Estia Villas - Vacation Rentals in Poughkeepsie
Villa
10.0
(
10 Reviews
)
4 Bedrooms
3 Bathrooms
13 Guests
4600 ft²
-
Hot Tub -
Parking -
Balcony/Terrace -
Kitchen
US $433
/Night
7 Nights - $3,028
Villa
10.0
(
3 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1300 ft²
-
Hot Tub
-
Parking
-
Ocean View -
Balcony/Terrace
US $492
/Night
7 Nights - $3,447
Villa
9.6
(
19 Reviews
)
8 Bedrooms
8 Bathrooms
20 Guests
-
Private Pool -
Hot Tub
-
Parking
-
Pool
US $1,937
/Night
7 Nights - $13,562
Villa
8.0
(
24 Reviews
)
4 Bedrooms
6 Bathrooms
10 Guests
4427 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,290
/Night
7 Nights - $9,028
Villa
8.0
(
10 Reviews
)
11 Bedrooms
5 Bathrooms
16 Guests
-
Parking
-
Pool
-
Kitchen
-
Air Conditioner
US $1,314
/Night
7 Nights - $9,200
Villa
10.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Private Pool
-
Pool
-
Balcony/Terrace
-
Kitchen
US $800
/Night
7 Nights - $5,598
Villa
4 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $392
/Night
7 Nights - $2,742
Villa
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly -
Laundry
US $525
/Night
7 Nights - $3,672
See More Poughkeepsie Vacation Rentals
Luxury Places to Stay in Poughkeepsie
Over 1232+
Luxury Places to Stay in or Near Poughkeepsie
House
10.0
(
1 Review
)
14 Bedrooms
8 Bathrooms
29 Guests
10763.91 ft²
-
Hot Tub
-
EV Charge Station -
Parking
-
Balcony/Terrace
US $9,099
/Night
7 Nights - $63,692
New
Cabin
10.0
(
1 Review
)
13 Bedrooms
13 Bathrooms
30 Guests
-
Private Pool
-
Breakfast -
Parking
-
Pool
US $8,329
/Night
7 Nights - $58,305
House
13 Bedrooms
13 Bathrooms
25 Guests
14000 ft²
-
Private Pool
-
Parking
-
Pool
-
Kitchen
US $8,303
/Night
7 Nights - $58,121
New
House
9.4
(
3 Reviews
)
11 Bedrooms
8 Bathrooms
29 Guests
10764 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $5,893
/Night
7 Nights - $41,250
House
9.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
8 Guests
11840.3 ft²
-
Parking
-
Balcony/Terrace
-
View -
Air Conditioner
US $5,000
/Night
7 Nights - $35,000
House
10.0
(
6 Reviews
)
6 Bedrooms
6 Bathrooms
15 Guests
8000 ft²
-
Private Pool
-
Parking
-
Pool
-
Spa
US $4,034
/Night
7 Nights - $28,236
House
10.0
(
30 Reviews
)
8 Bedrooms
5 Bathrooms
12 Guests
10000 ft²
-
Private Pool
-
Hot Tub
-
Breakfast
-
Parking
US $3,675
/Night
7 Nights - $25,728
House
5 Bedrooms
5 Bathrooms
20 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $3,065
/Night
7 Nights - $21,453
See More Poughkeepsie Luxury Vacation Rentals
Find More Poughkeepsie Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Poughkeepsie
Over 278+
Top-Rated Vacation Rentals with a Pool in or Near Poughkeepsie
House
10.0
(
75 Reviews
)
4 Bedrooms
5 Bathrooms
8 Guests
4100 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $2,001
/Night
7 Nights - $14,006
House
10.0
(
47 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
2500 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $920
/Night
7 Nights - $6,439
Apartment
10.0
(
23 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $326
/Night
7 Nights - $2,285
House
10.0
(
16 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
288 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $347
/Night
7 Nights - $2,428
Bed & Breakfast
10.0
(
14 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
432 ft²
-
Breakfast
-
Parking
-
Pool
-
Balcony/Terrace
US $249
/Night
7 Nights - $1,745
Cabin
10.0
(
13 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
5500 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,647
/Night
7 Nights - $11,529
House
10.0
(
11 Reviews
)
5 Bedrooms
3 Bathrooms
16 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $1,611
/Night
7 Nights - $11,274
House
10.0
(
10 Reviews
)
4 Bedrooms
2 Bathrooms
7 Guests
3800 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $425
/Night
7 Nights - $2,975
Pet-Friendly Vacation Rentals in Poughkeepsie
Over 527+
Pet-Friendly Vacation Rentals in or Near Poughkeepsie
House
10.0
(
31 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
1500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $384
/Night
7 Nights - $2,689
Ski Chalet
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
6 Guests
1097.92 ft²
-
Breakfast
-
Parking
-
Kitchen
-
Air Conditioner
US $238
/Night
7 Nights - $1,666
Bed & Breakfast
9.0
(
59 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Pool
-
Spa
US $250
/Night
7 Nights - $1,748
House
9.8
(
64 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $581
/Night
7 Nights - $4,070
House
9.8
(
6 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,207
/Night
7 Nights - $8,449
Cottage
10.0
(
89 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
540 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $330
/Night
7 Nights - $2,309
House
10.0
(
77 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $315
/Night
7 Nights - $2,207
Apartment
10.0
(
57 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $225
/Night
7 Nights - $1,573
See More Pet-Friendly Vacation Rentals in Poughkeepsie on PetFriendly.io
Large Vacation Homes & Villas in Poughkeepsie
Over 208+
Large Vacation Homes & Villas in or Near Poughkeepsie
House
10.0
(
23 Reviews
)
5 Bedrooms
2 Bathrooms
12 Guests
2700 ft²
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $580
/Night
7 Nights - $4,061
House
5 Bedrooms
3 Bathrooms
10 Guests
2497.23 ft²
-
Parking
-
Pool
-
Ocean View
-
View
US $640
/Night
7 Nights - $4,480
House
10.0
(
20 Reviews
)
4 Bedrooms
2 Bathrooms
15 Guests
2586 ft²
-
Hot Tub
-
Parking
-
Kitchen
-
Air Conditioner
US $388
/Night
7 Nights - $2,718
Cabin
10.0
(
18 Reviews
)
5 Bedrooms
3 Bathrooms
16 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $645
/Night
7 Nights - $4,517
House
10.0
(
10 Reviews
)
5 Bedrooms
5 Bathrooms
10 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,263
/Night
7 Nights - $8,839
House
10.0
(
7 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
3662 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,474
/Night
7 Nights - $10,315
House
10.0
(
5 Reviews
)
5 Bedrooms
3 Bathrooms
8 Guests
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $1,723
/Night
7 Nights - $12,060
House
10.0
(
4 Reviews
)
4 Bedrooms
3 Bathrooms
14 Guests
1700 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $673
/Night
7 Nights - $4,709
See More Family Vacation Rentals in Poughkeepsie on FVR
Wheelchair Accessible Vacation Homes in Poughkeepsie
Over 75+
Wheelchair Accessible Vacation Homes in or Near Poughkeepsie
Apartment
9.8
(
7 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
600 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $271
/Night
7 Nights - $1,897
Cabin
9.1
(
215 Reviews
)
26 Bedrooms
8 Bathrooms
23 Guests
10.76 ft²
-
Oceanfront -
Parking
-
Ocean View
-
Balcony/Terrace
US $465
/Night
7 Nights - $3,258
Bed & Breakfast
7.8
(
33 Reviews
)
1 Bedroom
1 Bathroom
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Kitchen
US $225
/Night
7 Nights - $1,576
Apartment
9.8
(
7 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
560 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $117
/Night
7 Nights - $820
Bed & Breakfast
9.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Skiing -
Wheelchair Accessible -
Accessibility -
Bedding/Linens
US $150
/Night
7 Nights - $1,050
House
5.0
(
13 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $307
/Night
7 Nights - $2,149
Apartment
5.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
778 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $134
/Night
7 Nights - $938
House
4 Bedrooms
3 Bathrooms
8 Guests
4500 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Pet Friendly
US $495
/Night
7 Nights - $3,465
Poughkeepsie Vacation Rentals and Airbnb Places to Stay Under $200
Over 232+
Poughkeepsie Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
10.0
(
18 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
301 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $89
/Night
7 Nights - $620
Apartment
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
5 Guests
-
Parking
-
View
-
Air Conditioner
-
Internet
US $187
/Night
7 Nights - $1,307
House
9.2
(
207 Reviews
)
1 Bedroom
1 Bathroom
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $173
/Night
7 Nights - $1,209
Apartment
10.0
(
17 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
301 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $95
/Night
7 Nights - $667
Apartment
10.0
(
17 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
301 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $94
/Night
7 Nights - $661
House
10.0
(
15 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
720 ft²
-
Parking
-
Spa
-
Balcony/Terrace
-
Kitchen
US $183
/Night
7 Nights - $1,284
Apartment
10.0
(
13 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
301 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Pet Friendly
US $86
/Night
7 Nights - $600
RV Rental
10.0
(
8 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $134
/Night
7 Nights - $935
See More Poughkeepsie Vacation Rental Deals
Instantly Bookable Vacation Homes in Poughkeepsie
Over 537+
Instantly Bookable Vacation Homes in or Near Poughkeepsie
House
10.0
(
37 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
3000 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $666
/Night
7 Nights - $4,661
House
4 Bedrooms
4 Bathrooms
9 Guests
2217 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,252
/Night
7 Nights - $8,767
House
10.0
(
144 Reviews
)
3 Bedrooms
3 Bathrooms
5 Guests
1350 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $512
/Night
7 Nights - $3,583
New
Cabin
10.0
(
93 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
480 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $351
/Night
7 Nights - $2,459
Apartment
10.0
(
57 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $292
/Night
7 Nights - $2,046
Cottage
10.0
(
51 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $305
/Night
7 Nights - $2,134
House
10.0
(
40 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
1064 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $210
/Night
7 Nights - $1,469
Cottage
10.0
(
39 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1000 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $301
/Night
7 Nights - $2,109
About Poughkeepsie Vacation Rentals
With more than 10 Poughkeepsie vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Poughkeepsie.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Poughkeepsie, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Poughkeepsie. Places to stay near Poughkeepsie are 1032.7 ft² on average, with prices averaging US $940 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Poughkeepsie with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Poughkeepsie
| Type | Count |
|---|---|
| Villas | 10 |
Use these Quick Filters to Find a Vacation Rental in Poughkeepsie
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Poughkeepsie.
Weather in Poughkeepsie
View the weather forecast for Poughkeepsie before booking your Poughkeepsie Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Poughkeepsie, NY
Estiavillas offers a large selection of top attractions around Poughkeepsie. Research things to do on your vacation before you visit Poughkeepsie.
Marist College
Train Station
Vassar College
State University of New York-New Paltz
Minnewaska State Park
SplashDown Beach
Thunder Ridge Ski Resort
Mid-Hudson Civic Center
Omega Institute
Chance Theater
Mohonk Preserve Visitor Center
Franklin D. Roosevelt Presidential Library and Museum
Dutchess County Fairgrounds
Millbrook Vineyards and Winery
Vanderbilt Mansion National Historic Site
Home of Franklin D. Roosevelt National Historic Site
Poughkeepsie Galleria
Vassar Brothers Medical Center
Locust Grove
Walkway Over the Hudson State Historic Park
Other Places to Stay Near Poughkeepsie, NY
Hudson Valley
5,146 Properties
Lower Hudson Valley
2,282 Properties
Dutchess County
397 Properties
New Paltz
77 Properties
Kerhonkson
70 Properties
Fishkill
48 Properties
Highland
37 Properties
Town of Stanford
30 Properties
Gardiner
28 Properties
Town of Lloyd
28 Properties
Accord
25 Properties
Rhinebeck
25 Properties
Complexes around Poughkeepsie, NY
Fishkill Inn
15 Properties
Quality Inn
3 Properties
Rondout Valley Camping Resort Park Model
4 Properties
Comfort Inn
3 Properties
Courtyard
3 Properties
Hampton Inn Poughkeepsie
3 Properties
Holiday Inn Express Poughkeepsie Ihg Hotel
3 Properties
Hyatt
3 Properties
Springhill
3 Properties
The Inn At Falls
3 Properties
Minnewaska Lodge
2 Properties
Secluded Country Getaway
2 Properties
The City Cottage
2 Properties
Tentrr State Park Site Mills
1 Properties
Poughkeepsie Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Poughkeepsie?
There are a lot of options in Poughkeepsie. If you plan on staying in the Poughkeepsie area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Poughkeepsie:
- Retreat Villa: Theater, Yoga Studio, Group Spaces | Dream House in the Gunks
- Luxe Mountain Getaway, Fire Pit,Arcade, Hot Tub, Near Lake Minnewaska
- Rhinebrook Estate - 8 Bed/8Bath + Pool (Sleeps 20)
- The Scenic Mansion With Breathtaking View
- Upstate Historical Artist Villa w/firepit, pool and close to Candlewood Lake CT
- Beautiful modern villa with pool suana hot tub.
- Charming 4-bedroom villa with Art, Sauna, Cold Plunge and Yoga in New Paltz
- Spacious 1 BR Unit w/Washer-Dryer and Parking
- Serene Mid-century Villa with a pool 1.5h from NYC
- Hudson Valley mid century house w/stunning views
How many vacation rentals have private pools in Poughkeepsie?
There are 156 vacation rentals with private pools near Poughkeepsie. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Poughkeepsie are best for families?
If you are looking for a family-friendly vacation home in Poughkeepsie, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Poughkeepsie:
How many vacation rentals are available in Poughkeepsie?
Currently, the total number of properties listed in 2026 is over 10 in the Poughkeepsie area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Poughkeepsie.
