Find Pet-friendly Hotels in Chester, VT

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Check availability on Chester Pet-friendly Hotels

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
Exterior

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

10.0 out of 10, Exceptional, (23)
"This lovingly built off-grid glamping cabin is drenched with sun! It’s absolutely gorgeous! The kids enjoyed pumping their own water and sledding down the front hill. Paris is an excellent hostess- she answered all our questions very promptly & thoroughly. We cant wait to come back! Thank you!!!"
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)
"I picked this property mainly because of the town and cost. I traveled with family as my son in laws band played two shows in VT.The house went above expectations. It was clean and comfortable. The beds were super comfortable. It was fun to look at all the artwork and check out the many books.I highly recommend and would definitely book again.The "
The price is SAR 784
SAR 1,592 total
includes taxes & fees
26 Apr - 27 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 had a lovely time staying in the old stone cottage. It was charming and comfy. We had a great time exploring the area, and enjoyed Vermont Vines wines and burgers very close by. Also MacLomain's Scottish pub in Chester. Grafton is a short drive away. Nice location. And the host was very friendly and accommodating and easy to communicate with. Thanks!"
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)
"We had a wonderful ski weekend with our family and the accommodations were excellent. "
Historic Farmhouse, Close to Skiing
Chester Farmhouse on 100 Acres, 15 Min to Okemo!
Interior

Chester Farmhouse on 100 Acres, 15 Min to Okemo!

9.8 out of 10, Exceptional, (49)
"The farmhouse was the perfect spot for old friends with new little to reconnect. Great space for big meals, the living room was great for us to chat and let the toddlers play. Our hosts were awesome and shared their lambs and foal with us! The property was just stunning"
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
TV, fireplace, DVD player

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.
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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 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.