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North Chittenden Holiday Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for North Chittenden holiday rentals

A wooden cabin with a snow-covered roof, surrounded by trees and snow.

1. Robert Frost Mountain Cabins

Robert Frost Mountain Cabins
3.5 star property
Ripton
10.0 out of 10, Exceptional, (42 reviews)
"Very nice place great owner"
United States
Joe
The price is HK$2,502
HK$2,727 total
includes taxes & fees
27 Sept - 28 Sept
Robert Frost Mountain Cabins
A spacious living area with a red sectional sofa, a wooden dining table, and a kitchen in the background.

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

Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
North Sherburne
10.0 out of 10, Exceptional, (1 review)
"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...
United States
Essa R.
Experience the charm of Peak Hill Home, Entire home in Killington/Pittsfield, Vermont
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.

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

NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
North Sherburne
10.0 out of 10, Exceptional, (1 review)
NEW! Smart 3BR Basecamp w/ Hot Tub, AC, EV Charger & Flat Parking
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

new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
Mendon
9.8 out of 10, Exceptional, (6 reviews)
"Very pretty property, wish we could have spent more time there. Getting in and out was easy and there were plenty of options for food in town just a few minutes away. Great stay."
United States
Aurore H.
The price is HK$727
HK$1,850 total
includes taxes & fees
27 Sept - 28 Sept
new 2 bedroom close to killington and bike trails this is pet ok downstairs unit
A snow-covered residential area with multi-story buildings, a ski slope in the background, and a clear sky.

5. Mountain Green

Mountain Green
2.0 star property
Killington
7.2 out of 10, Good, (29 reviews)
"I enjoy the location "
United States
troy
Mountain Green
A wooden staircase leading to a dock by a lake surrounded by trees.

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

Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
Leicester
10.0 out of 10, Exceptional, (1 review)
"Everything was spectacular! Fern Lake is peaceful and breathtaking. Lake house was wonderful, and amazing. It was spacious, yet homie."
United States
Eric A.
The price is HK$2,665
HK$5,420 total
includes taxes & fees
28 Sept - 29 Sept
Lakeside Lodge at Fern Lake: 3BR/1BA Waterfront w/ Dock
A kitchen with a central island, two bar stools, pendant lights, and a view of the living area through an open archway.

7. Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails

Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails
North Sherburne
10.0 out of 10, Exceptional, (1 review)
"Great property to stay at highly recommend and will hopefully be staying again soon!"
United States
Robert R.
The price is HK$1,682
HK$5,921 total
includes taxes & fees
27 Sept - 28 Sept
Cozy Killington A-Frame w/ Hot Tub, Modern Kitchen & Forest Views – Near Skiing & Hiking Trails
A spacious living room with a fireplace, a television, and a large window.

8. 4BR Killington Home Perfect for Families, Pet-Friendly

4BR Killington Home Perfect for Families, Pet-Friendly
North Sherburne
10.0 out of 10, Exceptional, (23 reviews)
"Our group had a wonderful ski weekend at the house! It was well stocked with everything we needed and the fireplace was perfect to relax near after a day on the slopes. "
United States
Christina V.
The price is HK$2,306
HK$6,362 total
includes taxes & fees
28 Sept - 29 Sept
4BR Killington Home Perfect for Families, Pet-Friendly
A two-story house with a garage, solar panels, and a deck with outdoor furniture.

9. Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games

Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
North Sherburne
9.4 out of 10, Exceptional, (24 reviews)
"House was beautiful & a great getaway for our group! "
United States
GiGi M.
The price is HK$1,961
HK$6,079 total
includes taxes & fees
28 Sept - 29 Sept
Secluded 5K Sq Ft Retreat: Sauna, Hot Tub & Games
A bedroom with a large bed, a TV mounted on the wall, and a sliding door leading to a bathroom.

10. Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym

Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
Killington
10.0 out of 10, Exceptional, (17 reviews)
"Great condo and building. Everything in excellent condition. Convenient location."
United States
Joseph S.
The price is HK$988
HK$2,136 total
includes taxes & fees
28 Sept - 29 Sept
Jack S`Bearo- AC, Pool, Mountain Views, Hiking, Gym
A wooden deck with a hot tub, a table, and chairs.

11. Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings

Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
North Sherburne
8.2 out of 10, Very good, (14 reviews)
"We had a great time!"
United States
Matthew R.
The price is HK$1,193
HK$3,563 total
includes taxes & fees
29 Sept - 30 Sept
Fabulous 4-bedroom chalet in tranquil Killington getaway with Hot tub two Kings
A living room with a sofa, a dining table with chairs, a kitchen area with wooden cabinets, and a bar.

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

Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
Killington
9.8 out of 10, Exceptional, (14 reviews)
"We had such a great time staying here. It was clean, cozy and so convenient to walk right out the door to the slopes! "
United States
Susanne B.
The price is HK$1,096
HK$3,128 total
includes taxes & fees
28 Sept - 29 Sept
Pico's Doorstep: Ski On/Off. Steps to Lifts! Close to Killington.
A rustic cabin with a wooden porch, a door, and a large potted plant.

13. Unique family-friendly Vermont cabin!

Unique family-friendly Vermont cabin!
Fair Haven
10.0 out of 10, Exceptional, (26 reviews)
"Another great stay."
United States
leonard
The price is HK$1,405
HK$2,323 total
includes taxes & fees
27 Sept - 28 Sept
Unique family-friendly Vermont cabin!
A snow-covered outdoor area with a large arch structure, rocks, and a building in the background.

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

CubsCorner - Pool, Sauna, Gym, Close to Mountain!
Killington
10.0 out of 10, Exceptional, (6 reviews)
"Great location with access to both Pico and Killington Mountains!"
United States
Olaf G.
The price is HK$1,804
HK$3,604 total
includes taxes & fees
28 Sept - 29 Sept
CubsCorner - Pool, Sauna, Gym, Close to Mountain!
A kitchen with a large island, wooden ceiling beams, and various kitchen appliances.

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

Pristine Custom Cottage, Grand Piano, Massage Studio on Site
Leicester
10.0 out of 10, Exceptional, (95 reviews)
"The cottage was just lovely. Very comfortable. And the host was really nice and helpful. A wonderful stay!"
United States
Laura Ann
The price is HK$1,118
HK$1,726 total
includes taxes & fees
18 Oct - 19 Oct
Pristine Custom Cottage, Grand Piano, Massage Studio on Site
A modern living room with a fireplace, a dining area, and a kitchen.

16. Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole

Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
Killington
10.0 out of 10, Exceptional, (7 reviews)
"Such a great spot."
United States
Kathleen G.
The price is HK$3,701
HK$7,511 total
includes taxes & fees
30 Sept - 1 Oct
Alpine Chalet Grill, Fire pit, Pool, Gym, CornHole
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.

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

Ski Home/Arcade Mountain Views Near Killington/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Skied Killington for 2 days and was a 20 min drive. Fun to drive the 100."
United States
Kevin M.
The price is HK$1,113
HK$4,640 total
includes taxes & fees
28 Sept - 29 Sept
Ski Home/Arcade Mountain Views Near Killington/Woodstock

18. Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock

Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
Stockbridge
10.0 out of 10, Exceptional, (3 reviews)
"Exactly as pictured, specious, clean. Owners were extremely responsive and kind."
United States
Sophie L.
The price is HK$1,113
HK$4,632 total
includes taxes & fees
27 Sept - 28 Sept
Ski home/Pool Table Mountain Views near Killington/Pico/Sugarbush/Woodstock
A dining table set with plates, glasses, and a vase with a plant.

19. Cozy Rutland Retreat

Cozy Rutland Retreat
Rutland
9.8 out of 10, Exceptional, (16 reviews)
"The location was perfect, the property is very well maintained and comfortable. I would highly recommend this place!"
United States
Valerie
The price is HK$761
HK$1,512 total
includes taxes & fees
25 Oct - 26 Oct
Cozy Rutland Retreat
A spacious living room with a stone fireplace, large windows, and a cozy seating area.

20. Renovated 4BR House w/ Hot Tub & Fire Pit: Near Killington Lifts & Dining

Renovated 4BR House w/ Hot Tub & Fire Pit: Near Killington Lifts & Dining
Killington
10.0 out of 10, Exceptional, (3 reviews)
"great rental overall, the unit was well stocked, clean and have everything you need for your stay."
United States
matt d.
The price is HK$4,133
HK$9,478 total
includes taxes & fees
27 Sept - 28 Sept
Renovated 4BR House w/ Hot Tub & Fire Pit: Near Killington Lifts & Dining
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top North Chittenden Hotel Reviews

Brandon Inn

Brandon Inn

10/10 Excellent
"Beautiful"
Jennifer 2-night trip
Posted 13 hours ago
Brandon Inn

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