Castleton Vacation Rentals from ￥24,882: Search Short-Term Rentals

Q: What are some of the best vacation home rentals that Castleton has to offer?

Water front home with large two tiered deck! 2 bathrooms 😂 : This highly rated vacation home rental in Castleton is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

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Our top choices for Castleton vacation rentals

A yurt with a red door, a visible interior with a fire, and snow outside.

1. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Poultney

￥24,882 total

includes taxes & fees

Nov 3 - Nov 4

A two-story house with a covered porch and a gabled roof.

2. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Fair Haven

Molly T.

￥45,579 total

includes taxes & fees

Nov 3 - Nov 4

A rustic cabin with a wooden porch, a door, and a large potted plant.

3. Unique family-friendly Vermont cabin!

Fair Haven

leonard

￥46,308 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with a dishwasher, a coffee maker, and a dining area with a wooden table set for two.

4. Cozy Rutland Retreat

Rutland

Susan E.

￥25,008 total

includes taxes & fees

Nov 11 - Nov 12

A row of white houses with a clear night sky and visible stars.

5. Comfy Cottage with Private Hot Tub in Historic East Poultney

Poultney

Karen C.

￥55,763 total

includes taxes & fees

Nov 3 - Nov 4

A house with a wooden deck, solar panels, and a well-maintained garden.

6. Kingsley Homestead - 2 Bedroom retreat

Rutland

￥25,414 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with stainless steel appliances, wooden flooring, and white cabinetry.

7. Rutland apartment on the bus route with central A/C, near Pico

Rutland

Thomas A.

￥53,720 total

includes taxes & fees

Nov 3 - Nov 4

A wooden deck with a white lattice base, a metal roof, and a house with a garage door in the background.

8. Beautiful 1-bedroom cabin with AC in wonderful Wells

Wells

Jane

￥21,972 total

includes taxes & fees

Nov 7 - Nov 8

A modern kitchen with a black stove, a red microwave, and a stainless steel sink. There are two black chairs and a black table.

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

Mendon

Aurore H.

￥34,736 total

includes taxes & fees

Nov 3 - Nov 4

A dining area with a wooden table, four chairs, a coffee maker, and a trash can.

10. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

Chittenden

"Loved this stay - the farmhouse is authentic and oozes charm! Everything about this stay was easy - 20min drive to the slopes, 15 min to downtown Rutland, and an extremely well-equipped house to easily accommodate the six of us. Superb communication from the host both prior to and during our stay (promptly answered several questions for us). If you want a vintage farmhouse feel as opposed to a modern condo-style stay, this is the place for you!"

Carl P.

A cozy living room with a sofa, armchair, and coffee table, wooden walls, and a fireplace.

11. Trout House Village Resort

Hague

Matthew

￥27,198 total

includes taxes & fees

Nov 3 - Nov 4

A hallway with a wooden wall, a white door, and a wooden staircase.

12. 4BR Home | Walk Downtown Rutland + Trails

Rutland

Dominic C.

￥57,113 total

includes taxes & fees

Nov 3 - Nov 4

A kitchen with granite countertops, wooden cabinets, and a built-in oven.

13. The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

Mendon

Diane

￥67,241 total

includes taxes & fees

Nov 3 - Nov 4

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

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

Killington

Susanne B.

￥55,928 total

includes taxes & fees

Nov 3 - Nov 4

A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

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

Leicester

Laura Ann

￥31,058 total

includes taxes & fees

Nov 22 - Nov 23

Pass snacks across the counter without leaving the conversation in the main room.

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

Killington

Casey C.

￥75,698 total

includes taxes & fees

Nov 3 - Nov 4

A ski resort with multiple buildings, a ski slope, and a mountain in the background.

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

Killington

Joseph S.

￥42,286 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with a microwave, stove, and red stools. A living area with a fireplace and a TV is visible in the background.

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

Killington

John O.

￥61,987 total

includes taxes & fees

Nov 3 - Nov 4

A modern kitchen with white cabinets, a built-in microwave, and a stainless steel refrigerator.

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

Killington

Lisa

￥55,707 total

includes taxes & fees

Nov 3 - Nov 4

A spacious living room with a stone fireplace, wooden beams, large windows, and a cozy seating area.

20. Breathtaking Mountain Views Surround New Lakefront Condo

Hague

Christine M.

￥64,710 total

includes taxes & fees

Nov 9 - Nov 10

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Top Castleton Hotel Reviews

Emrose Luxury Cabins

8/10 Good

"The cabins are new and well maintained. There are pots and pans and spatulas but incredibly no coffee maker. I don’t believe I’ve ever stayed in a room at any price point without a coffee maker. Also, the bed is up against a wall so you have to choose who has to crawl in and out of the bed to go to the bathroom, get a glass of water, etc. Not fun. There was also no contact information for management, so when we couldn’t figure out how to get the heater or fireplace working, we had to chat with Hotels.com who claimed our room did not have heat. Really? Vermont in the fall? Are you kidding me? After I almost lost my mind, they had someone from hotel management call me and instruct me how to turn the heat on. He was very nice and solved the problem, but how about providing contact information of someone on premises if there is an issue? The place is fairly new, and I like the concept, but they have a few things to iron out before they are ready for prime time. Let’s start with an $25 coffee maker in every room. Is that too much to ask? And Hotels.com really needs to get their chat proficiency together…."

Après Inn Killington

10/10 Excellent

"Sparkling clean room most definitely set up well for skiers and snowboarders and mountain bikers. The coffee machine worked great as did the fridge and the hairdryer. Beds are super comfy. Location is great and price point is perfect. I loved how well lit everything was at night. I felt safe even right on the main strip Two suggestions - ice available somewhere and a chair with a back would be awesome"

Water front home with large two tiered deck! 2 bathrooms 😂

10/10 Excellent

"Great, relaxing stay at this Lake Bomoseen property! The property is on a quiet, wooded road with beautiful views of the lake. The house is clean and just as featured in the listing. We had such a great time that we requested to extend our stay. The host was responsive and gracious in approving our request. There are plenty of things to do and restaurants nearby (even a dog park in Rutland for anyone traveling with a dog)."

Find out more about Castleton

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Frequently asked questions

Can I find vacation rentals in Castleton?

Yes, there are vacation rentals close to top local attractions in Castleton, or you can go with a secluded option if you're looking for a relaxing stay. Castleton is known for its ski areas and shopping. Make sure you have time to check out the restaurants and university setting during your trip.

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

Water front home with large two tiered deck! 2 bathrooms 😂: This highly rated vacation home rental in Castleton is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals will I find in Castleton?

Choose from 16 Expedia vacation rentals in Castleton for a memorable vacation.

What can I see and do in Castleton?

Lake Bomoseen and Zion Hill are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Taconic Mountains Ramble State Park and Sargent Hill Wilderness Preserve.

What are vacation rentals like in Castleton?

Vacation rentals are private properties you can stay in for several days or more in Castleton. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you to travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family trips or small group gatherings.

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Check prices for these dates

Our top choices for Castleton vacation rentals

1. Off-Grid Mongolian Yurt on Vermont Sheep Farm

2. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

3. Unique family-friendly Vermont cabin!

4. Cozy Rutland Retreat

5. Comfy Cottage with Private Hot Tub in Historic East Poultney

6. Kingsley Homestead - 2 Bedroom retreat

7. Rutland apartment on the bus route with central A/C, near Pico

8. Beautiful 1-bedroom cabin with AC in wonderful Wells

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

10. Chittenden Farmhouse: Historic 4BR/2BA, 20 Min to Killington, 7 Min to Mountaintop Resort

11. Trout House Village Resort

12. 4BR Home | Walk Downtown Rutland + Trails

13. The Mendon Cottage: Charming Home Close to Killington, Pico and Rutland.

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

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

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

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

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

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

20. Breathtaking Mountain Views Surround New Lakefront Condo

Find vacation rentals that suit your style

Top Castleton Hotel Reviews

Emrose Luxury Cabins

Lake Bomoseen Lodge

Après Inn Killington

Greenbrier Inn

Water front home with large two tiered deck! 2 bathrooms 😂

Find out more about Castleton

Frequently asked questions

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