Pet-friendly holiday rentals in Highlands

Find and book unique pet-friendly homes on Airbnb

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Popular amenities for Highlands pet-friendly home rentals

Pet-friendly house rentals

Guest favourite
Home in Stormville
4.94 out of 5 average rating, 182 reviews

Private Hudson Valley Country Retreat

JackieRating, 5 stars2 weeks ago
This beautiful property has a special place in our hearts. We stayed in the A frame during COVID and we always wanted to come back. This time we stayed in the main house and it was phenomenal. Wish the weather was better for us to use the pool, but next time! It well worth the price. Only an hr from the city and it feels like a full vacation. Wonderful way to lose time time for a few days. We will be back!
Top Guest favourite
Home in New Paltz
4.98 out of 5 average rating, 489 reviews

midcentury mod * POOL * walk out trail to mohonk

EleonoraRating, 5 stars3 weeks ago
The house met all expectations everything is stylishly done, and the host is incredibly responsive and helpful 🤍
Top Guest favourite
Home in Philipstown
4.93 out of 5 average rating, 132 reviews

Cozy 3 bedroom house on quiet private road

MaryRating, 5 stars3 weeks ago
Melanie was great with very clear instructions. Her place is beautiful and she had so many little extras…from the makings for s’amores and coffee to fire starter chips! It was very relaxing. We loved it!
Guest favourite
Home in Newburgh
4.99 out of 5 average rating, 158 reviews

Balmville Mid-Century Gem & Work From Home Retreat

BrookeRating, 5 stars1 week ago
Even better than the pictures! This was one of our favorite Airbnb experiences, super cute and eclectic house. We loved the style, the bathrooms made me want to renovate my own, and the beds were too comfortable if that’s possible lol. Perfect for vacation. The house was centrally located to the airport and the Bible museums and printery we booked to tour. Overall, we had just a lovely stay and cannot wait to go back!
Guest favourite
Home in Woodstock
4.94 out of 5 average rating, 338 reviews

Woodstock Historic Artist Estate - The Pond House

CodyRating, 5 stars1 month ago
No notes, incredible escape even in the pouring rain. The ambience, even down to the little things like walking through the door to classical music, was truly top notch.
Guest favourite
Home in Cold Spring
4.95 out of 5 average rating, 324 reviews

Hilltop Hideaway Forest Villa on 13 acres!

RebeccaRating, 5 stars2 weeks ago
My family of 8 adults needed a place to stay near a wedding at Glynwood. This wonderful spot was minutes away from the farm and town. The number of bedrooms and bathrooms gave everyone the privacy desired while the well equipped kitchen and living rooms had plenty of space for gathering. The house and land are beautiful, including the trail. Paula was easy to communicate with and my whole family felt comfortable and happy with the spot. Highly recommend!
Guest favourite
Home in Kerhonkson
4.96 out of 5 average rating, 312 reviews

Architect's Hudson Valley Home in the Woods

BaptisteRating, 5 stars4 days ago
Olga's beautiful modern house in Upstate New York is a real gem nestled near a wild forest. The spacious house offers plenty of room to relax and unwind after a day exploring the area. The location offers a perfect blend of tranquility and adventure, with plenty of things to do in the surrounding area. Olga was a fantastic host – incredibly responsive and flexible, which made our stay even more enjoyable. The house itself is stunning, with modern amenities and stylish decor. We had a wonderful stay and highly recommend this Airbnb!
Top Guest favourite
Home in New Paltz
4.97 out of 5 average rating, 752 reviews

Victorian Haven

LaurenRating, 5 stars1 week ago
We had such a lovely weekend staying in this cozy cabin. The views of the river and ridge from the yard were beautiful and calming. We were able to have a late check out with ease! Definitely will be back to stay again!

Pet-friendly home rentals with a pool

Guest favourite
Apartment in Stony Point
4.88 out of 5 average rating, 185 reviews

E and T Getaway LLC

JoelRating, 5 stars3 months ago
I would highly recommend this place, Tracy was very helpful. She gave us clear instructions. She had the place prepared for us. She even customized for us a card and guiding us to where everything is, the place was very clean, very well taken care of, and a lot of thoughts went into designing this place with all the amenities and comfortabilities
Guest favourite
Cottage in Kingston
4.92 out of 5 average rating, 377 reviews

Kapitan’s Cottage: Private Retreat with Salt Pool

MichaelaRating, 5 stars1 week ago
Great stay at Jasmine’s well furnished, rustic feel cottage. Peaceful location but just a quick ride to Woodstock, Kingston and Rhinebeck. Pool was perfect - we used it everyday. Heat bathroom floors is a nice touch!
Guest favourite
Cottage in Pine Bush
4.89 out of 5 average rating, 269 reviews

Seclusion and Romance - Pool is open and heated!

AristidesRating, 5 stars4 days ago
Ricard is an amazing host. My girlfriend and I really enjoyed ourselves. It was a relaxing peaceful weekend.
Guest favourite
Apartment in Suffern
4.94 out of 5 average rating, 131 reviews

Renovated Forest Oasis with Pool & Fire-pit

NicoleRating, 5 stars3 weeks ago
I had a great time staying here. A lovely and quiet retreat. Douglas and his family were very friendly and responsive to any needs I had. The place was tidy and clean and the grounds around the house were beautiful! Will definitely be back!
Top Guest favourite
Guest suite in New Paltz
4.94 out of 5 average rating, 373 reviews

Airy & Private Escape on Mountain Rest Road *Pool*

DianaRating, 5 stars1 week ago
Karali is so great about recommendations and ensuring guests have a lovely experience!
Guest favourite
Guest suite in Holmes
4.97 out of 5 average rating, 195 reviews

Prvt pool Huge, Eclectic space… 1.5 hr to NYC!

PatriciaRating, 5 stars4 weeks ago
Blake is a kind and attentive host. The house is fun and eclectic. Many interesting things to look at, art books to leaf through and she has a great record album collection. It has all the necessities you would hope to see in an airbandb. I like the location. We enjoyed taking a hike in Mount Beacon park to see the remnants of an old casino and great views of the Hudson Valley.
Superhost
Cabin in Kerhonkson
4.95 out of 5 average rating, 148 reviews

Pool - Hot Tub - Game Room - Mini Golf - Country

IvanRating, 5 stars3 weeks ago
Had a great stay! The place was clean, comfortable, and exactly as described. Check-in was smooth, and communication with the host was easy and responsive. The location was convenient and quiet—perfect for a relaxing getaway. Would definitely stay here again!
Top Guest favourite
Cabin in Red Hook
4.96 out of 5 average rating, 353 reviews

Modern Upstate Cabin, near Rhinebeck NY

JenniferRating, 5 stars2 weeks ago
Our second time staying at Maitopia with our cat, just as wonderful in a different warmer season. Tina was super responsive as usual and even accommodated a late checkout. We enjoyed feasting in the kitchen as well as grilling in the yard, floating around in the pool when it was warm enough out, "hiking" with our cat on a leash around the forest on the property, taking baths, streaming music. We didn't leave the property much, but it was a fun highlight to get a few local produce items at nearby Greig farm and meet the adorable goats. One tip- bring an eyemask if you're sensitive to light in the mornings- there aren't any window shades in the bedroom.

Private, pet-friendly home rentals

Guest favourite
Cabin in Cuddebackville
4.98 out of 5 average rating, 132 reviews

Sauna & Hot Tub Creekfront Oasis · Hikers Hollow

Elizabeth HunterRating, 5 stars2 weeks ago
We loved this place. It totally exceeded all expectations! We came on a rainy weekend so we didn't explore much outdoors, but the cabin is so cozy and the amenities are awesome, so we still felt like we had plenty to do. The hot tub and sauna both comfortably fit our entire group (6 people). Additionally, the sauna is in a beautiful spot, tucked into the woods next to the creek. We weren't sure what to expect from the location since the cabin was closer to the city and suburbs than some other options, but we found it to feel very secluded, rural, and peaceful. Would recommend to anyone!
Guest favourite
Cottage in Putnam Valley
4.96 out of 5 average rating, 166 reviews

Private Lake House 1 Hour to NYC & Near Westpoint

MadelineRating, 5 stars2 days ago
Benjamin's place is all you expect and more. It is clean, roomy, comfortable, and quiet. My family is all about comfortable temperatures and the AC makes each room feel great. If you are sitting on the deck, off the kitchen, there is a breeze with pretty sunrises and sunsets. Ben was a thoughtful host! I reached out with one simple question and before we knew it we had items delivered to the door - for our family and our dog! It was a delightful and welcoming touch. The cottage is so comfortable with fabulous bedding, a fantastic Jacuzzi tub, a fully stocked kitchen, and a full coffee and tea bar! Such a generous amenity. I highly recommend Benjamin's cottage.
Top Guest favourite
Cabin in Margaretville
4.99 out of 5 average rating, 175 reviews

The Waterfall Casita: A-frame with 30ft Waterfall

JennifferRating, 5 stars1 week ago
The Waterfall Casita was beautiful, well equipped, clean and offered lots of privacy. The view to the waterfall was breathtaking. Perfect to relax, connect with nature and get a break from the daily hustle. Would’ve loved to stay longer! We were able to cook meals without any difficulties, the fridge though small was more than plenty of room for the essentials we brought. Jenn was kind, available and communicated quickly without disrupting the peace and privacy. The information about local places and instructions were clear and helpful. Would love to stay again!
Guest favourite
Cottage in Newtown
4.93 out of 5 average rating, 256 reviews

Private and Serene home close to I-84 and shopping

LauraRating, 5 stars3 days ago
Very communicative and perfect description of what was expected.
Top Guest favourite
Chalet in Fleischmanns
4.99 out of 5 average rating, 224 reviews

Crows Nest Mtn. Chalet

JustineRating, 5 stars1 week ago
Beautiful and peaceful place in the Catskills. Located on a private road that is easy to find, and easy to walk around with your pups. LeAnna is a great host. She is easy to communicate with, and provided great local recommendations. I recommend bringing some snacks and fruit as the closest grocery store is a little sparse.
Guest favourite
Cabin in Livingston Manor
4.95 out of 5 average rating, 347 reviews

Modern creekside cabin in the Catskills

ShannonRating, 5 stars1 week ago
We loved our stay here! Our dogs had so much fun in the yard/river and got some much needed off leash time. The house is perfect, clean and has everything you need. The hosts were extremely responsive and took care of whatever we needed. 10/10 would stay here again!
Guest favourite
Cabin in Pine Plains
4.97 out of 5 average rating, 233 reviews

The Upstate A - Modern Luxury in the Hudson Valley

Lennie RRating, 5 stars2 weeks ago
Lovely. Well appointed. Welcoming and serene. It was a pleasure to stay in this beautifully renovated and decorated space with taste. From the coffee to the soaps, the soft towels and sheets, it is a perfect place to visit. Many thanks to our wonderful hosts.
Guest favourite
Cottage in Monroe
4.99 out of 5 average rating, 159 reviews

Cozy Lake Cabin

JenniferRating, 5 stars1 week ago
My husband and I stayed at Kevin’s place for a couple days in early June for a quick city getaway. Kevin was super responsive from the beginning all the way to check out and was a pleasure to communicate with! He is a fascinating well-travelled host with lots of cool souvenirs around the cabin from his travels and sports accomplishments. His place was very relaxing and was exactly what we were looking for with its lake front access and cosy interior. We travel for work and are constantly staying in nice hotels, and we had the most amazing sleeps in the memory foam bed with sheepskin duvet and agreed it was better than any hotel sleep we had recently. So peaceful! We canoed to a Mexican restaurant across the river for lunch which was a fun mini adventure and very delicious! When we checked out we got to meet Bodie, Kevins Golden Retriever that is in the listing photos. Was an awesome experience! We look forward to returning sometime back to Kevin’s Cabin!

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

  • Total rentals

    70 properties

  • Total number of reviews

    5.2K reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    70 properties include access to Wi-Fi

  • Popular amenities

    Kitchen, Wi-Fi and Pool

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