Pet Friendly Hotels & Resorts in Brewster from AU$209

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Best Brewster Pet Friendly Hotels

Heidi's Inn

2.5 star property
8.6 out of 10, Excellent, (656)
"Nestled on the bottom of a mountainous range with easy access that overlooks the pool, fire pits and beautifully kept grounds this is a great Inn to stay at. Breakfast is served in a solarium type room with a roaring fireplace, very cozy. A fantastic weekend getaway. We can’t wait to return"
The price is AU$209
includes taxes & fees
25 Nov - 26 Nov
Heidi's Inn

The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

9.8 out of 10, Exceptional, (7)
"Sitting outside the cottage overlooking the reservoir (on other side of road) was superb after being in hectic New York. The bed was comfy but located up a steep, narrow spiral staircase. Small bathroom downstairs. Eclectic furnishings. Very clean. Would recommend seniors opt for house option rather than cottage. Host very pleasant."
The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!.

The Hideaway

10.0 out of 10, Exceptional, (3)
"Beautiful qiet location. Everything we needed. Host was attentive and responsive to us. Also the cat was a great hit. Would definitley stay here again."
The price is AU$425
includes taxes & fees
25 Nov - 26 Nov
The Hideaway

Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT

8.6 out of 10, Excellent, (4)
"Property was exactly what we were looking for with a group as large as ours (14 people). Plenty of indoor and outdoor space. Great kitchen as well (cooked all of our meals in the house for the whole group)."
The price is AU$2,012
includes taxes & fees
9 Dec - 10 Dec
Upstate Historical Artist Villa w/ firepit, pool and close to Candlewood Lake CT
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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Beautiful view of the beach with palm trees

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Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

Frequently asked questions

What's the best dog-friendly hotel in Brewster?
Heidi’s Inn is a top dog-friendly hotel, and offers a seasonal outdoor pool along with free WiFi for its human guests. The Cottage by the Lake: Hudson Valley Indulgence/1 hr. from NYC/welcome pets!. is another good option if you’re bringing your pet along.
What's the best time of year to travel to Brewster with my pet?
When you’re travelling with pets, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August, with an average temperature of 21°C, while the coldest months are January and February, with an average of 0°C. Average annual precipitation for Brewster is 1331 mm.
What is there to see and do with your pet in Brewster?
Known for its entertainment and live music, Brewster has lots to offer visitors. See the local sights and visit Brewster Public Library. When you’re in the area, make time for a stop at Matrix Conference and Banquet Center.