
Vacation rentals in Tillson
Find and book unique accommodations on Airbnb
Quick stats about vacation rentals in Tillson

Total vacation rentals
Explore 50 vacation rentals in Tillson

Nightly prices starting at
Tillson vacation rentals start at ﺩ.ﺇ 147 per night before taxes and fees

Verified guest reviews
Over 2,910 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Tillson vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Tillson rentals

4.9 Average rating
Tillson stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated vacation rentals in Tillson
Guests agree: these stays are highly rated for location, cleanliness, and more.

Welcome to The Boathouse! Waterfront/Boats/Hot tub
Perched on the water’s edge, you’ll look down from this bright, modern post at an expanse of winding river and broad tree-lined meadows. Let the mellow current and enveloping natural setting satisfy and soothe your senses. This special place is close to everything, making it an ideal launchpad to all the Hudson Valley has to offer. Kingston, New Paltz and Rosendale are all ten minutes away, surrounding you with a plethora of hiking trails, climbing, dining, drinking, entertainment and shopping.
4.92 out of 5 average rating, 396 reviews
Fenced in dog friendly cottage by Mohonk Preserve
The cottage is a hop to the Walkill Valley Rail Trail that hugs the Monhonk Preserve. Inside the cottage, you will feel warm and cozy, just like home. The Rosendale trestle and Joppenberg Mountain are a quick walk or bike ride away. Shops, amenities close by. Your pups will Love the yard! Easy access to trails for XCountry skiing/snow shoes. Dog fee is $75 per dog, 2 dog max. Dogs over 50 pounds are special request. Rosendale swimming pool open is to public. $75 for guest 3 and $75 for guest 4.
4.93 out of 5 average rating, 121 reviews
Trestle House - Bliss on the Rail Trail!
Trailfront Hudson Valley Retreat Nestled along the Empire State Trail & steps from the iconic Rosendale trestle. Sip espresso, watching as cyclists and runners pass by, then step out front door to enjoy world class hiking, biking, running, or cross-country skiing. A short walk to the historic town center, Trestle House is an oasis with 2nd story front porch and back deck. Shawangunk Ridge & Mohonk Preserve 15–20 min away Kingston & New Paltz 10-15 min. away Hunter Mountain 45 minutes away
5.0 out of 5 average rating, 8 reviews
This New House
Unique custom built new home constructed purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.
4.96 out of 5 average rating, 417 reviews
Rondout Retreat: Private Poolside Luxury
Rondout Retreat: A spacious home located near New Paltz, Kingston & High Falls. This 3 bed, 2 bath home includes a pool, hot tub, fully fenced backyard, 3 seasons room, and deck space as well as an outdoor fire pit (Cowboy Cauldron is perfect doing some wood-fired cooking!). The basement features a media room/gym and a Muay Thai bag. You can walk, run or bike over to Rondout Creek or make your way up to the Rail Trail, with access to the Rosendale Trestle bridge with views over Rondout Creek!
4.83 out of 5 average rating, 29 reviews
Farmhouse with Hot Tub near New Paltz and Kingston
The O&W Trail House is a renovated 1870's farm house. It is perfectly situated at the entrance to the O&W rail trail in Cottekill, NY just minutes from High Falls, Stone Ridge and Rosendale. Both New Paltz and Kingston are 15 minutes away. The home perfectly balances the historic farmhouse feel with modern décor and amenities including a large outdoor hot tub. An open concept chefs kitchen is fully stocked and makes for a perfect setting to enjoy quality time with friends and family.
4.96 out of 5 average rating, 254 reviews
Sunny and Spacious Studio - a serene getaway
Modern Light Filled Garage Conversion with a small kitchen, full bath with an open deck off the back. A beautiful quiet spot with birds, tall trees and a small creek on 3 acres. The bedroom has a comfortable Queen bed with a small ladder to a little sleeping loft for the kids. There is also a pull out couch in the open kitchen living room area with a deck off the back. This is a small apartment attached to our house that has been designed with care and privacy in mind.
4.95 out of 5 average rating, 159 reviews
Rosendale Trestle View
Enjoy views from your upstairs oasis: 1 big bedroom, office/smaller room with a day bed, kitchen, & bath. Stay coooool all summer long with our very quiet mini splits. Slip out your private entrance to hike Joppenbergh. Bring or Rent a bike, ride or walk or even X-country ski the #EmpireTrail, the Rosendale trestle and Wallkill Rail-trail. View the trestle and walk 5 minutes to the trail from the house. Walk to local eateries, and cinema, or just relax by the river.
4.96 out of 5 average rating, 234 reviews
Woodland Neighborhood Retreat
Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.
4.94 out of 5 average rating, 234 reviews
Hudson Valley Hygge House~ comfort in the country!
Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!
4.95 out of 5 average rating, 374 reviews
Modern & Comfy Apt. Main St Rosendale
Prime location in beautiful small town of Rosendale. Will consider dog guests, too. Please just message for information. $50 pet fee PER pet. Come and enjoy our 2 bedroom , 1 full bath private apartment. Downstairs unit, with private entrance. Brand new renovations & appliances to enjoy a peaceful stay while in great location. Off street parking in the driveway for guest use, free extra parking for visitors nearby.
4.96 out of 5 average rating, 263 reviews
Stylish Rosendale Escape by Shops & Trails
Welcome to Hi-Ho House! This lovingly restored 1860s Italianate Victorian sleeps up to six guests and blends historic charm with modern comfort. Located in the heart of Rosendale, you’re steps from shops, dining, and trails, with easy access to the Rosendale Trestle, Widow Jane Mine, and Wallkill Valley Rail Trail. Note: Due to the antique nature of the home, we do not accept pets or kids under 13.
5.0 out of 5 average rating, 26 reviewsPopular amenities for Tillson vacation rentals
Stay near Tillson's top sights
Other great vacation rentals in Tillson

Cozy modern house, perfect for Catskills adventure
4.87 out of 5 average rating, 52 reviews
Hidden gem 1 bedroom apartment Main St. Rosendale
4.84 out of 5 average rating, 96 reviews
Eagles' retreat
4.93 out of 5 average rating, 89 reviews
Charming Cottage Retreat in Rosendale
4.92 out of 5 average rating, 83 reviews
Waterfront Lakehouse near Kingston Hot Tub & Sauna
5.0 out of 5 average rating, 70 reviews
Mountain Rock: Privacy, BBQ, Firepit, Game Room
4.94 out of 5 average rating, 54 reviews
Old Post Cabin
5.0 out of 5 average rating, 27 reviews
Maple Ridge Modern Rustic Retreat
4.97 out of 5 average rating, 75 reviewsFrequently Asked Questions
Are there family-friendly vacation rentals in Tillson?
Tillson has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in hotel rentals in Tillson?
Experience the best of Tillson with our hotel rentals, starting at about $380 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Tillson?
Four-legged friends are welcome in Tillson. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Tillson?
Yes! Work meets play with ease at over 40 vacation rentals in Tillson featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do hotel rentals in Tillson have air conditioning?
Absolutely! We offer over 10 hotel rentals with air conditioning in Tillson. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Tillson have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Tillson. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Tillson have wifi?
Absolutely! We offer over 10 house rentals with wifi in Tillson. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Tillson have free parking?
Absolutely! We offer over 10 house rentals with free parking in Tillson. Enjoy a tailored experience with all the comforts you desire.
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