Castleton Holiday Homes from €134: Search Top House Rentals

A lakeside community with houses and docks.

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Our top choices for Castleton holiday homes

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

1. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Fair Haven

Amy G.

includes taxes & fees

4 Nov - 5 Nov

A dining table set with plates, glasses, and a vase with a plant.

2. Cozy Rutland Retreat

Rutland

Valerie

includes taxes & fees

2 Nov - 3 Nov

A bedroom with a bed, a framed collage, a window with floral curtains, and a striped rug.

3. Cozy 2 Bedroom close distance to downtown.

Rutland

includes taxes & fees

23 Oct - 24 Oct

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

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

Mendon

Aurore H.

includes taxes & fees

2 Nov - 3 Nov

A modern kitchen with white cabinets, stainless steel appliances, a window with a view, and a 'GATHER' sign above the window.

5. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Rutland

includes taxes & fees

5 Nov - 6 Nov

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

6. 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

25 Oct - 26 Oct

A spacious kitchen with a large island, wooden dining table, and chairs. There are multiple windows providing natural light and views of the outdoors.

7. large ski ranch hot tub close to killington pets ok

Mendon

Callison A.

includes taxes & fees

3 Nov - 4 Nov

A two-story house with a covered porch and a car parked in front.

8. 4BR Home | Walk Downtown Rutland + Trails

Rutland

Dominic C.

includes taxes & fees

16 Nov - 17 Nov

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

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

Rutland

Matthew T.

includes taxes & fees

25 Oct - 26 Oct

A wooden cabin with a snow-covered ground, a wooden fence, and a door with a window above it.

10. Luxury Condo Tucked in the Heart of Killington

Killington

"We were very surprised. The accommodation's well worth the amount we paid. I was surprised how from the start to the close of our Anniversary get away It was such an easygoing experience. The host left fresh towels and bedding linens. The host kept in contact the entire way booking this condo. It was roomy nice Quiet!! I loved the privacy yet close to everything Killington has to offer. Our anniversary was special as we went with the host recommendation for a local resturaunt the Garlic. We have...

Melinda D.

includes taxes & fees

4 Nov - 5 Nov

A modern living room with a flat-screen TV, grey sofas, a dining table with chairs, and a large window with a view of greenery.

11. CozyDen- Location, Ski Off/ Shuttle On

Killington

Berni H.

A cozy living room with a fireplace, a sofa set, and a stone wall.

12. Bearmont- Pool, HotTub, Fireplace

The Woods

Tyler B.

includes taxes & fees

25 Oct - 26 Oct

A spacious living area with a red sectional sofa, a wooden dining table, and a kitchen in the background.

13. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

North Sherburne

"Peak Hill, is a lovely and very clean home, with a fully stocked kitchen and comfy beds. This home is exactly as the pictures that are shown. We had a very small issue with the door lock (battery), called and it was fixed right away, wonderful service. The owner, Geri, we had the opportunity to meet and she is very kind and a pleasure to speak with. We travel alot and l bring pretty much my own kitchen, pillow...... with me where ever l go. However, l would of been fine using all at this...

Essa R.

A spacious living room with a fireplace, a television, and a large window.

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

North Sherburne

Christina V.

includes taxes & fees

26 Oct - 27 Oct

A cozy living room with a fireplace, a television, and a view of a snowy deck.

15. Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

Killington

Mark B.

A wooden staircase leading to a dock by a lake surrounded by trees.

16. Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

Leicester

Eric A.

includes taxes & fees

26 Oct - 27 Oct

A bunk bed room with two beds, a door, and a window.

17. Slopeside Estate Guesthouse: Hot tub, AC, Grill

Killington

A two-story house with a covered porch and a chimney.

18. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

The Woods

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a red sectional sofa, a round coffee table, wooden ceiling beams, a kitchen area, and a balcony with a view of trees.

19. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

North Sherburne

"On our 30th Anniversary trip to Vermont, New Hampshire and Maine we fell in love with Killington, Vermont. So much so we left the coast of Maine and last minute booked our remaining two nights back in Killington at the Poweder Run Lodge. The lodge was a wonderful experience! The location was beautiful, spacious, clean, had a fully stocked kitchen and spectacular views. The hosts were kind and easy to communicate with. We are older and need a continuous running fan and a little softer bed when we...

Heidi P.

includes taxes & fees

25 Oct - 26 Oct

A cozy living room with a stone fireplace, a large sectional sofa, and a wooden ceiling.

20. The Tower House | Hot Tub | Firepit | Dog-Friendly

Killington

Patrick B.

includes taxes & fees

4 Nov - 5 Nov

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Top Castleton Hotel Reviews

Emrose Luxury Cabins

10/10 Excellent

"The cabin was super clean , hot tub was great just make sure to call in ahead of time if you want it set up for a specific time for a fee $35 not bad at all . Really enjoyed my stay will be back soon"

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!"

Econo Lodge Rutland City near Hwy 7

8/10 Good

"I asked the girl at check-in for a first-floor room with 2 double beds. I am handicapped in a wheelchair, and she got us exactly what we wanted. Very clean room. Only one light in the room, so kind of on the dim side. The bed was too soft for me. The location was located to all kinds of stores and restaurants. They accept dogs for a small fee, which was great for us and our beloved Harleyquinn. Breakfast was supposed to be between 7 a.m.- 10 a.m., but at 7:15 am when I went to check out, the lobby was not open yet. I believe the worst thing is the parking. I do believe there is more in the back, but the front was pretty packed. I had to wait a few minutes for a truck to move so I could park in front of my room. Would stay here again, especially the price of the room."

Find out more about Castleton

Castleton Holiday Homes information

Number of reviews	183
Accommodation	548 Holiday Homes
Lowest Price	€134
Highest Price	€741

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castleton holiday homes

1. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

2. Cozy Rutland Retreat

3. Cozy 2 Bedroom close distance to downtown.

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

5. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

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

7. large ski ranch hot tub close to killington pets ok

8. 4BR Home | Walk Downtown Rutland + Trails

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

10. Luxury Condo Tucked in the Heart of Killington

11. CozyDen- Location, Ski Off/ Shuttle On

12. Bearmont- Pool, HotTub, Fireplace

13. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

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

15. Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

16. Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

17. Slopeside Estate Guesthouse: Hot tub, AC, Grill

18. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

19. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

20. The Tower House | Hot Tub | Firepit | Dog-Friendly

Find holiday rentals that suit your style

Top Castleton Hotel Reviews

Emrose Luxury Cabins

Days Inn by Wyndham Rutland/Killington Area

Killington Mountain Lodge, Tapestry Collection by Hilton

North Star Lodge and Resort

Best Western Inn & Suites Rutland-Killington

The Mountain Top Inn & Resort

Econo Lodge Rutland City near Hwy 7

Find out more about Castleton

Castleton Holiday Homes information

Holiday Homes in Castleton

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Castleton holiday homes

1. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

2. Cozy Rutland Retreat

3. Cozy 2 Bedroom close distance to downtown.

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

5. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

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

7. large ski ranch hot tub close to killington pets ok

8. 4BR Home | Walk Downtown Rutland + Trails

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

10. Luxury Condo Tucked in the Heart of Killington

11. CozyDen- Location, Ski Off/ Shuttle On

12. Bearmont- Pool, HotTub, Fireplace

13. Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont

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

15. Tanglewood Vista at Killington: Great Group Ski Home Close to Mountain. Hot Tub.

16. Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock

17. Slopeside Estate Guesthouse: Hot tub, AC, Grill

18. The Woods Resort Killington - 2B Townhouse with Spa, Pool & Jacuzzi

19. NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking

20. The Tower House | Hot Tub | Firepit | Dog-Friendly

Find holiday rentals that suit your style

Top Castleton Hotel Reviews

Emrose Luxury Cabins

Find out more about Castleton

Castleton Holiday Homes information