Search for vacation rentals in Poughkeepsie.

Whether it's vacation home rentals, apartments, condos, or cabins/cottages, we have you covered -- search for rental properties in the entire Poughkeepsie area to find the perfect spot for your vacay.

41 Kelsey Rd
	41 Kelsey Rd Poughkeepsie, NY $3,250 Vacation Rentals, Unknown Recently fully renovated 5 bedroom 2 bath home for rent in the Town of Poughkeepsie. Central heat and AC. Nest thermostat. Alarm system. Reverse Osmosis filter. Lots of storage. Long driveway for......

454 Freedom Plains Rd
	454 Freedom Plains Rd Poughkeepsie, NY $1,700 Vacation Rentals, Unknown Newly renovated 1 bedroom apt ready for your preview. New Kitchen, freshly painted, new flooring, some updated windows. The bathroom has a shower only, no tub. Located directly across from teg......

30 Delafield St
	30 Delafield St Poughkeepsie, NY $1,600 Vacation Rentals, Unknown Stunning 1-bedroom garden level apartment available for rent in the charming downtown area of Queen City, nestled in the heart of Poughkeepsie, NY. This contemporary and stylish apartment offers a......

18 Colburn Dr
	18 Colburn Dr Poughkeepsie, NY $3,200 Vacation Rentals, Unknown Lovely 3BR 2BA mid-century ranch the beautiful neighborhood of Colburn Estates Peaceful property with mature trees and the owner cares for the lawn Spacious open living room with a fireplace flows......

3 Earl Ct
	3 Earl Ct Poughkeepsie, NY $2,900 Vacation Rentals, Unknown Fresh paint, new appliances excellent neighborhood, close to all...

Hilltop Rd
	Hilltop Rd Poughkeepsie, NY $2,800 Vacation Rentals, Unknown This property is located at 11 Hilltop LANE, Poughkeepsie, NY 12603 It is on a private street in the Arlington school district. Straight ranch with plenty of storage. Freshly painted 3 bedroom, 1......

43 Lake St
	43 Lake St Poughkeepsie, NY $2,650 Vacation Rentals, Unknown Welcome to this charming brick house, perfect for a group of four! Individual leases can be considered as well. Located in Poughkeepsie, NY, this house is ideal for students as it's situated just......

11 Hilltop Rd
	11 Hilltop Rd Poughkeepsie, NY $2,800 Vacation Rentals, Unknown Straight ranch with plenty of storage. Freshly painted 3 bedroom, 1 bath, living room with fireplace, dining area and kitchen with brand new appliances. Newly refinished Hardwood floors thru out.......

5 Shamrock Cir
	5 Shamrock Cir Poughkeepsie, NY $2,800 Vacation Rentals, Unknown Cozy 3-bedroom, 2-bathroom home located in a charming neighborhood of Poughkeepsie, NY. This spacious house offers practical amenities such as an attached garage and a washer-dryer for added......

24 Harrison St
	24 Harrison St Poughkeepsie, NY $3,000 Vacation Rentals, Unknown Exceptional single family rental opportunity available for immediate occupancy. The first floor features an entertaining floor plan as the living room transitions seamlessly through the pocket......

341 Church St
	341 Church St Poughkeepsie, NY $3,000 Vacation Rentals, Unknown This is a newly renovated house located at 343 Church Street, consisting of 3 very spacious bedrooms and 2 full bathrooms. It also has an attic for extra storage, a basement for even more storage......

50 Colburn Dr
	50 Colburn Dr Poughkeepsie, NY $3,400 Vacation Rentals, Unknown Well maintained, charming 3 bedroom, 2 bath house with full finished basement which could be 4th bedroom or "in-law suite" in quiet neighborhood but convenient to both Route 9 and Route 376. Living......

Conklin St
	Conklin St Poughkeepsie, NY $1,800 Vacation Rentals, Unknown New renovated two bedroom, one bath rental in the city of Poughkeepsie. Freshly painted and laminate flooring throughout. off street parking. Second floor unit. Close to shopping, eaterie and......

796 Main St
	796 Main St Poughkeepsie, NY $1,750 Vacation Rentals, Unknown Newly renovated 1-bedroom apartment. Modern with a brand-new kitchen and bathroom boasting all-new appliances, including a washer and dryer, gleaming tile floors, and elegant marble countertops.......

435 Vassar Rd
	435 Vassar Rd Poughkeepsie, NY $4,200 Vacation Rentals, Unknown Get ready to relax in this charming 2-bedroom house in Poughkeepsie. This tranquil property offers a perfect retreat for guests seeking a peaceful getaway. The bedrooms feature a comfortable king......

4 Collins Dr
	4 Collins Dr Poughkeepsie, NY $3,500 Vacation Rentals, Unknown 4 Bedroom House For Rent $3,500 a Month's Rent $3,500 Security Deposit 4 Bedrooms 2 Full Baths Living Room Dining Room Four Season Room Beautiful Landscaped Big Backyard Washer/Dryer on the 1st......

41 Flower Ln
	41 Flower Ln Poughkeepsie, NY $2,900 Vacation Rentals, Unknown Ready for IMMEDIATE occupancy! Sprawling 2,900 sq. ft ranch in beautiful Spackenkill School District neighborhood. Hardwood floors throughout main living area, carpets in bedrooms. 3 generous sized......

41 Flower Hill Rd
	41 Flower Hill Rd Poughkeepsie, NY $2,900 Vacation Rentals, Unknown Ready for IMMEDIATE occupancy Sprawling 2,900 sq. ft ranch in beautiful Spackenkill School District neighborhood. Hardwood floors throughout main living area, carpets in bedrooms. 3 generous sized......

24 Thelberg Rd
	24 Thelberg Rd Poughkeepsie, NY $2,500 Vacation Rentals, Unknown 24 Thelberg is a charming mid -30s wood-paneled cottage situated on the campus of Vassar College. Bordering the golf course, with beautiful views, its patio and garden are ideal for lounging and......

48 Sutton Park Rd
	48 Sutton Park Rd Poughkeepsie, NY $4,000 Vacation Rentals, Unknown Great opportunity to rent this cozy home located on a corner lot in Town of Poughkeepsie in Dutchess County. The main level consists of a living room, dining area with sliding glass doors to a deck......

45 Whittier Blvd
	45 Whittier Blvd Poughkeepsie, NY $2,900 Vacation Rentals, Unknown Beautifully remodled house, with a full finished basement in great neighborhood,...

52 Fountain Pl
	52 Fountain Pl Poughkeepsie, NY $1,200 Vacation Rentals, Unknown You are essentially renting out this entire house. You have full access to most rooms in the house. You will be the only one in the house 85% of the time. I will be in the house on most weekends......

74 N Clinton St
	74 N Clinton St Poughkeepsie, NY $2,500 Vacation Rentals, Unknown This single family home will be available no later than April 1, 2024. I will not be showing until after March 15th, 20241. 1) Standard Inquiries of is it available will not be responded to. 2) To......

1 Grand St
	1 Grand St Poughkeepsie, NY $5,500 Vacation Rentals, Unknown Built 150 years ago and fully renovated two years ago, the house was built by a wealthy, German merchant before serving as the rectory for the neighboring church for about 100 years. Today, the......

61 Violet Ave
	61 Violet Ave Poughkeepsie, NY $3,100 Vacation Rentals, Unknown Take a look at this freshly renovated 4 bedroom home close to Marist college and the Culinary Institute of America. This home has two big bedroom and two small bedrooms. There is plenty of space......

24 Franklin St
	24 Franklin St Poughkeepsie, NY $2,400 Vacation Rentals, Unknown Well kept first floor three bedroom large apartment located in downtown Poughkeepsie, convenient to all transportation and what the city has to offer. Rare opportunity to rent this apartment with......

10 Carrington Ct
	10 Carrington Ct Poughkeepsie, NY $4,100 Vacation Rentals, Unknown 4/5 Bedroom home with brand new kitchen New cabinets, counters, appliances including wine cooler and gas stove with air fryer capability Eat in kitchen, huge pantry, formal dining room. Living room......

33 Center Ave
	33 Center Ave Poughkeepsie, NY $3,500 Vacation Rentals, Unknown LARGE 5 BEDROOM HOUSE - OFF STREET PARKING , FULLY RENOVATED - renovated 5 bed / 2 full bath rental with great space. tons of off street parking, great neighborhood in walking distance to Marist......

54 Springside Ave
	54 Springside Ave Poughkeepsie, NY $2,675 Vacation Rentals, Unknown Conveniently located in the Arlington School District, this two-story home is just minutes from the Mid-Hudson Bridge, Vassar College, Main Street Poughkeepsie and Route 9. This vintage 1800s......

26 Red Hawk Ln
	26 Red Hawk Ln Poughkeepsie, NY $2,500 Vacation Rentals, Unknown Spectacular custom-built ranch offering a spacious 2-bedroom apartment to call home. This is a private home set on 2.91 acres with a finished lower-level, private driveway and private entrance All......

76 Vero Dr
	76 Vero Dr Poughkeepsie, NY $2,300 Vacation Rentals, Unknown Spacious and open Ranch style home located in The Gables Community. Three generous sized bedrooms with two full baths. Fabulous kitchen with eat in area and loads of cabinets. Spacious living room......

55 E Dorsey Ln
	55 E Dorsey Ln Poughkeepsie, NY $3,000 Vacation Rentals, Unknown Full house rental, well kept, and ready to move right in! Great condition and updated throughout. New high efficiency heating and air conditioning system. Full basement with garage. Beautiful 2+......

20 N Randolph Ave
	20 N Randolph Ave Poughkeepsie, NY $2,850 Vacation Rentals, Unknown Immaculate, Southside Poughkeepsie home for RENT - Available 2/1/24. Featuring 3 bedrooms and 2 full baths, this home is filled with natural sunlight, is freshly painted and has gorgeous, newly......

14 Hawkins St
	14 Hawkins St Poughkeepsie, NY $3,750 Vacation Rentals, Unknown NEW LARGE 5 STUDENT RENTAL - OFF STREET PARKING , FULLY RENOVATED - new and renovated 5 bed / 3 full bath rental with great space. HUGE screened in porch, tons of off street parking, great......

31 Bircher Ave
	31 Bircher Ave Poughkeepsie, NY $3,500 Vacation Rentals, Unknown nullCopyright Mid-Hudson Multiple Listing Service, Inc. All rights reserved. Information is deemed reliable but not guaranteed....

5 Thorndale Ave
	5 Thorndale Ave Poughkeepsie, NY $3,000 Vacation Rentals, Unknown VASSAR COLLEGE STUDENTS WELCOME TO APPLY $3,000 1 Month's Rent + $3,000 Deposit - $6,000 TOTAL to Move In Tenants Pay Utilities, Gas and Electric, Water, Sewer, Snow and Lawn Maintenance 3,600......

12 Duane St
	12 Duane St Poughkeepsie, NY $3,200 Vacation Rentals, Unknown PATHSTONE SECTION 8 $3,200 a Month's Rent $3,200 Security 4-5 Bedrooms 2 Bath 2 Kitchen TENANT PAYS: Gas Electric Lawn Care Snow Removal Water Sewer Trash QUALIFICATION FOR RENTAL: - Picture ID......

3 E Cedar St
	3 E Cedar St Poughkeepsie, NY $2,299 Vacation Rentals, Unknown 2 bedroom - 1 bath house for rent. Private drive way with fenced in private yard. Right next to Fairview playground, perfect for families. New hardwood floors....

34 Parker Ave
	34 Parker Ave Poughkeepsie, NY $1,700 Vacation Rentals, Unknown NEWLY RENOVATED- ACROSS FROM WALKWAY OVER HUDSON. OFF STREET PARKING...

192 Winnikee Ave
	192 Winnikee Ave Poughkeepsie, NY $1,850 Vacation Rentals, Unknown Enjoy rooftop dining around the corner at the Zeus Brewing Company or sample craft beer at Schatzi's Pub, all in close proximity to this wonderful 3 Bedroom home in the city of Poughkeepsie. A......