Photo by Karen Wirtz

Find Pet-friendly Hotels in Highland, NY

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Compare Highland Pet-friendly Hotels room rates, reviews, and availability. Most hotels are fully refundable.

SureStay Plus Hotel by Best Western Highland Poughkeepsie
Front of property

SureStay Plus Hotel by Best Western Highland Poughkeepsie

2.5 star property
7.6 out of 10, Good, (798)
"The person at the front desk was very friendly and helpful. "
The price is SAR 389
SAR 435 total
includes taxes & fees
30 Dec - 31 Dec
SureStay Plus Hotel by Best Western Highland Poughkeepsie
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Property grounds

Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!

9.8 out of 10, Exceptional, (26)
"This place was great! The apartment itself is a great size for 2 people. The yard was pretty big with lots of seating, firepit, an awesome guitar shaped chiminea, nice sized pool, outdoor tv in the gazebo. The owner, Ryan, came later at night and left the next morning. He was super nice and very helpful!"
The price is SAR 808
SAR 1,152 total
includes taxes & fees
31 Dec - 1 January 2025
Enjoy a cozy, quiet spot off the main roads but close to hiking/biking trails!
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Interior

Our home is perfect for relaxing and having lots of fun, with near by activity’s

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. The host is very responsive. The location is 30 minutes from Beacon, 10 minutes from Poughkeepsie and 2 hrs from NYC. The office was a nice feature and the house has great WiFi. "
Our home is perfect for relaxing and having lots of fun, with near by activity’s
10 Acre 4BR/3BA Highland Home: Perfect for Families & Pets
Living area

10 Acre 4BR/3BA Highland Home: Perfect for Families & Pets

10.0 out of 10, Exceptional, (15)
"We took the rental so our family could celebrate Thanksgiving together. The grandkids are in college in the city and couldn’t escape for very long. The owner allowed us to check in a little early as we were coming straight from JFK. Altho we didn’t cook our turkey dinner at the house we could have if we wanted to. The kitchen was stocked with pots and pans and serving dishes and utensils beyond expectation! There are basic necessities such as coffee, tea, sugar and cooking oil and more...
10 Acre 4BR/3BA Highland Home: Perfect for Families & Pets
Large Private Apt w King bed near New Paltz
Living area

Large Private Apt w King bed near New Paltz

8.6 out of 10, Excellent, (4)
"The entrance to the unit needs to be improved for first impressions. Entryway was crowded and awkward. Not enough like in living room. Could use like on wall facing TV. Unable to get local stations on TV. Overall unit was good, but could use a few upgrades as mentioned above"
Large Private Apt w King bed near New Paltz
Private mountain forest escape
Secluded rustic escape surrounded by forest on the mountainside

Private mountain forest escape

Private mountain forest escape
3BR/2BA Highland Home on 10 Acres, Family & Pet-Friendly
Chef's kitchen with modern appliances.

3BR/2BA Highland Home on 10 Acres, Family & Pet-Friendly

3BR/2BA Highland Home on 10 Acres, Family & Pet-Friendly
Highland 1850s Studio Barn on Sprawling 4.5 Acres!
Property grounds

Highland 1850s Studio Barn on Sprawling 4.5 Acres!

3.0 star property
Highland 1850s Studio Barn on Sprawling 4.5 Acres!
Studio with private pool, firepit, cabana, grill, & washer/dryer-Dogs ok

Studio with private pool, firepit, cabana, grill, & washer/dryer-Dogs ok

10.0 out of 10, Exceptional, (5)
"It is a nice, clean place to relax, ideal for sharing as a couple and taking a few days of romantic rest. It is very cozy and the service was excellent."
Studio with private pool, firepit, cabana, grill, & washer/dryer-Dogs ok
The Juniper House near Poughkeepsie & New Paltz

The Juniper House near Poughkeepsie & New Paltz

The Juniper House near Poughkeepsie & New Paltz
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Frequently asked questions

What's the best pet-friendly hotel in Highland?
SureStay Plus Hotel by Best Western Highland Poughkeepsie is a top dog-friendly hotel, and offers laundry facilities along with WiFi for its human guests.
What's the best time of year to travel to Highland with my pet?
When you travel with your pet, keeping tabs on the weather can make the trip safe and fun for everyone. The hottest months are usually July and August with an average temp of 69°F, while the coldest months are January and February with an average of 31°F. The snowiest months in Highland are January, February, March, and April, with each month seeing an average of 7 inches of snowfall.
What is there to see and do with your pet in Highland?
Known for its hiking trails, Highland has lots to offer visitors including its riverfront, natural beauty, and mountains. See the local sights and visit Walkway Over the Hudson State Historic Park and Berean Park Beach. While you’re there, make sure you don’t miss Franny Reese State Park and Franklin D Roosevelt Library & Museum.