Estia Villas - Vacation Rentals in Dutchess County
Villa
9.6
(
19 Reviews
)
8 Bedrooms
8 Bathrooms
20 Guests
-
Private Pool -
Hot Tub -
Spa -
Fireplace/Heating
US $2,821
/Night
7 Nights - $19,747
Villa
8.8
(
18 Reviews
)
4 Bedrooms
6 Bathrooms
10 Guests
4427 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,148
/Night
7 Nights - $8,038
Villa
2 Bedrooms
1 Bathroom
4 Guests
-
Fireplace/Heating
-
Pool
-
Air Conditioner -
Internet
US $659
/Night
7 Nights - $4,615
Villa
4 Bedrooms
2 Bathrooms
9 Guests
4000 ft²
-
Balcony/Terrace -
Pet Friendly -
Kitchen -
Air Conditioner
US $663
/Night
7 Nights - $4,641
Villa
4 Bedrooms
2 Bathrooms
8 Guests
-
Fireplace/Heating
-
Kitchen
-
Parking -
Air Conditioner
US $392
/Night
7 Nights - $2,742
Villa
2.8
(
3 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $613
/Night
7 Nights - $4,294
Villa
4 Bedrooms
4 Bathrooms
8 Guests
-
Private Pool
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $1,605
/Night
7 Nights - $11,235
See More Dutchess County Vacation Rentals
Luxury Places to Stay in Dutchess County
Over 784+
Luxury Places to Stay in or Near Dutchess County
9.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
8 Guests
11840.3 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
View -
Parking
US $5,000
/Night
7 Nights - $35,000
House
5 Bedrooms
7 Bathrooms
10 Guests
6000 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $4,848
/Night
7 Nights - $33,936
House
10.0
(
30 Reviews
)
8 Bedrooms
5 Bathrooms
12 Guests
10000 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $3,133
/Night
7 Nights - $21,929
House
9.6
(
58 Reviews
)
7 Bedrooms
7 Bathrooms
20 Guests
8000 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $2,822
/Night
7 Nights - $19,757
House
6 Bedrooms
5 Bathrooms
11 Guests
6000 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $2,204
/Night
7 Nights - $15,425
3 Bedrooms
2 Bathrooms
6 Guests
10763.91 ft²
-
Hot Tub
-
Fireplace/Heating
-
View
-
Pet Friendly
US $2,175
/Night
7 Nights - $15,223
House
6 Bedrooms
4 Bathrooms
10 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $1,965
/Night
7 Nights - $13,752
House
10.0
(
7 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
3662 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,816
/Night
7 Nights - $12,714
Find More Dutchess County Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Dutchess County
Over 177+
Top-Rated Vacation Rentals with a Pool in or Near Dutchess County
House
10.0
(
71 Reviews
)
4 Bedrooms
4 Bathrooms
10 Guests
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Ocean View
US $1,024
/Night
7 Nights - $7,167
House
10.0
(
59 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2316 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $523
/Night
7 Nights - $3,662
House
10.0
(
44 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
2000 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $797
/Night
7 Nights - $5,581
House
10.0
(
40 Reviews
)
6 Bedrooms
3 Bathrooms
12 Guests
4550 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,696
/Night
7 Nights - $11,871
House
10.0
(
24 Reviews
)
5 Bedrooms
3 Bathrooms
13 Guests
4000 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $781
/Night
7 Nights - $5,466
Apartment
10.0
(
23 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Ocean View
US $259
/Night
7 Nights - $1,815
House
10.0
(
22 Reviews
)
4 Bedrooms
1 Bathroom
8 Guests
1585 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $358
/Night
7 Nights - $2,506
House
10.0
(
18 Reviews
)
4 Bedrooms
4 Bathrooms
11 Guests
2800 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $1,084
/Night
7 Nights - $7,587
Pet-Friendly Vacation Rentals in Dutchess County
Over 306+
Pet-Friendly Vacation Rentals in or Near Dutchess County
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
6 Guests
1097.92 ft²
-
Breakfast -
Pet Friendly
-
Kitchen
-
Parking
US $238
/Night
7 Nights - $1,666
House
10.0
(
66 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1500 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $513
/Night
7 Nights - $3,588
Apartment
9.4
(
9 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $243
/Night
7 Nights - $1,703
House
9.8
(
61 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Ocean View
US $615
/Night
7 Nights - $4,302
House
10.0
(
14 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2300 ft²
-
Fireplace/Heating
-
Pet Friendly
-
Kitchen
-
Parking
US $633
/Night
7 Nights - $4,432
House
10.0
(
13 Reviews
)
4 Bedrooms
1 Bathroom
12 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $1,473
/Night
7 Nights - $10,310
Apartment
10.0
(
4 Reviews
)
1 Bedroom
1 Bathroom
1 Guest
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $232
/Night
7 Nights - $1,623
Cabin
10.0
(
200 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
900 ft²
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
-
View
US $470
/Night
7 Nights - $3,290
See More Pet-Friendly Vacation Rentals in Dutchess County on PetFriendly.io
Large Vacation Homes & Villas in Dutchess County
Over 121+
Large Vacation Homes & Villas in or Near Dutchess County
5 Bedrooms
3 Bathrooms
10 Guests
2497.23 ft²
-
Pool
-
Ocean View
-
View
-
Parking
US $640
/Night
7 Nights - $4,480
House
10.0
(
28 Reviews
)
5 Bedrooms
2 Bathrooms
12 Guests
3500 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $1,131
/Night
7 Nights - $7,919
House
10.0
(
10 Reviews
)
5 Bedrooms
5 Bathrooms
10 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $961
/Night
7 Nights - $6,726
House
10.0
(
8 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
5005 ft²
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,166
/Night
7 Nights - $8,160
House
10.0
(
4 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
5500 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $824
/Night
7 Nights - $5,770
House
10.0
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $524
/Night
7 Nights - $3,667
House
10.0
(
3 Reviews
)
5 Bedrooms
3 Bathrooms
10 Guests
-
Private Pool
-
Hot Tub
-
Fireplace/Heating
-
Pool
US $1,477
/Night
7 Nights - $10,338
House
10.0
(
3 Reviews
)
3 Bedrooms
4 Bathrooms
10 Guests
3664 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $823
/Night
7 Nights - $5,759
See More Family Vacation Rentals in Dutchess County on FVR
Wheelchair Accessible Vacation Homes in Dutchess County
Over 64+
Wheelchair Accessible Vacation Homes in or Near Dutchess County
Apartment
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
1001.04 ft²
-
Pet Friendly
-
Parking
-
Air Conditioner
-
Child Friendly
US $184
/Night
7 Nights - $1,288
House
10.0
(
25 Reviews
)
5 Bedrooms
2 Bathrooms
8 Guests
2018 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $575
/Night
7 Nights - $4,028
7.6
(
29 Reviews
)
1 Bedroom
1 Bathroom
-
Fireplace/Heating
-
Balcony/Terrace
-
Breakfast
-
Kitchen
US $187
/Night
7 Nights - $1,306
Apartment
9.8
(
6 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
560 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $126
/Night
7 Nights - $881
House
10.0
(
2 Reviews
)
4 Bedrooms
4 Bathrooms
6 Guests
4700 ft²
-
Private Pool
-
Hot Tub
-
Spa
-
Fireplace/Heating
US $1,250
/Night
7 Nights - $8,750
House
4.7
(
17 Reviews
)
3 Bedrooms
2 Bathrooms
10 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Wheelchair Accessible
US $299
/Night
7 Nights - $2,093
House
10.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
6 Guests
-
Hot Tub
-
Spa
-
Fireplace/Heating
-
Balcony/Terrace
US $617
/Night
7 Nights - $4,320
House
9.8
(
34 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
2000 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Breakfast
-
Pet Friendly
US $421
/Night
7 Nights - $2,948
Dutchess County Vacation Rentals and Airbnb Places to Stay Under $200
Over 185+
Dutchess County Vacation Rentals and Airbnb Places to Stay Under $200
10.0
(
7 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
904.17 ft²
-
Fireplace/Heating
-
Parking
-
Internet
-
Child Friendly
US $153
/Night
7 Nights - $1,071
Apartment
10.0
(
57 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Fireplace/Heating
-
Kitchen
-
Air Conditioner
-
Internet
US $197
/Night
7 Nights - $1,376
9.2
(
200 Reviews
)
1 Bedroom
1 Bathroom
-
Kitchen
-
Parking
-
Air Conditioner
-
Internet
US $179
/Night
7 Nights - $1,254
Apartment
10.0
(
42 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $136
/Night
7 Nights - $952
Apartment
10.0
(
19 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
355 ft²
-
Pet Friendly
-
Kitchen
-
Air Conditioner
-
Internet
US $102
/Night
7 Nights - $713
Apartment
10.0
(
18 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
301 ft²
-
Pet Friendly
-
Kitchen
-
Air Conditioner
-
Internet
US $127
/Night
7 Nights - $891
Apartment
10.0
(
18 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
301 ft²
-
Pet Friendly
-
Kitchen
-
Air Conditioner
-
Internet
US $125
/Night
7 Nights - $874
Apartment
10.0
(
17 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
301 ft²
-
Pet Friendly
-
Kitchen
-
Air Conditioner
-
Internet
US $121
/Night
7 Nights - $849
Instantly Bookable Vacation Homes in Dutchess County
Over 309+
Instantly Bookable Vacation Homes in or Near Dutchess County
Apartment
10.0
(
189 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
600 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $247
/Night
7 Nights - $1,732
Cabin
2 Bedrooms
1 Bathroom
4 Guests
-
Kitchen
-
Parking
-
Air Conditioner
-
Internet
US $422
/Night
7 Nights - $2,951
House
10.0
(
94 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2400 ft²
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
US $568
/Night
7 Nights - $3,973
House
1 Bedroom
1 Bathroom
-
Child Friendly
US $348
/Night
7 Nights - $2,436
House
10.0
(
74 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Parking
US $556
/Night
7 Nights - $3,893
House
10.0
(
70 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
2750 ft²
-
Hot Tub
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $510
/Night
7 Nights - $3,571
Apartment
10.0
(
52 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $266
/Night
7 Nights - $1,861
Apartment
10.0
(
51 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Fireplace/Heating
-
Kitchen
-
Air Conditioner
-
Internet
US $267
/Night
7 Nights - $1,870
About Dutchess County Vacation Rentals
With more than 7 Dutchess County 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 Dutchess County.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Dutchess County, 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 Dutchess County. Places to stay near Dutchess County are 1203.86 ft² on average, with prices averaging US $1,129 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Dutchess County 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 Dutchess County
| Type | Count |
|---|---|
| Villas | 7 |
Use these Quick Filters to Find a Vacation Rental in Dutchess County
★ 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 Dutchess County.
Weather in Dutchess County
View the weather forecast for Dutchess County before booking your Dutchess County 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 Dutchess County, NY
Estiavillas offers a large selection of top attractions around Dutchess County. Research things to do on your vacation before you visit Dutchess County.
Marist College
Train Station
Vassar College
Culinary Institute of America
Dia Beacon
Bard College
SplashDown Beach
Mid-Hudson Civic Center
Omega Institute
Chance Theater
Franklin D. Roosevelt Presidential Library and Museum
Stormville Airport Antique Show & Flea Market
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
Old Rhinebeck Aerodrome
Poughkeepsie Bridge
Innisfree Garden
Springwood
Mid-Hudson Children's Museum
Harlem Valley Rail Trail
Mid-Hudson Bridge
Eleanor Roosevelt National Historic Site
Bardavon 1869 Opera House
Hudson Valley Research Park
Center for Performing Arts at Rhinebeck
Other Places to Stay Near Dutchess County, NY
Lower Hudson Valley
2,300 Properties
Poughkeepsie
576 Properties
Hopewell Junction
117 Properties
Town of East Fishkill
109 Properties
Staatsburg
49 Properties
Fishkill
45 Properties
Hyde Park
42 Properties
Clinton Corners
40 Properties
Beacon
39 Properties
Pine Plains
28 Properties
Town of Stanford
27 Properties
Rhinebeck
26 Properties
Complexes around Dutchess County, NY
Fishkill Inn
15 Properties
Quality 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
The City Cottage
2 Properties
Tentrr Hudson Valley Hilltop Campsite
1 Properties
Tentrr State Park Site Mills
1 Properties
Dutchess County Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Dutchess County?
There are a lot of options in Dutchess County. If you plan on staying in the Dutchess County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Dutchess County:
- Rhinebrook Estate - 8 Bed/8Bath + Pool (Sleeps 20)
- The Scenic Mansion With Breathtaking View
- Charming 2-bedroom villa in serene Holmes with AC, WiFi
- Spacious 1 BR Unit w/Washer-Dryer and Parking
- Serene Mid-century Villa with a pool 1.5h from NYC
- Fabulous Designer Spa Retreat
- Hudson Valley mid century house w/stunning views
How many vacation rentals have private pools in Dutchess County?
There are 89 vacation rentals with private pools near Dutchess County. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Dutchess County are best for families?
If you are looking for a family-friendly vacation home in Dutchess County, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Dutchess County:
How many vacation rentals are available in Dutchess County?
Currently, the total number of properties listed in 2026 is over 7 in the Dutchess County area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Dutchess County.
