
Vacation rentals in Poughkeepsie
Book unique vacation rentals, houses, and more on Airbnb
Top-rated vacation rentals in Poughkeepsie
Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Poughkeepsie vacation rentals
Apartment rentals in Poughkeepsie

3 Bdrm. Near Hudson Valley Colleges & Attractions
We absolutely loved staying here! The home is so cozy and had so many nice touches. Highly recommend, and will definitely be back!

Charming 2BD apartment.
Beautiful, clean home just a few minutes away from the centers of Lenox or Lee in either direction! We had a great time relaxing and enjoying the food nearby :)

Chic Hudson Apartment - In the heart of Hudson, NY
My family and I loved staying at Tj’s place in Hudson. The apartment was beautiful and exactly as described. Four of us stayed there for a week and we were very comfortable. Tj was very responsive when we had questions or issues (which we didn’t have many of since instructions were super clear). I also enjoyed the multiple yoga classes and spa sessions I participated in at their spa downstairs. The instructors and providers were all super friendly! The town of Hudson is incredible for anyone who loves to shop, look at art, and eat good food. It’s small, but there’s so much to see and eat! Everyone in town was genuinely friendly and welcoming. This was exactly what my family and I were hoping for for our vacation. We’re grateful we found Tj’s place!

#1, Historic Studio, Newburgh, Beacon, West Point
They were super hospitable, friendly, and gave great recommendations for spots nearby.

Private 1BR Apartment 1 Block from Warren St.
My daughter and I had plenty of space to spread out. John’s place is very comfortable, clean, and charming. Thoughtful touches like extra hooks, suitcase stand, and bench at the entry to take off our wet shoes after a rainy Spring day in Hudson. Easy walk to great coffee shop and restaurants. Would definitely return!

Newly Renovated Apt. Mins from Warren St.
The apartment was very cozy and homey, plus very clean. It's perfect for a weekend getaway in Hudson. Great access to all the best restaurants and shops that Hudson has to offer.

Thomas Jenkins Guesthouse hudson
My girlfriend and I loved staying at Fabrice's place! He was an excellent host with prompt communication. Great location. Very clean and beautiful furniture. Comfortable bed. Everything we could have asked for and would highly recommend.

Cozy 1 bedroom apartment in the Rondout Kingston
Really clean and comfortable place
Other great vacation rentals in Poughkeepsie

Vacation Home In Millerton
We had a wonderful week at Corina's house while out for a family event! The house was spotless and the kitchen was stocked with everything we could need. The outside space was just as amazing. We had a great campfire one night, enjoyed using the grill, and our dog loved being able to run around the large yard. I'm sure we'll be back next year!

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
This place was perfect for our Mom’s Book Club Retreat. The living room was spacious enough for all 7 of us but still so cozy for chatting and reading (we were looking at tags to buy the same couches). The weather was terrible so we didn’t get to enjoy the outdoor spaces as much as we’d like but the hot tub and fire pit were great. The kitchen had everything we needed to cook all our meals . Communication and check in were a breeze. Would definitely recommend this place!

Luxury Custom Home With Hot Tub Minutes From Town
One of the best homes we’ve stayed in on Airbnb! Had everything you could ask for and more. We visited for a ski trip and unfortunately conditions were not great, but still had an amazing trip because of the home! Highly recommend.

Private Mountain Lodge, 10mins to Hunter & Windham
My family's second visit to this beautiful gem overlooking the mountains and frozen pond. Our hosts are highly communicative and helpful. The description is accurate. Considering our 2nd visit and rebooked for 3rd in 2026 - this speaks volumes -- more than meets our needs, well stocked. We're looking forward to visiting during the summer months to further appreciate the views. Grateful to them for sharing their home with us.

200 yds Minerals - great for hotel weddings
We had a great time! The unit is an easy walk to Minerals, and the layout was perfect for our needs. Joann was a fantastic host and we can’t wait to stay again!

5 bedroom 7 beds Cottage Sauna, Hike, Winery & Ski
We had a great time at Carmine's place, highly recommend.

Lake house with arcade games
Rosane and Daniel's place was great. Very clean and comfortable. It was well stocked with everything we needed.

A Place Called Home in The Catskill
We just finished a two month rental of John’s wonderful home. Our family of 5 used the home primarily on the weekends when we were enjoying ski season at Belleayre Mountain. I can’t say enough great things about this home. Our family felt totally at home - every aspect was perfectly maintained and the home maximized comfort. Our favorite part of the home was the great room where we would watch movies on the huge family sofa in front of a crackling fire. It was the perfect way to end a day of skiing. Our kids loved the downstairs family room with the foosball table and there were lots of games to play and keep everyone busy and entertained. And the kitchen is huge and very well stocked with all the appliances you will ever need. So it was a fantastic 2 months and we look forward to renting this property again!
Quick stats about vacation rentals in Poughkeepsie
Total rentals
100 properties
Nightly prices starting at
ﺩ.ﺇ110 before taxes and fees
Total number of reviews
6.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Poughkeepsie?
Yes! Work meets play with ease at over 50 vacation rentals in Poughkeepsie featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Poughkeepsie?
Experience the best of Poughkeepsie with our house rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Poughkeepsie?
Four-legged friends are welcome in Poughkeepsie. Choose from more than 30 vacation rentals for guests traveling with pets.
Do house rentals in Poughkeepsie have self check-in?
Absolutely! We offer over 10 house rentals with self check-in in Poughkeepsie. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Poughkeepsie have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Poughkeepsie. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Poughkeepsie have wifi?
Absolutely! We offer over 40 apartment rentals with wifi in Poughkeepsie. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Poughkeepsie?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a bbq area, over 40 homes with wifi, over 10 homes with self check-in, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there family-friendly apartment rentals in Poughkeepsie?
Poughkeepsie has more than 10 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Destinations to explore
- Hudson Valley Vacation rentals
- East River Vacation rentals
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Pocono Mountains Vacation rentals
- The Hamptons Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- South Jersey Vacation rentals
- Cape Cod Vacation rentals
- Family-friendly rentals Poughkeepsie
- Rentals with a fire pit Poughkeepsie
- Rentals with pools Poughkeepsie
- Rentals with a fireplace Poughkeepsie
- Condo rentals Poughkeepsie
- Rentals with a patio Poughkeepsie
- Rentals with a washer and dryer Poughkeepsie
- House rentals Poughkeepsie
- Rentals with outdoor seating Poughkeepsie
- Pet-friendly rentals Poughkeepsie
- Apartment rentals Poughkeepsie
- Cabin rentals Poughkeepsie
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Windham Mountain
- Catamount Mountain Ski Resort
- Bethel Woods Center for the Arts
- Minnewaska State Park Preserve
- The Kartrite Resort & Indoor Waterpark
- Resorts World Catskills
- Taconic State Park
- Thunder Ridge Ski Area
- Ringwood State Park
- Rockland Lake State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Tamarack Country Club
- Hook Mountain State Park
- The Connecticut Golf Club
- Opus 40
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Blind Brook Club
- Campgaw Mountain Ski Area
- Tallman Mountain State Park
- Hudson Highlands State Park