Ulster County Vacation Rentals from CA $199: Short-Term Rentals for 2026

A cave entrance surrounded by lush greenery and trees.

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Top Cities in Ulster County

A calm lake with a sunset reflecting on the water, surrounded by forested hills.

A river with a red bridge, surrounded by autumn-colored trees and houses.

Our top choices for Ulster County vacation rentals

A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

1. Starlite Motel

Big Indian

Sarah

CA $199 total

includes taxes & fees

Oct 8 - Oct 9

A natural setting with a stream, red chairs, and a forested area.

2. Streamside Cottage Half Mile to Town of Woodstock

Woodstock

Kristen S.

CA $494 total

includes taxes & fees

Oct 25 - Oct 26

A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

3. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

Kingston

Chris L.

CA $381 total

includes taxes & fees

Oct 22 - Oct 23

An outdoor patio with a striped rug, seating, a fire pit, and string lights.

4. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Kingston

Erin H.

CA $406 total

includes taxes & fees

Oct 8 - Oct 9

A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

5. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Kingston

Clara L.

CA $387 total

includes taxes & fees

Oct 28 - Oct 29

A spacious loft with a high ceiling, exposed wooden beams, a staircase, a flat-screen TV, and a round wooden coffee table with a plant.

6. Stunning and Cozy loft apartment in kingston .

Kingston

Robin H.

CA $379 total

includes taxes & fees

Oct 7 - Oct 8

A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

7. Campfire Cottage: Fireplace, fire pit & no chores!

Kingston

Jim R.

CA $406 total

includes taxes & fees

Oct 28 - Oct 29

8. Hot Tub - Hammock- Games - Grill - Large Colonial

Kingston

Amanda R.

CA $812 total

includes taxes & fees

Oct 20 - Oct 21

A compact kitchen with blue cabinets, a white stove, and yellow chairs.

9. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Kingston

Brendan B.

CA $365 total

includes taxes & fees

Oct 27 - Oct 28

A wooden vanity with a mirror, two pendant lights, and a folded towel.

10. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Stone Ridge

Stephen

CA $233 total

includes taxes & fees

Nov 2 - Nov 3

A wooden deck with a wood-burning stove and a door leading to an outdoor area with chairs.

11. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

Stone Ridge

Tarun

CA $370 total

includes taxes & fees

Oct 12 - Oct 13

A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

12. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Kerhonkson

Sueane

CA $290 total

includes taxes & fees

Oct 28 - Oct 29

An outdoor deck with a wooden deck, a grill, wicker chairs, and a red umbrella.

13. Umana's Cabin, cozy, comfy, 5+ acres of land

Saugerties

Paul

CA $723 total

includes taxes & fees

Oct 4 - Oct 5

A spacious living room with a high ceiling, skylights, a dining area with a wooden table and chairs, a fireplace, and a television.

14. NEW RENO, HIGH FALLS, near Mohonk preserve, New Paltz, Kingston

High Falls

Jennifer M.

CA $1,224 total

includes taxes & fees

Oct 17 - Oct 18

15. Woods Cabin-Kingston/Woodstock, NY.

Kingston

"Oh, I gave this property excellent scores for all the questions but I am reminded now by the suggestions for what to write about about the fact that it listed an Ocean view, which is obviously a mistake. It’s nowhere near the ocean. There’s no ocean view. It is in the woods it’s secluded.I actually took a very little walk in the middle of the night in the dark using my cell phone flashlight and got kind of lost for a while, but managed to find my way back. That was quite an interesting...

Michael H.

CA $285 total

includes taxes & fees

Oct 5 - Oct 6

A rustic cabin with a wooden barrel entrance, stone fire pit, and outdoor seating area surrounded by a forest.

16. Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

Gardiner

Darryl

CA $415 total

includes taxes & fees

Oct 6 - Oct 7

A hot tub in a natural setting with a tree and a body of water in the background.

17. Peaceful Riverfront Cottage with Private Hot tub

Lake Katrine

Darren F.

CA $631 total

includes taxes & fees

Oct 6 - Oct 7

A spacious living area with a dining table, sofa, and large windows offering a view of the outdoors.

18. 3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly

Kingston

Themis H.

CA $806 total

includes taxes & fees

Oct 5 - Oct 6

A hot tub with a view of a lake and a dock.

19. Hot tub on water, 5min HITS, 20mi to Hunter skiing

Malden

Penny R.

CA $1,254 total

includes taxes & fees

Oct 5 - Oct 6

A fire pit with four Adirondack chairs arranged around it, set on a gravel surface with a lake and trees in the background.

20. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Wallkill

Chris W.

CA $367 total

includes taxes & fees

Oct 8 - Oct 9

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Top Ulster County Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

10/10 Excellent

"very friendly helpful staff. very clean rooms. I loved the pillows. Where do you get them?"

Americas Best Value Inn New Paltz

10/10 Excellent

"We enjoyed our stay. The room was clean and modern, there was ample parking, and the staff was very helpful. The only negative: the breakfast could/should have included more gluten free options. Would suggest adding eggs to your menu. Even hard-boiled eggs would be a step in the right direction. Other than this, all was good."

Woodstock Way Hotel

10/10 Excellent

"We really enjoyed our stay at the Woodstock Way. We had a beautiful view of the waterfall and stream and enjoyed the balcony. The bubbling water and surrounding woods made it feel like a retreat, but we were a short walk away from cute and quirky places to grab breakfast or lunch and shop. It was a very unique experience and my only regret was that I didn't book an additional day (or two),"

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

8/10 Good

"The continental breakfast was typical. The coffee was fantastic though - freshly ground beans and brewed by the cup. The shower water pressure and temperature were average at best. Beautiful view if your room is on the back side of the building. Easy to locate and park."

Buttermilk Falls Inn

10/10 Excellent

"We had such an amazing and relaxing stay at Buttermilk Falls Inn! The property is absolutely beautiful and HUGE, with peaceful trails, adorable animals, and so many beautiful spaces to explore. It truly felt like a hidden gem and the perfect place to slow down, relax, and recharge. The breakfast was fantastic, and the staff was wonderful from start to finish. A special shoutout to Justice, who was absolutely amazing! She was so welcoming, sweet, helpful, and genuinely made us feel right at home. ❤️ We truly had such a wonderful experience and will definitely be coming back. If you’re looking for a peaceful, relaxing getaway surrounded by nature, this place is a gem! ✨🌿🐐"

Emerson Resort & Spa

10/10 Excellent

"If you are looking for a very peaceful, serene getaway to completely reset, book this place immediately. The quiet, beautiful atmosphere makes it a true sanctuary.The hospitality here is next level. Jackie was incredibly nice and welcoming from start to finish. Jonathan went out of his way to take gorgeous birthday pictures for me the second I asked. The absolute hero of my trip was Kristine, who literally saved me when I found myself stranded in the middle of nowhere!This team protects your peace of mind, I am telling everyone about this gem, and I am definitely coming back to the Emerson!"

Find out more about Ulster County

Everything you need to know about Ulster County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Ulster County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Ulster County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Ulster County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Ulster County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Ulster County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Ulster County vacation rentals we have selected for you start as low as CA $199 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Ulster County rentals

At Expedia, we put the best Ulster County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Ulster County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Ulster County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Ulster County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Room 1

Change your mind

Treat yourself

Be picky

Top Cities in Ulster County

Woodstock

Saugerties

Our top choices for Ulster County vacation rentals

1. Starlite Motel

2. Streamside Cottage Half Mile to Town of Woodstock

3. Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!

4. Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

5. Hot Tub - Fire Pit - BBQ - Hammock - Colonial

6. Stunning and Cozy loft apartment in kingston .

7. Campfire Cottage: Fireplace, fire pit & no chores!

8. Hot Tub - Hammock- Games - Grill - Large Colonial

9. Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

10. Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

11. Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet

12. Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

13. Umana's Cabin, cozy, comfy, 5+ acres of land

14. NEW RENO, HIGH FALLS, near Mohonk preserve, New Paltz, Kingston

15. Woods Cabin-Kingston/Woodstock, NY.

16. Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna

17. Peaceful Riverfront Cottage with Private Hot tub

18. 3BR Modern Home in Kingston - Sleeps 6 -Fire Pit -Game Room -Pet Friendly

19. Hot tub on water, 5min HITS, 20mi to Hunter skiing

20. Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Find vacation rentals that suit your style

Top Ulster County Hotel Reviews

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Americas Best Value Inn New Paltz

Woodstock Way Hotel

New Paltz Way Hotel

Holiday Inn Express & Suites Saugerties - Hudson Valley by IHG

Buttermilk Falls Inn

Emerson Resort & Spa

Find out more about Ulster County