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Vacation rentals in Poughkeepsie

Book unique vacation rentals, houses, and more on Airbnb

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Popular amenities for Poughkeepsie vacation rentals

Stay near Poughkeepsie's top sights

Walkway Over the Hudson State Historic Park328 locals recommend
Adams Fairacre Farms216 locals recommend
Mill House Brewing Company75 locals recommend
Vassar College58 locals recommend
Mid-Hudson Children's Museum52 locals recommend
Marist College21 locals recommend

Apartment rentals in Poughkeepsie

Guest favorite
The living room features a variety of seating options including a blue accent chair, a brown sofa, and woven armchair. A coffee table rests on a patterned rug, while natural light filters through sheer curtains, illuminating the space. A television is positioned on an antique cabinet.
Apartment in Poughkeepsie
4.94 out of 5 average rating, 342 reviews

3 Bdrm. Near Hudson Valley Colleges & Attractions

ChristineRating, 5 stars4 days ago
We absolutely loved staying here! The home is so cozy and had so many nice touches. Highly recommend, and will definitely be back!
Guest favorite
A bright and airy bedroom is showcased, featuring a spacious bed with soft white linens. Two large windows with light curtains allow natural light to fill the room. A mirrored wall decor adds depth, while a stylish chair complements the cozy ambiance.
Apartment in Hudson
4.93 out of 5 average rating, 285 reviews

Chic Hudson Apartment - In the heart of Hudson, NY

PhillipRating, 5 stars3 months ago
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!
Top guest favorite
The exterior of a charming two-story house is visible, featuring light blue siding and white trim. The front porch is accented with white railings and two sets of steps. Lush greenery surrounds the home, and a clear blue sky is overhead.
Apartment in Rhinebeck
4.96 out of 5 average rating, 485 reviews

Cozy private apartment in Rhinebeck Village

JadeRating, 5 stars2 weeks ago
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!
Guest favorite
A cozy seating area features a light-colored armchair with decorative cushions. A small ottoman sits in front, and a light wood side table with a lamp is nearby. On the wall, framed photographs add character, while decorative plants provide a touch of greenery.
Apartment in Newburgh
4.86 out of 5 average rating, 150 reviews

#1, Historic Studio, Newburgh, Beacon, West Point

GerardoRating, 5 stars5 months ago
They were super hospitable, friendly, and gave great recommendations for spots nearby.
Guest favorite
A bright and inviting living area features a gray sofa adorned with patterned throw pillows. A colorful wall sign adds character, while two orange lamp stands provide warm lighting. The space is framed by an open entryway leading to a visible hallway.
Apartment in Hudson
4.9 out of 5 average rating, 167 reviews

Private 1BR Apartment 1 Block from Warren St.

JamieRating, 5 stars1 week ago
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!
Top guest favorite
A living area features a navy blue sofa adorned with decorative pillows. Two stylish chairs are positioned around a round coffee table. A vibrant area rug is spread across the hardwood floor, while framed artwork adorns the walls. Natural light enters through two windows, partially covered by shades.
Apartment in Kingston
4.95 out of 5 average rating, 250 reviews

Historic Strand House - Unit 3 Forst Suite

EmilyRating, 5 stars2 weeks ago
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!
Guest favorite
A dining area showcases a round wooden table set with dishes and glasses, accompanied by green chairs. A cozy sofa and an armchair are positioned against the wall, while light streams through large windows, illuminating the warm wood flooring.
Apartment in Catskill
4.96 out of 5 average rating, 256 reviews

Above SpringRise

LizRating, 5 stars4 days ago
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.
Guest favorite
A spacious living area is highlighted by natural light entering through large windows. A deep blue sofa is centered, complemented by two armchairs and a wood console with a television. A small desk and potted plants add to the inviting ambiance.
Apartment in Hudson
4.95 out of 5 average rating, 204 reviews

Newly Renovated Apt. Mins from Warren St.

JackRating, 5 stars2 months ago
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

Top guest favorite
An outdoor deck area is shown featuring several light-colored Adirondack chairs arranged around a stone fire pit. A neatly stacked pile of firewood is positioned against a backdrop of trees, creating a natural setting for relaxation and gatherings.
Home in Millerton
4.97 out of 5 average rating, 181 reviews

Vacation Home In Millerton

SarahRating, 5 stars1 week ago
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!
Guest favorite
An outdoor deck is shown with a relaxing lounge area, featuring wooden chairs and a grill. A hot tub is positioned to one side, while a fire pit sits in the center. The serene lake view is framed by trees, creating a peaceful setting.
Chalet in Hunter
4.98 out of 5 average rating, 152 reviews

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

ChristinaRating, 5 stars2 weeks ago
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!
Guest favorite
A glass-top table is set on a wooden deck, accompanied by two wine glasses and a bottle of red wine. Surrounding greenery and distant mountains create a serene backdrop under a partly cloudy sky.
Home in Hunter Mountain, Hunter
4.96 out of 5 average rating, 104 reviews

Private Mountain Lodge, 10mins to Hunter & Windham

PaulRating, 5 stars2 months ago
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.
Superhost
The entrance of Minerals Resort and Spa is showcased, featuring a prominent sign surrounded by vibrant autumn foliage and colorful flower beds. The building's stone accents and unique architecture complement the natural scenery of the lush mountains in the background.
Condo in Vernon Township
4.73 out of 5 average rating, 111 reviews

200 yds Minerals - great for hotel weddings

SaraRating, 5 stars5 months ago
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!
Guest favorite
A wooden home is surrounded by lush greenery and manicured gardens. Flower beds with colorful blooms are visible in the foreground, while the house features a large deck. Mature trees provide a natural backdrop, enhancing the serene outdoor atmosphere.
Cottage in Greenwood Lake
4.96 out of 5 average rating, 48 reviews

5 bedroom 7 beds Cottage Sauna, Hike, Winery & Ski

JasonRating, 5 stars6 days ago
We had a great time at Carmine's place, highly recommend.
Top guest favorite
A spacious outdoor deck features black lounge chairs set beside a low wooden table. A contemporary black chiminea stands as a focal point, surrounded by trees and open land, creating a relaxing atmosphere for outdoor gatherings.
Home in Athens
5 out of 5 average rating, 16 reviews

Lake house with arcade games

AdrienneRating, 5 stars3 months ago
Rosane and Daniel's place was great. Very clean and comfortable. It was well stocked with everything we needed.
Guest favorite
Cabin in Shandaken
4.99 out of 5 average rating, 104 reviews

A Place Called Home in The Catskill

KateRating, 5 stars1 month ago
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!
Guest favorite
A light-filled living space features a stone fireplace as a central focal point. Comfortable seating is provided by two mid-century style chairs, complemented by a soft area rug. Large windows offer views of the outdoors, enhancing the room's open feel.
Home in Tannersville
4.93 out of 5 average rating, 27 reviews

Luxury Spacious Private Home w/tub! Enjoy Spring

SantiagoRating, 5 stars2 months ago
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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