
House holiday rentals in Poughkeepsie
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Top-rated house rentals in Poughkeepsie
Guests agree: These houses are highly rated for location, cleanliness and more.

Slate Cabin - Stylish Country Escape x Rhinebeck
This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

The Cozy Cape In Historic Hyde Park
Modern amenities meets early 20th century charm in this cozy, and totally renovated space situated in the hearth of the historic town of Hyde Park and adjacent to the Hudson River. Built in the 1940s, our Cozy Cape is nestled in a quiet neighborhood off of Route 9 & is central to historic sites, shopping, parks, and dining options. Our home is also minutes by car to the Culinary Institute Of America, Walkway Over The Hudson, wineries, antique shops, Marist and Vassar colleges & Town of Rhinebeck

Forest Retreat in the Gunks | Cozy Mountain Escape
Set on the side of the Gunks and surrounded by quiet forest, this warm, cozy home is designed for guests who love nature and simple comfort. Just minutes from Minnewaska and Stony Kill Falls. Enjoy wood-burning stove, a handmade L-couch, premium queen mattresses, a forest-view kitchen stocked with high quality coffee, tea, and essentials. Thoughtful touches include incense, essential oils, Puracy toiletries, and a meaningful library. Two porches facing the woods create a warm, peaceful escape.

Eclectic one-bedroom house
This bohemian New Paltz house is 1/3 mi to Main St New Paltz, 2/3 mi to SUNY and 1 1/2 blocks from the New Paltz-Kingston rail trail. Rent entire house with a private bathroom, large deck space with table and grill, small living and dining room, EV charging and a kitchen. The entire upstairs is a spacious and unique bedroom space. Walking distance to many restaurants and bars. New Paltz is a central location for outdoor fun, close to Mohonk, the Gunks, great biking, hiking, rock climbing, etc.

This New House
Unique custom built new home constructed purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

Boulder Tree House
Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Tranquil Tree-House on the beautiful Hudson River
Take it easy at this unique and tranquil getaway. I look forward to hosting you. 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. We have added a separate kitchenette additional crockpot and induction cooktop.

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.

New Paltz Guest Cabin Nestled In The Woods
Newly renovated, modern, guest house located on 20 acres of a private estate at the base of the Gunks. This private, fully renovated 1 bed/1 bath is the perfect retreat. Located a short scenic drive from Minnewaska State Park (8 mins), Mohonk Preserve (5 mins) & New Paltz Main Street (15 mins). Centrally located for easy access to many trails, orchards, wineries, farm stands, swimming holes and lakes. Also easy access to Stone Ridge, High Falls, Rosendale, Kingston, Woodstock & Hudson.

Walk Across the Hudson + Marist Vassar CIA
Charming restored turn-of-the-century home in historic City of Poughkeepsie offers ideal access to waterfront, green spaces, and biking trails. The famed Walkway Over the Hudson is a short 1/2-block walk, and the area is dotted with restaurants and local shops. The train station is ten minutes on foot, and Marist College, Vassar College, the Culinary Institute and the Medical Center are a quick drive. Explore all the Hudson Valley has to offer (arts, dining, music, outdoor adventure).

Hillside Views in Hudson Valley
Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

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
Popular amenities for Poughkeepsie house rentals
House rentals with a pool

Spacious Winter Retreat Near Woodstock Village

midcentury mod * HOT TUB * walk out trail 2 mohonk

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

Scenic River View Escape | New Paltz

Modern Barn on 12 acres w Sauna, FirePit+swimming

Upstate Modern Scandinavian Barn in the Catskills

Cozy & Spacious Country Home - All Seasons

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis
Weekly house rentals

Chef's kitchen, seclusion, and breathtaking views

Upstate Waterfront Saugerties Retreat-Near HITS

4 BR Stunning Mountain Retreat w Hot Tub!

Beautiful farmhouse with Mountain View- HITS- AC

The Waterfall House

DeMew House in Historic Kingston

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Modern House with Mountain View @Getawind
Private house rentals

The Hudson Valley Hideaway

Welcome to Newburgh's Cozy Cove

Hudson Valley Retreat I Foliage + Orchards

Hudson Valley Boutique Airb&b

Creekside cottage on 65 acres of land

Life in Color, Live Art Home

Hudson Escape W/ Hot Tub + Bridge View

Luxe Historical Style - 2 FP’s & Soaking Tub
When is the best time to visit Poughkeepsie?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $135 AUD | $188 AUD | $171 AUD | $163 AUD | $197 AUD | $197 AUD | $197 AUD | $198 AUD | $190 AUD | $201 AUD | $145 AUD | $140 AUD |
| 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 house rentals in Poughkeepsie

Total holiday rentals
Explore 50 holiday rentals in Poughkeepsie

Nightly prices starting at
Poughkeepsie holiday rentals start at $57 AUD per night before taxes and fees

Verified guest reviews
Over 3,590 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
50 of Poughkeepsie holiday rentals include Wi-Fi access

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

4.8 Average rating
Poughkeepsie stays are highly rated by guests—averaging 4.8 out of 5!
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- Rentals with a fire pit Poughkeepsie
- Rentals with pools Poughkeepsie
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- Rentals with a fireplace Poughkeepsie
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- Hunter Mountain
- Mountain Creek Resort
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- Bethel Woods Center for the Arts
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