The best dog-friendly cabin rentals near Pomfret, New York

A friend and I stayed here over the weekend in mid-November. We enjoyed our trip, the cabin is cozy, and Misty was very communicative and helpful! The directions were thorough, and we had no problem using the cabin. Outside temperature was ~28-45°F, but the wood stove was very effective and the cabin became very toasty. One thing to note is that the solar-powered battery banks had little charge. The string lights only worked for 20 minutes on our first night, and their battery banks did not recharge the next day. The large solar-powered battery bank that powered the lamp in the corner had only about 6 hours of charge. We're guessing that the weak fall sun, combined with cloudy conditions, meant these battery banks didn't fully charge. This might be something to consider when packing for a fall/winter trip. We're glad we brought flashlights, a rechargeable lamp, and some pillar candles. We also brought our own kitchen supplies; not sure what to expect, but there were plenty of utensils, cookware, etc., even if we hadn't brought our own. The floor needed a little sweep when we arrived, but everything else was clean. Overall, we enjoyed our stay!

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Oxana

November 2025

With pets

Weekend Trip to Vintage camper, waterfront &firepit

It’s a beautiful place to get away from the city, recommended.

Marlo

October 2025

1 night at Inn On The Horse Farm

I absolutely loved this country setting and historic 1800’s cottage. It’s basically a whole house to yourself. You will want for nothing. Just bring yourself, clothes & food. There are pots, pans, dishes, utensils and everything you need for a relaxing stay. I sat in the kitchen most of the time, to watch the beautiful horse right outside the sliding glass door. Moonfield I believe his name is. I walked around the property and took in all the charm of this place. It’s decorated appropriately and suits this cottage perfectly. The queen bed was the most comfortable sleep Ive had in a long time. Joan responded to any questions I had with lighting speed. This was the perfect getaway and I can’t wait to book again in the future.

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Erika

October 2025

3 nights at Inn On The Horse Farm

Had a pleasant three night stay. Clean and well equipped. Felt very safe and comfortable as a single female traveler.

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Brett

October 2025

Weekend Trip to Winimusett Farm

Awesome place, 10/10. My friend and I had a great night at the cabin. Huge property. Cabin is up on the hill. Well out-fitted. Great big open space down below. The hill is non-trivial, but Eric helped us bring up some of our gear in his tractor. Eric was very friendly, and Misty (with whom I communicated with messaging) was also very friendly and responsive. This was my first experience with HipCamp and it was excellent. Highly recomment.

Thalia

October 2025

With pets

Weekend Trip to Inn On The Horse Farm

Nice tucked away house with a horse on property. The owner was very accommodating and despite having multiple rooms in the same house we were still able to have our privacy. Dog friendly and self check-in process.

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Ali

October 2025

With pets

Weekend Trip to Winimusett Farm

Beautiful, tucked away cabin in a quiet and romantic area! It was absolutely stunning (especially with the New England fall leaves!). We loved the wood-burning stove and super comfy couch and bed for a weekend away! Misty has everything you might need — just prepare for a bit of a short hike to the top of the hill for the cabin. I had to switch into my hiking boots, as the hill is steep. We didn’t have a chance to explore the trails, but we would love to return for another visit and magical weekend!

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Jake

October 2025

With pets

Weekend Trip to Winimusett Farm

This was a beautiful spot! Nice fields with some level areas and a good spot for a fire pit. The pond with doc was nice as well. The host was very nice and helpful. Only thing is the hill climb to the cabin was much steeper than we expected.

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Elinor

October 2025

Weekend Trip to Winimusett Farm

Great secluded cabin! Beautiful foliage, well functioning wood stove, helpful host.

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Josh & Kait

October 2025

2 nights at Inn On The Horse Farm

Amazing find! We recommend this adorable cabin. We really enjoyed taking a stroll around their beautiful property. The horse was amazing bonus. The drive to Boston and Salem isn't too bad!

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Megan

October 2025

Weekend Trip to Inn On The Horse Farm

The location was close to anything you needed but in a quiet and secluded enough spot to feel like you were miles from everything. So peaceful and the cottage is very charming. The walking path around the property was a fun bonus.

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Kerry

September 2025

Weekend Trip to Winimusett Farm

Misty was so kind and helpful! Cabin small and cozy. Bed was comfortable. Dogs had a blast! Thank again for sharing your beautiful property. :)

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Amanda

September 2025

Weekend Trip to Vintage camper, waterfront &firepit

We loved Patricia’s little camp. It was so cozy and welcoming. It was exactly what we were looking for. She knew it was our anniversary and upon arrival we walked in to candles lit scattered hearts and a cute heart pillow on the bed. The bed was extremely comfortable and we were well stocked with xtra blankets if needed. The lake view was peaceful and beautiful. Well stocked with firewood also. Patricia call the morning after we checked in to make sure we settled in ok and she was so sweet. We never had to call her throughout our 3 night stay. We definitely will return

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Kornil

September 2025

Weekend Trip to Humble Farm with Simplicity

Great place and friendly people! Highly recommend!

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Kim

September 2025

Weekend Trip to Inn On The Horse Farm

George’s cabin was so cute. The views were beautiful over looking the horse paddock. Nice and private even as close to other houses. It was clean as well. I plan on rebooking in the future!

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Jae

August 2025

Weekend Trip to Inn On The Horse Farm

I made this reservation rather quickly, so I didn’t have much time to look into many options. At first, I hesitated because there weren’t many reviews and the photos mainly showed the room. Honestly, I almost passed it by just looking at the review photos. But in the end, I decided to book—and what a pleasant surprise it turned out to be! Now, let me explain one by one why I enjoyed my stay so much. First of all, the neighborhood is very quiet, yet within just a 3–5 minute drive you can find almost any store you need. Following Joan’s kind instructions, I parked the car and walked in to find a small house with a red door. It may look modest from the outside, but once inside everything is neat and well organized. There is a dining table that seats six, a large sofa, two cushioned chairs, a TV, and a kitchen tucked under the stairs, fully equipped with clean cookware. Upstairs, you’ll find one single bed and one queen bed, along with towels prepared for three guests and a compact bathroom with heating. What I loved most about this place was the view of the outdoors, the garden, and the theme Joan created for the house. Everything—from the curtains to the coasters and even the lanterns—featured horses, which was absolutely charming. And yes, the horses are right there in the backyard waiting for you. The yard is very spacious, with no unpleasant smells at all, and if you approach gently, one might even come closer to you. Of course, the entire area is safely fenced.

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Christina

August 2025

2 nights at Winimusett Farm

Beautiful views and trails and a cozy cabin. What more do you need? Misty was so nice! A relaxing stay off the grid.

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Grace

August 2025

7 nights at Inn On The Horse Farm

We really enjoyed this place. It was quiet and the property is lovely. Nice to be close to Boston without being in the middle of everything. We enjoyed visiting the horses and walking to the heritage park and the rail trail a few blocks away. The cottage is comfortable and charming. It does have some mustiness but overall it was great.

Perry

August 2025

2 nights at Winimusett Farm

Lovely small cabin in the woods where the owls sing you to sleep!

Jane

August 2025

2 nights at Winimusett Farm

Our stay was wonderful! The cabin is well outfitted, it even includes an amazing solar charged battery cube for operating lights and recharging your phone. The bed is very comfortable. We hiked in the woods adjacent to the property and looked at the stars over our campfire. Misty and Eric are friendly and knowledgeable hosts.