
Vacation rentals in Poughkeepsie
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Top-rated vacation rentals in Poughkeepsie
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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!

Chic Hudson Apartment - In the heart of Hudson, NY
This place is fabulous! I was looking for a place for a long weekend retreat and was delighted to find this listing. The apartment is large, well appointed, and very clean. Below is a gorgeous spa/yoga center, where I treated myself to two treatments over the long weekend. All around are great restaurants and shops. I didn’t get in my car once after parking because I just wanted to soak up the serenity of this apartment, the spa below, and the historic street in Hudson. I envision returning with my husband, with friends, and alone for another personal retreat. Thank you for such a great stay!

Cozy private apartment in Rhinebeck Village
This is our second time staying at Frank’s place, and it never disappoints! It’s clean, beautiful, and close to downtown Rhinebeck. We highly recommend it!

#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!

Historic Strand House - Unit 3 Forst Suite
My family stayed at the Strand House as a weekend away to celebrate my father’s birthday. The apartment was the perfect size to accommodate the four of us, and it had great character in addition to being spacious and clean. It was the perfect location to walk around and explore the historic waterfront district of Kingston. Would definitely come back!

Above SpringRise
Perfect spot for a weekend in Catskill. I loved the ability to walk to local spots. So many things to do in the area if you like good food, drinks and a nice hike.

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.
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!

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!

Luxury Spacious Private Home w/tub! Enjoy Spring
It’s a fantastic place to stay—a well-designed, private home with a great layout. Conveniently located near the mountain, it’s perfect for skiing while still offering a peaceful retreat.
Quick stats about vacation rentals in Poughkeepsie
Total rentals
100 properties
Nightly prices starting at
$30 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.
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- 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
- Hook Mountain State Park
- Tamarack Country Club
- The Connecticut Golf Club
- Opus 40
- Kent Falls State Park
- Brotherhood, America's Oldest Winery
- Tallman Mountain State Park
- Blind Brook Club
- Campgaw Mountain Ski Area
- Hudson Highlands State Park
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