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, 53 reviews

Little House with Lots to Offer

AmyRating, 5 stars2 months 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, 124 reviews

Spacious Brattleboro home on river, walk to town

IreneRating, 5 stars5 days ago
Was a very comfortable home, we enjoyed it so much. Has everything we needed. Would stay here again.
Top guest favourite
Home in Walpole
4.91 out of 5 average rating, 22 reviews

Country Cottage

CarolineRating, 5 stars2 weeks 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 stars3 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 stars4 months ago
We had a wonderful stay. Very peaceful location and the views are amazing!
Guest favourite
Home in Harrisville
4.92 out of 5 average rating, 13 reviews

Harrisville Lake House - A Tranquil Get-Away

AlRating, 5 stars6 days ago
Peggy and Harry are wonderful hosts. They were always available to attend to our needs. The house is extremely well stocked and clean. They are also extremely knowledgeable about the area and love to talk about it. The lake is beautiful and quiet. The area is great for exploring southern NH while not being too far from anywhere in the state. Would not hesitate to stay here again.
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, 15 reviews

Modern Cottage / Farmhouse

JuliaRating, 5 stars1 month ago
Emily and Bradley were wonderful hosts! They’re super communicative and their home was beautiful.

Pet-friendly home rentals with a pool

Cabin in Dummerston

Vintage Cottage 3 at Brattleboro KOA

PamelaRating, 5 stars3 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 stars1 week 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, 117 reviews

Rocky Ledge at Highland Lake: Cozy 3BR Log Cabin

AnnabelleRating, 5 stars1 week ago
We had a great weekend at Lauren place. My husband and I were there with our 3 adult children and the space was perfect, with the three bedrooms and two bathrooms. Nice screened-in patio for relaxing and card-playing, and there is a fenced yard for the dogs. Easy to BBQ and cook with well-equipped kitchen. Comfortable area downstairs for movie watching and a lounge area upstairs. Beautiful location for walking to Highland Lake but there is also smaller one lake down Beaver Brook dirt road. We canoed on Highland Lake with the home’s canoe that is kept at the lake.
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, 36 reviews

Magic Lakehouse, Waterfront, Private Beach & Dock

DestinyRating, 5 stars4 days ago
Fantastic stay, lovely location, well furnished, clean, great communication. Would stay again!
Top guest favourite
Home in Dublin
4.98 out of 5 average rating, 60 reviews

Cobb Meadow House - Cozy 5 Bedroom New England hom

JamesRating, 5 stars2 weeks ago
We had a great time, the place was just like how it was described!
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 stars6 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!
Top guest favourite
Home in Swanzey
5 out of 5 average rating, 6 reviews

Lake Front Cottage

JordanRating, 5 stars8 months ago
My wife and I escaped to Swanzey for our one year anniversary. When we arrived, Kate knew we were showing up late, so she left lights on and a little dessert + bottle of wine for our celebration. Kate was very responsive, left recommendations for where to go and made this an excellent stay.
Guest favourite
Cabin in Rindge
4.98 out of 5 average rating, 140 reviews

Lakeside Log Cabin near Mt Monadnock

MaryRating, 5 stars1 week 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
Flat in Keene
5 out of 5 average rating, 7 reviews

Cozy unit in Downtown Keene

LisaRating, 5 stars1 week ago
Wonderful stay and convenient to everything!

Destinations to explore