
Apartment holiday rentals in Poughkeepsie
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Top-rated apartment rentals in Poughkeepsie
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Sunlit Apartment close to Beacon’s Main Street
Gaze out at views of Mount Beacon from the windows of this upper-floor apartment in a 2 family home (the hosts live downstairs). The home boasts a clean white palette interspersed with colorful handmade pottery, furniture, and artwork and a decorative rug in the living area. This quaint apartment is on the 2nd floor of our home. We are a young recently married couple who renovated this apartment ourselves, and we are excited to have guests enjoy it. The space is filled with handmade pottery, furniture and artwork created by us, and from our collection. We have a queen sized bed outfitted with a comfy Tuft and Needle mattress in the bedroom, and a couch that pulls out into a full sized bed in the living room. The space is ideal for 2, but sleeps 4. We live downstairs with our small dog, Charlie, and are accessible to answer any questions and offer recommendations on local activities, but will give you all the privacy you need. You are welcome to enjoy a cup of coffee or glass of wine in our comfy rocking chairs on our porch. Please know, our porch is a communal area, so you may find us out there during the nice weather doing to same! For your convenience, we have self check in with a keypad on the door. If you need to come a little earlier than check in time, or depart a little later, please let us know. When possible, we are more than happy to accommodate these requests. There is ample street parking in front of the house. We are a short drive from DIA Beacon, the Hudson River, Breakneck and Mt. Beacon, and walking distance to all the galleries, shops and restaurants Main Street has to offer. Guests can use the entire apartment, as well as our shared front porch area. We are available to answer any questions you may have throughout your stay. Please reach out through message if you need anything at all. You may see us walking our dog or enjoying some coffee on the porch. We are happy to enjoy a happy hour with you out there or give you all the privacy you need. The apartment in on a quiet street in Beacon within walking distance of The Roundhouse, Fishkill Creek, and Main Street. The Hudson River, Breakneck, and Mount Beacon are a short drive away.

2BR|1 KING 1 Queen Bed|Balcony|Parking|Strong Wifi
Kick back and relax in this calm, stylish space. Enjoy this second floor oasis with two balconies, 125 cable tv channels and Roku tv, one king, one queen plush bed & full size couch bed. The kitchen comes fully equipped to cook any culinary meal. You're sure sto enjoy the ambiance as well as the location of this sun-filled retreat. Prime location will have you close to local eateries, breweries, and the Walkway Over the Hudson! Quiet dogs under 15 lbs are welcome but can’t be left unattended.

Historic Stunner w/WasherDryer, Balcony, 2 bedroom
Our cozy historical 2 bedroom apartment with river views, two porches, and modern upgrades is just what you need for a delightful getaway or focused work-cation. We've preserved historical charms (hardwood floors, historical trim, retro fixtures) while adding in modern amenities (washer/dryer, dishwasher, stylish bathroom, new kitchen, electric car charger, etc!). Less than a mile from the Newburgh-Beacon Ferry launch, which connects you to Metro North Train. Note: Located on the second floor!

Large, private apartment in scenic Hudson Valley
We are located right in the middle of the Dutchess County so access to all points is convenient. Many attractions are: historical Hyde Park, Walkway Over The Hudson, Culinary Institute, Vassar & Marist colleges, wineries, breweries, the quaint towns of Millbrook & Rhinebeck, Dutchess County Fairgrounds, and The Links At Unionvale golf course and banquet hall. Great for couples, adventurers and business travelers who love activity but appreciate a comfortable quiet place at the end of the day.

Luxe Loft 4 on Main St- Views! Steam Shower! W/D
Welcome to Luxe Studio #4 right on Main Street in Beacon. This is your home base for exploring the beautiful Hudson Valley! Walk to Dia Museum, train, restaurants, shops, galleries, hiking-all at your doorstep! Relaxing, meticulously clean space designed for comfort and indulgence with everything you could need- unforgettable steam shower, full kitchen, washer & dryer. Queen bed with luxe hotel-quality linens. 50” Toshiba 4K Fire TV, hardwood flooring, spacious bathroom with window &toiletries

Charming Getaway in Historic Poughkeepsie
Escape to the Hudson Valley for a getaway on a tree-lined street in Poughkeepsie's Union Street Historic District. Recently renovated apartment is clean and comfortable. Minutes to the downtown waterfront, Metro North train station, Walkway over the Hudson, the Convention Center, Bardavon theater, coffee, restaurants and breweries, and a short drive to Marist College, Vassar College, Locust Grove, Roosevelt Mansion, the Dutchess Rail Trail, and many more historic Hudson Valley trails and sites.

Top Side
Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

Cozy Hudson Valley Retreat | 1800s Farmhouse
Come relax at our lovingly restored historic 1873 Marlboro Farmhouse centrally located between Beacon, New Paltz, Kingston, and West Point; and close to many local farms, orchards, wineries, and fantastic hiking trails. The farmhouse is split into three separate and private units. This listing is for the spacious 1400sq. ft 2 BR/2.5 bath unit that occupies the private second floor. This is NOT a party house. The only guests allowed on the property are the ones listed on the reservation.

Garden apt with river views in downtown Kingston
Lovingly restored garden level apt in 1870's Victorian. Sweeping Hudson River views (with private patio) and just steps away from the entrance for the Kingston Point Rail Trail. Quick 1/2 mile walk to restaurants, shops and boats in Kingston's downtown historic West Strand. One mile walk to events at Hutton Brickyards. California king bed, Central A/C, washer-dryer. and full kitchen in unit! Designed by dog lovers (dogs 45 lbs and under are typically most comfortable due to size of space).

Under the walkway near the train in Little Italy
Beautiful downtown apartment under the walkway over the Hudson. It sits on one of the nicest streets in a safe neighborhood within walking distance to the metro north train station (3 blocks), restaurants (across street from Farmers and Chefs), bars and bakeries. The walkway is also near by. Outdoor back patio and fire pit are exclusive for this listing. There is also a studio below that can be rented which will give you the entire building. Be mindful of the guests staying down stairs.a

Cliff Top at Turtle Rock
Cliff Top retreat with a one hundred mile view of the Shawangunk's and the Catskill Mountains, surrounded by thousands of acres of ancient forest. Conveniently located in the Hudson Valley Wine and Orchard country. Twenty minutes from Beacon and New Paltz. Furnished with mid-century and 18th century period furniture and art work, yet with all the modern conveniences. Uber and Lift an easy five minutes away. The ancient forest contains many Stone Age rock shelters and calendar sites.

Historic Hyde Park Studio | Minutes from FDR & CIA
This spacious and recently renovated studio was once a room inside Hyde Park's very first hotel. Built in 1780, the 'Park Hotel' became a popular destination for politicians, socialites, and travelers from around the world visiting the beautiful Hudson Valley. Within walking distance to the Hudson River, the Vanderbilt Estate, and other local attractions, you'll find yourself conveniently located near everything that makes this historical town such a wonderful place to visit.
Popular amenities for Poughkeepsie apartment rentals
Weekly apartment rentals

Beacon Hills Retreat Apartment

*The Ridge House*

Hoppy Hill Farm House

Historic Strand House - Unit 3 Forst Suite

A historic Hudson Valley escape at Mini Manor

Above SpringRise

Red Tail Ridge

Climb in the gunks stay at escape to the Gunks!
Private apartment rentals

Private Apt 2 Blocks MainSt/Roundhouse/MT/Maribeau

Stylish Hudson Getaway

Dog Friendly Uptown Apt Near Stockade + Backyard

Beautiful loft space

Art Room at Old Stone Farmhouse

Rhinebeck Village Apartment

Hudson River Peaceful Getaway, Explore from here

Riverview B&B 2 Miles to West Point
Apartment rentals with a hot tub

Esopus Creekfront Getaway | Sauna & Kayak I HotTub

Foxglove Farm

Top Floor Mtn. Creek Waterpark, Hike, Pool HotTub

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Burnt Knob Mountain Escape

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Dragonfly Den at The Fern Haven

Near Legoland | Woodbury Commons | Hot Tub & Pool
When is the best time to visit Poughkeepsie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £100 | £91 | £92 | £89 | £100 | £102 | £102 | £100 | £107 | £105 | £112 | £101 |
| 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 |
Quick stats about flat rentals in Poughkeepsie

Total holiday rentals
Explore 30 holiday rentals in Poughkeepsie

Nightly prices starting at
Poughkeepsie holiday rentals start at £30 per night before taxes and fees

Verified guest reviews
Over 2,550 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Poughkeepsie holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Poughkeepsie rentals

4.6 Average rating
Poughkeepsie stays receive an average rating of 4.6 out of 5 from guests
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- Flat rentals Dutchess County
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- Hunter Mountain
- Mountain Creek Resort
- Belleayre Mountain Ski Center
- Bethel Woods Center for the Arts
- Thunder Ridge Ski Area
- Minnewaska State Park Preserve
- Resorts World Catskills
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Windham Mountain
- Brotherhood, America's Oldest Winery
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Mount Peter Ski Area
- Kent Falls State Park
- Taconic State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Bear Mountain State Park
- Wawayanda State Park
- Storm King Art Center
- Walkway Over the Hudson State Historic Park
- Opus 40
- Hudson Highlands State Park





