Vacation rentals in Poughkeepsie

A modern kitchen area is visible, featuring a large white countertop with a stainless steel sink and faucet. Open shelves display various decorative items against a neutral wall. A staircase leads to the upper level, while a comfortable seating area can be seen in the background.

4.9 out of 5 average rating, 128 reviews

The Loft At Lincoln

Come and enjoy your stay at this beautifully updated two bedroom loft style apartment just one block from Vassar Hospital. This spacious apartment offers a fully loaded kitchen, dining space, and open living room. In addition, each bedroom offers a TV for private enjoyment. There is also an additional dedicated work space with desk. Located walking distance from the Metro-North Station, shopping, waterfront dining, and the Hudson River. Just a short 5 minute drive to Marist and Vassar College.

Guest suite in Wappingers Falls

The living area features a comfortable black leather couch positioned near a wooden coffee table. A large television is mounted on the wall opposite the seating. Light-colored walls and wood flooring create a spacious ambiance, with a door leading outside visible in the background.

4.8 out of 5 average rating, 111 reviews

Private ground floor guest suite in Hudson Valley

Newly renovated private, ground floor guest suite returning for 2025 rentals! Br, full bath, large LR w/big TV/frig/mw/coffee in centrally located area in the heart of Hudson Valley. Walk to Dutchess Rail Trail/Uber accessible/self ck in. Close to Poughkeepsie, Beacon, Vassar/Marist/DCC colleges, Walkway over Hudson, Culinary Institute, Vassar Hospital, Hyde Park, New Paltz, Rhinebeck. Couch only in LR would be ok for a child. Pets considered for $15/night fee w/inquiry prior. No full kitchen.

4.97 out of 5 average rating, 316 reviews

A modern living area features a gray sofa adorned with patterned cushions. Two sleek black tables are positioned on a striped rug, with a small plant on one of the tables. Tall, dark curtains frame the window, allowing natural light to enter the space.

Condo in Poughkeepsie

Spacious and stylish entire one bedroom apartment.

Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Victorian townhouse on the 3rd floor. Entire rental unit, Parking is included for one vehicle. Located downtown. Walking distance to: Post Office, Courts, County Bldgs, Police Station, City Hall, Nesheiwat Convention Center (fka Civic Center), Poughkeepsie Grand Hotel, Walkway Over The Hudson, Bardavon Opera House, The Academy, train station, waterfront, bus depot, and more.

4.96 out of 5 average rating, 394 reviews

The living area features a welcoming sofa set with soft, rounded chairs and a wooden coffee table. A rustic accent wall made of horizontal wooden planks adds character. Natural light fills the space, highlighting the art pieces and decor. A workspace is visible in the background.

Apartment in New Paltz

Modena Mad House

Our apartment is 6 miles from downtown New Paltz on a quiet and private setting only 1.5 hours from New York City, in the heart of Hudson Valley's Wine Country and apple/peach orchards. 1 bedroom apartment with separate kitchen living room and front porch. Fridge is stocked with eggs, bread, cheese, coffee, wine. We have a large HD screen TV and Roku, but no local cable. 7 miles from Mohonk Preserve and 10 miles from Gunks climbing area, and great Cross-country skiing. Self check-in

4.84 out of 5 average rating, 318 reviews

A light-filled space features a well-equipped kitchen with modern appliances and a minimalist design. The wooden staircase, adorned with potted plants, leads to a cozy upper area. Natural light streams in through the window, illuminating the warm wooden flooring and vibrant area rug.

Apartment in Newburgh

Unwind in a Bespoke Downtown Studio W Laundry

A bright & creative studio apartment welcomes you! Totally renovated by us for our family, and now available to you. Pros: ♥Automated check in (no waiting!) ♥ Comfy queen sized murphy bed with a real mattress ♥ Open space hang out, work, play, etc ♥Walkable neighborhood ♥Custom design with unique features (hand made tile, Murphy bed, commissioned mural) Cons: ☆Second floor apartment (one flight of stairs) ☆Rooftop not available in late fall/winter ☆ Studio apartment Welcome home!

A spacious bed with a white striped blanket is centered in the room, accompanied by two patterned pillows. A yellow accent chair and a small side table with a lamp are visible in the background, contributing to a cozy, inviting atmosphere.

4.95 out of 5 average rating, 124 reviews

Spacious Studio in Historic home, near Metro North

1st floor studio apartment in a private home. Located in the historic Mt Carmel/Little Italy section of Poughkeepsie. 5 minute walk to Metro North train station and entrance to the Walkway over the Hudson. Many restaurants, coffee/pastry shops within walking distance. There is off street parking and a lovely yard in back. Convenient to Marist College, Vassar College, the CIA, FDR home , Vanderbilt Mansion, Locust Grove, breweries, Rail trails and Wineries. NO third party booking allowed.

4.85 out of 5 average rating, 219 reviews

The front entry of the house is framed by flower pots and flanked by twin windows with dark shutters. A welcome mat lies outside the dark front door, which features a decorative door handle and is set against a pale yellow exterior. An American flag gently sways in the breeze.

Home in Hyde Park

Village Cape Getaway

Village Cape on Albany Post Rd in the historic town of Hyde Park. Surrounded by gardens, stone walls, private parking/entry. This 2 story house offers a 1 bdrm apartment that sleeps 3 on the 2nd floor. Close to markets, shops, restaurants. 1 mi to Vanderbilt Mansion, FDR house and library. 2mi to the Culinary Institute of America. 4mi to Marist College. Hiking trails walking distance. Historic drive-in movie in town. Metro north Poughkeepsie sta 6mi south offering taxi and bus service.

4.93 out of 5 average rating, 370 reviews

A bright bedroom features a large window dressed in sheer white curtains, allowing natural light to fill the space. A view of the outdoors is visible, highlighting trees and a wooden deck beyond the window. A spacious bed with crisp white linens is positioned near the window.

Home in Poughkeepsie

Charming home near Walkway Over The HUDSON

Totally renovated home conviently located near by train station, Marist College, Vassar College, Culinary Institute of America, FDR Library, Walkway over the Hudson. My home is a 2 story home built in 1856; it has one bedroom and full bathroom on each floor. We refinsihed 9 inch pine wood floor trying to keep most of yesterday in the house. kitchen is fully equipped with snacks and coffee, tea! SORRY WE DO NOT PROVIDE BREAKFAST WIFI WITH SMART TV ONLY (NO CABLE) 2 parking spaces

A bright and airy studio features a light wood floor and a dining area with a round table set for four. A comfortable gray sofa is positioned against the wall, complemented by a lamp. Natural light filters through sheer curtains, enhancing the welcoming atmosphere.

4.92 out of 5 average rating, 184 reviews

Your Own Pied-a-Terre "WALKWAY OVER THE HUDSON" #1

The studio is apt. w/sleeping alcove, queen bed, full kitchenette, tiled bath & shower. Private 2nd fl. entrance; great light through two sets of French doors w/southern exposure and view of the back yard. VERY CENTRAL LOCATION. Less than 10 minutes to DCC, Marist & Vassar Colleges, Vassar Bros. Medical Center, Walkway Over The Hudson, RR Station & Hudson River Park. FDR Home and CIA are 15 minutes away. We suggest that you have a car. All the calculated distances are by driving!

4.92 out of 5 average rating, 210 reviews

A private deck is shown, featuring a blue and white patterned rug, a small table, and two chairs. Surrounding greenery and trees contribute to the serene view, with the Hudson River visible in the background under a cloudy sky.

Guest suite in Newburgh

Hudson River Views-idyllic getaway 75 min. to NYC

Cozy suite with fireplace and private deck views of the majestic Hudson River nestled in a quiet safe residential well-maintained neighborhood away from the city of Newburgh close to the Newburgh-Beacon bridge and the prestigious Powelton Country Club. This suite has a full kitchenette and a separate living space with couch, smart TV, queen bed and table. It has its own deck accessible by a sliding glass door where you can enjoy sunrises and soak in the peaceful views.

Guest suite in Poughkeepsie

A landscaped backyard is visible, featuring a stone pathway leading to a seating area with a patio table and an umbrella. Vibrant flowers and greenery surround the space, creating a tranquil outdoor environment with diverse foliage and decorative elements.

4.96 out of 5 average rating, 128 reviews

Suite of Rooms in Historic Home

Wonderfully decorated 3rd floor suite of rooms in the Academy Historic District. Two Newly renovated bedrooms, one with queen bed, the other with 2 twin beds. There is an additional day bed in the living area/ sitting room space , a TV with Netflix & Amazon Prime with wifi connection throughout. The bathroom has modern fixtures and a claw-foot tub/shower. There is a private entrance with additional half bath . A private porch and use of the beautiful backyard.

4.98 out of 5 average rating, 143 reviews

A welcoming studio space is furnished with a pink sofa, a wooden coffee table, and a dining area with a table and chairs. Light enters through a sliding glass door, revealing views of the wooded backyard. A small television is positioned near the seating area.

Apartment in Tillson

Woodland Neighborhood Retreat

Relax in a cozy studio in the peaceful woods. Tasteful high-quality touches will have you feeling comfortable right away! This is an ideal space for up to 2 adults and up to 2 children. We live upstairs & offer self-check-in. A rare find in the Hudson Valley, our neighborhood is mostly flat, with walkable, quiet roads, and excellent bird-watching. It's an easy bike ride to connect to the vast state-wide rail trail system & all that the Mohonk Preserve has to offer.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cabins

Kick off your hiking boots at these rustic lodgings

Apartments

Convenient locations with everyday essentials

Popular amenities for Poughkeepsie vacation rentals

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Air conditioning

Poughkeepsie apartment rentals

4.85 out of 5 average rating, 616 reviews

The living and dining area features a cozy leather couch, a circular dining table with four chairs, and large windows allowing natural light. Decorative leaf prints adorn the walls. A coffee table sits in the center of the space, creating a welcoming atmosphere.

Apartment in Beacon

Newly Restored 2BR

4.97 out of 5 average rating, 551 reviews

A hot tub is positioned on a wooden deck, surrounded by lush greenery and trees. It offers expansive views of the natural landscape, with gentle hills visible in the distance under a soft, overcast sky.

Apartment in New Paltz

Relaxing Spa Retreat~Gorgeous View~Walk to Village

4.85 out of 5 average rating, 180 reviews

The exterior of a rustic cottage is presented, featuring large windows that allow natural light to fill the interior. A wooden deck leads to a glass-paned door, framed by light-colored siding and contrasting trim. Trees and greenery are visible in the background.

Apartment in Salt Point

Arcady - Modern, 1br cottage

Apartment in Wappingers Falls

The image shows a well-kept swimming pool surrounded by a fenced area and lush greenery. Brightly colored flowers in a hanging planter add a touch of color to the foreground. Poolside lounge chairs are arranged on a textured surface, inviting relaxation.

5 out of 5 average rating, 215 reviews

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Apartment in Marlboro Township

The inviting interior features a well-lit living space with decorative wall sconces and a cozy seating area. A wooden table stands near a lush fern, while a TV is positioned on a mantel beneath framed artwork. Natural light enhances the space's warmth.

4.99 out of 5 average rating, 157 reviews

Cozy Hudson Valley Retreat | 1800s Farmhouse

4.92 out of 5 average rating, 266 reviews

The exterior of the Strand House is showcased, featuring warm orange brick and large windows. A stylish sign is displayed prominently across the top, while stairs lead to a welcoming entrance. Planters with yellow flowers are positioned beside the entrance, enhancing the building's charm.

Apartment in Kingston

Historic Strand House -Unit 1 Capt. Anderson Suite

4.96 out of 5 average rating, 570 reviews

A living area features a large stone hearth with distinctive brickwork and wooden beams overhead. A cozy seating area includes a modern sofa and a wooden coffee table. Natural light floods the space, complemented by green plants and a decorative chair for additional seating.

Apartment in Kingston

Colonel Hasbrouck’s 1735 Stone House, Garden Level

4.99 out of 5 average rating, 147 reviews

A spacious living area features a large black leather sofa, complemented by a circular coffee table on a soft area rug. Sunlight streams through multiple windows, illuminating the room, which contains a flat-screen TV mounted on the wall and decorative shelving.

Apartment in New Paltz

Escape To The Gunks! Very close to climbing routes

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Other great vacation rentals in Poughkeepsie

4.89 out of 5 average rating, 534 reviews

A fully equipped kitchen features modern cabinetry and stainless-steel appliances. A gas stove and built-in microwave are visible, along with a coffee maker. The countertop is complemented by a stylish backsplash in neutral tones. An adjacent dining area provides seating for four.

Home in Hyde Park

Cozy ranch near FDR Historical Site

4.99 out of 5 average rating, 328 reviews

A treehouse structure is observed elevated among lush greenery, supported by a prominent tree. The exterior features dark siding, a distinct gable roof, and vibrant orange doors. A spiral staircase leads to the entrance, while a natural clearing surrounds the base.

Treehouse in Wallkill

The Treecastle at the Roundhouse Homestead

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.

4.93 out of 5 average rating, 355 reviews

3 Bdrm. Near Hudson Valley Colleges & Attractions

4.91 out of 5 average rating, 358 reviews

A light-filled living area features a gray sofa adorned with patterned cushions. A wooden coffee table rests on a colorful rug, with a sleek arc lamp illuminating a cozy reading chair nearby. Large windows provide views of the surrounding trees, enhancing the natural ambiance.

Cottage in Poughkeepsie

Be in Nature at this Gorgeous Riverfront Cabin

4.9 out of 5 average rating, 399 reviews

A vibrant red barn features multiple windows and a wide exterior staircase leading to the second level. The surrounding landscape includes lush green grass and trees under a clear blue sky with a few clouds.

Apartment in Highland

New Paltz 19th cent. Restored Barn - North Hayloft

4.96 out of 5 average rating, 148 reviews

A well-maintained exterior view showcases a single-story house with a gray siding. A small patio area features a wooden picnic table surrounded by flower beds and a stone pathway. Lush greenery frames the space, while a clear blue sky fills the backdrop.

Apartment in Verbank

Large, private apartment in scenic Hudson Valley

Tiny home in Poughkeepsie

A cozy outdoor seating area features two light blue chairs positioned around a circular fire pit, with firewood stacked beside it. In the background, a compact cabin is set among the trees, showcasing a contrasting dark exterior and bright yellow door.

4.86 out of 5 average rating, 125 reviews

Lake Side Tiny House

A bright living area features a comfortable brown couch and a light-colored armchair. A dark coffee table sits in front, complemented by a colorful area rug. The open layout connects to a kitchen, visible through the doorway, while overhead lights provide ample illumination.