
Vacation rentals in Poughkeepsie
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Top-rated vacation rentals in Poughkeepsie
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Private ground floor guest suite in Hudson Valley
Guest favorite/newly renovated/private, ground floor guest suite. 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. Car suggested.

Little Yellow Cottage New Paltz - Kitchen wash/dry
Built over 100 years ago as a chicken hatchery, this gorgeous little gem has been fully restored as a two-story guest cottage. Located in New Paltz just minutes off Exit 18 on I-87 in a very private, quiet, country setting. Only ten minutes from New Paltz Village & SUNY New Paltz and set back on a lightly traveled road for those long summer strolls. You don't even need a car to get here! It's just 12 minutes by taxi from the New Paltz Bus Station or bring your bike up and cycle everywhere!

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.

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!

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.

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.

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.

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.

Poughkeepsie 3br home near Vassar college/hospital
The Atala is a two story 3BR/2Bath house, nestled in a quiet neighborhood close to the city's excitement and attractions. Warm up by the fireplace in the living room while watching your favorite shows on a 75” flat screen TV, or brew a cup of coffee in our convenient coffee bar. Enjoy three inviting bedrooms with air conditioning/heating and a fully equipped kitchen. Our backyard with furniture, fire pit, and gas grill, is perfect for relaxing with family and friends.

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.

Studio under the Walkway over the Hudson
Beautiful downtown studio under the walkway over the Hudson. No kitchen just microwave, coffee pot and fridge. It sits on one of the nicest streets in a safe neighborhood within walking distance to the metro north train station, restaurants, bars and bakeries. The walkway is also near by. This is a walkout street level studio. No stairs involved. The front stone patio is exclusive for the studio listing. The back patio is for the upstairs listing.

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.
Popular amenities for Poughkeepsie vacation rentals
Poughkeepsie apartment rentals

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Historic Strand House - Unit 2 Woolsey Suite

Cozy Charming Apartment in Private House ⭐️⭐️⭐️⭐️⭐️

Cozy Hudson Valley Retreat | 1800s Farmhouse

Art Room at Old Stone Farmhouse

Large, private apartment in scenic Hudson Valley

The Loft At Lincoln

Cozy 1 bedroom apartment in the Rondout Kingston
Other great vacation rentals in Poughkeepsie

Sunny and Spacious Studio - a serene getaway

Amenia Main St Cozy Studio

Old Mill Cottage - Upstate Mountain Views

Cozy, Small Studio with Backyard & great A/C

Lake Side Tiny House

2BR|1 KING 1 Queen Bed|Balcony|Parking|Strong Wifi

Charming home near Walkway Over The HUDSON

Suite of Rooms in Historic Home
When is the best time to visit Poughkeepsie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R1,646 ZAR | R1,992 ZAR | R2,027 ZAR | R1,992 ZAR | R2,269 ZAR | R2,338 ZAR | R2,165 ZAR | R2,200 ZAR | R2,183 ZAR | R2,252 ZAR | R1,992 ZAR | R1,836 ZAR |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°C | -1°C |
Frequently Asked Questions
Are there vacation rentals with a dedicated workspace in Poughkeepsie?
Yes! Work meets play with ease at over 60 vacation rentals in Poughkeepsie featuring dedicated workspaces. Stay connected and productive 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.
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.
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 house rentals in Poughkeepsie have wifi?
Absolutely! We offer over 40 house rentals with wifi in Poughkeepsie. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Poughkeepsie have air conditioning?
Absolutely! We offer over 30 apartment rentals with air conditioning in Poughkeepsie. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly apartment rentals in Poughkeepsie?
Poughkeepsie has more than 20 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
What are the most popular amenities for House Rentals in Poughkeepsie?
Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 40 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Poughkeepsie

Total vacation rentals
Explore 100 vacation rentals in Poughkeepsie

Nightly prices starting at
Poughkeepsie vacation rentals start at R520 ZAR per night before taxes and fees

Verified guest reviews
Over 6,630 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
100 of Poughkeepsie vacation rentals include wi-fi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Poughkeepsie rentals

4.7 Average rating
Poughkeepsie stays receive an average rating of 4.7 out of 5 from guests
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- Hunter Mountain
- Mountain Creek Resort
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Thunder Ridge Ski Area
- Windham Mountain
- Resorts World Catskills
- Bash Bish Falls State Park
- Kent Falls State Park
- Hudson Highlands State Park
- Brotherhood, America's Oldest Winery
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Ringwood State Park
- Catamount Mountain Ski Resort
- Rockland Lake State Park
- Wawayanda State Park
- Taconic State Park
- Sterling Forest State Park
- Mount Peter Ski Area
- Mohawk Mountain Ski Area
- Campgaw Mountain Ski Area
- Opus 40