Bloomington Vacation Rentals

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Check prices for these dates

In two weeks
Nov 21 - Nov 23
In two months
Jan 2 - Jan 4
In three months
Jan 30 - Feb 1
In four months
Feb 27 - Mar 1

Vacation Rentals in Bloomington

Outdoor dining
Esopus Creek modern Tiny house Retreat!

Esopus Creek modern Tiny house Retreat!

Kingston
9.8 out of 10, Exceptional, (60)
"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
The price is ￥22,713
￥36,402 total
includes taxes & fees
Dec 1 - Dec 2
Esopus Creek modern Tiny house Retreat!
Terrace/patio
Hamptons on the Hudson in South Saugerties

Hamptons on the Hudson in South Saugerties

Glasco
10.0 out of 10, Exceptional, (33)
"The entire process and stay were flawless. We had a rush booking and every request we had was accommodated. I give the highest recommendation and will hopefully being staying here again."
United States
Gordon V.
Hamptons on the Hudson in South Saugerties
Exterior
The Farm at Hyde Park

The Farm at Hyde Park

Staatsburg
9.8 out of 10, Exceptional, (84)
"We enjoyed our stay...lots to do in the area. Glen was very friendly and accommodating. "
United States
Robert W.
The Farm at Hyde Park
Fridge, microwave, oven, stovetop
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat

Bearsville
10.0 out of 10, Exceptional, (123)
"As roomy as promised, and one of the quietest places I've ever been. May return for our annual gathering next year."
United States
Tony G.
Luxurious Woodstock Home Rental Catskill Mountains Views & Private Retreat
Terrace/patio
Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Kingston
9.4 out of 10, Exceptional, (22)
"We came down with our dog. We work a lot and needed a break. The place is cozy and comfy and the outdoor space is so lovely. Good mix of sunny space and shaded space.Our dog very much enjoyed the backyard and we loved the small businesses within walking distance "
United States
Heather H.
The price is ￥14,454
￥36,745 total
includes taxes & fees
Nov 11 - Nov 12
Hot Tub - Fire Pit - BBQ - Hammock - Colonial
Private kitchen
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!

Woodstock
8.0 out of 10, Very Good, (7)
"The location cannot be beat, right in the center of Woodstock where you can walk to all the shops and restaurants. The apartment is furnished with all that you need for a short stay and well appointed. What people have not mentioned in their reviews is: 1) The whole building looks hundreds of years old---including the very warped wooden floors which you will notice when walking. Beware if you have mobility issues. 2) 1 flight of stairs to get to the apartment 3) Worst of all the noise---you...
United States
Maria
The price is ￥13,808
￥42,614 total
includes taxes & fees
Nov 17 - Nov 18
Groovy 1 Bedroom Apartment in Woodstock - AC & WiFi!
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
8.2 out of 10, Very Good, (46)
"A quirky tiny cabin off the beaten path but in need of some upkeep, e.g. toilet not fully attached to the floor in the Tipi room, water has sulphur smell. We were only there for an overnight stay, and I sent a note once we were home, so hopefully the owners get a chance to fix things up! Pricey for its current condition."
United States
Eileen F.
The price is ￥19,119
￥24,839 total
includes taxes & fees
Nov 16 - Nov 17
'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY
Exterior
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, (32)
"Lovely!"
United States
Julia H.
The price is ￥17,207
￥41,027 total
includes taxes & fees
Nov 9 - Nov 10
The Studio at the Inn at High Falls
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, (258)
"Very cozy cottage with everything you need, close to town, and a beautiful stream right in the backyard that we loved listening to."
United States
Kevin M.
Streamside Cottage Half Mile to Town of Woodstock
Terrace/patio
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Kingston
9.6 out of 10, Exceptional, (25)
"A lovely place and Seth is always so helpful."
United States
Lynn L.
The price is ￥14,454
￥37,430 total
includes taxes & fees
Nov 11 - Nov 12
Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi
Exterior
Sioux Tipi on Chloe's Lake

Sioux Tipi on Chloe's Lake

Saugerties
9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
United States
Brandon
The price is ￥16,825
￥22,270 total
includes taxes & fees
Nov 10 - Nov 11
Sioux Tipi on Chloe's Lake
Exterior
A Spectacular 50 Mile View of the Hudson Valley in all seasons

A Spectacular 50 Mile View of the Hudson Valley in all seasons

Saugerties
9.8 out of 10, Exceptional, (94)
"Secluded yet conveniently located."
United States
Richard G.
A Spectacular 50 Mile View of the Hudson Valley in all seasons
Outdoor dining
Mid-Century DJ’s Dream

Mid-Century DJ’s Dream

Staatsburg
10.0 out of 10, Exceptional, (42)
"Great place to stay! Close to many attractions by car - most 10-15 minutes. Clean and comfortable. Kevin has lots of great suggestions on places to go and restaurants."
United States
Anonymous traveler
The price is ￥17,092
￥30,064 total
includes taxes & fees
Nov 13 - Nov 14
Mid-Century DJ’s Dream
Children's area
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream

woodstock
9.0 out of 10, Wonderful, (45)
"This is a great place to stay. Really loved the fire pit by the creek for evening cocktails and conversation."
United States
Paul H.
The price is ￥27,531
￥47,451 total
includes taxes & fees
Nov 16 - Nov 17
Charming Woodstock Teahouse Cottage by the Sawkill Creek trout stream
Exterior
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

New Paltz
10.0 out of 10, Exceptional, (8)
"The house exceeded expectations. Extremely clean especially considering small dogs are allowed. The bedrooms are spacious. Everything is furnished beautifully, and the basement game room was a winner. Although there was snow, the kids still loved playing in the yard and morning coffee on the deck cannot be beat. The only thing that caused us trouble was the stove but I’m not used to a convection rangtop. "
United States
Mary M.
The price is ￥79,152
￥150,148 total
includes taxes & fees
Nov 10 - Nov 11
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley
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, (94)
"We loved this stay! The yurt was absolutely charming! Such an amazing location within easy distance of hiking and the Empire State Trail bicycle path, plus great dining in New Paltz and Kingston."
United States
David W.
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest
Fridge, microwave, oven, stovetop
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

2.0 star property
New Paltz
9.4 out of 10, Exceptional, (24)
"The property was perfectly secluded while being close to town. We observed lots of wildlife including deer, a woodchuck family, and a turtle laying eggs! The house was roomy and comfortable with just enough upscale elegance that made us feel pampered."
United States
Leyla S.
The price is ￥50,474
￥79,528 total
includes taxes & fees
Nov 9 - Nov 10
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Private kitchen
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.

2.0 star property
Kingston
3.0 out of 10, (2)
"Never let me know the property wasnt available tillnday of. Ended up going home. Ruinjng stay"
United States
Patricia
The price is ￥24,013
￥38,029 total
includes taxes & fees
Nov 30 - Dec 1
Minutes to Saugerties & HITS Horse show. Above garage w/ own private entrance.
Outdoor pool
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool

NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool

Ulster Park
10.0 out of 10, Exceptional, (132)
"The house was comfortable for a large group, beautiful setting, private, clean, etc. We enjoyed our stay."
United States
mary r.
NEW Spectacular Views & Private space on a Scenic Mountain 40ft Salt Water Pool
Private kitchen
Charming 2-bedroom house in fabulous Kingston close to everything

Charming 2-bedroom house in fabulous Kingston close to everything

Kingston
10.0 out of 10, Exceptional, (1)
"House was spotless. Hosts were very responsive and helpful. "
United States
Lawrence R.
Charming 2-bedroom house in fabulous Kingston close to everything
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

10/10 Excellent
"Amazing stay! 10/10 recommend "
Miranda 1-night trip
Posted 2 days ago
Americas Best Value Inn New Paltz

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:

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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?

Esopus Creek modern Tiny house Retreat!: Visitors like this Bloomington vacation home rental. It is located on a river and has a fireplace, a barbecue grill, and air-conditioning 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 you can cook with friends or family.

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 Catskill Mountains. Ulster Performing Arts Center and Esopus Creek 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.