Pet Friendly Hotels & Resorts in Chester from AU$680

March 2025

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Best Chester Pet Friendly Hotels

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

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

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

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

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

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!

9.4 out of 10, Exceptional, (9)
"Great location. Beautiful house. All the amenties. We came up for a ski trip and it was perfect. "
The price is AU$680
includes taxes & fees
9 Mar - 10 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

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

10.0 out of 10, Exceptional, (9)
"We stayed over Feb break hoping to hit up the ski slopes with the kids. However, there was a big storm that dumped a lot of rain/ice and after was subzero temps and very windy, so we ended up inside a lot more than expected. The house is well equipped and everything we needed was there - including an immersion blender! The bedrooms were comfortable and the fireplace in the living room was splendid while the storm raged. It was tough to get the garbage to the garbage can as the snow plow piled...
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

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!

9.8 out of 10, Exceptional, (48)
"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!
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 dog-friendly place to stay in Chester?
How many dog-friendly hotels are there in Chester?
Enjoy travelling with your furry pal at one of Expedia’s 5 dog-friendly Chester hotels or accommodation options.
What's the best time of year to travel to Chester with my pet?
When you’re travelling 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 temperature of 18°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Chester are January, March, November and February, with each month seeing an average of 35 cm 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.