Billings Holiday Rentals

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Holiday Rentals in Billings

Holiday Home in Fishkill

9.6 out of 10, Exceptional, (49)
"Nice place"
United States
mary B.
The price is NZ$605
includes taxes & fees
5 Jan - 6 Jan 2026
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Holiday Home in Staatsburg

9.8 out of 10, Exceptional, (85)
"Nice stay in an interesting building in an amazing setting. "
United States
Kristen S.
The Farm at Hyde Park

Apartment in Staatsburg

10.0 out of 10, Exceptional, (44)
"Location is well furnished and near many attractionHost versatile and well versed"
United States
Alberto M.
The price is NZ$341
includes taxes & fees
7 Dec - 8 Dec
Mid-Century DJ’s Dream

Holiday Home in Newburgh

9.0 out of 10, Wonderful, (15)
"Very cozy stay with responsive host"
United States
Adhith P.
The price is NZ$833
includes taxes & fees
7 Dec - 8 Dec
Large,Cozy,Bright Apartment, Business Themed.

Holiday Home in New Fairfield

9.2 out of 10, Wonderful, (34)
"Amazing beautiful place!! Everything clean!! Definitely going to come back! "
United States
Andrew E.
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

Cottage in Poughkeepsie

10.0 out of 10, Exceptional, (23)
"This was the perfect get away spot! Serene location, lovely amenities, and a gracious host."
United States
Laurie C.
Wappinger Cottage - Scandinavian retreat on a creek

Cabin in Fishkill

10.0 out of 10, Exceptional, (3)
"Ideal cabin getaway. "
United States
Nadja E.
The price is NZ$783
includes taxes & fees
8 Dec - 9 Dec
Rustic Cabin in Fishkill!

Holiday Home in Highland

9.4 out of 10, Exceptional, (10)
"Enjoyed the stay. Nice place to relax for a weekend."
United States
Marie J.
Our home is perfect for relaxing and having lots of fun, with near by activity’s

Holiday Home in new paltz

9.6 out of 10, Exceptional, (5)
"5 stars!!! 100% recommended and I will be coming back! Host is prompt, attentive, and is great with communication!! No complaints at all!!! "
United States
Fantasia
The price is NZ$1,233
includes taxes & fees
6 Dec - 7 Dec
Welcome to New Paltz. Charming 3-bedroom house with AC, WIFI,

Holiday Home in Fishkill

9.6 out of 10, Exceptional, (4)
"Cute cottage on nice grounds with a small lake. Kayaks and life jackets available for use was a big plus"
United States
Rachel C.
The price is NZ$959
includes taxes & fees
29 Dec - 30 Dec
Hickory on Willow Lake

Cabin in Newburgh

9.4 out of 10, Exceptional, (30)
"A very cute, convenient, and affordable stay with timely, friendly communication from the owner. Our dog loved it and we appreciated the ability to have a private place to stay."
United States
Sara B.
The price is NZ$346
includes taxes & fees
7 Dec - 8 Dec
Cabin in the heart of the Hudson Valley, Cabin 2

Holiday Home in Newburgh

10.0 out of 10, Exceptional, (21)
"Great host, amazing area, perfect get away!"
United States
Gianna W.
Ultimate Lakeside Getaway on 5 Acres - Private Dock, Kayaks, Fire Pit - Sleeps 9

Chalet in New Paltz

9.8 out of 10, Exceptional, (10)
"Absolutely stunning A-frame! Super spacious, very clean/tidy, lots of room to hang inside, downstairs or have a fire outdoors. Beautiful area not far from New Paltz. We had such a fantastic time and would recommend this place to any group staying in the area! "
United States
Danielle O.
The price is NZ$1,292
includes taxes & fees
9 Dec - 10 Dec
Spacious A-Frame w/ Game Room, Fire Pit & Modern Comforts in Hudson Valley

Apartment in Newburgh

9.6 out of 10, Exceptional, (39)
"Stan is really nice and helpful. The apartment is really well designed, spacious and clean, very well equipped with a nice porch. Stan is really thoughtful. Recommended!"
United States
Zohar
The price is NZ$476
includes taxes & fees
29 Dec - 30 Dec
Grant - A Tranquil One Bedroom Steps from River

Holiday Home in Highland

10.0 out of 10, Exceptional, (26)
"Beautiful newer house in a beautiful spacious property. Fully equipped and nicely decorated!! My family had an amazing weekend celebrating family. "
United States
Laura
Stylish 4BR Modern Highland Home on 10 Acre Near Wedding Venues

Apartment in Beacon

9.6 out of 10, Exceptional, (11)
"The views from the property match the pictures and in a great accessible location "
United States
Isis J.
Apartment with Expansive Views; River & Mountains Walk to Train, Main St, DIA

Cabin in Carmel

3.0 star property
10.0 out of 10, Exceptional, (3)
"It was great! We loved staying in this cute house. Proximity to the lake is great, and the backyard is quite beautiful."
United States
Varuna S.
Cozy cabin with deck and fireplace steps from White Pond Lake. Dog friendly.

Holiday Home in New Paltz

2.0 star property
9.4 out of 10, Exceptional, (24)
"Beautiful comfortable, clean "
United States
Michal G.
The price is NZ$824
includes taxes & fees
7 Dec - 8 Dec
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Holiday Home in Fishkill

9.6 out of 10, Exceptional, (4)
"We really enjoyed the privacy of the grounds, lake, dock , swimming, boats and paddle boards. The kitchen was well equipped and the beds were comfy. We had a great stay, thanks."
United States
Doria W.
The price is NZ$1,217
includes taxes & fees
8 Dec - 9 Dec
Chestnut on Willow Lake

Cottage in Rhinebeck

10.0 out of 10, Exceptional, (45)
"Wonderful stay! Beautiful setting! Comfortable, well equipped. Sunny, quiet ... PERFECT! Looking forward to visiting in the future. Excellent communication with our host. "
United States
Madeleine D.
Reset and Relax in Luxury Cottage
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 Billings Hotel Reviews

Find out more about Billings

Everything you need to know about Billings 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 Billings 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 Billings holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Billings holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Billings. 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 Billings 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 Billings holiday rentals we have selected for you start as low as NZ$341 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Billings rentals

At Expedia, we put the best Billings 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 Billings 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 Billings 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 Billings. 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

Are there holiday rentals in Billings?

Yes, there are holiday rentals close to the most popular sights in Billings, 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 Billings has to offer?

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo: This holiday home rental outside of Billings offers a fireplace, a patio and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with an oven, a microwave and a coffee maker, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Billings?

Explore the area and family-friendly sights such as Mid-Hudson Civic Center, or get out into nature at a spot like Walkway Over the Hudson State Historic Park. In the wider area, you’ll find Stormville Airport Antique Show & Flea Market and Vassar College.

What’s a holiday rental in Billings like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Billings. Holiday rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.