Bloomington Holiday Rentals

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Check prices for these dates

In two weeks
24 Apr - 26 Apr
In two months
5 Jun - 7 Jun
In three months
3 Jul - 5 Jul
In four months
31 Jul - 2 Aug

Our top choices for Bloomington holiday rentals

Exterior

'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
8.0 out of 10, Very good, (47 reviews)
"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.
The price is HK$979
HK$1,272 total
includes taxes & fees
12 Apr - 13 Apr
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
1 bedroom, free WiFi, bed sheets

The Studio at the Inn at High Falls

The Studio at the Inn at High Falls
High Falls
8.0 out of 10, Very good, (34 reviews)
"Instructions were clear. Accommodations were comfortable and clean. Lovely grounds. "
United States
Julia
The price is HK$979
HK$2,228 total
includes taxes & fees
12 May - 13 May
The Studio at the Inn at High Falls
Fridge, microwave, oven, stovetop

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

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Kingston
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"
United States
Brendan B.
The price is HK$517
HK$1,851 total
includes taxes & fees
13 Apr - 14 Apr
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
2 bedrooms, desk, free WiFi, bed sheets

Retro Retreat: renovated 2BR, desk, no chore list!

Retro Retreat: renovated 2BR, desk, no chore list!
Kingston
9.6 out of 10, Exceptional, (15 reviews)
"Great, easy, full of everything you’d need. Stayed with 2 others for a work trip and it was perfect! "
United States
Kelley Marie
The price is HK$611
HK$2,255 total
includes taxes & fees
29 Apr - 30 Apr
Retro Retreat: renovated 2BR, desk, no chore list!
Interior

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks

Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (34 reviews)
"Awesome place, great location. We loved our stay."
United States
Will R.
The price is HK$808
HK$1,597 total
includes taxes & fees
12 May - 13 May
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
Property grounds

Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (276 reviews)
"The view in the snow was absolutely gorgeous and the size of the accommodations was perfect!"
United States
Abigail Y.
The price is HK$1,051
HK$2,387 total
includes taxes & fees
16 Apr - 17 Apr
Streamside Cottage Half Mile to Town of Woodstock
Terrace/patio

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

Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Gardiner
10.0 out of 10, Exceptional, (12 reviews)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
The price is HK$590
HK$1,353 total
includes taxes & fees
15 Apr - 16 Apr
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Smart TV, fireplace

Mossy Moody Cabin in High Falls, NY

Mossy Moody Cabin in High Falls, NY
High Falls
9.8 out of 10, Exceptional, (18 reviews)
"Had a great fall weekend staying at the cabin. Cute place and the location was perfect for our activities in the nearby towns like Kingston and Accord."
United States
Steve H.
The price is HK$1,121
HK$3,080 total
includes taxes & fees
12 Apr - 13 Apr
Mossy Moody Cabin in High Falls, NY
Interior

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Kerhonkson
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful place tucked back in the woods. Very relaxing and incredibly clean. The free coffee was a nice touch too. Will 100% be returning to The Gunks because of this house. "
United States
Kyle T.
The price is HK$537
HK$1,222 total
includes taxes & fees
16 Apr - 17 Apr
Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks
Exterior

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC

PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Mt. Tremper
9.6 out of 10, Exceptional, (10 reviews)
"Wonderful spot to unwind and take a relaxing getaway."
United States
cheryll s.
The price is HK$1,023
HK$2,681 total
includes taxes & fees
13 Apr - 14 Apr
PERFECT ESCAPE For Total Privacy, Rustic Modern Cabin, 15 Pvt. Ac, WiFi, Heat/AC
Fireplace, books

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Kerhonkson
9.4 out of 10, Exceptional, (13 reviews)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
The price is HK$557
HK$1,320 total
includes taxes & fees
15 Apr - 16 Apr
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
Interior

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet

Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Stone Ridge
9.4 out of 10, Exceptional, (21 reviews)
"Great stay!"
United States
Olivia O.
The price is HK$341
HK$947 total
includes taxes & fees
16 Apr - 17 Apr
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Exterior detail

Cozy private suite in the heart of beautiful Gardiner.

Cozy private suite in the heart of beautiful Gardiner.
New Paltz
10.0 out of 10, Exceptional, (7 reviews)
"Check-in was easy. Hosts very responsive to any questions and helpful to local recommendations. "
United States
Chanah B.
The price is HK$960
HK$1,908 total
includes taxes & fees
16 Apr - 17 Apr
Cozy private suite in the heart of beautiful Gardiner.
Property grounds

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village

Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Rhinebeck Village
9.8 out of 10, Exceptional, (29 reviews)
"Beautiful place has a great stay!"
United States
Heather O.
The price is HK$869
HK$2,108 total
includes taxes & fees
16 Apr - 17 Apr
Hibiscus Suite - Private Studio Apartment in Rhinebeck Village
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.6 out of 10, Exceptional, (15 reviews)
"The home was extremely clean and nicely appointed. Beds were very comfortable and kitchen was nicely equipped."
United States
Nancy B.
The price is HK$623
HK$2,095 total
includes taxes & fees
13 Apr - 14 Apr
Peaceful Cabin w/ Fire Pit & Creek Access
Interior

Brand New House w gated backyard that is located right at the Saugerties Village

Brand New House w gated backyard that is located right at the Saugerties Village
Saugerties
10.0 out of 10, Exceptional, (41 reviews)
"Great new and clean property! Very close to downtown, supermarket, and a short drive to Hunter Mountain & Kaaterskill falls. "
United States
Michael
The price is HK$1,333
HK$3,159 total
includes taxes & fees
12 Apr - 13 Apr
Brand New House w gated backyard that is located right at the Saugerties Village
Interior

Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (14 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is HK$1,058
HK$1,886 total
includes taxes & fees
12 Apr - 13 Apr
Stunning and Cozy loft apartment in kingston .
Outdoor dining

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

Umana's Cabin, cozy, comfy, 5+ acres of land
Saugerties
10.0 out of 10, Exceptional, (2 reviews)
"Secluded and private but just a short drive away from a little town with great bars, restaurants and music venues. "
United States
Paul
The price is HK$2,108
HK$3,949 total
includes taxes & fees
12 Apr - 13 Apr
Umana's Cabin, cozy, comfy, 5+ acres of land
Terrace/patio

West Wing - a unique private space w/patio

West Wing - a unique private space w/patio
Shokan
9.8 out of 10, Exceptional, (23 reviews)
"Great place"
United States
Joey La Neve D.
The price is HK$987
HK$1,561 total
includes taxes & fees
16 Apr - 17 Apr
West Wing - a unique private space w/patio
Interior

Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!
Kingston
9.8 out of 10, Exceptional, (73 reviews)
"Wonderful tiny home. "
United States
Kyle E.
The price is HK$1,190
HK$1,921 total
includes taxes & fees
16 Apr - 17 Apr
Esopus Creek modern Tiny house Retreat!
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

Woodstock Way Hotel

Woodstock Way Hotel

10/10 Excellent
"My favorite getaway place! The design is impeccable. Service and amenities are top-notch. Parking is just outside your hotel room and the hotel Is in the best location. "
James 1-night trip
Posted 2 hours ago
Woodstock Way Hotel

Find out more about Bloomington

Search for holiday rentals in Bloomington on Expedia! You can easily find your home rentals, villas, holiday apartments in Bloomington using one of the methods below:

  • View our selection of featured holiday rentals in Bloomington
  • Use the map to find apartments and other holiday homes in the Bloomington neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Bloomington while they last

Look no further and take a look at our great range of rental properties in Bloomington!

Frequently asked questions

Can I find holiday rentals in Bloomington?

Yes, there are holiday rentals close to the most popular sights in Bloomington, or you can select a more secluded option if you're looking for a relaxing stay.

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

Esopus Creek modern Tiny house Retreat!: This holiday home rental outside of Bloomington is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

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 Vanderbilt Mansion National Historic Site are a couple of places you'll find in the wider area.

What are holiday rentals like in Bloomington?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bloomington. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family trip.