Castleton Holiday Homes from £129: Search Holiday Homes in Castleton

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

19 Oct - 20 Oct

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

2. Cozy Rutland Retreat

Rutland

Valerie

includes taxes & fees

20 Oct - 21 Oct

A house with a wooden deck, a pink flamingo decoration, and a small garden with green plants.

3. Cozy 2 Bedroom w/whirlpool tub close distance to downtown.

Rutland

includes taxes & fees

19 Oct - 20 Oct

A spacious living room with wooden floors, a high ceiling with exposed beams, a dining area with a table and chairs, and large windows offering a view of the outdoors.

4. Killington Retreat | Deck-Fire Pit-Mountain Views!

Clarendon

Joshua

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

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

Mendon

Aurore H.

includes taxes & fees

1 Nov - 2 Nov

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

6. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Rutland

includes taxes & fees

19 Oct - 20 Oct

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

7. 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

19 Oct - 20 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.

8. 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.

9. 4BR Home | Walk Downtown Rutland + Trails

Rutland

Dominic C.

includes taxes & fees

9 Nov - 10 Nov

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

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

Rutland

Matthew T.

includes taxes & fees

19 Oct - 20 Oct

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

11. 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

9 Nov - 10 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.

12. CozyDen- Location, Ski Off/ Shuttle On

Killington

Berni H.

includes taxes & fees

21 Oct - 22 Oct

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

13. 4BR Killington Home Perfect for Families, Pet-Friendly

North Sherburne

Christina V.

includes taxes & fees

19 Oct - 20 Oct

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.

14. 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

19 Oct - 20 Oct

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

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

Killington

Patrick B.

includes taxes & fees

19 Oct - 20 Oct

A bedroom with a bed, a nightstand, a window with a view of trees, and a framed picture on the wall.

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

Killington

includes taxes & fees

21 Oct - 22 Oct

A hallway with a wooden beam ceiling, a door with a frosted glass panel, and a view of a living room with a sofa and a table.

17. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

Killington

Annette G.

includes taxes & fees

19 Oct - 20 Oct

A covered porch with a grill, two Adirondack chairs, and a fire pit.

18. Estelle Cottage- Pool, hot tub, Fireplace

The Woods

"Yes!! King beds!! Tall people love king beds and they delivered. This does not diminish the fact that everything was excellent for our stay. From the welcome gifts including some great local coffee and syrup, to the relaxing sauna, the comfortable large living room and bedrooms, and all amenities, we wanted for nothing. Truly a gem on our whole vacation! We looked forward to returning in the late afternoon knowing we had a quiet evening and a good sleep ahead of us. Truly a great place to...

Devin

includes taxes & fees

4 Nov - 5 Nov

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

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

Killington

Mark B.

includes taxes & fees

19 Oct - 20 Oct

A wooden interior with a bench and shelves, a door with a handle, and a tiled floor.

20. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

Killington

Gifford F.

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Top Castleton Hotel Reviews

Turn of River Lodge

8/10 Good

"Clean room and helpful staff"

Trout House Village Resort

10/10 Excellent

"We had a very pleasant, relaxing stay here in early October. Such a pretty resort. Our room was small but fine for the two of us. Very, very clean. We walked across the street to sit on the Adirondack chairs looking out over Lake George in the evening . This place was perfect for our visit to Fort Ticonderoga!"

Lake Bomoseen Lodge

10/10 Excellent

"We stayed in room 106 Room, Lake View (Lodge). It was perfect. Super easy checkin, exceptionally clean room, well maintained property, and we had an amazing view. The Lodge has a fantastic Tap Room with a fantastic menu that seems to be loved by both the locals and tourist which say a lot! The property offers everything you could want/need in any season. I would highly recommend and will return! Excellent stay!"

Find out more about Castleton

Castleton Holiday Homes information

Number of reviews	182
Accommodation	548 Holiday Homes
Lowest Price	£129
Highest Price	£794

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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 w/whirlpool tub close distance to downtown.

4. Killington Retreat | Deck-Fire Pit-Mountain Views!

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

6. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

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

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

9. 4BR Home | Walk Downtown Rutland + Trails

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

11. Luxury Condo Tucked in the Heart of Killington

12. CozyDen- Location, Ski Off/ Shuttle On

13. 4BR Killington Home Perfect for Families, Pet-Friendly

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

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

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

17. Cozy 2BR Mountain Retreat Near Killington Resort - Pet Friendly w/ Fireplace

18. Estelle Cottage- Pool, hot tub, Fireplace

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

20. The Outpost Double | Modern 2BR Ground Level Duplex | Exclusive Ski Deals

Find holiday rentals that suit your style

Top Castleton Hotel Reviews

Turn of River Lodge

Emrose Luxury Cabins

Mountain Sports Inn

Après Inn Killington

The Mountain Inn at Killington

Killington Mountain Lodge, Tapestry Collection by Hilton

Courtyard Middlebury

Trout House Village Resort

Lake Bomoseen Lodge

Find out more about Castleton

Castleton Holiday Homes information

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