Bloomington Holiday Rentals from €129: Search Short-Term Rentals

Q: 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.

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Holiday Rentals in Bloomington

"Farm is beautiful, the animals were a delight. Accommodations were good, floor slants a lot, walls are thin. But we were comfortable. Relaxing on the deck. "

includes taxes & fees

19 Oct - 20 Oct

"Great spot!"

includes taxes & fees

11 Nov - 12 Nov

"This was such a cool experience Id love to go back! "

includes taxes & fees

19 Oct - 20 Oct

"We loved our stay here, it was the perfect short getaway. Thanks Alexandria!"

includes taxes & fees

20 Oct - 21 Oct

"Very clean and nice inside. Host was very communicative. "

includes taxes & fees

12 Nov - 13 Nov

"Very quiet and pleasant "

includes taxes & fees

31 Oct - 1 Nov

"We had a great time. The tent and toilet were clean. We appreciated the water provided and the cookware. The only thing to note is that there is a bit of walking on a rocky trail before reaching the campsite (not next to the parking spot). The river was fun to explore but can be difficult for younger kids to get to. The campsite is close to Minnewaska State Park, very convenient. "

includes taxes & fees

20 Oct - 21 Oct

"Beautiful house to stay in, convenient to numerous restaurants and hikes. Our host was very communicative and had great recommendations for the area!"

includes taxes & fees

20 Oct - 21 Oct

"Can’t emphasize how nice the surrounding area and property itself are. Very relaxing while still being close to several small towns with great restaurants. Communication was excellent, overall a great experience! "

includes taxes & fees

11 Nov - 12 Nov

"Charming and relaxing cottage. Perfect location for hiking or enjoying Lake Minnewaska or Mohonk Preserve. "

includes taxes & fees

22 Oct - 23 Oct

"Perfect cozy little spot for 2. Centrally located to explore surrounding areas"

includes taxes & fees

29 Oct - 30 Oct

"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."

includes taxes & fees

16 Nov - 17 Nov

"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."

includes taxes & fees

29 Oct - 30 Oct

"This space was really cute and easy to find. The beds were comfortable, we had all of the amenities needed and even more, and I must mention that the shower in the bathroom was amazing. We all loved being there and were so grateful to be able to travel with our cat and find a pet-friendly space. "

includes taxes & fees

22 Oct - 23 Oct

"This is a beautiful property. The apartment was very clean and comfortable with everything we could need. The view was spectacular and the host made it so easy to check in and out. This property is top of the list for our next visit."

includes taxes & fees

16 Nov - 17 Nov

"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 "

includes taxes & fees

11 Nov - 12 Nov

"This a an adorable, well designed, spotless space which was perfect for our over night stay in Rhinebeck. Property a quick walk away from the fairgrounds and downtown was also walkable…the host was absolutely amazing with great communication and detailed instructions! "

includes taxes & fees

3 Nov - 4 Nov

"Place is exactly how it looks! Great location between New Paltz, Kingston, Woodstock. We unfortunately had inconsiderate neighbors that forced us leave early, but Frank was incredibly gracious and made it up to us. Would stay again. "

includes taxes & fees

23 Oct - 24 Oct

"We enjoyed our stay, nice location "

includes taxes & fees

15 Nov - 16 Nov

"The property was lovely and very comfortable. I would stay there again."

includes taxes & fees

4 Nov - 5 Nov

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Top Bloomington Hotel Reviews

Hampton Inn & Suites Poughkeepsie

10/10 Excellent

"Could have offered laundry services "

Woodstock Way Hotel

10/10 Excellent

"Beautiful well-appointed room with big windows that made you feel like you were surrounded by nature. The room was spotless as was the bathroom. The balcony offered a view towards the small waterfall with comfortable seating for two. The staff in the reception area were warm and welcoming. The free coffee, espresso drinks, tea and snacks were an added bonus. You are steps away from Tinker Street with multiple dining options in walking distance. I highly recommend Silvia, Good Night and Garden Eats(vegan). I would have loved a way to make tea or coffee without leaving my room, but the coffee in the lobby was superb."

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, apart-hotels, 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 favorite 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 depends 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 €129 per night. Entering your travel dates in the search wizard you might find 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.

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Holiday Rentals in Bloomington

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Holiday Rentals in Bloomington

Hudson Valley Farm Getaway-East/Alpaca Lane-Apt 1

Country Cottage with beautiful views and easy access to Catskills activities.

Sioux Tipi on Chloe's Lake

Sexiest Lil Cabin in Saugerties, NY

Retro Retreat: renovated 2BR, desk, no chore list!

Mid-Century DJ’s Dream

Glamping Tent & Campsite by Minnewaska State Park

Retro Retreat: 1br home w/ WFH desk, livingroom, fire pit and no chores!

Art Studio Retreat with Sauna Fireplace Forest Views | Dream House in the Gunks

Cozy Cottage Near Hiking, Infrared Sauna & Fireplace | Dream House in the Gunks

Campfire Cottage: Fireplace, fire pit & no chores!

Dream getaway apartment in the foot of Gunks Ridge

'A Place in the Woods' - Cabin on Chloe's Lake on 23 acres near Woodstock, NY

Dog-Friendly Hudson Valley Escape with Hot Tub & Jacuzzi

Create Memories at our Modern Waterfront 1 BR Apartment: Hike, Sip Wine, Relax!

Hot Tub - Fire Pit - BBQ - Hammock - Colonial

Private Studio Close to Downtown Rhinebeck

The Studio at the Inn at High Falls

Hits Adjacent | Pet Friendly | Caraway Cottage

Romantic Apartment in Historic Stone Ridge

Top Bloomington Hotel Reviews

Hampton Inn & Suites Poughkeepsie

Hampton Inn by Hilton New Paltz

SureStay Plus Hotel by Best Western Highland Poughkeepsie

Quality Inn Hyde Park Poughkeepsie North

Quality Inn Poughkeepsie

Home2 Suites By Hilton Poughkeepsie

Woodstock Way Hotel

Inn at Bellefield / Hyde Park, Residence Inn by Marriott

Best Western Plus Kingston Hotel And Conference Center

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Frequently asked questions

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