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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Bloomington holiday homes

A modern kitchen with a granite countertop, stainless steel appliances, and a built-in oven.

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

Campfire Cottage: Fireplace, fire pit & no chores!
Kingston
10.0 out of 10, Exceptional, (33 reviews)
"Great multi-week stay! Would certainly stay again. "
United States
Jim R.
The price is £203
includes taxes & fees
3 Nov - 4 Nov
Campfire Cottage: Fireplace, fire pit & no chores!
A compact kitchen with blue cabinets, a white stove, and yellow chairs.

2. 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 £191
includes taxes & fees
14 Oct - 15 Oct
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
A neatly made bed with white bedding and a few colorful pillows, a wooden headboard, and a wall-mounted light fixture.

3. 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 £234
includes taxes & fees
2 Nov - 3 Nov
Retro Retreat: renovated 2BR, desk, no chore list!
A kitchen with grey cabinets, a stone floor, and a view of a garden through an open door.

4. Historic Cottage * Steam Shower * Chef’s Kitchen

Historic Cottage * Steam Shower * Chef’s Kitchen
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 £385
includes taxes & fees
3 Nov - 4 Nov
Historic Cottage * Steam Shower * Chef’s Kitchen
A bedroom with a bed, a TV mounted on the wall, a window with a view of greenery, and a small seating area with a table and chairs.

5. 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, (46 reviews)
"The pictures are misleading"
United States
Jia
The price is £210
includes taxes & fees
12 Oct - 13 Oct
The Studio at the Inn at High Falls
A wooden deck with a wood-burning stove and a door leading to an outdoor area with chairs.

6. 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, (5 reviews)
"Great tastefully kept property. Our family including the 8 year felt we should have stayed here longer."
United States
Tarun
The price is £230
includes taxes & fees
1 Nov - 2 Nov
Historic Hudson Valley Farmhouse w/ Sauna in Stone Ridge Hamlet
A view from a room with a sliding glass door leading to an outdoor deck with a wooden fence, a chair, and a bench.

7. 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, (105 reviews)
"Wonderful stay. Lovely tiny house in a beautiful wooded setting. Woke to the sounds of birds singing. Would stay again"
United States
Nan
The price is £186
includes taxes & fees
9 Nov - 10 Nov
Esopus Creek modern Tiny house Retreat in Woodstock &Kingston Catskill area!
A modern living room with a sofa, a coffee table, and a dining table. There are two doors, one black and one white, and a window with blinds.

8. 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 £396
includes taxes & fees
20 Oct - 21 Oct
Hot Tub - Hammock- Games - Grill - Large Colonial
A forest campsite with a tent, a fire pit, and a bench.

9. Glamping Tent & Campsite by Minnewaska State Park

Glamping Tent & Campsite by Minnewaska State Park
Kerhonkson
9.0 out of 10, Wonderful, (4 reviews)
"This place was amazing and our hosts were as equally as awesome as their campsite. My family highly recommends this place! It's got everything you need and is close to so many beautiful hiking and swimming areas!"
United States
Andie C.
The price is £118
includes taxes & fees
12 Oct - 13 Oct
Glamping Tent & Campsite by Minnewaska State Park
A wooden gate leading to a driveway with a stone pathway, surrounded by greenery and a house in the background.

10. 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 £614
includes taxes & fees
15 Oct - 16 Oct
Maple Ridge Modern Rustic Retreat where Modern comfort meets Rustic Charm
A swimming pool with a curved edge, surrounded by lush greenery and a house with a deck.

11. NEW: Family Retreat * Fireplace * Spa Bathroom

NEW: Family Retreat * Fireplace * Spa Bathroom
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 £719
includes taxes & fees
9 Nov - 10 Nov
NEW: Family Retreat * Fireplace * Spa Bathroom
A hot tub on a wooden deck with a view of a river and trees.

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

Welcome to The Boathouse! Waterfront/Boats/Hot tub
New Paltz
9.6 out of 10, Exceptional, (12 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 £308
includes taxes & fees
13 Oct - 14 Oct
Welcome to The Boathouse! Waterfront/Boats/Hot tub
A room with a dark blue wall, two wooden chairs with yellow cushions, a round wooden table, and three framed botanical illustrations.

13. Butterfly and Sage: 2 Studios, Shared Yard

Butterfly and Sage: 2 Studios, Shared Yard
Saugerties
The price is £293
includes taxes & fees
21 Oct - 22 Oct
Butterfly and Sage: 2 Studios, Shared Yard
A rural landscape with a barn, a silo, and a bridge with rocks and purple flowers in the foreground.

14. A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail

A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
Wallkill
9.2 out of 10, Wonderful, (17 reviews)
"The room was super cute and clean. It had everything that I needed."
United States
Carrie
The price is £104
includes taxes & fees
3 Nov - 4 Nov
A Cozy Private Suite Near New Paltz: Farms, Nature, Hiking & Bike the rail trail
A modern kitchen with a gas stove, white cabinets, a microwave, and a decorative wall piece.

15. Sage Sojourn Studio · Saugerties/Woodstock

Sage Sojourn Studio · Saugerties/Woodstock
Saugerties
8.0 out of 10, Very good, (1 review)
"I had the pleasure of being the very first guest to stay at this property. The host was very helpful prior to booking providing extra details of the property since the outside area is not yet complete. The interior was very nice, everything was clean, exactly as pictured in the listing and the mini Nespresso machine was great. The location was perfect for people visiting Saugerties or Woodstock, both only a few minutes away. I visited for the night for a concert at Bearsville Theatre and it was...
United States
Cathy H.
The price is £171
includes taxes & fees
14 Oct - 15 Oct
Sage Sojourn Studio · Saugerties/Woodstock
A stone fireplace with a fire, a dining area with a table and chairs, and large windows with a view of trees.

16. NEW: Oaklands Near Shawangunk Mountains

NEW: Oaklands Near Shawangunk Mountains
New Paltz
The price is £491
includes taxes & fees
3 Nov - 4 Nov
NEW: Oaklands Near Shawangunk Mountains
A kitchen with a stove, cabinets, and a microwave.

17. Butterfly Bungalow Studio · Saugerties/Woodstock

Butterfly Bungalow Studio · Saugerties/Woodstock
Saugerties
10.0 out of 10, Exceptional, (1 review)
"Both the house and host were great. The house was in great shape, clean, comfy and with anything we might needed. 100% recommend!!"
United States
Matias
The price is £169
includes taxes & fees
3 Nov - 4 Nov
Butterfly Bungalow Studio · Saugerties/Woodstock
A hot tub in a natural setting with a tree and a body of water.

18. Peaceful Riverfront Cottage with Private Hot tub

Peaceful Riverfront Cottage with Private Hot tub
Lake Katrine
10.0 out of 10, Exceptional, (17 reviews)
"A nice relaxing spot."
United States
Darren F.
The price is £332
includes taxes & fees
13 Oct - 14 Oct
Peaceful Riverfront Cottage with Private Hot tub
A kitchen with wooden shelves, a window with a view of trees, and a vase with flowers on the windowsill.

19. 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, (45 reviews)
"Sweet place, very close to Minnewaska State Park which was great for us"
United States
Sueane
The price is £166
includes taxes & fees
10 Nov - 11 Nov
Relaxed Mountain Living Near Minnewaska | Dream House in the Gunks
An outdoor seating area with a grill, chairs, and a fire pit surrounded by gravel and trees.

20. Wynaar Geode Huis | Scandinavian-Style Cabin Near Minnewaska

Wynaar Geode Huis | Scandinavian-Style Cabin Near Minnewaska
Kerhonkson
The price is £543
includes taxes & fees
3 Nov - 4 Nov
Wynaar Geode Huis | Scandinavian-Style Cabin Near Minnewaska
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

Holiday Inn Express Poughkeepsie by IHG

Holiday Inn Express Poughkeepsie by IHG

8/10 Good
"The place was clean and the breakfast good. It was quite expensive though."
Connie 1-night trip
Posted 9 hours ago
Holiday Inn Express Poughkeepsie by IHG

Find out more about Bloomington

Bloomington Holiday Homes information

Number of reviews
324
Accommodation
474 Holiday Homes
Lowest Price
£104
Highest Price
£719