Pet-friendly holiday rentals in Lee

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Lee pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Lenox
4.88 out of 5 average rating, 161 reviews

Spacious 4-Bedroom Colonial Gem in Downtown Lenox

NancyRating, 5 stars1 month ago
Our group of 5 were very happy with our stay in Lenox. Location was perfect in that it was close to everything we had planned in the area. Everything went very smoothly in booking the rental and all the communication involved. The place was very nice.
Superhost
Home in Hillsdale
4.89 out of 5 average rating, 145 reviews

Fenced yard, playroom & the Berkshires - $0 fees

KadenRating, 5 stars1 month ago
Great stay! Thank you so much.
Guest favourite
Home in Chatham
4.89 out of 5 average rating, 171 reviews

Country house on Indian Creek

Becky Rating, 5 stars1 month ago
Alfredo's home was more peaceful than the photos could show. it was quiet, secluded and clean, inside and out. being close to stores and the town while having the feeling you're farther away from society was just what was needed for the stay.
Superhost
Home in New Marlborough
4.88 out of 5 average rating, 134 reviews

Lake House in the Berkshire (Access Dock & Canoe

ShwuRating, 5 stars3 months ago
We enjoyed our stay at the house. Mitchell was very responsive and communication was easy. The house is near butternut and GB. Hopefully we will come back in the summer to enjoy the outdoors.
Guest favourite
Home in Copake
4.96 out of 5 average rating, 194 reviews

Lakefront +pets +skiing +bbq +firepit +games

MelanieRating, 5 stars1 month ago
We had a wonderfully relaxing stay at Frank’s beautiful home! The house was spotless, well-equipped, and had everything we could have needed for a comfortable visit. We especially enjoyed the easy access to the lake and the close proximity to great hiking trails. It was the perfect spot to unwind and connect with nature. We would love to come back again soon!
Superhost
Home in Cheshire
4.85 out of 5 average rating, 214 reviews

19th c. Barn in The Berkshires

JohnRating, 5 stars6 months ago
Our party of four adults and two small kids really enjoyed our weekend in this unique and tastefully renovated former barn. The linens, bedding, and towels were all top quality, the kitchen was well equipped, and overall the place was comfortable and spotless. The location is super private and quiet, surrounded by nature and farmland, including an on-site stream and sheep (that's not a typo). A great spot to stay for a visit to the northern Berkshires - Mt. Greylock and Mass MoCA are very nearby. Our visit was on a frigid winter weekend with a ton of snow and outside temps in the 20s, yet our indoor temps were toasty and very comfortable, especially with the wood stove.
Guest favourite
Home in Dalton
4.93 out of 5 average rating, 194 reviews

Brooksong, the perfect Berkshires getaway

JoannaRating, 5 stars2 weeks ago
Thank you, Salome, for a wonderful stay. Our extended family felt very relaxed and comfortable in your lovely home. It was a rainy weekend, so it was especially nice that there was a pool table, a fuzeball table, and lots of places in the house to hang out together. The bedrooms and bathrooms were lovely and the shared space was large and inviting. We enjoyed making meals together in the open kitchen. And the neighbor was so picturesque! We loved staying next door to the horses and donkeys, and taking walks on your beautiful farm-filled road. Thanks so much for making our stay such a special weekend. We all hope to ba back again! Very best to you and yours, Joanna and family
Top Guest favourite
Home in Germantown
4.95 out of 5 average rating, 426 reviews

Rustic Swedish Barn/Featured in Airbnb Magazine

GabriellaRating, 5 stars1 week ago
We enjoyed the perfect escape from the city in this magical barn with gorgeous antiques and pristine views. Definitely will be back for future celebrations!

Pet-friendly home rentals with a pool

Guest favourite
Tiny home in Brattleboro
4.93 out of 5 average rating, 121 reviews

“Elm” Cozy Pond-side Cabin w/wood stove

MollyRating, 5 stars2 weeks ago
Even in the rain, this was the perfect getaway! A mix of summer camp and mountain cabin vibes made it feel warm and welcoming
Guest favourite
Tiny home in Ghent
4.97 out of 5 average rating, 156 reviews

Country Getaway Tiny House in woods w/Pool/Sauna

FrankRating, 5 stars7 months ago
Robert was an excellent host. Proactively reached out with help to find the home, and a whole host of recommendations. Great space, very private, and had everything you could need.
Guest favourite
Bungalow in Easthampton
4.92 out of 5 average rating, 504 reviews

The Creation Station

KennyRating, 5 stars4 weeks ago
Very nice place, beautiful big deck, awesome creativity to the lighting around the property. A walking path, fire pit, hot tub, big deck to relax on, and a fully equipped stage. It is a step above camping but not quite glamping. A lot of fun, and Apple is a sweet bonus hostess.
Guest favourite
Cottage in Kingston
4.92 out of 5 average rating, 376 reviews

Kapitan’s Cottage: Private Retreat with Salt Pool

LydiaRating, 5 stars1 week ago
The house and property were absolutely lovely, clean, and peaceful. We had everything we needed. When there was a big rain storm and the internet had some issues, the hosts responded immediately and reset the modem and offered to call Spectrum. Issue was fixed right away. The pool was perfect temp and so restorative. Would 12/10 recommend staying here.
Guest favourite
Home in Rhinebeck
4.89 out of 5 average rating, 142 reviews

4Br Mountain Brook House on 130 acres w/ trails

DanielaRating, 5 stars2 weeks ago
Rick's House (Hemlock House) was a wonderful getaway! We unfortunately didnt hit the best weather but the house was perfect for a cool and rainy long weekend both indoors and out. The open first floor with huge kitchen was great for hanging out and cooking with alot of cozy nooks to read and relax. There was a lot of various outdoor spaces and decks to lounge on as well and the hot tub was perfect for the cooler cloudy weather. The bedrooms were all comfy and each room having its own bathroom was another plus. We all loved the sounds of the creek and being able to walk around the trails in the back. The House is in a fantastic location - only 10 minutes from Rhinebeck which has everything you need and is great for walking around, shopping and dining. Rick was informative and provided a great guidebook with clear instructions and local resources and recommendations. Thanks for a lovely stay!
Guest favourite
Home in Ghent
4.88 out of 5 average rating, 318 reviews

Modern Barn on 12 acres w Sauna, FirePit+swimming

JasonRating, 5 stars2 weeks ago
Cozy home, on a beautiful property. The natural pool is really special, and we loved staying here. Hope to be back.
Guest favourite
Barn in Newfane
4.97 out of 5 average rating, 151 reviews

Beautiful rustic woods and fields retreat.

AmberRating, 5 stars2 months ago
This was my third time staying on Rosalind's property, but my first time in the "retreat" unit. The space is better in person than in the photos! It's a spacious two level unit with a huge bedroom/loft type area, perfect for setting up your yoga mat! The high ceilings and large forest facing windows in the bedroom were a highlight for me. Rosalind has always been a very responsive, thoughtful, and flexible host. I can't wait to stay again!
Top Guest favourite
Cabin in Red Hook
4.96 out of 5 average rating, 352 reviews

Modern Upstate Cabin, near Rhinebeck NY

EllieRating, 5 stars2 weeks ago
We recently stayed at Tina's and had a great time. The location is secluded, incredibly peaceful and quiet — all you can hear are the birds in the morning. The home itself is clean and looks just like the photos. We also loved that we could bring our dog along with us. We live in the city so our pup doesn't get to touch much grass, and he had a blast running through the fenced-in yard. Although we originally booked because the house has a pool and we were hoping for good weather, it rained almost the entire time we were there... Nonetheless, it felt like the coziest home for a rainy weekend, and we really enjoyed our stay. We loved sitting inside by the fire to watch a movie, cooking in the kitchen and building a fire outside when the rain stopped. The location was also great for driving into Rhinebeck, Red Hook, Hudson and surrounding breweries and wineries.

Private, pet-friendly home rentals

Top Guest favourite
Home in Lee
4.97 out of 5 average rating, 35 reviews

Charming 19th Century Farmhouse

NatalieRating, 5 stars5 months ago
We had the most amazing weekend at Katherine’s place! Truly one of my favorite air b+bs I’ve ever stayed at in terms of location (right off the main drag), amenities (the wood stove!), and an incredibly responsive and helpful host. Hoping to come back some time!
Superhost
Guest suite in Lee
4.74 out of 5 average rating, 197 reviews

Berkshire Charm w/ Panoramic views

KadeeRating, 5 stars7 months ago
Picturesque location! Beautiful and peaceful ! Thanks for a lovely getaway! The WiFi was great and perfect for a day of remote working.
Guest favourite
Home in Lee
4.87 out of 5 average rating, 46 reviews

Spacious & Family-Ready Home w/ Fenced Yard in Lee

MauraRating, 5 stars1 month ago
We had a great stay! Vinicius’s home was clean, conveniently located to explore the Berkshires and easily accommodated our party of four, plus a dog. The fenced-in yard came in very handy with the latter!
Superhost
Home in Lee
5 out of 5 average rating, 7 reviews

Cabin With a Beautiful Lake View

HumiraRating, 5 stars5 months ago
We stayed at Caroline and Nathaniel’s beautiful home over the winter and celebrated NYE’s. Their house is beautiful and perched on top of the hills overlooking a lake. The view is absolutely stunning in the mornings. The house was well maintained and clean. The hosts were very active in communicating with us where we needed anything or if we needed to be aware of any situations regarding the house. I would definitely stay here again.
Top Guest favourite
Cabin in Becket
5 out of 5 average rating, 5 reviews

WALK to lake! Dog friendly, A-Frame in Berkshires!

AustinRating, 5 stars1 week ago
What more could you want? This quaint cabin situated in the woods offers privacy, unique architecture, comfort, and peace. It’s equipped with everything you could possibly need, and the hosts were truly some of the most responsive and kind people I have ever interacted with. They truly went above and beyond for us. We stayed with a toddler and two dogs, and they all loved the property and the cabin. We will most definitely be back!
Top Guest favourite
Apartment in Stockbridge
4.98 out of 5 average rating, 49 reviews

Stockbridge private apartment

CatherineRating, 5 stars2 weeks ago
This was a great weekend getaway for two of us. The apartment is pristine and private. It was a great base camp for outings in the Berkshires. Stockbridge is just one mile away up the road and has tons of cute shops and restaurants.
Top Guest favourite
Cabin in East Nassau
5 out of 5 average rating, 45 reviews

Luxury Cabin | Breathtaking Views & Outdoor Fun

ElaineRating, 5 stars2 weeks ago
Matt and Sarah’s place is wonderful. A great place to relax and enjoy the beautiful surroundings. The house is just as described and the hosts make you feel right at home. We hope to come back again!
Top Guest favourite
Cabin in Becket
4.97 out of 5 average rating, 39 reviews

Entire Private Log Cabin in the Berkshires

AlyssaRating, 5 stars8 months ago
We had such a great time staying at Bob’s cabin! The location and view are seriously stunning, especially since we got to catch the fall foliage at its peak. I spent hours just hanging out on the screened-in porch, taking it all in. We always travel with our dogs, so it was awesome to find a place that’s dog-friendly. The cabin was super clean, cozy, and had a nice stash of board games—we ended up playing Scrabble every night! The drive up was beautiful, but make sure to follow Bob’s directions because Google Maps told us to make a wrong left in the neighborhood, which was a bit tricky since we arrived after dark. Bob was super responsive and gave us some great local tips. All in all, we loved it and will definitely be booking again!

Quick stats about holiday rentals that are pet-friendly in Lee

  • Total rentals

    60 properties

  • Nightly prices starting at

    $66 NZD before taxes and fees

  • Total number of reviews

    3.8K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with a pool

    10 properties have a pool

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore