Bloomington Holiday Rentals

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Holiday Rentals in Bloomington

Country Cottage with beautiful views and easy access to Catskills activities.
10.0 out of 10, Exceptional, (12)
"Great spot!"
United States
Dylan
The price is AU$276
includes taxes & fees
22 Oct - 23 Oct
Country Cottage with beautiful views and easy access to Catskills activities.
Hits Adjacent | Pet Friendly | Caraway Cottage
10.0 out of 10, Exceptional, (13)
"We enjoyed our stay, nice location "
United States
Beverly L.
The price is AU$736
includes taxes & fees
15 Nov - 16 Nov
Hits Adjacent | Pet Friendly | Caraway Cottage
Retro Retreat: renovated 2BR, desk, no chore list!
9.4 out of 10, Exceptional, (13)
"Very clean and nice inside. Host was very communicative. "
United States
Jennifer W.
The price is AU$478
includes taxes & fees
18 Nov - 19 Nov
Retro Retreat: renovated 2BR, desk, no chore list!
Hudson Valley Farm Getaway- West/Llama Lover Lane
2.0 star property
10.0 out of 10, Exceptional, (4)
"Perfect little apartment on an amazing farm property...thanks for having us and look forward to returning! "
United States
ADRIENNE
The price is AU$327
includes taxes & fees
22 Oct - 23 Oct
Hudson Valley Farm Getaway- West/Llama Lover Lane
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
2.0 star property
10.0 out of 10, Exceptional, (6)
"Absolutely worth it, this place is a great getaway in a dreamy spot in the woods, with everything you need to relax. Don’t forget to turn on the heated floors and hook up your tunes to the bathroom Bluetooth speaker. Thanks for a wonderful experience! "
United States
Samantha
The price is AU$538
includes taxes & fees
28 Oct - 29 Oct
Modern Zen Chalet at the Foot of Gunks w Mt. View and barrel outside sauna
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
2.0 star property
10.0 out of 10, Exceptional, (4)
"Really enjoyed the property. Loved the vibe and Gary is a great host! Great conversation and don’t forget the phenomenal banana bread! That totally sealed the deal. Really cute spot. Would definitely stay again!"
United States
Sandra
The price is AU$417
includes taxes & fees
26 Oct - 27 Oct
2Br Private Victorian Apartment in City Location on Half Acre Sleeps 5
Charming Hudson Valley Tiny House
10.0 out of 10, Exceptional, (1)
"It was quite charming, we had our privacy. would definitely recommend it for anyone. But I would definitely recommend screen door for the door lead mount to the fire pit. We hope in the future to have another stay."
United States
Frank
The price is AU$601
includes taxes & fees
26 Oct - 27 Oct
Charming Hudson Valley Tiny House
Double the Fun: Two Houses, Shared Yard & Fire Pit
10.0 out of 10, Exceptional, (4)
"Both houses were vey clean and well kept. I would recommend this to anyone. I would stay here again."
United States
Kelly B.
The price is AU$844
includes taxes & fees
18 Nov - 19 Nov
Double the Fun: Two Houses, Shared Yard & Fire Pit
Peaceful Cabin w/ Fire Pit & Creek Access
10.0 out of 10, Exceptional, (10)
"Amazing, very nice and cozy. Host was excellent, well communicated. "
United States
John
The price is AU$445
includes taxes & fees
23 Oct - 24 Oct
Peaceful Cabin w/ Fire Pit & Creek Access
Sexiest Lil Cabin in Saugerties, NY
9.0 out of 10, Wonderful, (13)
"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"
United States
Julie L.
The price is AU$231
includes taxes & fees
22 Oct - 23 Oct
Sexiest Lil Cabin in Saugerties, NY
Mid-Century DJ’s Dream
10.0 out of 10, Exceptional, (41)
"Very quiet and pleasant "
United States
Charles H.
The price is AU$275
includes taxes & fees
31 Oct - 1 Nov
Mid-Century DJ’s Dream
Dream getaway apartment in the foot of Gunks Ridge
9.6 out of 10, Exceptional, (23)
"Over all the property was clean and staff was very cooperative. Only problems were the beds were very hard which made it hard for us to get a good nights sleep. The larger room had bugs but the owner took care of it right away. We enjoyed our stay."
United States
Harriet
The price is AU$305
includes taxes & fees
27 Oct - 28 Oct
Dream getaway apartment in the foot of Gunks Ridge
Cozy Escape -Strong Wi-Fi -Prime Location
7.4 out of 10, Good, (3)
"The property was perfect for our little weekend getaway. It was very clean and cozy and the host Christina made it so easy for check in and was available for any questions. We would definitely stay again."
United States
Andrea C.
The price is AU$494
includes taxes & fees
22 Oct - 23 Oct
Cozy Escape -Strong Wi-Fi -Prime Location
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
10.0 out of 10, Exceptional, (4)
"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 AU$349
includes taxes & fees
22 Oct - 23 Oct
Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!
The Meyer: spacious family home with hot tub minutes to downtown New Paltz
10.0 out of 10, Exceptional, (9)
"Lovely, comfortable house. Everything on one level which was perfect for our group. Good location. Easy trip into town and to see the many historical sites in close proximity."
United States
Nicholas M.
The price is AU$554
includes taxes & fees
6 Nov - 7 Nov
The Meyer: spacious family home with hot tub minutes to downtown New Paltz
Dream House in the Gunks
10.0 out of 10, Exceptional, (31)
"This little house is so much better in person. Clean, well outfitted and just a great restful get away. It's very quiet and so close to so many great options. Will definitely return!"
United States
meg l.
The price is AU$347
includes taxes & fees
29 Oct - 30 Oct
Dream House in the Gunks
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
9.4 out of 10, Exceptional, (12)
"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "
United States
Patrick S.
The price is AU$422
includes taxes & fees
19 Nov - 20 Nov
Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks
West Wing - a unique private space w/patio
9.8 out of 10, Exceptional, (19)
"Property owner, Elaine, was great. Property was exactly as listed, clean and cozy!"
United States
Heather H.
The price is AU$297
includes taxes & fees
10 Nov - 11 Nov
West Wing - a unique private space w/patio
Sioux Tipi on Chloe's Lake
9.8 out of 10, Exceptional, (6)
"This was such a cool experience Id love to go back! "
United States
Brandon
The price is AU$227
includes taxes & fees
26 Oct - 27 Oct
Sioux Tipi on Chloe's Lake
High Falls Restorative Cabin in the Woods!
3.0 star property
The price is AU$684
includes taxes & fees
28 Oct - 29 Oct
High Falls Restorative Cabin in the Woods!
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

Find out more about Bloomington

Everything you need to know about Bloomington holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Bloomington holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Bloomington holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Bloomington holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Bloomington. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Bloomington holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Bloomington holiday rentals we have selected for you start as low as AU$227 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Bloomington rentals

At Expedia, we put the best Bloomington holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Bloomington rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Bloomington holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Bloomington. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Bloomington?

Yes, there are holiday rentals close to the most popular sights in Bloomington, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Bloomington has to offer?

Hamptons on the Hudson in South Saugerties: This holiday home rental outside of Bloomington is located on a river, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

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 wider area.

What are holiday rentals like in Bloomington?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Bloomington. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and busy front desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a great option for a family trip.