Billings Vacation Rentals

April 2025

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May 2025

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Browse Select Billings Vacation Homes

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

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is CA $369
CA $471 total
includes taxes & fees
Apr 11 - Apr 12
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Spacious New Luxurious holiday house in lovely Hudson Valley

9.8 out of 10, Exceptional, (8)
"The house had room for all of us, spacious and comfortable with modern amenities. We enjoyed the large open kitchen, well equipped for making big meals, and especially loved the walk in pantry with sink, oven and coffee bar. The beds were comfy, the bathrooms deluxe. Large couch and huge TV in living room with cozy gas fireplace for us to gather and relax. Located on a quiet cul de sac, easy to get to local attractions. We enjoyed every minute of our stay."
The price is CA $779
CA $1,318 total
includes taxes & fees
May 1 - May 2
Spacious New Luxurious holiday house in lovely Hudson Valley

1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

9.2 out of 10, Wonderful, (33)
"Perfect spot for a get together with friends... kitchen, dining room and living room all connected so you're always together and not missing out on the fun. Comfy couches and plenty of space for large board games."
1 HR NYC Getaway Awesome Newly Renovated Home on 4 Acres, Stunning Views

Hidden Charm in Hudson Valley In Dutchess County

2.0 star property
10.0 out of 10, Exceptional, (14)
"We visited here for my wife’s birthday with friends. Great location, while it’s just a 2 hour drive from the city the property is has a great location with its own privacy and wonderful light lit living room. The place is well stocked with utensils and linens. Host was very responsive and kind.Thank you for creating the wonderful time for us"
Hidden Charm in Hudson Valley In Dutchess County

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

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay. The host is very responsive. The location is 30 minutes from Beacon, 10 minutes from Poughkeepsie and 2 hrs from NYC. The office was a nice feature and the house has great WiFi. "
Our home is perfect for relaxing and having lots of fun, with near by activity’s

Pet-Friendly Beacon Area Vacation Rental: 6 Acres

10.0 out of 10, Exceptional, (12)
"Great place to stay for all ages. Had everything we needed and lots of room to relax. Definitely will stay here again next time we come. Comfy beds, easy to get to, easy check in, everything we needed in the kitchen, lots of books and toys, great outdoor space. Thanks for providing the perfect place to stay with extended family! "
Pet-Friendly Beacon Area Vacation Rental: 6 Acres

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

2.0 star property
10.0 out of 10, Exceptional, (1)
"My husband and I had an amazing time. Absolutely beautiful home, great location, and overall amazing experience. "
The price is CA $439
CA $698 total
includes taxes & fees
Apr 8 - Apr 9
Scenic New Paltz Escape: River Views, Hot Tub & Deck | Dream House in the Gunks

Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

9.4 out of 10, Exceptional, (10)
"I was pleasantly surprised! The house looked even better in person than it did in the photos. It is warm and comfortable and they had everything we needed to enjoy our time away. The house was clean and the surrounding property was well maintained. I would love to come back in the spring/summer to enjoy more of the outdoors. "
Lakehouse, Boat Dock, Kayaks, Fire-Pit, King Bed, 1 Hour & 15 Min from NYC etc!

19 Mi to Thunder Ridge Ski Area: Home w/ Fire Pit

9.2 out of 10, Wonderful, (13)
"We had a great time at the cabin. It was well appointed and very clean. Beautiful kitchen and bathrooms. And, the grounds were lovely. "
19 Mi to Thunder Ridge Ski Area: Home w/ Fire Pit

Have a quiet weekend retreat at my recently renovated riverside bungalow

Have a quiet weekend retreat at my recently renovated riverside bungalow

The Queen City Cottage

7.4 out of 10, Good, (16)
"My wife and I, along with my two daughters and grandchildren stayed at the Queen City Cottage for 4 nights. We needed to add an extra day at the last minute and Marissa was very responsive and accommodating. The house was clean upon our arrival and entry was a breeze. It's a bedroom, 1.5 bath, with extra bathroom in basement in laundry room. Location wa great! Restaurants and shopping minutes away. Outdoor space was tranquil with table and chairs under covered back porch. Wifi was fine, TV had...
The Queen City Cottage

YOIN: Whispers of Tranquility, a Zen Retreat

YOIN: Whispers of Tranquility, a Zen Retreat

Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

10.0 out of 10, Exceptional, (81)
"Visited here in March with our two kids and dog and it was absolutely perfect. The property is huge and no other house in sight. We hiked up the waterfall and splashed around, and our dog got to be a “wild dog” for a day :). The yurt itself was very warm even though it was chilly outside - very well stocked and clean. You’re 15-20 mins away from towns if you decide you want to eat out or shop, but still feel like you’re totally secluded. Would definitely love to return!!"
Totally secluded Yurt surrounded by waterfalls, brooks, cliffs and forest

Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

10.0 out of 10, Exceptional, (76)
"The house was super clean and very easy to take care of while we were here. It was perfect for a remote getaway, hiking and just being quiet. "
Privacy in the hills one hour from NYC and minutes to Breakneck Mtn.

Charcoal Chalet by AvantStay | A+ Design w/ Firepit

Charcoal Chalet by AvantStay | A+ Design w/ Firepit

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

9.4 out of 10, Exceptional, (19)
"Home was pretty much what we had hoped. There were a couple of issues that were explained or taken care of quickly. Well stocked kitchen, fun location mattresses were comfortable. Over perfect for our stay. "
Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed

complete privacy vacation home [private pool]

9.8 out of 10, Exceptional, (6)
"pool/hot tub lots of fun. warmed up fairly quickly after home was cold/vacant for a number of days.aside from the firestick not connecting, it was all good!communication with host prior to stay was excellent. no issues required us to reach out during the stay except to confirm check-out needs which were very straight-forward."
The price is CA $1,020
CA $1,761 total
includes taxes & fees
Apr 6 - Apr 7
complete privacy vacation home [private pool]

FREE EV charger and NEMA plug! Breathtaking scenery.

2.0 star property
9.6 out of 10, Exceptional, (5)
"Overall a very nice stay. Loved the location Beautiful view Enjoyed staying there !! "
FREE EV charger and NEMA plug! Breathtaking scenery.

Designer Lakehouse Retreat at Roaring Brook Lake

9.0 out of 10, Wonderful, (2)
"The house is beautifully designed and decorated. Very functional and cozy! "
Designer Lakehouse Retreat at Roaring Brook Lake

Best of both worlds! Amazing views plus an easy walk into town!

10.0 out of 10, Exceptional, (71)
"We loved our stay in this cozy house near New Paltz. Even thought there were two families and 6 of us, it did not feel crowded, and everyone had space to stretch out and enjoy the views or the myriad different types of entertainments. The place was clean and the kitchen well stocked with basics, but also enough cooking supplies that we felt able to stay in and prepare our own meals. We would definitely come again, and are already eyeing next year's Thanksgiving break."
Best of both worlds! Amazing views plus an easy walk into town!
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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Other property types in Billings

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

9.6 out of 10, Exceptional, (5)
"Plenty of room for my family"
The price is CA $369
CA $471 total
includes taxes & fees
Apr 11 - Apr 12
Large Relaxing Family Retreat In The Hudson Valley with Theatre and Gazebo

Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

10.0 out of 10, Exceptional, (55)
"Clean and welcoming. Deck is a great attraction. Price point is what attracted me as we were visiting Beacon & couldn’t find a place that didn’t break the bank. Was a little surprised to discover that this is an apartment addition to an existing house; we could hear the family members inside, and I hope we weren’t too noisy for them. Overall cozy and a nice respite. Thank you."
Hudson River View Suite-idyllic getaway with fireplace & private deck-75 min NYC

Hillcrest Glasshouse - a minimalist modern retreat

10.0 out of 10, Exceptional, (10)
"I found this place after countless hours of research looking for the perfect getaway where I would eventually propose to my girlfriend. This place stunned us in every aspect. Their home was impeccably clean and intricately decorated, their amenities were awesome and easy to use thanks to their clear instructions (Highlights were: Sonos speakers, hot tub with bathrobes, Miele coffee machine, and the fire pit), and the view is unmatched. Seeing the reaction of my now fiancée as she walked around...
Hillcrest Glasshouse - a minimalist modern retreat
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.