Vacation rentals in Poughkeepsie

A spacious entry area is showcased with a tall mirror leaning against a wall, reflecting the light from the nearby living space. Sturdy wooden stairs with black railings lead to the upper level, while decorative wall art adds visual interest to the white walls.

4.9 out of 5 average rating, 124 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.

4.97 out of 5 average rating, 306 reviews

A row of Victorian townhouses showcases an elegant architectural style, featuring detailed wooden trims and inviting porches. The image is illuminated by bright daylight, highlighting the well-maintained exteriors with a mix of brick and painted surfaces.

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.

4.85 out of 5 average rating, 217 reviews

A clean bathroom is shown, featuring a bathtub with a shower. Light-colored tiles accent the walls. White towels are neatly hung on a rack, and a framed black-and-white photo adds a decorative touch. A small window provides natural light.

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.

Guest suite in Marlboro Township

A resting fawn is positioned on lush green grass, surrounded by a wire fence. The fawn's spotted coat is visible as it curls up peacefully, blending softly into the natural setting.

4.97 out of 5 average rating, 472 reviews

Spacious & Private Hudson Valley Getaway

Welcome to Marlboro! This private space in our home features a private entrance, private bathroom with a nice standing shower, eating area (not a kitchen) with tea kettle and coffee machine, toaster, microwave and refrigerator with freezer. There is a table and chairs, love seat couch that transforms into a small cot, queen bed, walk in closet and 55 inch smart TV with a full motion TV stand. We are permitted to operate in the town of Marlboro and a yearly fire inspection is conducted.

4.93 out of 5 average rating, 362 reviews

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

Tiny home in Poughkeepsie

Kitchen shelving displays an assortment of dishware, including a set of stacked plates and bowls in varying colors and patterns. Clear glassware and plastic containers are organized above. Prominent white mugs are arranged neatly on the bottom shelf.

4.86 out of 5 average rating, 119 reviews

Lake Side Tiny House

Reconnect with nature at this unforgettable escape. Sitting on a beautiful 5 acre property, tucked back in the woods along a beautiful lake. Come stay and unwind. Plenty to explore and just be. Lake access for swimming or with paddle board, canoe, or kayak. Just ask and can be assisted with. The whole property has been curated to be a playground. Full bathroom inside unit. Brand new Mini Split heat and AC unit. Works amazing Has most kitchen amenities besides an oven. Enjoy

4.9 out of 5 average rating, 136 reviews

The bathroom features a compact layout with a wall-mounted sink and two faucets. A round mirror reflects light from overhead fixtures. A walk-in shower with a glass enclosure is shown, and textured tiles create a contemporary look on the shower floor.

Guest suite in New Paltz

Newly built apartment steps from Mohonk preserve.

Nestled amongst the trees below Bonticou Crag this is a great base camp for climbing, hiking and biking. Five minutes from New Paltz; I do recommend having a car to access the area. Shared yard and fire pit right outside. My family and I live in the main part of the house. The outside area and house are still under construction, I’m working on it but its not put together yet. The apartment and inside area are clean and newly built with their own mini split and air circulation.

4.94 out of 5 average rating, 350 reviews

3 Bdrm. Near Hudson Valley Colleges & Attractions

Built in 1910, this 3 bedroom apartment is located close to many Hudson Valley attractions - only 0.5 miles from the Poughkeepsie train station. Located within 2 miles of both Marist and Vassar Colleges, as well as a short drive from The Culinary Institute of America. Historic villages of Hyde Park and Rhinebeck are just a short drive along the river. As well as fast access to hiking and biking trails in local Shawangunk mountains, Mohonk Preserve, and Minnewaska State Park.

Guest suite in Poughkeepsie

The exterior of a Victorian-style home is showcased, surrounded by lush greenery and vibrant flowering shrubs. A spacious yard with well-maintained grass invites outdoor activities. A wide porch extends along the front, providing a welcoming area to relax and enjoy the garden views.

4.96 out of 5 average rating, 124 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.

4.93 out of 5 average rating, 220 reviews

A serene view of the Hudson River during sunset, showcasing vibrant hues of orange and pink reflecting on the water. Silhouettes of trees and hills frame the scene, creating a peaceful setting. The landscape reveals a quiet area with foliage and distant trees along the riverbank.

Home in Wappingers Falls

Tranquil Tree-House on the beautiful Hudson River

Take it easy at this unique and tranquil getaway. Be our guest at our beautiful home located on the widest part of the Hudson River. Enjoy a private room with a queen size bed and a large screen smart tv. The full bathroom is located across the hallway. Enjoy a warm fire in the sitting area. There is a work area and a high table to enjoy some tea/coffee or wine with dinner while enjoying the view of the Hudson through the large windows and sliding door.

4.99 out of 5 average rating, 312 reviews

Treehouse in Wallkill

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

4.89 out of 5 average rating, 528 reviews

A clean and bright bathroom features a white toilet and a shower area adorned with a decorative curtain. Fresh towels hang on a rack, while a toilet paper holder is positioned nearby. The floor is covered with a light-colored hexagonal tile, enhancing the bathroom's spacious feel.

Home in Hyde Park

Cozy ranch near FDR Historical Site

My warm & inviting ranch home has a true homey feeling. It comfortably accommodate 4 people (please unreported guest will be charged extra $15 per person per night just be honest about it); located in heart of Hyde Park. Just mins to Culinary Institute of America and Marist College; perfect for parents attending graduations or orientations , FDR Presidential Library, Vanderbilt Mansion and Walkway over the Hudson all within mins away.

Vacation rentals for every style

Get the amount of space that is right for you

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Popular amenities for Poughkeepsie vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Poughkeepsie

4.95 out of 5 average rating, 111 reviews

A modern kitchen area is highlighted, featuring navy blue cabinetry and white countertops. Two pendant lights hang above the kitchen island. A comfortable yellow armchair adds a pop of color, while large windows reveal glimpses of the outdoors, allowing natural light to fill the space.

Apartment in Hyde Park

Historic Hyde Park Studio | Minutes from FDR & CIA

4.9 out of 5 average rating, 625 reviews

A charming yellow cottage is set amidst a natural landscape, featuring a welcoming front porch with steps leading to the entrance. Soft lighting from the interior creates an inviting glow, while a decorative white dog figure adds a touch of whimsy to the exterior.

Cottage in Highland

Little Yellow Cottage New Paltz - Kitchen wash/dry

4.96 out of 5 average rating, 390 reviews

An inviting front porch features two rocking chairs with blue cushions positioned next to a small wooden table. A potted plant adds a touch of greenery, while a soft rug lies on the wooden floor. A lantern is placed near the entrance, enhancing the welcoming ambiance.

Apartment in New Paltz

Modena Mad House

4.96 out of 5 average rating, 241 reviews

A bright entryway is highlighted by a wooden staircase leading to the upper level. A stained glass window adds color, while the walls are painted in a soft gray. The flooring features a combination of hardwood and tile, providing a welcoming first impression.

Home in Poughkeepsie

A serene riverside view showcases still waters reflecting a clear blue sky. A modern bridge spans across the river, with mountains visible in the distance. The waterfront path is lined with rocks, and trees provide gentle shade along the edge.

4.93 out of 5 average rating, 29 reviews

Sunny Apartment in Historic Home

The exterior of a historic brick home features large windows framed by greenery. A covered entryway with steps leads to the front door. Flower pots are visible along the pathway, and sunlight casts gentle shadows on the facade, enhancing the architectural details.

5 out of 5 average rating, 5 reviews

Weekend Getaway in Poughkeepsie

4.99 out of 5 average rating, 824 reviews

A cozy corner of the tiny house is depicted, featuring a bench with plush cushions. Natural light enters through two windows adorned with sheer white curtains, illuminating the wooden walls and adding warmth to the space.

Tiny home in New Paltz

Hudson Valley Tiny House

The image captures a silhouette of a large bridge spanning over a body of water at sunset. The sun is partially visible behind the bridge, casting a warm glow on the water's surface and creating a serene atmosphere. Surrounding trees are outlined against the colorful sky.