Holiday Rentals in Poughkeepsie, NY

This spacious Poughkeepsie apartment, situated in the desirable Spackenhill neighbourhood, is approximately a 145-kilometre drive or train journey from New York City.
The 366-square-metre property boasts a dual-level layout sleeping eight guests, featuring a saltwater pool (open June 15th–October 15th), a fully equipped kitchen, and a lower-level entertainment area with a pool table and games table.

This Fairview holiday home is situated within 5km of King Street Dog Park, Richard L. Skimin Memorial Baseball Field, Chance Theatre, Mid-Hudson Heritage Center, and Walkway Over the Hudson State Historic Park, offering easy access to local attractions.
This 214 square metre property sleeps six guests, boasting three bedrooms, three bathrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, a terrace, garden, parking, and a fireplace; ideal for families.

This Red Oaks Mill property is situated in a peaceful, private setting just 5 kilometres from the TSP, 10 kilometres from Route 84, and 15 kilometres from Route 9. The accommodation is perfect for a family or group of friends, with 2 bedrooms and 1 bathroom, comfortably sleeping 5 guests. The self-catering cottage has a fully equipped kitchen, including a fridge, freezer, microwave oven, and dishwasher, as well as air conditioning, parking, and internet access.

This luxurious, renovated 1920s stone barn, situated in Wallkill, Hudson Valley, offers a secluded 6-acre property with a private gravel driveway, approximately 145km from New York City and within easy driving distance of Beacon, Kingston, Rhinebeck, and West Point.
The three-storey villa boasts four bedrooms, two bathrooms, sleeping up to nine guests, and features a chef's kitchen, high-speed internet (1 Gigabit Verizon Fios), a ping pong table, an outdoor deck overlooking a pond, and ample space for relaxation and entertainment.

This recently renovated riverside dwelling in Highland offers unobstructed Hudson River views from every room, with expansive private outdoor spaces including a deck, patio, and stone terrace with a fire pit, situated just a short drive from local amenities and approximately 145 kilometres from NYC. This luxurious property boasts three bedrooms, two bathrooms, and accommodates up to six guests, featuring a chef's kitchen with high-end appliances, two fireplaces, a spa bathroom with steam shower and whirlpool bath, and a 4-season sunroom, with easy access to outdoor pursuits like kayaking and hiking, as well as local breweries and wineries.

This one-bedroom flat is located in downtown Poughkeepsie, within walking distance of the Walkway Over the Hudson, Bardavon Opera House, and the train station. The apartment has received excellent ratings for location, cleanliness, and user experience.
The property offers an open-plan living space and can accommodate up to four guests. The flat comes equipped with a kitchen, air conditioning, parking, and internet access, making it a comfortable and convenient choice for your stay in Poughkeepsie.

This Highland apartment is situated just 160 kilometres north of New York City, offering a peaceful escape surrounded by trees and greenery, and close to various upstate attractions like the Walkway Over the Hudson State Historic Park and the Bardavon 1869 Opera House. This three-bedroom, two-bathroom property can comfortably accommodate up to seven guests, making it ideal for families or groups of friends.
The apartment features an open layout with two living rooms, a dining area, and a well-equipped kitchen. Guests can enjoy the outdoor pool area with a dining area, lounge chairs, umbrellas, and a BBQ, and explore nearby hiking trails, kayaking spots, breweries, wineries, and cultural attractions like the Storm King Art Center and the Mid-Hudson Civic Center.

This detached house is located in a peaceful area of New Paltz, offering easy access to the region's natural beauty and attractions.
This spacious 437 square metre property accommodates up to 35 guests with 1 bedroom and 5 bathrooms, featuring air conditioning, a kitchen, a swimming pool, a jacuzzi, a terrace, a sauna, and private parking.

This luxurious dwelling offers a waterfront bluff experience on the Hudson River, located approximately 320 kilometres north of New York City within the scenic Hudson Valley.
This designer mid-century residence features 4 bedrooms and 3 bathrooms accommodating up to 8 guests, with a fully equipped kitchen, air conditioning, a garden, and an expansive deck providing spectacular views and exclusive access to the entire property and ample parking.

This charming cottage is situated in a secluded wooded area, just a short distance from Fairview, offering a peaceful escape from the hustle and bustle. It has received excellent ratings for its location, cleanliness, and overall experience.
The property features a full bathroom and a well-equipped kitchen, perfect for preparing meals. Guests can enjoy the lakefront location, with opportunities for swimming, fishing, and kayaking, or simply relax and reconnect with nature in the tranquil surroundings.

This New Paltz house offers comfortable accommodation near the Samuel Dorsky Museum of Art and G. Steve Jordan Gallery, conveniently located for exploring the town's cultural attractions.
The three-bedroom property, sleeping up to eight guests, features air conditioning, Wi-Fi, and is within easy reach of Loren Campbell Memorial Field and McCann Arena.

This modern cottage, ideal for a Crown Heights stay, is situated in a safe Poughkeepsie suburb, conveniently close to Rhinebeck, Beacon, and New Paltz, with Metro-North trains approximately 16km away.
The single-bedroom, single-bathroom property sleeps three guests and offers a fully equipped kitchen, private patio, two large TVs with Netflix, free Wi-Fi, and a wheelchair-accessible interior (except for the laundry room), plus a children's playground within a one-minute walk.