you or brought on the covered stay by you.
  • Loss, theft or damage caused by any person other than you or your traveling companions with whom you share the property reservation unless substantiated by a police report.
Your Duties in the Event of Damage. You must:
  • Take all reasonable, necessary steps to protect the property and prevent further damage to it.
  • Report the loss in writing (email ok) prior to check-out to the SkyRun staff.
  • Provide us documentation such as pictures to substantiate the claim.

Travel Insurance

Nationwide® Travel Insurance protects your vacation investment against unforeseen events like a hurricane, sickness, injury, flight cancellation, job loss and much more.

Group coverage protects everyone in your traveling party for one low price.

Get a quote.

Property Management You Can Trust

Owning a vacation rental shouldn’t be stressful. Let SkyRun ease your worries and increase your revenue with our vacation rental management solutions.

Why choose SkyRun? As a locally owned & operated business, our homeowners are not just a number to us, they’re our neighbors. But as a franchise, we have access to tools and tech that help you stay ahead of the game. That’s why thousands of second homeowners trust us with their properties.

Learn More

Our past experiences had us on edge, considering selling our property. However, SkyRun, particularly Rachel, transformed our experience. She not only secured our Airbnb listing but also maximized our rental income by strategically marketing our three condos for special events.

Desiree & MichaelSugarbush, VT

With SkyRun, we immediately felt respected as homeowners. We’ve owned in Ridgepoint for over 25 years. This is not our first rodeo, but it is our best one.

Ken & DianaBeaver Creek, CO

SkyRun’s staff has always treated my properties as if they were their own, and that’s such a comforting feeling. I’m very happy with the income stream generated through SkyRun’s property management!

KarenWondervu, CO

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Explore Nearby Areas

Sugarbush

Mount Snow

Okemo Frequently Asked Questions

SkyRun provides photos, maps, amenity details and reviews about the property you will be renting. Our staff has first-hand knowledge of each property, so don't hesitate to call us if you have any questions.

You can rent any of our properties by booking directly on this website using a credit card or you can call to book a reservation if you would like to speak with a vacation planner.
When you book, 1/3 of your total reservation cost, or a minimum of $300, is charged as a non-refundable deposit to secure your rental. Thirty days before your arrival, the remaining amount is due. At this time, the credit card we have on file will be automatically charged for the balance. You may cancel for a full, no-questions-asked refund up to 14 days before your arrival. After that, your payment becomes non-refundable. (See travel insurance above for exceptions).

We provide everything you expect from a fine hotel, and then some. Our rentals come fully furnished, including TVs, high-speed internet, linens and towels, a microwave, dishes, pots, pans, and other kitchen essentials.  We provide supplies such as shampoo, conditioner, tissues, paper towels, dishwasher detergent, soaps, trash bags, etc.  Refer to individual listings to see more amenity information, and please contact us directly if you still have questions.

When you book directly with SkyRun you avoid paying service fees you might incur with traditional listing channels, such as Airbnb. Our prices are competitive with rent-from-owner rates, but we offer professional service, optional travel insurance, and immediate on-site assistance should the need arise.  In addition, we offer exclusive discounts from local businesses, available only to SkyRun guests.

For most properties, SkyRun utilizes a convenient keypad lock system which allows you to enter your vacation rental using a personalized access code, as opposed to having to pick up a key and worrying about keeping track of it during your stay and returning it afterwards. This also saves you the trouble of coming to a check-in center beforehand. Your welcome packet will be in your rental upon arrival, and our staff is always only a phone call away if questions arise.

Travel insurance is an optional addition to your total rental charges. It is offered on our reservation form at the time of booking. It is also usually offered at the time of booking when you book with a 3rd party booking site. You may also add travel insurance to your reservation within 48 hours of booking. The cost of travel insurance varies and is usually between 7%-9.5% of your total reservation cost, depending on the coverage type.  If you do not have travel insurance, you cannot cancel your reservation for any reason.  If you have travel insurance and need to cancel or make a claim, refer to your specific policy.

SkyRun includes a property damage protection waiver on each reservation. Coverage is provided to you and all traveling companions who are staying in the home overnight during your stay. The damage waiver covers damage to the property up to $1,500 so long as the damage is accidental and reported to SkyRun prior to your departure.  It does not cover damage that is willful, the result of negligence, or damage resulting from the misuse of household items. It does not cover unreported damage.  SkyRun doesn't charge our guests a refundable damage deposit in lieu of the waiver. Unlike a refundable damage deposit, the damage protection waiver is nonrefundable.   If, during your rental of our property, you damage the real or personal property assigned to that property, SkyRun will cover the cost of repairs or the cost to replace the property up to an amount not to exceed $1,500. Should the cost of the damage exceed $1,500 or does not meet the criteria for a “covered loss,” and the property owner's insurance policy also does not cover the loss, then you shall be responsible for the full amount of the damage which will be charged to the credit card on file.

Coverage is not provided for loss due to:
  • Your intentional acts or gross negligence.
  • Any damage that occurs if you are in violation of the terms and conditions of your rental agreement (including, but not limited to, having more than maximum occupancy or having a party).
  • Loss, theft, or damage to any personal effects owned by you or brought on the covered stay by you.
  • Loss, theft or damage caused by any person other than you or your traveling companions with whom you share the property reservation, unless substantiated by a police report.

In the event of property damage, you must:
  • Take all reasonable, necessary steps to protect the property and prevent further damage to it.
  • Report the loss in writing (email is OK) prior to check-out to the SkyRun staff.
  • Provide us with documentation, such as pictures, to substantiate the claim.

Remember you are staying as a guest in someone's home, where much investment has been made to make your stay enjoyable; please treat all private property with the respect it deserves.
  • No smoking and no pets (unless specifically designated as pet-friendly).
  • No parties that exceed the number of people the property sleeps are allowed in the rental at any time.
  • Renters are subject to citations for noise violations, etc., handed down by public officials.

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