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

Superhost
Home in Rindge
5 out of 5 average rating, 3 reviews

Secluded lakefront vacation home

ClaudiaRating, 5 stars2 months ago
Beautiful home. Well kept. Hosts super accessible and very friendly. We felt like home and house is super cozy
Guest favourite
Home in Rindge
4.94 out of 5 average rating, 33 reviews

Magic Lakehouse, Waterfront, Private Beach & Dock

CarrieRating, 5 stars7 months ago
Our stay at the Magic Lake house was wonderful. There is plenty of room, it is very well stocked with games, books, toys, and yard games, and the lake was beautiful to kayak. We enjoyed cooking out, sitting by the fire pit in the evenings, and hanging out on the deck. Such a great place to visit with family. Hannah and Dave were very timely in sending information and answering any questions we had. We would definitely stay there again!
Guest favourite
Home in Keene
4.92 out of 5 average rating, 50 reviews

Little House with Lots to Offer

AmyRating, 5 stars2 weeks 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!
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 stars1 month 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, 94 reviews

Hazelhurst Vacation House

ERating, 5 stars4 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
Home in Keene
4.93 out of 5 average rating, 208 reviews

The Brick House on Washington Street

KennethRating, 5 stars2 months ago
We had a great stay in Keene. Ruth is a fantastic hostess. Her house is just close enough to Main Street to keep it a walkable distance to multiple restaurants and shopping. The house is a nice cozy spot that was big to accommodate my whole family meeting up for a fun winter weekend in Keene. I would stay there again without hesitation
Top guest favourite
Home in Walpole
4.99 out of 5 average rating, 74 reviews

Charming, Large House in Walpole NH /VT. Border

HeatherRating, 5 stars2 months ago
Karen's place was just what we were hoping for, a cozy historic home with plenty of space to spread out and relax after a long drive. Absolutely would stay here again. The details: well stocked kitchen, hot showers with good water pressure, comfy beds, cosy furniture, quiet amd peaceful stay.
Guest favourite
Home in Chesterfield
4.96 out of 5 average rating, 52 reviews

The River House

DrewRating, 5 stars8 months ago
We had a lovely time at this place, it’s a bit small but we’ll appointed and you can’t beat the location, right on the river! The views out the back were incredible every day. This didn’t impact us but be aware the upstairs loft area is probably better for children and a tall adult would feel pretty cramped up there. As a rather short crew my family had no problems 😂. Would definitely stay again.

Private, pet-friendly home rentals

Superhost
Home in Town of Rockingham
4.86 out of 5 average rating, 76 reviews

Beautiful Victorian Home

RyenRating, 5 stars5 months ago
Barbara, was an amazing host. Her house is absolutley beautiful. Amazing kitchen, that is perfect, for so many occasions. Very kid frinedly, our family loved staying here, would highly reccomend. Quick to reapond and gives tips and reminders or important information as to where things are 😊
Guest favourite
Cottage in Winchester
4.92 out of 5 average rating, 50 reviews

Storybook Lake Front Villa with Private Beach!

FrankRating, 5 stars3 weeks ago
House was very clean and had such a beautiful view of the Lake.
Guest favourite
Cottage in Keene
4.83 out of 5 average rating, 66 reviews

Heron Cove Cottage: A Sweetwater Stay

GretchenRating, 5 stars1 month ago
Was a very nice peaceful place for a few weeks
Guest favourite
Barn in Hancock
5 out of 5 average rating, 17 reviews

Waterfront Coopers' Barn

MikeRating, 5 stars4 days ago
Lovely space and surroundings! Peaceful retreat! Kind, helpful and responsive hosts! Easy to stay comfortably, amenities well considered, clean and tidy space. Front door lock was a little fritzy, but armed with host's tips it always worked in a minute or two. Back deck was AWESOME. Cool old school pin ball machine in the living room and in good working order! Be prepared to be asked to remove all trash / recycling at the conclusion of your stay. Absolute pleasure, would definitely consider returning!! Thanks Rob and Patty!
Superhost
Home in Town of Rockingham
4.69 out of 5 average rating, 42 reviews

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

MuditRating, 5 stars6 months ago
Great place, especially for the budget. It was clean, comfortable, and had everything we needed for a relaxing stay.
Superhost
Tiny home in Washington
4.96 out of 5 average rating, 53 reviews

Camp Site on Private Pond with Lake access

CieraRating, 5 stars6 months ago
Raymond wss a great host. He was very responsive and helpful! The A Frame is lovely and the campsite is well stocked with thoughtful necessities. It was a really peaceful weekend away!
Top guest favourite
Home in Stoddard
5 out of 5 average rating, 11 reviews

Water views, 2 min to public beach, 4 bedrooms

Yolanda SRating, 5 stars4 days ago
I had an excellent experience staying at Jennifer’s place! The home was exactly as described—clean, comfortable, and well-stocked with everything I needed. The location was perfect for enjoying a quiet weekend. Jennifer was a wonderful host very attentive and respectful.
Top guest favourite
Guest house in Chesterfield
4.99 out of 5 average rating, 79 reviews

House on a hill

CynthiaRating, 5 stars3 weeks ago
Very close to Keene and Vermont. Great area overall. The house was a great size for two people and a dog. Very clean and welcoming. Thank you for a great stay!

Pet-friendly home rentals with a hot tub

Guest favourite
Chalet in Antrim
4.94 out of 5 average rating, 98 reviews

Direct Waterfront A-Frame, Close to 3 Ski Areas!

AnaRating, 5 stars5 days ago
What an absolutely wonderful experience! Emily was beyond caring and friendly, and I truly enjoyed every minute at this cabin. The water is beautiful, and the cabin was always cozy. I especially loved the beautiful kitchen, it was a dream! I highly recommend anyone to visit, definitely worth it!
Top guest favourite
Cabin in Stoddard
4.98 out of 5 average rating, 96 reviews

Boulder House - Extraordinary Luxury in the Woods!

VictorRating, 5 stars1 week ago
The best airbnb ever, me and my wife enjoyed a lot, local is really private, everything was pretty clean, kitchen was complete with all basic utensils, at main lodge the guy borrowed his golf cart. Everything was perfect, it was worth. I will be back of course! Thanks Don!
Superhost
Home in Rindge
4.93 out of 5 average rating, 73 reviews

Charming Lake Front Home

DawnRating, 5 stars8 months ago
A great spot for R & R! We loved being right in the lake, great view, private and quiet, hiking, walking trails, kayaking! Plenty of room to spread out! Clean and all amenities supplied! We enjoyed family and friends through the week. Local to Mt Madanock.
Guest favourite
Tent in Marlow
5 out of 5 average rating, 12 reviews

Private Teepee “Glamping”

BeckyRating, 5 stars1 month ago
My boyfriend and i had a great one night get away! Even though it rain majorly of the time we were there, it was a really nice location. Loved the wood fire hot tub. Boathouse stayed toasty warm through the night. And my dogs loved the pond and running and playing! Definitely want to return with our kids for a weekend stay and hopefully a dryer one, i wanted to stay in the tipi! Definitely recommend to anyone who wants an off grid experience!
Guest favourite
Cabin in Putney
4.92 out of 5 average rating, 160 reviews

Cabin getaway in Southern Vermont

RachelRating, 5 stars1 week ago
Such a cozy place to stay! It has that homestead feel for sure that we loved. Nick is a really chill and gracious host. When the hot tub was having an issue he quickly came to check it out and troubleshoot and immediately offered to let us use the other rental on the property’s hot tub, which was so cool because the view from that hot tub was awesome. I definitely want to come back here soon!

Destinations to explore