Pet-friendly holiday rentals in Highlands

Find and book unique pet-friendly homes on Airbnb

0 of 0 items showing
1 of 3 pages

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 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 Beacon
4.97 out of 5 average rating, 251 reviews

Mt hikes, city strolls river walks

Passang DolkarRating, 5 stars2 days ago
Anna place was very clean !!
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 New Paltz
4.96 out of 5 average rating, 218 reviews

Eclectic one-bedroom house

RebeccaRating, 5 stars3 days ago
We were only at Sylvia’s house for one night, but it was a lovely stay. The house was warm and inviting with plenty of space. The loft bedroom was perfect and very comfortable. The shower is fantastic. We would definitely stay here again on another trip to New York.
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

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 🤍
Guest favourite
Flat 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 Pine Bush
4.89 out of 5 average rating, 268 reviews

Seclusion and Romance - Pool is open and heated!

OwenRating, 5 stars3 weeks ago
Great place for a quick stop on a trip to visit family. Super communicative and friendly. Would stay again!
Guest favourite
Flat 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, 372 reviews

Airy & Private Escape on Mountain Rest Road *Pool*

SetaraRating, 5 stars3 weeks ago
My mom and I had a wonderful time at Karali’s place. It was beautiful and cozy felt just like home. Karali herself was very friendly, communicated well, and made sure we had everything we needed and enjoying our stay. We really appreciated her local recommendations for places to eat, shop, and visit
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!
Superhost
Home in Beacon
4.92 out of 5 average rating, 133 reviews

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

MarissaRating, 5 stars2 weeks ago
We had a great stay at Tiffany’s place! Everything was exactly as described and she was great at communicating throughout the stay.

Private, pet-friendly home rentals

Top guest favourite
Cabin in Millrift
4.99 out of 5 average rating, 217 reviews

Remote Waterfall Cabin at Swiftwater Acres

AnthonyRating, 5 stars2 weeks ago
Words do not describe the location. Take a few days, relax, eat at the Landing Steakhouse. Water wheel or Milford Diner for breakfast. Stop by Fox N Hare Brewery/ Pub. Then after all that sit on the deck watch the local wildlife sip your beverage of choice and take in the serenity of the stream and waterfall.
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
Farm stay in New Paltz
4.91 out of 5 average rating, 725 reviews

The 1772 Lefevre Stonehouse Suite

SamanthaRating, 5 stars2 weeks ago
The room was comfortable and clean, we enjoyed our stay and would stay again!
Top guest favourite
Flat in Ossining
4.96 out of 5 average rating, 439 reviews

Hudson River Peaceful Getaway, Explore from here

AlexisRating, 5 stars1 week ago
Dan & Jill’s home was beyond beautiful and comfy. It was very easy to find, private and felt safe. The inside of the home was more spacious than expected and extremely clean. The panoramic views from all windows was truly a treat. The hosts were very thoughtful and sweet. If you forgot to pack something, they most likely had it. Check in was smooth, stores/supermarket was a 3 min drive. 0 complaints and cannot wait to stay again!
Guest favourite
Cabin in Greenwood Lake
4.96 out of 5 average rating, 428 reviews

"Cabinessence" on Greenwood Lake, 60 mi from NYC

Maire Rating, 5 stars4 weeks ago
“Cabinesse” host (s), clearly care about their cabin and their guest. The cabin is sparkly clean and comfortable. The lake views are beautiful. The host is responsive and very helpful. We followed some suggestions from the guest book, such as a visit to Warwick, Bellvale Farms Creamery for amazing ice cream and Appalachian Pochuck Boardwalk Trail. We also tried the Bellvale Market (everything made there; amazing food) and hiked the Sterling Lake Loop (4.2 miles). Amazing unplug! Highly recommended.
Guest favourite
Flat in Cold Spring
4.87 out of 5 average rating, 189 reviews

Charming Apartment in the Heart of Cold Spring

SavannahRating, 5 stars5 months ago
Lovely stay in the peaceful town of Cold Spring. Location is great. Apartment was a bit cold, but that’s to be expected and the provided space heaters worked well. Will definitely stay again when in the area!
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 stars6 days 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

  • Wifi availability

    70 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

Destinations to explore