House vacation rentals in Poughkeepsie

Find and book unique houses on Airbnb

0 of 0 items showing
1 of 3 pages

Popular amenities for Poughkeepsie house rentals

House rentals with a hot tub

Superhost
Home in Wallkill
4.86 out of 5 average rating, 123 reviews

Modern Upstate Gem Surrounded by Trees | Hot Tub

DaynaRating, 5 stars3 weeks ago
Sahir’s place is exactly as described and matches the photos perfectly. Even though it rained during our stay, we still had a fun and relaxing weekend — including our 5-month-old baby and our dog! Everything was super clean, and I loved that it wasn’t too far from NYC or North Jersey.
Top guest favorite
Home in Gardiner
4.98 out of 5 average rating, 151 reviews

The Yuzu: stunning mountain retreat with hot tub!

BenjaminRating, 5 stars2 weeks ago
We were extremely pleased with Shinto and his house. The house and the surrounding area were more beautiful than the pictures could capture. Shinto was a very accommodating and I couldn’t ask for a better host. Will definitely be returning asap!
Superhost
Home in New Paltz
4.86 out of 5 average rating, 159 reviews

Scenic River View Escape | New Paltz

TatiaRating, 5 stars2 weeks ago
I spent my birthday at this beautiful house and couldn’t have asked for a better experience. The place was spotless and full of natural light, with lovely views that made the stay even more special. The atmosphere was peaceful and clean, and the house had everything we needed for cooking and relaxing. I truly felt at home and appreciated all the thoughtful touches. Highly recommend for anyone looking for a cozy, well-equipped getaway!
Guest favorite
Home in Kerhonkson
5 out of 5 average rating, 271 reviews

Cook House | Modern Cottage w/ Hot Tub & Fireplace

MartimRating, 5 stars1 month ago
Beautiful place, we loved the hot tub, the fire pit the gorgeous bedroom and fully stocked kitchen. A dream to cook and hang out in. This is a place you want to stay in and not leave. Internet and wifi was excellent. Communication was great. The projector system didn't work at all and we did get some help, and when they weren't able to help they offered us a free night stay if we wanted to stay another day. However, please stop with the AI responses they are not helpful and just make it feel less responsive once you realize it's not a human. Cons were just that the sofa isn't very comfy or loungeable, but that's really it. Thanks for a lovely stay!
Guest favorite
Home in High Falls
4.96 out of 5 average rating, 216 reviews

Clove Schoolhouse on Mohonk Preserve

ElizabethRating, 5 stars2 weeks ago
The house was so cute and private. It was an easy drive to several restaurants, hiking areas, and little towns. The projector was a HUGE hit with my family and it was beautiful to watch movies at night with the sun setting through the big picture windows.
Guest favorite
Home in Mount Tremper
4.93 out of 5 average rating, 224 reviews

Mt. Wonder - Hot tub, sauna, wonderful view

DavidRating, 5 stars2 weeks ago
Our favorite place to stay in the Catskills. Very private and peaceful.
Superhost
Home in Beacon
4.92 out of 5 average rating, 133 reviews

Beacon Beauty 4/2, Hot Tub,Pool,Wifi,1.5m to Town

MarissaRating, 5 stars2 weeks ago
We had a great stay at Tiffany’s place! Everything was exactly as described and she was great at communicating throughout the stay.
Guest favorite
Home in Accord
4.93 out of 5 average rating, 117 reviews

Hot Tub | BBQ | Pet & Kid-Friendly|FirePit|Hiking

DanielleRating, 5 stars1 week ago
Emily’s home was cozy, and quiet. Just what we needed after long hiking days and to get a bit of work done. Everything was accessible and easy to find within the home and around the area. Being dog friendly was a huge plus! We will certainly be back in the future!

House rentals with a pool

Guest favorite
Home in Stormville
4.94 out of 5 average rating, 181 reviews

Private Hudson Valley Country Retreat

MelanieRating, 5 stars2 weeks ago
My friends and I stayed in Stormville for a girls trip. The house is even better than the photos. The property and landscaping are stunning, we loved just staring out at the view with a cup of tea. The kitchen was impressively stocked with lovely teas and all the cooking gear we needed. Check in and communication were effortless. The location while a bit far from groceries (15m drive) was no more than 15-30m from lots of activities, small towns and hiking trails. We also loved how accessible it was from Metro North as we were coming from the city for just a short trip. It was very easy to get to and we all couldn't stop talking about how we hoped to return. Highly recommend!
Guest favorite
Home in Woodstock
4.92 out of 5 average rating, 244 reviews

Little owl Japanese teahouse: pool is OPEN

JaneRating, 5 stars2 weeks ago
My husband and I had a wonderfully relaxing time at the Little Owl Teahouse. It’s a cozy and well-outfitted cabin with a super comfy bed and a great leather reading chair. Drank lots of the delicious mountain well water. Made breakfast in kitchen — love the pans and electric cooktop. Short drive to Woodstock for dinner. And oh the beauty of the surroundings - scenic views everywhere. Our two little doggies were happy to romp in the fenced in yard. Little too chilly when we were there but pool looks so appealing. Lisa is a proactive and super responsive host.
Guest favorite
Home in New Paltz
4.93 out of 5 average rating, 135 reviews

Harrison Field Last MinuteGetAway Pool 10AcreViews

EmmaRating, 5 stars2 weeks ago
We had a great stay at Nathan’s place. The playroom was great for our kids and we all enjoyed the pool. The view was also beautiful. We will definitely be back!
Guest favorite
Home in Saugerties
5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

Zoe StarRating, 5 stars2 weeks ago
We truly enjoyed our stay at Wilderkill Barn. Maria Cristina and William were exceptional hosts—warm, attentive, and genuinely committed to making our visit special. They went above and beyond to make us feel welcome. The home was a haven, with a hot tub, sauna, pool, fire pit, pool table, and immersive sound and movie systems—all of which made our stay delightful despite the cold, dreary May weather. We can't thank them enough. ***That said, we feel it's necessary to address a serious issue with Airbnb itself that arose while booking this property, unrelated to the property itself. An unexpected tax was added after booking, and Airbnb has yet to provide a clear explanation. After years of loyalty, we were disappointed by their evasive and unhelpful customer support. This experience has made us reconsider using the platform in the future. We urge potential users to scrutinize all fees carefully and be aware that Airbnb’s support may be difficult to navigate if problems arise.***
Top guest favorite
Home in High Falls
4.98 out of 5 average rating, 101 reviews

Cozy & Spacious Country Home - All Seasons

AshleyRating, 5 stars1 week ago
This house absolutely reminded me of home and my childhood ! So lovely and clean. Absolutely love the heated pool ! This was the perfect house for our wedding at the Mohonk mountain house . Close and such a comfortable stay . We really enjoyed the outdoor porch sitting room . Thank you for a comfortable and wonderful stay .
Superhost
Home in Kingston
4.85 out of 5 average rating, 104 reviews

Hudson River views with pool and hot tub

DavidRating, 5 stars2 weeks ago
Beautiful place with lovely views. Close to lots of restaurants, hikes, parks, and quaint villages. Plenty of room for our extended family.
Guest favorite
Home in Woodstock
4.98 out of 5 average rating, 146 reviews

Woodstock Historic Artist Estate- The Museum House

EmilyRating, 5 stars2 weeks ago
We had the best weekend at the house with our two young children and dog. We loved the house, we loved exploring the property and close by water. We couldn't be closer to town. I can't wait to go back again!
Guest favorite
Home in Cottekill
4.95 out of 5 average rating, 275 reviews

Peace & Privacy - High Falls (hot tub & salt pool)

TylerRating, 5 stars3 weeks ago
Amy & Sean's place was perfect. We choose it for its proximity to our wedding venue and couldn't be happier. The HOT Tub was just what we needed after a long day of preparing for our wedding. 100% recommend and will definitely consider staying again.

Weekly house rentals

Top guest favorite
Home in Sterling Forest
4.99 out of 5 average rating, 185 reviews

Spectacular Lake Views from Every Room & Garden

LauraRating, 5 stars1 week ago
Lovely place with lake views. 100% happy with this choice vs other offerings in the area. House is set on a hill so you are viewing the lake from a higher spot than if you were literally on the lake. Very majestic. There are binoculars on the window sill to check out boats/things going on. I enjoyed the decor/sense of style the host has. Lots of interesting books, art, turntable, board games, cards, etc. The gardens, koi pond are well maintained. Rooms and bath upstairs do have lower ceiling but this info is disclosed in the ad. It didn’t detract from the experience. Went hiking but we were not avid hikers so learning to read the trail markers was new for us. The town is very small but we found nice spots to eat/visit nearby. We did use kitchen and coffee maker. Appliances are very new. Plenty of kitchen utensils. Cool hairdryer. Host def. appreciates design. Thank you for letting us stay a few extra hours past check out. Wonderful time! Felt like I really got away from the stress.
Guest favorite
Home in Highland
4.89 out of 5 average rating, 47 reviews

Hudson Valley Boutique Airb&b

DaniRating, 5 stars1 day ago
It was a great stay and beautiful home. Really appreciated the ease of entry and amazing scenery.
Guest favorite
Home in Pleasant Valley
5 out of 5 average rating, 27 reviews

The Wildflower House

MatthewRating, 5 stars4 weeks ago
Loved every part of our stay with Kristine. Perfect for a romantic weekend away - gorgeous cabin, well appointed, and great kitchen for cooking-in. Her recommendations for local spots were also so thoughtful. Thank you again!
Guest favorite
Home in Poughkeepsie
4.93 out of 5 average rating, 42 reviews

3000 sq ft Poughkeepsie home with chef's kitchen

MichaelRating, 5 stars1 week ago
Bruce was a superlative host. Communicative and flexible, and we were greeted with a thoughtful (and abundant) welcome basket. The house clearly has been updated recently and is maintained immaculately yet comfortably. It did feel like there were a lot of rules -- but having spoken with Bruce, they were eminently understandable; I only mention it because if you're someone who's not good with following directions and/or honoring rules, it might not be the most favorable conditions for a good guest-host outcome, but IMHO that would be the guest's loss. We felt it was good value. Really nice front porch conducive to lounging. Details attended to well also, such as large, absorbent bath towels. Wish all hosts had their acts together like Bruce and a comportment like him.
Guest favorite
Home in Poughkeepsie
4.94 out of 5 average rating, 84 reviews

Poughkeepsie 3br home near Vassar college/hospital

RheaRating, 5 stars1 week ago
Great home very close to Vassar. Walkable, safe , clean. Easy to check in. Very responsive host. Will plan to stay here again!
Guest favorite
Home in Arlington
4.87 out of 5 average rating, 30 reviews

The Cherry House

AmyRating, 5 stars2 weeks ago
Lau-Rene was a great host and very friendly! She answered all my questions before arriving and helped out with a couple of things once we got there! The house was in a great location for Vassar related activities, beautiful neighborhood. I would stay there again!
Guest favorite
Home in Poughkeepsie
4.98 out of 5 average rating, 44 reviews

Upstate NY 2-bedroom home, perfect getaway space

EllenRating, 5 stars2 weeks ago
Maria's home was charming, spotless, beautifully furnished, well-located for visiting our Vassar kiddo, and super comfortable. Maria was friendly and responsive always. The roomy living room, screen porch, and back yard were lovely to relax in. If we had to find anything imperfect, the bathroom is showing its age somewhat, with a not-new paint job and some rusting on the sconces and radiator... but it was squeaky clean, and the shower has fantastic water pressure. And Maria left us plenty of fluffy towels. Overall it was a very pleasant and comfortable stay. We would happily return.
Guest favorite
Home in Highland
4.89 out of 5 average rating, 19 reviews

Hudson Valley Retreat w/ Pool

johnRating, 5 stars5 months ago
We had a wonderful stay at Zahra’s home. The home was just as described and was the perfect cozy sanctuary we needed. Nicely located and close to all . Appointed with all one could want for a month long stay. Zahra is truly a five star host and went well above, with quick responses and furnishing us with a tree for the holidays. Can’t recommend enough if you’re planning a trip to the Hudson Valley area.

Quick stats about house rentals in Poughkeepsie

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    3.1K reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. New York
  4. Dutchess County
  5. Poughkeepsie
  6. House rentals