Castleton Holiday Rentals from NZ$301: Search Short-Term Rentals

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

Water front home with large two tiered deck! 2 bathrooms 😂 : This highly rated holiday home rental in Castleton is located on a lake, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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In two weeks

In two months

In three months

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Our top choices for Castleton holiday rentals

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

1. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Fair Haven

Molly T.

includes taxes & fees

11 Nov - 12 Nov

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

2. Unique family-friendly Vermont cabin!

Fair Haven

leonard

includes taxes & fees

10 Nov - 11 Nov

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

3. Off-Grid Mongolian Yurt on Vermont Sheep Farm

Poultney

includes taxes & fees

11 Nov - 12 Nov

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

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

Poultney

Karen C.

includes taxes & fees

16 Nov - 17 Nov

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

5. Cozy Rutland Retreat

Rutland

Susan E.

includes taxes & fees

17 Nov - 18 Nov

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

6. Kingsley Homestead - 2 Bedroom retreat

Rutland

includes taxes & fees

10 Nov - 11 Nov

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

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

Mendon

Aurore H.

includes taxes & fees

10 Nov - 11 Nov

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

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

Rutland

Thomas A.

includes taxes & fees

10 Nov - 11 Nov

A lakeside cabin with a wooden deck and a view of the lake.

9. Trout House Village Resort

Hague

Matthew

includes taxes & fees

10 Nov - 11 Nov

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.

includes taxes & fees

12 Nov - 13 Nov

A spacious living area with a wooden ceiling, a sofa, a chair, a television, and a staircase.

11. Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you

Chittenden

includes taxes & fees

10 Nov - 11 Nov

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

12. 4BR Home | Walk Downtown Rutland + Trails

Rutland

Dominic C.

includes taxes & fees

10 Nov - 11 Nov

A modern kitchen with a large island, white cabinetry, and a stainless steel refrigerator.

13. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

Rutland

Matthew T.

includes taxes & fees

10 Nov - 11 Nov

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

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

Mendon

Diane

includes taxes & fees

10 Nov - 11 Nov

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

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

Killington

Susanne B.

includes taxes & fees

10 Nov - 11 Nov

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

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

Leicester

Laura Ann

includes taxes & fees

22 Nov - 23 Nov

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.

includes taxes & fees

10 Nov - 11 Nov

A hot tub with a wooden deck and a view of trees and mountains.

18. Hot Tub - Game Room - Pool Table - Kids Play Area - 2 bedroom Cabin -4 Acre Farm

Granville

includes taxes & fees

18 Nov - 19 Nov

A modern living room with a fireplace, a large sectional sofa, and a television mounted above the fireplace.

19. CubsCorner - Pool, Sauna, Gym, Close to Mountain!

Killington

Olaf G.

includes taxes & fees

10 Nov - 11 Nov

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

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

Killington

Casey C.

includes taxes & fees

10 Nov - 11 Nov

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Top Castleton Hotel Reviews

Comfort Inn Rutland - Killington

10/10 Excellent

"Great"

Mountain Meadows Lodge

10/10 Excellent

"I enjoyed my time so much, the staff were phenomenal. There were so many fun, family friendly activities. I also enjoyed the delicious breakfast. I will definitely return for an extended stay!! Parking was convenient & close, and the whole place was immaculately clean & fresh. I cannot wait for the next visit."

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…."

Find out more about Castleton

Everything you need to know about Castleton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Castleton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 Castleton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Castleton holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Castleton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Castleton holiday rentals we have selected for you start as low as NZ$301 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Castleton rentals

At Expedia, we put the best Castleton holiday 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 Castleton 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 Castleton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Castleton. 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

Can I find holiday rentals in Castleton?

Yes, there are holiday rentals close to the most popular sights in Castleton, or you can select a more 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 holiday rentals that Castleton has to offer?

Water front home with large two tiered deck! 2 bathrooms 😂: This highly rated holiday home rental in Castleton is located on a lake, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals will I find in Castleton?

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

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 holiday rentals like in Castleton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Castleton. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive choice for family trips.

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Check prices for these dates

Our top choices for Castleton holiday rentals

1. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

2. Unique family-friendly Vermont cabin!

3. Off-Grid Mongolian Yurt on Vermont Sheep Farm

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

5. Cozy Rutland Retreat

6. Kingsley Homestead - 2 Bedroom retreat

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

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

9. Trout House Village Resort

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

11. Delightful 2-bedroom, solar-powered cabin in charming Vermont awaits you

12. 4BR Home | Walk Downtown Rutland + Trails

13. Susan Lane Hideaway: 4BR/4.5BA Renovated Home. Close to skiing and town.

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

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

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

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

18. Hot Tub - Game Room - Pool Table - Kids Play Area - 2 bedroom Cabin -4 Acre Farm

19. CubsCorner - Pool, Sauna, Gym, Close to Mountain!

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

Find holiday rentals that suit your style

Top Castleton Hotel Reviews

Comfort Inn Rutland - Killington

Lake Bomoseen Lodge

Bentley House Bed and Breakfast

Mountain Meadows Lodge

Days Inn by Wyndham Rutland/Killington Area

Turn of River Lodge

Emrose Luxury Cabins

Greenbrier Inn

Find out more about Castleton

Frequently asked questions

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