Chittenden Vacation Rentals from $218: Search Short-Term Rentals

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Our top choices for Chittenden vacation rentals

A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

1. Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

Killington

Susanne B.

$331 nightly

Oct 21 - Oct 22

Total with taxes and fees

A wooden deck with a hot tub, a table, and chairs.

2. Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings

North Sherburne

Matthew R.

$361 nightly

Oct 21 - Oct 22

Total with taxes and fees

A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

3. Jack S`Bearo - Slopes, Fireplace, Pool

Killington

Joseph S.

$251 nightly

Oct 27 - Oct 28

Total with taxes and fees

A modern living room with a glass coffee table, a sofa, a TV mounted on the wall, a fireplace, and a blue accent wall.

4. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

Killington

Carla M.

$228 nightly

Oct 21 - Oct 22

Total with taxes and fees

A residential area with houses, a swimming pool, and a mountain backdrop.

5. The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

Killington

Nathan H.

$229 nightly

Oct 21 - Oct 22

Total with taxes and fees

An aerial view of a residential area with houses, a swimming pool, and a parking lot.

6. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

Killington

Asad B.

$253 nightly

Oct 21 - Oct 22

Total with taxes and fees

A bedroom with two beds, a dresser, a window with a view of greenery, and a painting on the wall.

7. Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631

Killington

Marcus G.

$213 nightly

Oct 21 - Oct 22

Total with taxes and fees

A modern kitchen with a central island, stainless steel appliances, and wooden cabinets.

8. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

Killington

Mari B.

$345 nightly

Oct 21 - Oct 22

Total with taxes and fees

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Top Chittenden Hotel Reviews

Woodstock Inn & Resort

8/10 Good

"Enjoyed staying at the Woodstock Inn. Great location, anything you want to see in the town of Woodstock, plus a number of great hiking trails, are walking distance. The in hotel restaurants, Red Rooster and Richardson's Tavern, are outstanding. No charge valet or easy self-parking available. The lobby is a great place to hang out, it has a great oversized fireplace and afternoons between 400 - 500 coffee and tea are available in the lobby for guests. By the entrance to the Red Rooster, there is also a basket of locally grown apples available anytime. There is a game room off the lobby, which is also a great place to go. The guest room was really comfortable, especially the mattress. So why a four star rating and not five? The in room thermostats are restricted so that a guest cannot set the fan to continuous run. This is to be expected at a lower end Marriott, but not a hotel at this price point. If you like white noise while sleeping, or don't like the HVAC cycling off and on, this is a problem. I did ask the front desk and got a response about environmental responsibility and energy conservation. For $1,300 a night plus a resort fee, a guest should be able to run the HVAC whenever they want. The lobby furniture cushions are worn and the cushions sink at a level I would compare them to college dormitory furniture. A lot of day trippers who aren't hotel guests come into the lobby, which greatly contributes to the wear. Still a great place to stay."

Mountain Meadows Lodge

10/10 Excellent

"This was by far one of the best stays my husband and I have ever had! The lodge was full of amenities and the atmosphere was cozy and relaxing. The staff were extremely helpful and attentive and we really enjoyed the breakfast each morning, especially the scones! We would absolutely return again."

The Mountain Top Inn & Resort

10/10 Excellent

"Wow! We are still wondering how we lucked out finding this place. The staff was so nice and helpful. The room was warm and welcoming. The food in the dining room was delicious. We enjoyed the comforting coffee in the lobby. But we will be talking about the view of the lake and lovely peak fall foliage for years to come! This was a great place for us to call base for a few days and would love to come back again!"

Luxury Mountain Home with Hot Tub, Sauna & Views — Walk to Mountain Top Inn

10/10 Excellent

"Our daughter was getting married at the Mountain Top Resort and we rented this home in addition to the accommodations provided by the resort. It was just what we needed to house our family in comfort and size. The house is beautiful, comfortable and has everything we needed for our stay. Thank you, Yvonne, for sharing your property with us!"

Find out more about Chittenden

Everything you need to know about Chittenden vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chittenden vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chittenden vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chittenden vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chittenden. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Chittenden in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $218 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chittenden rentals

At Expedia, we put the best Chittenden vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chittenden rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chittenden vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chittenden. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in Chittenden?

Yes, we have vacation rentals close to top sights in Chittenden, or you can select a more secluded option if you're looking for relaxation. Chittenden is known for its ski areas and mountain views. Make sure you have time to check out the lake views and bars during your trip.

What are some of the best vacation home rentals that Chittenden has to offer?

Luxury Mountain Home with Hot Tub, Sauna & Views — Walk to Mountain Top Inn: Visitors give good reviews to this Chittenden vacation home rental, which is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Chittenden?

Choose from 10 Expedia vacation rentals in Chittenden for a memorable vacation.

What can I see and do in Chittenden?

Green Mountain National Forest and Lefferts Pond are a couple of lovely local spots to get outside and enjoy nature. New England Maple Museum and Green Mountain National Golf Course are a couple of places you'll find in the larger area.

What are vacation rentals like in Chittenden?

Vacation rentals are privately owned accommodations you can stay in for several days or longer in Chittenden. Vacation rentals feature amenities such as WiFi and washers and dryers to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for small groups.

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Check prices for these dates

Our top choices for Chittenden vacation rentals

1. Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.

2. Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings

3. Jack S`Bearo - Slopes, Fireplace, Pool

4. Tranquil Peaks Studio at Killington Center - Perfect for a Getaway in the Heart of Killington

5. The Suites: Next Door - Studio at Killington Resort on the Bus Route. Discounted Ski Rentals. 531

6. Killington Center Renovated Studio with Kitchenette on Bus Route and Discounted Ski Rentals.

7. Ski Condo Close to Killington: Discounted Ski Rentals and Shuttle Bus. Killington Center 631

8. Sweet Suite! Modern, Pool, 2RM, 2BA, Ski Resort 532

9. The Suites at Killington Center

10. The Swirl Suite at Killington: Renovated 2RM/2BA Suite. Sleeps 6. Discounted Ski Rentals.

11. Welcoming condo near the slopes with free WiFi and full kitchen

12. Trailside Loft at Pico | Ski-In/Out Condo w/ Loft + 2BR | Steps to Lift

13. Cozy Rutland Retreat

14. 4BR Killington Home Perfect for Families, Pet-Friendly

15. new 2 bedroom close to killington and bike trails this is pet ok downstairs unit

16. Skiers Suite: 2RM/2BA Renovated Condo on the Bus Route w/ Pool. Discounted Ski Rentals. #332

17. Killington condo 5 min to killington resort

18. Pristine Custom Cottage, Grand Piano, Massage Studio on Site

19. Killington resort: Walk to Mountain, Bike, Pool

20. Glamping hut with WiFi in Ripton, biking, hiking, skiing

Find vacation rentals that suit your style

Top Chittenden Hotel Reviews

Woodstock Inn & Resort

Mountain Meadows Lodge

Emrose Luxury Cabins

Killington Mountain Lodge, Tapestry Collection by Hilton

Comfort Inn Rutland - Killington

The Shire Woodstock

Middlebury Inn

The Mountain Top Inn & Resort

Luxury Mountain Home with Hot Tub, Sauna & Views — Walk to Mountain Top Inn

Find out more about Chittenden

Frequently asked questions

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