Proctor Vacation Homes

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Our top choices for Proctor holiday homes

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

1. Cozy Rutland Retreat

Rutland

Valerie

HK$1,506 total

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.

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

Mendon

Aurore H.

HK$1,819 total

includes taxes & fees

1 Nov - 2 Nov

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

3. Cozy 2 Bedroom Suite walking distance to downtown

Rutland

HK$1,370 total

includes taxes & fees

12 Oct - 13 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

HK$3,199 total

includes taxes & fees

24 Oct - 25 Oct

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

5. 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.

HK$4,703 total

includes taxes & fees

12 Oct - 13 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.

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

Mendon

Callison A.

HK$3,742 total

includes taxes & fees

3 Nov - 4 Nov

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

7. 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.

HK$2,323 total

includes taxes & fees

3 Nov - 4 Nov

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

8. Relaxing Rutland Retreat Near Skiing, Dining & Hiking

Rutland

HK$5,775 total

includes taxes & fees

13 Oct - 14 Oct

A rustic cabin with a stone fire pit, wooden deck, and a chimney.

9. Forest Mountain Ski Retreat. 20 min to Killington/14 to Pico.

Mendon

Heidi S.

HK$7,788 total

includes taxes & fees

3 Nov - 4 Nov

A modern kitchen with stainless steel appliances, a dining table, and a wooden floor.

10. 4BR Home | Walk Downtown Rutland + Trails

Rutland

Dominic C.

HK$3,138 total

includes taxes & fees

9 Nov - 10 Nov

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

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

Rutland

Matthew T.

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

12. Historic Victorian Estate 4 Bed 2 Bath Fast Wifi

Fair Haven

Amy G.

HK$2,359 total

includes taxes & fees

18 Oct - 19 Oct

A bedroom with a bed, a nightstand, a lamp, a ceiling fan, and a window with curtains.

13. The Rutland Ranch: 3 BR/1BA Renovated Home Close to Everything

Rutland

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.

14. CozyDen- Location, Ski Off/ Shuttle On

Killington

Berni H.

HK$2,383 total

includes taxes & fees

21 Oct - 22 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.

15. 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.

HK$5,787 total

includes taxes & fees

14 Oct - 15 Oct

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

16. 4BR Killington Home Perfect for Families, Pet-Friendly

North Sherburne

Christina V.

HK$5,938 total

includes taxes & fees

14 Oct - 15 Oct

A kitchen with wooden cabinets, granite countertops, stainless steel appliances, and a door labeled 'EAT-SLEEP-SLEEP.'

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

Killington

HK$8,095 total

includes taxes & fees

13 Oct - 14 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.

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

Killington

HK$3,905 total

includes taxes & fees

12 Oct - 13 Oct

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

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

Killington

Gifford F.

HK$4,029 total

includes taxes & fees

14 Oct - 15 Oct

A living room with a wooden console table, a potted plant, and two clocks. A staircase and a fireplace with a TV are in the background.

20. Ski Home/Arcade Mountain Views Near Killington/Woodstock

Stockbridge

Kevin M.

HK$4,887 total

includes taxes & fees

14 Oct - 15 Oct

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Top Proctor Hotel Reviews

Mountain Sports Inn

10/10 Excellent

"This place is great!! I recommend to any travelers in that area needing a room to book it quick! Breakfast is great the rooms are super clean and the staff is very friendly and helpful."

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!"

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