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Billings Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Billings vacation rentals

Property grounds

1. Hoppy Hill Farm House

Hoppy Hill Farm House
Dover Plains
9.8 out of 10, Exceptional, (6 reviews)
"The accommodations were wonderful and comfortable."
United States
Chuck S.
$183 nightly
The price is $207
Sep 7 - Sep 8
Total with taxes and fees
Hoppy Hill Farm House
Property grounds

2. Rare, peaceful glamping, hot shower, mini golf near appalachian trail

Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Dover Plains
10.0 out of 10, Exceptional, (9 reviews)
"We thoroughly enjoyed our stay at this property, clean and spacious tents, impressive shower facility, and all the fun amenities you never thought you needed like an 18 hole putt putt course!"
United States
JoAnna S.
$118 nightly
The price is $134
Aug 31 - Sep 1
Total with taxes and fees
Rare, peaceful glamping, hot shower, mini golf near appalachian trail
Paper towels

3. Amazing 3-bedroom house with AC in adorable Highland

Amazing 3-bedroom house with AC in adorable Highland
Highland
$432 nightly
The price is $484
Sep 9 - Sep 10
Total with taxes and fees
Amazing 3-bedroom house with AC in adorable Highland
Exterior

4. Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park

Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Hopewell Junction
9.2 out of 10, Wonderful, (12 reviews)
"Lovely space and situation, unique. Close to the AT, as well."
United States
Peter W.
$178 nightly
The price is $201
Aug 20 - Aug 21
Total with taxes and fees
Cozy 1845 Chapel Escape near Appalachian Trail and Fahnestock Park
Lobby

5. 1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen

1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Fishkill
10.0 out of 10, Exceptional, (15 reviews)
"Good so far"
United States
Anonymous traveler
$82 nightly
The price is $92
Sep 1 - Sep 2
Total with taxes and fees
1 Queen Bed | ADA/RI Shower/Nsmk/Kitchen
Property grounds

6. Hudson Valley Farm Getaway- West/Llama Lover Lane

Hudson Valley Farm Getaway- West/Llama Lover Lane
Hyde Park
9.8 out of 10, Exceptional, (8 reviews)
"Great location not too far from the CIA."
United States
alexandra a.
$207 nightly
The price is $225
Aug 19 - Aug 20
Total with taxes and fees
Hudson Valley Farm Getaway- West/Llama Lover Lane
Exterior

7. Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill

Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Fishkill
9.2 out of 10, Wonderful, (19 reviews)
"Great place to stay,"
United States
Anonymous traveler
$73 nightly
The price is $85
Sep 2 - Sep 3
Total with taxes and fees
Cozy Queen Suite, Nsmk Kitchen|Studio 6 Fishkill
Exterior

8. Cabin in the heart of the Hudson Valley, Cabin 2

Cabin in the heart of the Hudson Valley, Cabin 2
Newburgh
9.6 out of 10, Exceptional, (38 reviews)
"This was a great place to stay with our cats for a night on our way to Vermont."
United States
George J.
$171 nightly
The price is $202
Aug 19 - Aug 20
Total with taxes and fees
Cabin in the heart of the Hudson Valley, Cabin 2
Property grounds

9. Mid-Century DJ’s Dream

Mid-Century DJ’s Dream
Staatsburg
10.0 out of 10, Exceptional, (57 reviews)
"Quiet clean accommodations in a central location for exploring the Hudson Valley."
United States
Alexandra R.
$195 nightly
The price is $221
Aug 24 - Aug 25
Total with taxes and fees
Mid-Century DJ’s Dream
Smart TV, fireplace

10. Private, Cozy, Clean apartment in lovely Hyde Park

Private, Cozy, Clean apartment in lovely Hyde Park
Hyde Park
10.0 out of 10, Exceptional, (2 reviews)
"The host was great, the place was really nice and cozy. I would definitely stay here again!!! "
United States
Janet M.
$200 nightly
The price is $227
Aug 25 - Aug 26
Total with taxes and fees
Private, Cozy, Clean apartment in lovely Hyde Park
1 bedroom, iron/ironing board, WiFi (free), bed sheets

11. Cabin in the Heart of the Hudson Valley, Cabin 1

Cabin in the Heart of the Hudson Valley, Cabin 1
Newburgh
10.0 out of 10, Exceptional, (36 reviews)
"Great overnight spot, especially with a dog."
United States
Ed C.
$239 nightly
The price is $282
Aug 19 - Aug 20
Total with taxes and fees
Cabin in the Heart of the Hudson Valley, Cabin 1
Coffee/tea maker, fridge, oven, stovetop

12. Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,

Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Staatsburg
9.8 out of 10, Exceptional, (7 reviews)
"Nice stay for our quick overnight Comfortable space "
United States
jay c.
$177 nightly
The price is $201
Sep 1 - Sep 2
Total with taxes and fees
Pleasant 1-bedroom apartment in Staatsburg perfect for your getaway,
Outdoor dining

13. Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Fishkill
9.2 out of 10, Wonderful, (73 reviews)
"Great spot! Very unique, has lots of charm!"
United States
Brian
$299 nightly
The price is $346
Aug 19 - Aug 20
Total with taxes and fees
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo
Exterior

14. Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village

Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Millbrook
9.6 out of 10, Exceptional, (5 reviews)
"Tanya goes above and beyond for her guests. Thanks so much for the stay!"
United States
Lindsay S.
$440 nightly
The price is $498
Aug 19 - Aug 20
Total with taxes and fees
Charming 2-bedroom apartment on 2nd floor in Millbrook NY, right in the village
Interior

15. Spacious 4-bedroom estate in adorable Carmel Hamlet with AC

Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Carmel Hamlet
$184 nightly
The price is $199
Sep 14 - Sep 15
Total with taxes and fees
Spacious 4-bedroom estate in adorable Carmel Hamlet with AC
Smart TV

16. Grant - A Tranquil One Bedroom Steps from River

Grant - A Tranquil One Bedroom Steps from River
Newburgh
9.6 out of 10, Exceptional, (47 reviews)
"This apartment was perfect for what we needed! Beautifully renovated, comfortable bed, and very close to Beacon! "
United States
Abby W.
$263 nightly
The price is $298
Aug 24 - Aug 25
Total with taxes and fees
Grant - A Tranquil One Bedroom Steps from River
Exterior

17. Rustic Cabin in Fishkill!

Rustic Cabin in Fishkill!
Fishkill
10.0 out of 10, Exceptional, (5 reviews)
"Ideal cabin getaway. "
United States
Nadja E.
$404 nightly
The price is $460
Aug 19 - Aug 20
Total with taxes and fees
Rustic Cabin in Fishkill!
Coffee/tea maker, fridge, microwave, oven

18. "Country outside the city " 3 bedrooms 2 full bathrooms

"Country outside the city " 3 bedrooms 2 full bathrooms
Holmes
9.6 out of 10, Exceptional, (4 reviews)
"Great house! We had a fantastic weekend!! Thank you so much "
United States
pamela w.
$515 nightly
The price is $582
Sep 14 - Sep 15
Total with taxes and fees
"Country outside the city " 3 bedrooms 2 full bathrooms
1 bedroom, iron/ironing board, WiFi (free), bed sheets

19. Cozy country efficiency in the Hudson Valley

Cozy country efficiency in the Hudson Valley
Newburgh
10.0 out of 10, Exceptional, (72 reviews)
"Comfy cozy weekend retreat"
United States
Michael M.
$307 nightly
The price is $363
Sep 9 - Sep 10
Total with taxes and fees
Cozy country efficiency in the Hudson Valley
1 bedroom, WiFi (free)

20. 2 Queen Beds | Non-Smoking, Kitchen

2 Queen Beds | Non-Smoking, Kitchen
Fishkill
9.2 out of 10, Wonderful, (22 reviews)
"Worst hotel experience I have ever had. Grounds were unkept. No one was at the front desk when I first arrived. Waited 20 minutes for someone to arrive and had to leave for dinner. Came back to find out that they were overbooked."
United States
Glenn
$82 nightly
The price is $92
Sep 1 - Sep 2
Total with taxes and fees
2 Queen Beds | Non-Smoking, Kitchen
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

Hampton Inn by Hilton New Paltz

Hampton Inn by Hilton New Paltz

8/10 Good
"Great location in New Paltz but it's overpriced unless you NEED to stay in the town. Plenty of comparable if not more reasonably priced hotels within 30 minute ride. Staff was great. Close to downtown and campus. Rooms were spacious--AC was ok but pillows WAY too small and sheets barely fit bed."
Joseph 3-night trip
Posted 5 hours ago
Hampton Inn by Hilton New Paltz

Find out more about Billings

Everything you need to know about Billings vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Billings vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Billings vacation 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 low season months. For more hustle and bustle, you may prefer to visit Billings in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $85 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Billings rentals

At Expedia, we put the best Billings vacation 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 vacation.

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 vacation rentals in Billings?

Yes, there are vacation rentals close to popular points of interest in Billings, or you can go with a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Billings has to offer?

The Church: Visitors like this Billings vacation home rental. It is located in a rural location and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. 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 Whaley Lake. In the larger area, you’ll find Beekman Golf Course and Stormville Airport Antique Show & Flea Market.

What’s a vacation rental in Billings like?

A vacation rental is a private property where you can stay for several days or longer in Billings. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular option for family trips or small group gatherings.