Bloomington Vacation Rentals

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Tonight
Dec 11 - Dec 12
Tomorrow
Dec 12 - Dec 13
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Our top choices for Bloomington vacation rentals

Interior
Esopus Creek modern Tiny house Retreat!

Vacation Home in Kingston

Esopus Creek modern Tiny house Retreat!
9.8 out of 10, Exceptional, (62)
"The property was beautiful. Quiet area but close enough to all the places we wanted to go. Our hosts were very gracious, attentive and friendly. Enjoyed our weekend retreat. "
United States
Rebecca
$209 nightly
The price is $234
Dec 15 - Dec 16
Total with taxes and fees
Esopus Creek modern Tiny house Retreat!
Exterior
The Farm at Hyde Park

Vacation Home in Staatsburg

The Farm at Hyde Park
9.8 out of 10, Exceptional, (85)
"Nice stay in an interesting building in an amazing setting. "
United States
Kristen S.
The Farm at Hyde Park
Property grounds
Streamside Cottage Half Mile to Town of Woodstock

Cottage in Woodstock

Streamside Cottage Half Mile to Town of Woodstock
10.0 out of 10, Exceptional, (261)
"Jane was very nice and accommodating, the cottage was very clean and comfortable, a very relaxing and calming place "
United States
Scott
$301 nightly
The price is $337
Dec 13 - Dec 14
Total with taxes and fees
Streamside Cottage Half Mile to Town of Woodstock
Terrace/patio
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Cottage in woodstock

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
9.0 out of 10, Wonderful, (45)
"I was in town for a few days to get some writing done and see friends. The cabin is beautiful and perfect for one or two people and a dog. The location is also perfect; it's in walking distance (or a very short drive) to town, but the main draw is that it's located on a beautiful stream. The rooster crowing in the background and the deer who visited the property were welcome. "
United States
Shannon F.
$277 nightly
The price is $310
Dec 14 - Dec 15
Total with taxes and fees
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Cabin in Saugerties

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
8.2 out of 10, Very Good, (46)
"We had an amazing peaceful time at this property. Check in was seamless and we got lots of great recommendations from our hosts that we really enjoyed! It was very private and cozy and really helped us relax and renew! We will definitely be returning. "
United States
Josh M.
$145 nightly
The price is $162
Dec 14 - Dec 15
Total with taxes and fees
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Interior
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Vacation Home in Bearsville

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
10.0 out of 10, Exceptional, (124)
"A beautiful house on a stunning property. Looking forward to coming back!"
United States
A. M.
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
TV, fireplace, stereo
Relaxing Catskill Mountain Cottage.

Cottage in West Shokan

Relaxing Catskill Mountain Cottage.
10.0 out of 10, Exceptional, (54)
"Wonderful experience and beautiful property."
United States
James B.
Relaxing Catskill Mountain Cottage.
Exterior
A Spectacular 50 Mile View of the Hudson Valley in all seasons

Apartment in Saugerties

A Spectacular 50 Mile View of the Hudson Valley in all seasons
9.8 out of 10, Exceptional, (95)
"Enjoyed our stay!"
United States
Mike T.
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Fridge, microwave, oven, stovetop
Hamptons on the Hudson in South Saugerties

Vacation Home in Glasco

Hamptons on the Hudson in South Saugerties
10.0 out of 10, Exceptional, (34)
"Beautiful home and fantastic pool. Responsive and friendly host. Our whole family had a great time! "
United States
Courtney W.
Hamptons on the Hudson in South Saugerties
Smart TV
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi

Apartment in Red Hook

THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
9.4 out of 10, Exceptional, (11)
"The loft was easy to find and the perfect location for attending events at Bard and beery picking.Well stocked kitchen and spacious loving room."
United States
Nancy K.
$191 nightly
The price is $216
Dec 13 - Dec 14
Total with taxes and fees
THE ARTIST’S LOFT- Peaceful 1-bedroom apartment in lovely Red Hook with AC, WiFi
Terrace/patio
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Apartment in Kingston

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
9.6 out of 10, Exceptional, (25)
"A lovely place and Seth is always so helpful."
United States
Lynn L.
$217 nightly
The price is $242
Dec 14 - Dec 15
Total with taxes and fees
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Terrace/patio
Sexiest Lil Cabin in Saugerties, NY

Cabin in Saugerties

Sexiest Lil Cabin in Saugerties, NY
9.0 out of 10, Wonderful, (13)
"We had a great time staying at the Washburn Cabin! Plenty of amenities and little touches that made it a pleasant stay, but it still felt like we were unplugged and had plenty of privacy."
United States
Jo P.
Sexiest Lil Cabin in Saugerties, NY
Terrace/patio
Wappinger Cottage - Scandinavian retreat on a creek

Cottage in Poughkeepsie

Wappinger Cottage - Scandinavian retreat on a creek
10.0 out of 10, Exceptional, (23)
"This was the perfect get away spot! Serene location, lovely amenities, and a gracious host."
United States
Laurie C.
Wappinger Cottage - Scandinavian retreat on a creek
Outdoor dining
Charming 2-bedroom Waterfront home with boat access in Saugerties

Vacation Home in Saugerties

Charming 2-bedroom Waterfront home with boat access in Saugerties
9.4 out of 10, Exceptional, (9)
"Really enjoyed our stay. The property had all the comforts of home and was beautiful. "
United States
Sean S.
$451 nightly
The price is $506
Dec 14 - Dec 15
Total with taxes and fees
Charming 2-bedroom Waterfront home with boat access in Saugerties
Property grounds
Mid-Century DJ’s Dream

Apartment in Staatsburg

Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (44)
"Location is well furnished and near many attractionHost versatile and well versed"
United States
Alberto M.
$172 nightly
The price is $194
Dec 13 - Dec 14
Total with taxes and fees
Mid-Century DJ’s Dream
Interior
Our home is perfect for relaxing and having lots of fun, with near by activity’s

Vacation Home in Highland

Our home is perfect for relaxing and having lots of fun, with near by activity’s
9.6 out of 10, Exceptional, (11)
"Enjoyed the stay. Nice place to relax for a weekend."
United States
Marie J.
Our home is perfect for relaxing and having lots of fun, with near by activity’s
1 bedroom, desk, iron/ironing board, WiFi
Mountain View escape

Cottage in New Paltz

Mountain View escape
10.0 out of 10, Exceptional, (69)
"Really cute cottage with a view of Skytop and the mountains. Quiet location. Fully equipped kitchen. Enjoyed our stay very much. "
United States
barbara d.
Mountain View escape
Interior
Woodstock Historic Artist Estate - The Museum House

Vacation Home in Woodstock

Woodstock Historic Artist Estate - The Museum House
10.0 out of 10, Exceptional, (6)
"We had a short stay but absolutely loved the house. Perfect location, lots of space, and the hosts were great. Would stay again, highly recommend!"
United States
Strati P.
$855 nightly
The price is $958
Dec 14 - Dec 15
Total with taxes and fees
Woodstock Historic Artist Estate - The Museum House
Private kitchen
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Vacation Home in new paltz

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
9.6 out of 10, Exceptional, (5)
"5 stars!!! 100% recommended and I will be coming back! Host is prompt, attentive, and is great with communication!! No complaints at all!!! "
United States
Fantasia
$634 nightly
The price is $710
Dec 13 - Dec 14
Total with taxes and fees
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Fridge, microwave, oven, stovetop
UNIQUE 36 ACR Waterfalls, Steam Shower, BIG Sandbox, Pool Table HOT TUB, POOL

Vacation Home in Saugerties

UNIQUE 36 ACR Waterfalls, Steam Shower, BIG Sandbox, Pool Table HOT TUB, POOL
9.6 out of 10, Exceptional, (78)
"Great place to stay while visiting the Catskills area. Beautiful house and property, hot tub and steam shower were both awesome after spending a day out snowboarding. "
United States
Corey S.
UNIQUE 36 ACR Waterfalls, Steam Shower, BIG Sandbox, Pool Table HOT TUB, POOL
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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Top Bloomington Hotel Reviews

Minnewaska Lodge

Minnewaska Lodge

10/10 Excellent
"This place is really a hidden gem. We could not have been happier with our stay."
Laureen 1-night trip
Posted 2 days ago
Minnewaska Lodge

Find out more about Bloomington

Everything you need to know about Bloomington 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 Bloomington vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Bloomington vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Bloomington vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $162 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Bloomington rentals

At Expedia, we put the best Bloomington 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 Bloomington 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 Bloomington 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 Bloomington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Bloomington?

Yes, we have vacation rentals close to well known points of interest in Bloomington, or you can choose a more remote option if you're looking for relaxation.

What are some of the best vacation rentals that Bloomington has to offer?

The Farm at Hyde Park: Visitors like this Bloomington vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What can I see and do in Bloomington?

While exploring the area, visit family-friendly sights like Hyde Park Station, or get outside and enjoy nature at Esopus Creek. Ulster Performing Arts Center and Hudson Valley Mall are a couple of places you'll find in the larger area.

What are vacation rentals like in Bloomington?

Vacation rentals are private accommodations you can reserve for a short or long stay in Bloomington. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy front desks while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family gatherings.