Bloomington Vacation Rentals

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Check prices for these dates

In two weeks
Jun 12 - Jun 14
In two months
Jul 24 - Jul 26
In three months
Aug 21 - Aug 23
In four months
Sep 18 - Sep 20

Our top choices for Bloomington vacation 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 ￥19,908
￥25,864 total
includes taxes & fees
May 31 - Jun 1
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
1 bedroom, free WiFi, bed sheets

Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
Ulster Park
10.0 out of 10, Exceptional, (101 reviews)
"We had a fantastic and relaxing time in the Yurt. It’s so peaceful and welcoming."
United States
Zachary W.
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
Interior

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

Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Kingston
9.6 out of 10, Exceptional, (79 reviews)
"A quick stop over to explore Kingston and the surrounding area. We had a very nice time, thank you!"
United States
Lee M.
The price is ￥24,208
￥38,350 total
includes taxes & fees
Jun 1 - Jun 2
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Private kitchen

Woods Cabin-Kingston/Woodstock, NY.

Woods Cabin-Kingston/Woodstock, NY.
Kingston
The price is ￥18,156
￥27,470 total
includes taxes & fees
May 28 - May 29
Woods Cabin-Kingston/Woodstock, NY.
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, (3 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 ￥42,768
￥80,117 total
includes taxes & fees
May 28 - May 29
Umana's Cabin, cozy, comfy, 5+ acres of land
Interior

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY

Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Poughkeepsie
9.6 out of 10, Exceptional, (4 reviews)
"Great host"
United States
Lindsey F.
The price is ￥28,428
￥81,610 total
includes taxes & fees
May 28 - May 29
Stunning 5-bedroom house with AC / Heat in charming Poughkeepsie NY
Interior

Campfire Cottage: Fireplace, fire pit & no chores!

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (31 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is ￥15,130
￥44,950 total
includes taxes & fees
Jun 1 - Jun 2
Campfire Cottage: Fireplace, fire pit & no chores!
TV

NEW-Romantic Lake View Carriage House

NEW-Romantic Lake View Carriage House
Lake Hill
10.0 out of 10, Exceptional, (1 review)
"Beautiful place! The host was wonderful. We got in right before a snow storm and they were kind enough to shovel for us. View was beautiful. Very clean and relaxing."
United States
Kathryn H.
The price is ￥30,046
￥63,911 total
includes taxes & fees
Jun 8 - Jun 9
NEW-Romantic Lake View Carriage House
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, (37 reviews)
"I was very happy with the property. I shared the place with my adult children for a family wedding. It was wonderful to have some quality, screenfree, engaging time with them. We took full advantage of the games and cards provided. The bedding was sooo comfy that I came home and ordered the same pillows that were there. I would definitely add the fact that the water is “well water” to the listing so people know in advance to bring water. All in all a great experience."
United States
Kim
The price is ￥12,416
￥27,896 total
includes taxes & fees
Jun 3 - Jun 4
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
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, (35 reviews)
"Instructions were clear. Accommodations were comfortable and clean. Lovely grounds. "
United States
Julia
The price is ￥17,880
￥43,344 total
includes taxes & fees
Jun 3 - Jun 4
The Studio at the Inn at High Falls
Smart TV, video games, offices

Peaceful Cabin w/ Fire Pit & Creek Access

Peaceful Cabin w/ Fire Pit & Creek Access
Saugerties
9.8 out of 10, Exceptional, (16 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 ￥17,219
￥47,862 total
includes taxes & fees
May 31 - Jun 1
Peaceful Cabin w/ Fire Pit & Creek Access
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, (19 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.
Mossy Moody Cabin in High Falls, NY
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
9.6 out of 10, Exceptional, (14 reviews)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
The price is ￥12,563
￥28,043 total
includes taxes & fees
Jun 3 - Jun 4
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
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, (16 reviews)
"Great weekend getaway to reconnect with old friends!"
United States
Lisa D.
The price is ￥31,252
￥48,548 total
includes taxes & fees
Jun 11 - Jun 12
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
Terrace/patio

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Kingston
9.2 out of 10, Wonderful, (29 reviews)
"The beds were especially comfortable! "
United States
josh p.
The price is ￥17,164
￥41,652 total
includes taxes & fees
Jun 3 - Jun 4
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Property grounds

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
10.0 out of 10, Exceptional, (83 reviews)
"great location and nice host"
United States
christopher s.
The price is ￥22,933
￥42,630 total
includes taxes & fees
Jun 3 - Jun 4
Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!
Living area

Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties

Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
Saugerties
10.0 out of 10, Exceptional, (3 reviews)
"Very comfortable accommodation, beds and pillows are wonderful!"
United States
Danita K.
The price is ￥23,220
￥83,084 total
includes taxes & fees
Jun 1 - Jun 2
Hot Tub; Big Kitchen; 2 Blocks to Downtown Saugerties
Smart TV, fireplace

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location

Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Boiceville
9.8 out of 10, Exceptional, (10 reviews)
"Great place and very clean. Beds are very comfortable. Would definitely stay here again."
United States
Charles S.
The price is ￥44,593
￥95,429 total
includes taxes & fees
May 28 - May 29
Cozy Log Cabin with Hot-Tub, Firepit & Prime Catskills Location
Smart TV, fireplace, books

NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock

NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock
Saugerties
The price is ￥49,402
￥127,981 total
includes taxes & fees
Jun 9 - Jun 10
NEW: SoulWood - Heart, Hearth and Hot-tub nr Woodstock
Fridge, microwave, oven, stovetop

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

Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
new paltz
8.6 out of 10, Excellent, (7 reviews)
"Very clean Good communication with host Close to town & hiking Recommend! "
United States
Jennifer E.
The price is ￥35,759
￥111,607 total
includes taxes & fees
May 28 - May 29
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
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

DoubleTree by Hilton Poughkeepsie Convention Center

DoubleTree by Hilton Poughkeepsie Convention Center

2/10 Terrible
"Our stay was terrible. The Air Conditioning was out of service as a result our room was very hot. Could not sleep at all. The staff kept saying that someone was going to fix it. Unfortunately it was never fixed."
Paul 1-night trip
Posted 2 hours ago
DoubleTree by Hilton Poughkeepsie Convention Center

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 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 Mid-Hudson Civic Center, or get outside and enjoy nature at Esopus Creek. Ulster Performing Arts Center and Kingston Point Beach 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.