Town of Poughkeepsie, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Poughkeepsie, New York on RentalSaver.com!

Town of Poughkeepsie Rentals

From $215 per night (USD)
VRBO
The Queen City Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Walkable to local parks, golf courses, and Vassar College lives the Queen City Cottage. Three bedrooms and one and a hal ...
From $215 per night (USD)
VRBO
From $999 per night (USD)
Expedia
Once in a Lifetime Hudson River Views - 6 bedrooms, sleeps 12
Bedrooms:
3
Bathrooms:
6
Sleeps:
10
Perfect for family and friends reunions, corporate stays, retreats. We designed Riverhouse for maximum relaxation and fu ...
From $999 per night (USD)
Expedia
From $209 per night (USD)
VRBO
The Queen City Cottage
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Walkable to local parks, golf courses, and Vassar College lives the Queen City Cottage. Three bedrooms and one and a hal ...
From $209 per night (USD)
VRBO
$Cozy, Relaxing Home Close to Everything\n$
From $539 per night (USD)
Expedia
Cozy, Relaxing Home Close to Everything\n
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
New fresh, quality remodel in the 845! Located between Beacon and Rhinebeck with the peaceful sound of Fallkill Creek in ...
From $539 per night (USD)
Expedia
From $465 per night (USD)
VRBO
Spacious New 5-bedroom holiday house in lovely Hudson Valley
Bedrooms:
5
Bathrooms:
5
Sleeps:
15
Welcome to Hudson Holiday House, a newly furnished home less than 90 minutes from NYC! Centrally located in the Hudson V ...
From $465 per night (USD)
VRBO
From $299 per night (USD)
Expedia
Beautiful, Spacious, 5 Acre Hudson Valley Family Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
About this space Relax with the whole family at this welcoming, peaceful home The space This home is a perfect staging ...
From $299 per night (USD)
Expedia
$Charming 2-bedroom house w\/ WiFi and AC located in the beautiful Hudson Valley.$
From $257 per night (USD)
VRBO
Charming 2-bedroom house w\/ WiFi and AC located in the beautiful Hudson Valley.
Bedrooms:
1
Bathrooms:
2
Sleeps:
8
Get ready to relax in this charming 2-bedroom house in Poughkeepsie. This tranquil property offers a perfect retreat for ...
From $257 per night (USD)
VRBO
From $390 per night (USD)
Expedia
Be in Nature at this Gorgeous Riverfront Cabin
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Wappinger Cottage is a Scandinavian-inspired home featuring landscaped gardens leading to the shimmering Wappinger Creek ...
From $390 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy,roomy,peaceful and comfortable place to live
Bedrooms:
3
Bathrooms:
3
Sleeps:
3
This home is a very peaceful place and the neighborhood is one of a kind. It's so cozy that you won't want to go back ho ...
Click For Pricing
VRBO
$Spacious restored Victorian w\/ wraparound porch$
From $2000 per night (USD)
Expedia
Spacious restored Victorian w\/ wraparound porch
Bedrooms:
5
Bathrooms:
7
Sleeps:
16
Pen-it-men-to (noun) The visible trace of an earlier painting beneath a layer or layers of paint on a canvas. The effect ...
From $2000 per night (USD)
Expedia
$Poughkeepsie Retreat w\/ Deck + Gas Grill!$
Click For Pricing
Expedia
Poughkeepsie Retreat w\/ Deck + Gas Grill!
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
Escape to the beautiful Hudson Valley with your family and stay at this spacious 4-bedroom, 2-bathroom vacation rental h ...
Click For Pricing
Expedia
From $95 per night (USD)
Expedia
Freshly Renovated Hudson Valley Guest Suite!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Welcome to our fully renovated, brand new guest suite in the perfect part of town - walking distance from the Dutchess C ...
From $95 per night (USD)
Expedia
Click For Pricing
VRBO
Cozy ResidentialHome 5mins from stores and Hospital.
Bedrooms:
3
Bathrooms:
3
Sleeps:
4
The House is so Cozy that you will love to extend your stay. A very quite neighborhood and can work at home. Host don't ...
Click For Pricing
VRBO
Click For Pricing
Expedia
This is a Private Room with a Private Entry
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This is a Private Room with a Private Entry. You will have microwave, small fridge and coffee maker. Self check in as w ...
Click For Pricing
Expedia
From $89 per night (USD)
VRBO
Cozy Poughkeepsie Hideaway Near Hudson River!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Uncover adventure in the Hudson Valley when you stay at this 1-bedroom, 1-bath vacation rental in Poughkeepsie! This pet ...
From $89 per night (USD)
VRBO
From $306 per night (USD)
Expedia
2 Br Victorian Apt, 2800 sq ft, 2 floors with Full Kitchen , 2 baths and Laundry
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Rental basis: Entire house or apartment Number of bedrooms: 2; Number of other rooms with beds: 1 Number of bathrooms: 2 ...
From $306 per night (USD)
Expedia
From $155 per night (USD)
VRBO
Stylist and spacious centrally located one bedroom apartment
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Enjoy a stylish experience at this centrally-located one bedroom apartment in Poughkeepsie. Apt is located in a quiet Vi ...
From $155 per night (USD)
VRBO
$King Bed \/ Private Parking \/ 300mbps+ WiFi$
From $85 per night (USD)
Expedia
King Bed \/ Private Parking \/ 300mbps+ WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Stay in this bright spacious apartment right in the heart of the Hudson Valley. Enjoy the King size bed and relax in the ...
From $85 per night (USD)
Expedia
From $88 per night (USD)
VRBO
Charming Stay | Prime Location | Strong WiFi
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
This charming home is centrally located in the heart of the Hudson Valley minutes away from historic sites, hiking, dist ...
From $88 per night (USD)
VRBO
From $199 per night (USD)
Expedia
Spectacular Log Home Estate North Wing Apt
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Spectacular Estate Getaway bordering Apple and Pear Orchard! This contemporary log home is built for privacy and plenty ...
From $199 per night (USD)
Expedia
Click For Pricing
VRBO
Pet-Friendly Apt in 1850's Victorian Mansion!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Grab your furry friend for a fun-filled trip to the Hudson Valley area when you stay at this Poughkeepsie vacation renta ...
Click For Pricing
VRBO
From $130 per night (USD)
Expedia
Historic Poughkeepsie Apt - Walkable Location
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Set within the Dwight-Hooker Historic District, this Victorian apartment is the perfect way to explore Poughkeepsie! Thi ...
From $130 per night (USD)
Expedia
Click For Pricing
VRBO
Centrally Located Apt in Victorian Mansion!
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Set in the quiet, tree-lined Dwight-Hooker Historic District, this elegant, light-filled Victorian vacation rental is th ...
Click For Pricing
VRBO
From $101 per night (USD)
Expedia
King Bed | Private Parking | Strong WiFi
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
This stylish place to stay is perfect for group trips. Stay in this spacious apartment right in the heart of the Hudson ...
From $101 per night (USD)
Expedia
From $156 per night (USD)
VRBO
3rd Floor- Lovely, spacious, modern 1-bedroom apt.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Private entrance located downtown Poughkeepsie in walking distance to: Post Office, Courts, County Office bldgs, Police ...
From $156 per night (USD)
VRBO
From $237 per night (USD)
VRBO
Beautiful creekside secluded cottage with canoeing on site. Pet friendly.
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Lovely newly renovated cottage by the creek. Nestled in a quiet neighborhood with out door shower and 🛶 canoeing on sit ...
From $237 per night (USD)
VRBO
From $196 per night (USD)
VRBO
Lower level apt in Spectacular Log Home Estate
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Spectacular Estate Getaway bordering Apple and Pear Orchard! This contemporary log home is built for privacy and plenty ...
From $196 per night (USD)
VRBO
From $143 per night (USD)
Expedia
NEW!! King bed Apt. in the heart of the city!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Beautiful chic design with a spa-like bathroom. Close to walkway over the Hudson & in the heart of the city of poughkee ...
From $143 per night (USD)
Expedia
$Poughkeepsie 3br home near Vassar & Marist college & Vassar Bros Hospital\n\n$
From $255 per night (USD)
VRBO
Poughkeepsie 3br home near Vassar & Marist college & Vassar Bros Hospital\n\n
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
The Atala is a cozy two story 3BR house, nestled in a quiet neighborhood close to the city's excitement and attractions. ...
From $255 per night (USD)
VRBO
From $240 per night (USD)
VRBO
Large Renovated Historic House in Heart of Poughkeepsie
Bedrooms:
3
Bathrooms:
6
Sleeps:
12
This space is in a perfect location! This large, newly renovated house in the historic Union Street district is located ...
From $240 per night (USD)
VRBO
From $532 per night (USD)
VRBO
House in Highland: Secluded Retreat
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Located in Highland, NY, and nearby New Paltz and Poughkeepsie, this home is a retreat with a hot tub and multiple enter ...
From $532 per night (USD)
VRBO
From $215 per night (USD)
Expedia
2Br Private Victorian Apartment in convenient City location on .5 acre, Sleeps 5
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Rental basis: Entire house or apartment Number of bedrooms: 2; Number of other rooms with beds: 1 Number of bathrooms: 1 ...
From $215 per night (USD)
Expedia
From $115 per night (USD)
VRBO
Beautiful Cottage in Hyde Park!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This charming one-bedroom cottage is located in the back of a beautiful Craftsman-style home, offering privacy and a pea ...
From $115 per night (USD)
VRBO
From $163 per night (USD)
Expedia
The Huron- family fun with stunning views in a large comfy home
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
If you need a gorgeous getaway to decompress and enjoy nature the Huron is for you! Nestled in the town of Milton, we ...
From $163 per night (USD)
Expedia
From $85 per night (USD)
VRBO
Downtown Loft. In Poughkeepsie. Walking distance to Civic Center. Pet friendly
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to our chic Downtown Loft, where urban sophistication meets modern comfort. Located in the heart of the bu ...
From $85 per night (USD)
VRBO
From $188 per night (USD)
Expedia
1 Br Private Victorian Apt in convenient City location on .5 acre, sleeps 4
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Rental basis: Entire house or apartment Number of bedrooms: 1; Number of other rooms with beds: 1 Number of bathrooms: 1 ...
From $188 per night (USD)
Expedia
From $159 per night (USD)
VRBO
Bougie Bessie - Delivered to you!
Bedrooms:
1
Bathrooms:
2
Sleeps:
10
Our beloved "Bougie Bessie" 2018 Crossroads Sunset Trail 336BH big rig is ready to create your next memorable Hudson Val ...
From $159 per night (USD)
VRBO
From $409 per night (USD)
Expedia
Historic Poughkeepsie Home Near Arlington & Vassar
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Experience the charming town of Poughkeepsie from the comfort of this 4-bedroom, 2.5-bath vacation rental! Featuring a s ...
From $409 per night (USD)
Expedia
From $150 per night (USD)
VRBO
Historic 1 BR Family Home Near Buttermilk Falls & Hudson River, on 5 Acres
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This historic upstate New York family home was lovingly restored by 4th generation owners. Once a 1790 Stagecoach Stop, ...
From $150 per night (USD)
VRBO
From $260 per night (USD)
VRBO
Historic 4 BR Family Home Near Buttermilk Falls & Hudson River, on 5 Acres
Bedrooms:
2
Bathrooms:
4
Sleeps:
10
This historic upstate New York family home was lovingly restored by 4th generation owners. Once a 1790 Stagecoach Stop, ...
From $260 per night (USD)
VRBO
From $199 per night (USD)
VRBO
Bright, clean cozy place with private parking
Bedrooms:
1
Bathrooms:
3
Sleeps:
5
Enjoy a peaceful quiet stay in a centrally located home, but with the privacy of a location far removed. Everything is a ...
From $199 per night (USD)
VRBO
From $330 per night (USD)
Expedia
Charming Craftsman Home - Near Vassar, Marist
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
Newly redone, historic home located in a quiet and safe neighborhood on the south side of Poughkeepsie. The house has ev ...
From $330 per night (USD)
Expedia
From $168 per night (USD)
VRBO
King Bed Private Parking Fast Internet
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Stay in this bright spacious apartment right in the heart of the Hudson Valley. Conveniently located 5 minutes away from ...
From $168 per night (USD)
VRBO
Click For Pricing
VRBO
KR: Hudson Valley's Humble Abode
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
You'll feel right at home in this cheery and clean little apartment tucked right in the heart of Hudson's Valley, Poughk ...
Click For Pricing
VRBO

Search Your Destination Now!

Town of Poughkeepsie Rentals

Rental Rates ($USD weekly)

Guests

Check Rates & Availability:

Results: 44 Rentals