Holiday Homes in Bloomington

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Bloomington and around

Esopus Creek modern Tiny house Retreat!
Outdoor dining

Esopus Creek modern Tiny house Retreat!

9.8 out of 10, Exceptional, (46)
"4 of us stayed for a fishing trip and had a blast. Nice place at a reasonable price. Would stay again. "
The price is €213
includes taxes & fees
24 Aug - 25 Aug
Esopus Creek modern Tiny house Retreat!
Hamptons on the Hudson in South Saugerties
Terrace/patio

Hamptons on the Hudson in South Saugerties

10.0 out of 10, Exceptional, (26)
"Beautiful home and great location . "
Hamptons on the Hudson in South Saugerties
Our home is perfect for relaxing and having lots of fun, with near by activity’s
Terrace/patio

Our home is perfect for relaxing and having lots of fun, with near by activity’s

9.8 out of 10, Exceptional, (6)
"Really liked that each room had it's own temperature control"
Our home is perfect for relaxing and having lots of fun, with near by activity’s
The Loft At The Inn At High Falls
1 bedroom, free WiFi, bed sheets

The Loft At The Inn At High Falls

9.2 out of 10, Wonderful, (17)
"this was just a lovely stay all around!! Will absolutely stay there again!"
The price is €316
includes taxes & fees
25 Aug - 26 Aug
The Loft At The Inn At High Falls
Secluded family retreat within minutes of Woodstock village
Outdoor dining

Secluded family retreat within minutes of Woodstock village

10.0 out of 10, Exceptional, (42)
"My wife and I came for just the weekend and enjoyed the house as always! Comfortable, clean, spacious, and convenient to everything yet quiet as can be. "
Secluded family retreat within minutes of Woodstock village
The Studio at the Inn at High Falls
Exterior

The Studio at the Inn at High Falls

8.0 out of 10, Very good, (26)
"I had a great stay here, it’s just as listed; simple but has everything that I needed, check in was easy, communication was good, and bed was comfortable!"
The price is €239
includes taxes & fees
24 Aug - 25 Aug
The Studio at the Inn at High Falls
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
2 bedrooms, iron/ironing board, WiFi, bed sheets

New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill

10.0 out of 10, Exceptional, (18)
"Really enjoyed this place . Very clean , beautiful views, close to Woodstock town !"
New Breathtaking Catskill Retreat with Views and Hot Tub, The Nest Retreat in Woodstock Catskill
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Fridge, microwave, oven, stovetop

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

2.0 star property
9.8 out of 10, Exceptional, (12)
"A group of girlfriends stayed for a 2 night visit. Everything was just as listed, the home was in the perfect location, well stocked, and beautiful inside. We would definitely return again. "
The price is €522
includes taxes & fees
15 Sept - 16 Sept
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Private kitchen

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

The price is €545
includes taxes & fees
1 Sept - 2 Sept
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,
Quaint Cottage w/ Peloton & Sauna near Hiking
Property grounds

Quaint Cottage w/ Peloton & Sauna near Hiking

9.4 out of 10, Exceptional, (22)
"Nice area, cute cottage."
Quaint Cottage w/ Peloton & Sauna near Hiking
2025 Sheep & Wool Weekend Now Available !!
Smart TV, offices

2025 Sheep & Wool Weekend Now Available !!

10.0 out of 10, Exceptional, (45)
"We loved the area lots to do great restaurants"
2025 Sheep & Wool Weekend Now Available !!
The Farm at Hyde Park
Exterior

The Farm at Hyde Park

9.8 out of 10, Exceptional, (76)
"We were visiting the Culinary Institute highly recommend it."
The Farm at Hyde Park
Charming cottage with lake access, wood burning fire place, and WiFi
Smart TV, fireplace

Charming cottage with lake access, wood burning fire place, and WiFi

2.0 star property
9.0 out of 10, Wonderful, (8)
"Oriana was awesome and I look forward to staying there again."
Charming cottage with lake access, wood burning fire place, and WiFi
<br>Escape to our incredibly private home on 30 acres!
Fridge, microwave, oven, stovetop

<br>Escape to our incredibly private home on 30 acres!

10.0 out of 10, Exceptional, (139)
"If you’re looking for a quiet, hidden retreat with endless things to do, this is your spot! Such a gem tucked away into the woods. "
<br>Escape to our incredibly private home on 30 acres!
Home bordering the Mohonk Preserve, Dog friendly, private 3-bedroom
Exterior

Home bordering the Mohonk Preserve, Dog friendly, private 3-bedroom

10.0 out of 10, Exceptional, (10)
Home bordering the Mohonk Preserve, Dog friendly, private 3-bedroom
Peaceful Cabin w/ Fire Pit & Creek Access
Dining

Peaceful Cabin w/ Fire Pit & Creek Access

10.0 out of 10, Exceptional, (6)
"Great little space , clean, comfortable and equipped with everything I needed for a nice weekend! Would stay again if ever I return to the area ."
The price is €203
includes taxes & fees
9 Sept - 10 Sept
Peaceful Cabin w/ Fire Pit & Creek Access
Bohemian style open LOFT
Private kitchen

Bohemian style open LOFT

9.2 out of 10, Wonderful, (14)
"We had a wonderful stay at Stojan’s property! Great spot for a weekend getaway and Stojan was very helpful and responsive if/when needed. Highly recommend! "
Bohemian style open LOFT
Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
A heated pool

Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!

10.0 out of 10, Exceptional, (64)
"This was an excellent place to stay in such a beautiful area."
Heart of Woodstock — Unique Arts-and-Crafts Home: Outdoor Room and Heated Pool!
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
Exterior

Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres

10.0 out of 10, Exceptional, (183)
"The property was perfect! Beautiful, secluded & very welcoming "
Beautiful, Tranquil Woodstock Mountain House in the Middle of 4 Wooded Acres
Red Barn Retreat - Shawangunk Mountains Getaway
Outdoor dining

Red Barn Retreat - Shawangunk Mountains Getaway

10.0 out of 10, Exceptional, (53)
"The property is close to Minawaska State Park where we went hiking. We enjoyed the hot tub and had a nice stay. There are a number of nice restaurants nearby too."
Red Barn Retreat - Shawangunk Mountains Getaway
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

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Hyde Park Poughkeepsie North

10/10 Excellent
"The front desk person that checked me in was amazing!!!He opened the door so I could get all my luggage in. And was so friendly…. I wish I remembered his name!!!"
Nancy 1-night trip
Posted 2 days ago
Quality Inn Hyde Park Poughkeepsie North