Find Pet-friendly Hotels in Chester, VT

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Chester Pet-friendly Hotels

Tonight
25 Apr - 26 Apr
Tomorrow
26 Apr - 27 Apr
This weekend
25 Apr - 27 Apr
Next weekend
2 May - 4 May

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

Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub
Smart TV, fireplace, books, stereo

Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub

10.0 out of 10, Exceptional, (3)
"We loved staying in Amelia’s wonderful home! It was a short 20 min from Okemo ski resort and provided all of features we needed. Thank you for everything and for being so attentive!"
Sprawling Riverbend Farmhouse Close to Mountains with Hot Tub
Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR
Property grounds

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

Farmhouse w/ mountain views close to skiing. Includes outdoor sauna EV CHRGR
Motel in the Meadow
Room, 2 Queen Beds Efficiency | Free WiFi

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
Miscellaneous

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

10.0 out of 10, Exceptional, (23)
"Peaceful vacation"
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area
Charming Chester Farmhouse – peaceful and close to everything!
Terrace/patio

Charming Chester Farmhouse – peaceful and close to everything!

9.4 out of 10, Exceptional, (10)
"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 1,559 total
includes taxes & fees
27 Apr - 28 Apr
Charming Chester Farmhouse – peaceful and close to everything!
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Exterior

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (11)
"We very much enjoyed our stay in this historic, architecturally significant home. We would definitely stay here again."
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Historic Farmhouse, Close to Skiing
Exterior

Historic Farmhouse, Close to Skiing

10.0 out of 10, Exceptional, (19)
"The property and house were beautiful. Very spacious rooms with comfortable beds. Kristen was very responsive and lovely to have met when we arrived. Great location and easy to find. Hope to be able to stay here again in the future! "
Historic Farmhouse, Close to Skiing
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
Property grounds

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

9.8 out of 10, Exceptional, (49)
"Charming is the key word for this place! From the huge stone fireplace, to the solid wood, exposed beams, to the spacious bedrooms, to the portrait-like, snow-covered surroundings complete with horses and a barn, our family of 8, including 2 grandkids, loved our time at the Chester, VT Farmhouse. We hope to return someday!"
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Fridge, coffee/tea maker, cookware/dishes/utensils, dining tables

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

2.0 star property
9.4 out of 10, Exceptional, (3)
"Amazing stay! Close to Okemo and downtown!"
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!
Beautiful house w/ mountain & pond views, hot tub, pool table, bbq, firepit, w/d
Aerial view

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

10.0 out of 10, Exceptional, (1)
"Terrific home in the heart of Vermont. Clean, bright, and fully equipped for a great vacation. We enjoyed our stay. Great hot tub and nice views of the Green Mountains. The game room was a big hit. Highly recommended. "
Beautiful house w/ mountain & pond views, hot tub, pool table, bbq, firepit, w/d
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.
Don't see what you're looking for?
See all available properties in Chester

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 Motel in the Meadow.
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 Vermont Country Store.