Ulster County Vacation Rentals

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Ulster County Vacation Rentals

Starlite Motel

Starlite Motel

2.5 out of 5
8722 Route 28 Big Indian NY
$124 nightly
The price is $138 total per night
$138 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests staying at Starlite Motel enjoy free WiFi in public areas, a terrace, and a garden. If you plan to drive, free parking is available. Front-desk staff can help with tours or tickets, and provide local restaurant recommendations. Additional amenities include a picnic area, a vending machine, and barbecue grills.
Kitchen
Parking included
Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock

Woodstock NY
Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Free WiFi
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Saugerties NY
$145 nightly
The price is $162 total per night
$162 total
Dec 21 - Dec 22
Total with taxes and fees
At this cabin, guests have access to features like laundry facilities. This cabin also has barbecue grills.
Pet friendly
Laundry
A Spectacular 50 Mile View of the Hudson Valley in all seasons

A Spectacular 50 Mile View of the Hudson Valley in all seasons

Saugerties NY
At this apartment, guests have access to a garden.
Kitchen
Free WiFi
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock NY
$277 nightly
The price is $310 total per night
$310 total
Dec 21 - Dec 22
Total with taxes and fees
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
Sexiest Lil Cabin in Saugerties, NY

Sexiest Lil Cabin in Saugerties, NY

Saugerties NY
Guests staying at this cabin have access to a garden and barbecue grills.
Kitchen
Air conditioning
Our home is perfect for relaxing and having lots of fun, with near by activity’s

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

Highland NY
Guests staying at this vacation home have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Pet friendly
Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby

Romantic sky loft with steam shower and giant tub. Breweries and hiking nearby

Phoenicia NY
A sauna and a hot tub are featured at this apartment.
Hot Tub
Pet friendly
Mountain View escape

Mountain View escape

New Paltz NY
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

2 out of 5
New Paltz NY
$319 nightly
The price is $323 total per night
$323 total
Dec 22 - Dec 23
Total with taxes and fees
Guests staying at this vacation home have access to laundry facilities, a garden, and barbecue grills.
Pool
Kitchen
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

new paltz NY
$634 nightly
The price is $710 total per night
$710 total
Dec 22 - Dec 23
Total with taxes and fees
This vacation home is a smoke-free vacation home.
Pet friendly
Air conditioning
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

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

Wallkill NY
$206 nightly
The price is $231 total per night
$231 total
Dec 26 - Dec 27
Total with taxes and fees
At this apartment, guests have access to features like laundry facilities. This smoke-free apartment building also has a garden.
Kitchen
Washer
Woodstock Historic Artist Estate - The Museum House

Woodstock Historic Artist Estate - The Museum House

Woodstock NY
$923 nightly
The price is $1,034 total per night
$1,034 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
Guests of this vacation home enjoy features like an outdoor pool, a gym, and an arcade/game room. Other amenities at this family-friendly vacation home include a terrace, laundry facilities, and local meal delivery service.
Pool
Kitchen
Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna

Birch Creek Retreat ~ 8br, 8ba, New Hot Tub + Sauna

Pine Hill NY
Guests staying at this vacation home enjoy a gym, a sauna, and a hot tub. Other amenities at this family-friendly vacation home include laundry facilities, barbecue grills, and a garden.
Hot Tub
Kitchen
Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Big Indian near Full Moon Resort Spillian Onteora Mountain House Ski Belleayre

Big Indian NY
$747 nightly
The price is $837 total per night
$837 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at this chalet have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Private cottage - 5 min from the center of town

Private cottage - 5 min from the center of town

Woodstock NY
At this cottage, guests have access to barbecue grills.
Kitchen
Pet friendly
Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Cozy Hudson Valley Retreat - 1950's Ranch Close to Everything

Kerhonkson NY
$282 nightly
The price is $316 total per night
$316 total
Jan 8 - Jan 9, 2026
Total with taxes and fees
This vacation home is a smoke-free vacation home.
Kitchen
Free WiFi
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

New Paltz NY
$898 nightly
The price is $1,005 total per night
$1,005 total
Dec 26 - Dec 27
Total with taxes and fees
Guests staying at this chalet have access to an arcade/game room, barbecue grills, and a garden.
Kitchen
Pet friendly
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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.

Hotel Options in Ulster County

    Wildflower Farms, Auberge Collection

    Wildflower Farms, Auberge Collection

    2702 Main St Gardiner NY
    $1,238 nightly
    The price is $1,387 total per night from Dec 23 to Dec 24
    $1,387 total
    Dec 23 - Dec 24
    Total with taxes and fees
    9.4/10 Exceptional! (58 reviews)
    Hampton Inn by Hilton New Paltz

    Hampton Inn by Hilton New Paltz

    4 South Putt Corners Road New Paltz NY
    $122 nightly
    The price is $137 total per night from Dec 30 to Dec 31
    $137 total
    Dec 30 - Dec 31
    Total with taxes and fees
    9.2/10 Wonderful! (1,002 reviews)
    AutoCamp Catskills

    AutoCamp Catskills

    882 NY-212 Saugerties NY
    $209 nightly
    The price is $234 total per night from Jan 11 to Jan 12
    $234 total
    Jan 11 - Jan 12, 2026
    Total with taxes and fees
    8.8/10 Excellent! (441 reviews)

Orbitz makes it easy to find vacation rentals in Ulster County 

🏠 What is the best price for a Ulster County vacation rental?


Ulster County rentals range between $137 and $1,387 per night. At Orbitz, we have a vacation rental for every budget.


🏠 What types of vacation rentals in Ulster County can I rent?


Choose from apartments to beautifully decorated vacation homes, condo resorts or even B&Bs or motels for your next Ulster County getaway. Orbitz filters your search results so you can find the best Ulster County vacation rental for you. We have tons of options.


🏠 Are cancellations free on Ulster County vacation rentals with Orbitz?


You may be able to cancel or amend your Ulster County vacation rental booking free of charge before a pre-agreed deadline. Make sure to check the terms of cancellation before you book—so you know exactly where you stand. 


🏠 How do I find the best vacation rental deals in Ulster County?


Enter your travel dates, and we’ll do the rest. You can then browse our exciting deals and all the tempting vacation rentals we have on offer in Ulster County by filtering your search by amenities, prices, and property types and look at customers ratings to help you pick.


🏠 How do I cancel my vacation rental booking through Orbitz


Vacation rentals have slightly different rules to other bookings on Orbitz. Usually, you need to contact your property manager, you may be able to get a full refund before the cancellation date. Click My TripsOpens in a new window on your Orbitz account page to find the right information contact. If you need more help, visit our Customer ServiceOpens in a new window page. 


🏠 What are the advantages of booking a vacation rental in Ulster County?


When you book a Ulster County vacation rental, you have the privacy of home and can add on those luxury amenities of a hotel. Filter your vacation rental results to find a place with a hot tub or pool, games rooms or large patio with a barbecue. With so much choice on offer, it’s easy to plan the perfect trip with Orbitz. 


🏠 Where can I find vacation rentals in Ulster County?


Escape back to nature and check out some of the smaller towns. You’ll find great vacation rentals right across Ulster County—with plenty of hidden gems. We also have plenty of inventory in Ulster County main cities and near popular attraction spots.


🏠 Why should I book my Ulster County vacation rental with Orbitz?


At Orbitz, we search the market for the best accommodation, flights, and car rental deals, so you don’t have to. We’ll help you build your dream Ulster County vacation. With plenty of vacation rentals on offer, you can be sure to find the one that’s right for you in just a few clicks. 


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