Find Pet-friendly Hotels in Chester, VT

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Check availability on Chester Pet-friendly Hotels

Tonight
23 Feb - 24 Feb
Tomorrow
24 Feb - 25 Feb
Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar

Compare Chester Pet-friendly Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub
Exterior

Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub

10.0 out of 10, Exceptional, (2)
"During this season of gratitude we felt so lucky to stay at such a well appointed and lovely home. Unlike many rental homes that are stripped of personality, this home was full of charm and lovingly designed touches. From the cookware to the bedding the home was welcoming and comfortable. The kitchen and living room in particular were of good size for our entire group to eat and relax comfortably each with its own fireplace. "
Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub
Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR
Aerial view

Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR

Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR
Stunning farmhouse-Historic village-Mins to Skiing
2nd floor bedroom with two twin beds and second office desk

Stunning farmhouse-Historic village-Mins to Skiing

9.2 out of 10, Wonderful, (11)
"Stayed here with friends for our annual ski trip. Spacious and comfortable."
Stunning farmhouse-Historic village-Mins to Skiing
Motel in the Meadow
Exterior

Motel in the Meadow

2.5 star property
8.4 out of 10, Very Good, (71)
"Cute little motel. Basic but has what you need. Yummy muffins for breakfast too."
Motel in the Meadow
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Summer Quiet...

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (22)
"Loved being tucked away in the wilderness. Owners were very responsive. "
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Charming Chester Farmhouse – peaceful and close to everything!
Property grounds

Charming Chester Farmhouse – peaceful and close to everything!

9.6 out of 10, Exceptional, (8)
"Very clean, historic farmhouse. 20 minutes from Okemo. Great host. Very updated kitchen with everything you’d need to cook. Easy in, easy out."
The price is AED 768
AED 1,555 total
includes taxes & fees
11 Mar - 12 Mar
Charming Chester Farmhouse – peaceful and close to everything!
Beautiful house w/ mountain & pond views, hot tub, pool table, bbq, firepit, w/d

Beautiful house w/ mountain & pond views, hot tub, pool table, bbq, firepit, w/d

Beautiful house w/ mountain & pond views, hot tub, pool table, bbq, firepit, w/d
UNIQUE/HISTORIC STAY IN AN 1874 ERA SCHOOLHOUSE!!
Living area

UNIQUE/HISTORIC STAY IN AN 1874 ERA SCHOOLHOUSE!!

9.2 out of 10, Wonderful, (5)
"We had a great time skiing, both Killington and Okemo are close, and staying at this clean and spacious vrbo. We were parents with two teenage sons, two girlfiends and a dog. The space worked really well. Sitting in the hot tub at night under the stars was wonderful."
UNIQUE/HISTORIC STAY IN AN 1874 ERA SCHOOLHOUSE!!
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Exterior

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (8)
"Close drive to Okemo. Quiet area. Very nice place to spend a weekend. Only con: Bottom floor is a bit drafty. "
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Historic Farmhouse, Close to Skiing
Marie Hill Farmhouse

Historic Farmhouse, Close to Skiing

10.0 out of 10, Exceptional, (17)
"We had a great time at the Marie Hill Farm! The cozy home was set against the backdrop of beautiful rural Vermont. We got to cozy in during two days of snowstorms, spend time with family, and just enjoy the atmosphere. The owners were so kind and responsive. I’d love to stay in the summer and check out those blueberry fields!! "
Historic Farmhouse, Close to Skiing
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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Frequently asked questions

What's the best pet-friendly place to stay in Chester?
Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub is a top pet-friendly option for your stay. Two other good options to stay with your pet include Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR and Stunning farmhouse-Historic village-Mins to Skiing.
How many hotels that welcome pets will I find in Chester?
Frolic with your furry friend at one of Expedia’s 5 Chester hotels that allow pets.
What's the best time of year to travel to Chester with my pet?
When you’re traveling with pets, keeping track of the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 25°F. The snowiest months in Chester are January, March, November, and February, with each month seeing an average of 14 inches of snowfall.
What is there to see and do with your pet in Chester?
Known for its hiking trails, Chester has lots to offer visitors including its skiing and mountains. See the local sights and visit DaVallia Art & Accents and Bonnie’s Bundles Dolls. When you’re in the area, make time for a stop at Okemo Mountain Resort.