Pet-friendly holiday rentals in Cheshire County

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Cheshire County pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Keene
4.85 out of 5 average rating, 52 reviews

Little House with Lots to Offer

AmyRating, 5 stars1 month ago
Julie was a great host. The house is tucked away so it’s a bit hard to find but her directions helped us find it easily. The yard was great for the dogs and the dogs loved the beds and dog toys. The house was clean and had everything we needed. We were very happy to be able to stay in a dog friendly place so we could see family for Easter. Thank you!
Top guest favourite
Home in Brattleboro
4.94 out of 5 average rating, 123 reviews

Spacious Brattleboro home on river, walk to town

ThomasRating, 5 stars1 month ago
It was perfect for my overflow guests attending a weekend family reunion!
Top guest favourite
Home in Walpole
4.91 out of 5 average rating, 22 reviews

Country Cottage

CarolineRating, 5 stars1 week ago
This was the most comfortable place we have ever stayed at, and we truly felt at home. Everyone in our party commented on how it had everything they needed. Welcoming. Quaint. Warm. Comfortable. Convenient. Heart warming. This was absolutely a home away from home. A great host, terrific house, and a beautiful garden in a cute little town. We all totally recommend this location.
Guest favourite
Home in Chesterfield
4.95 out of 5 average rating, 56 reviews

The River House

ColinRating, 5 stars2 weeks ago
Would love to come back some day, great trip
Guest favourite
Home in Putney
4.89 out of 5 average rating, 104 reviews

Peaceful Beautiful Mountain Home Spectacular Views

LibbyRating, 5 stars3 months ago
We had a wonderful stay. Very peaceful location and the views are amazing!
Guest favourite
Home in Harrisville
4.91 out of 5 average rating, 11 reviews

Harrisville Lake House - A Tranquil Get-Away

PeterRating, 5 stars1 week ago
Loved this lakeside home. Hosts were wonderful. Harrisville is stunning and so peaceful. Fully appreciated Peggy and Harry as hosts. Their home shouldn’t be missed:)
Superhost
Home in Town of Rockingham
4.63 out of 5 average rating, 43 reviews

Simple 2+ bed, no frills, all necessities covered!

MuditRating, 5 stars8 months ago
Great place, especially for the budget. It was clean, comfortable, and had everything we needed for a relaxing stay.
Guest favourite
Home in Dublin
5 out of 5 average rating, 14 reviews

Modern Cottage / Farmhouse

PhillipRating, 5 stars3 months ago
Beautiful and comfortable home for our family of 4. Very cozy and warm during our stay during a very cold snap.

Pet-friendly home rentals with a pool

Cabin in Dummerston

Vintage Cottage at Brattleboro North KOA

PamelaRating, 5 stars2 weeks ago
The cabin was cozy. The heat worked well. It was cold and rainy outside but we were warm and dry. Everything was clean. Had chairs and tables outside plus a grill and firepit. Could've used a couple of chairs inside on a cold and rainy day.
Cabin in Dummerston
New place to stay

Moose Mansion with Paw Pen at Brattleboro KOA

MayaRating, 5 stars1 month ago
It was my first time staying at a KOA and this was a surprisingly luxurious experience. I wish I had more time there because of how relaxing and outdoorsy the place was. Parking and getting there is super convenient. They are just down the road from a gas station and the entrances for 91 N and S. The staff at the gift shop was super nice. The gift shop is actually more like a convenience store with a ton of essentials and trinkets. They also host events! The Fire Dept hosted a BBQ and the Putney Winery hosted a wine tasting. There was a larger than expected fenced in area for the dogs with poop bags and trash provided. I wish the weather was better so we could have made a camp fire. Such a cool place for an outdoorsy get away and is kid friendly (think I saw two different playgrounds in addition to the TV lounge). Would definitely stay again and Will hopefully be able to stay longer next time!
Cabin in Dummerston

Log Cabin at Brattleboro North KOA

TiffanyRating, 5 stars2 days ago
As described, cute little log cabin in a campsite with other freestanding units as well as RV hook ups. Our cabin had a smart TV as well as a mini fridge that kept our ice frozen the whole weekend. We were only 2 people so didn't need so many bed but would be great for a family trip. Communal bathroom was VERY clean and well kept. Common lounge area had TV, movies and puzzles which we took advantage of. Staff was super friendly and the general store of the campsite was well stocked. Would come back and recommend to others.
Top guest favourite
Cabin in Stoddard
4.93 out of 5 average rating, 115 reviews

Rocky Ledge at Highland Lake: Cozy 3BR Log Cabin

LauriRating, 5 stars1 week ago
Our stay at Rocky Ledge was peaceful and relaxing. It was what we needed. Great deck and fenced in yard for our dog. The cabin was clean, comfortable and inviting. We already recommended the cabin to family and friends.
Superhost
Home in Surry
4.7 out of 5 average rating, 44 reviews

Bright, Large, Spacious Family Home

MaryRating, 5 stars7 months ago
We had a very relaxing stay. Plenty of space to stretch out. Located within 10-15 min. of Keene State activities, the purpose of our trip. Bryan was a wonderful host. Very responsive. Instructions were clear, directions very helpful. Everything we needed!!
Home in Fitzwilliam

Seasonal Camp with Amenities!

Private, pet-friendly home rentals

Guest favourite
Home in Rindge
4.8 out of 5 average rating, 5 reviews

Lakefront family vacation home

KristenRating, 5 stars1 month ago
We had a wonderful stay at this home! Stephen and Toby were great hosts who were easy to work with. Some of the house has been renovated recently and is beautiful. The house was clean and the views were amazing! We would definitely stay here again.
Guest favourite
Home in Rindge
4.94 out of 5 average rating, 35 reviews

Magic Lakehouse, Waterfront, Private Beach & Dock

DeborahRating, 5 stars3 weeks ago
beautiful setting on a lake. large deck and a beach area with a dock. kitchen is well stocked.
Guest favourite
Home in Town of Rockingham
4.87 out of 5 average rating, 71 reviews

Serenity - Fantastic Spacious House In Quaint VT

MeganRating, 5 stars3 months ago
The space is great for larger parties to sit together and enjoy dinner or hanging out. In the center of town yet quiet and felt like home away from home. The fireplace and access to firewood was great. Chris was friendly to communicate with and responded quickly. We were all very happy with our stay
Guest favourite
Home in Peterborough
4.95 out of 5 average rating, 95 reviews

Hazelhurst Vacation House

ERating, 5 stars5 months ago
You walk into Eric’s place and it feels like a home thoughtfully set up so that you can just walk in and be comfortable. It’s an “and, breathe” kind of relaxing, homey place. Eric was super responsive to any & all questions we had. We absolutely loved our time there and look forward to rebooking in the future!
Guest favourite
Cottage in Chesterfield
5 out of 5 average rating, 5 reviews

Tiny Cottage on Spofford Lake

LeenaRating, 5 stars7 months ago
Such a cute cottage! The cottage was clean and the beachfront was beautiful. Ali was very responsive and helpful. Great stay!
Guest favourite
Cabin in Rindge
4.98 out of 5 average rating, 139 reviews

Lakeside Log Cabin near Mt Monadnock

MaryRating, 5 stars2 days ago
We had a lovely stay at this cabin! Very quaint and beautiful location. Cabin was tastefully furnished and host was very responsive. Would stay here again. Thank you!
Guest favourite
Home in Hillsborough
5 out of 5 average rating, 9 reviews

Very Private Cabin on 12 Acres

SamanthaRating, 5 stars3 weeks ago
Great place, very responsive and great communication, comfy and cozy definitely recommended! it was a wonderful get away.
Guest favourite
Flat in Keene
5 out of 5 average rating, 6 reviews

Cozy unit in Downtown Keene

NellRating, 5 stars1 week ago
Great location! Newly renovated and extremely clean space! Very happy with the comfort of the apt. Traveled to Keene for work - perfect place for rest and meals. Would stay again in the same scenario. Zack was very responsive and helpful. Thank you for the treats and perfectly stocked kitchen.

Destinations to explore