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Bloomington Vacation Rentals

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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Bloomington vacation rentals

Property grounds

1. Many perfect sunsets at the magical house on the lake

Many perfect sunsets at the magical house on the lake
Ulster Park
9.8 out of 10, Exceptional, (154 reviews)
"Highly recommend!"
United States
Seth M.
The price is AED 1,212
AED 2,328 total
includes taxes & fees
1 Oct - 2 Oct
Many perfect sunsets at the magical house on the lake
2 bedrooms, desk, iron/ironing board, travel crib

2. Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston

Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston
Kingston
9.6 out of 10, Exceptional, (10 reviews)
"Perfect place for a short vacation in the Catskills!"
United States
Jennifer C.
The price is AED 978
AED 1,893 total
includes taxes & fees
8 Sep - 9 Sep
Kapitan’s cottage a Rustic Private Catskill Getaway Near Kingston
Terrace/patio

3. 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, (35 reviews)
"Clean, host answered in timely fashion and provided accommodations if needed or requested. Great stay overall!"
United States
Erin H.
The price is AED 446
AED 1,035 total
includes taxes & fees
17 Sep - 18 Sep
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Property grounds

4. Maple Ridge Modern Rustic Retreat where Modern comfort meets Rustic Charm

Maple Ridge Modern Rustic Retreat where Modern comfort meets Rustic Charm
Ulster Park
9.8 out of 10, Exceptional, (20 reviews)
"Easy access and checkout, extremely clean, accurate pictures, comfy beds, well stocked kitchen. Great for groups. Would gladly stay again!"
United States
Emily F.
The price is AED 1,067
AED 3,010 total
includes taxes & fees
9 Sep - 10 Sep
Maple Ridge Modern Rustic Retreat where Modern comfort meets Rustic Charm
Smart TV

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

Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Kingston
9.6 out of 10, Exceptional, (31 reviews)
"Wonderful apartment with everything our family of five needed. We enjoyed the hot tub on two snowy evenings. Thank you for a great stay!"
United States
Clara L.
The price is AED 397
AED 946 total
includes taxes & fees
8 Sep - 9 Sep
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Smart TV, fireplace

6. Mossy Moody Cabin in High Falls, NY

Mossy Moody Cabin in High Falls, NY
High Falls
9.8 out of 10, Exceptional, (22 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 AED 727
AED 1,687 total
includes taxes & fees
8 Sep - 9 Sep
Mossy Moody Cabin in High Falls, NY
Interior

7. Luxe Historical Style - 2 FP’s & Soaking Tub

Luxe Historical Style - 2 FP’s & Soaking Tub
Kingston
10.0 out of 10, Exceptional, (1 review)
"We had a great time staying here! The house is a gorgeous historic house with modern amenities. It was a short drive to Kingston which was super convenient. We loved that we could bring our dog with us as well. It is on a main road, but we didn't find that to be a disturbance at all. I would definitely come back here again!!"
United States
Laura D.
The price is AED 606
AED 1,775 total
includes taxes & fees
9 Sep - 10 Sep
Luxe Historical Style - 2 FP’s & Soaking Tub
Outdoor spa tub

8. Welcome to The Boathouse! Waterfront/Boats/Hot tub

Welcome to The Boathouse! Waterfront/Boats/Hot tub
New Paltz
9.6 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay very much! Everything was as described, inside was very clean, host was excellent with communication. Scenic, serene spot!"
United States
Jessica B.
The price is AED 900
AED 1,493 total
includes taxes & fees
15 Sep - 16 Sep
Welcome to The Boathouse! Waterfront/Boats/Hot tub
Smart TV

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

Hot Tub - Hammock- Games - Grill - Large Colonial
Kingston
10.0 out of 10, Exceptional, (12 reviews)
"We had a great stay! Great location and was clean and comfortable for all of our friends."
United States
Amanda R.
The price is AED 1,223
AED 2,460 total
includes taxes & fees
13 Sep - 14 Sep
Hot Tub - Hammock- Games - Grill - Large Colonial
Property grounds

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

Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Stone Ridge
10.0 out of 10, Exceptional, (3 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is AED 352
AED 804 total
includes taxes & fees
9 Sep - 10 Sep
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
Interior

11. 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, (30 reviews)
"Great location close to town. Cute and clean. Great little spot."
United States
Stephen
The price is AED 219
AED 503 total
includes taxes & fees
8 Sep - 9 Sep
Historic Hudson Valley Farmhouse Loft in Stone Ridge Hamlet
Coffee/tea maker, fridge, microwave, oven

12. NEW: Family Pool Retreat in Stone Ridge

NEW: Family Pool Retreat in Stone Ridge
Cottekill
10.0 out of 10, Exceptional, (1 review)
"Property was great for our girls weekend! Eight of us fit very comfortably. Host was very responsive to all of our needs! We had a great time!"
United States
Shannon M.
The price is AED 921
AED 3,483 total
includes taxes & fees
15 Sep - 16 Sep
NEW: Family Pool Retreat in Stone Ridge
Interior

13. 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, (99 reviews)
"Convenient and comfortable stay"
United States
Cathy G.
The price is AED 628
AED 987 total
includes taxes & fees
13 Sep - 14 Sep
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
Property grounds

14. Streamside Cottage Half Mile to Town of Woodstock

Streamside Cottage Half Mile to Town of Woodstock
Woodstock
10.0 out of 10, Exceptional, (297 reviews)
"Wonderful property with an easy check in and checkout process. The property and surrounding areas are beautiful. We would stay here again. "
United States
Anonymous traveler
The price is AED 526
AED 1,123 total
includes taxes & fees
27 Sep - 28 Sep
Streamside Cottage Half Mile to Town of Woodstock
Interior

15. Stunning and Cozy loft apartment in kingston .

Stunning and Cozy loft apartment in kingston .
Kingston
9.4 out of 10, Exceptional, (17 reviews)
"Very cute place, clean and comfortable. "
United States
Robin H.
The price is AED 551
AED 979 total
includes taxes & fees
9 Sep - 10 Sep
Stunning and Cozy loft apartment in kingston .
Coffee/tea maker, fridge, microwave, oven

16. 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, (6 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 AED 253
AED 905 total
includes taxes & fees
8 Sep - 9 Sep
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
Interior

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"The place was amazing! Very easy check in/out process and the host is very responsive. "
United States
Samuel M.
The price is AED 298
AED 959 total
includes taxes & fees
23 Sep - 24 Sep
Campfire Cottage: Fireplace, fire pit & no chores!
Interior

18. Charming & Quaint 1 bed in Historic Uptown!

Charming & Quaint 1 bed in Historic Uptown!
Kingston
The price is AED 455
AED 894 total
includes taxes & fees
22 Sep - 23 Sep
Charming & Quaint 1 bed in Historic Uptown!
Coffee/tea maker, fridge, oven, stovetop

19. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.8 out of 10, Exceptional, (7 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
The price is AED 410
AED 763 total
includes taxes & fees
16 Sep - 17 Sep
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Property grounds

20. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (58 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
The price is AED 597
AED 962 total
includes taxes & fees
13 Sep - 14 Sep
Mid-Century DJ’s Dream
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

Americas Best Value Inn New Paltz

Americas Best Value Inn New Paltz

8/10 Good
"Room was clean and friendly staff, plenty of parking. Good location, close to Main Street where a lot of shops and restaurants to venture. Happy that it’s also only 18 min drive to the Arts and Crafts Fair, which was the main reason for our trip! All in all very satisfied except the bed was a bit too firm for me."
Valerie 2-night trip
Posted less than an hour ago
Americas Best Value Inn New Paltz

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 Chicken Coop: Visitors like this Bloomington vacation home rental. It is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Bloomington?

While exploring the area, visit family-friendly sights like Hudson River Maritime Museum, 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 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.