Estia Villas - Vacation Rentals in Hillsdale
House
10.0
(
44 Reviews
)
5 Bedrooms
4 Bathrooms
14 Guests
4500 ft²
-
Hot Tub -
Parking -
Balcony/Terrace -
Kitchen
US $1,286
/Night
7 Nights - $9,000
House
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Air Conditioner -
Internet -
Child Friendly
US $223
/Night
7 Nights - $1,559
US $274
/Night
7 Nights - $1,921
House
10.0
(
79 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
2000 ft²
-
Hot Tub
-
Parking
-
Ocean View -
Balcony/Terrace
US $499
/Night
7 Nights - $3,493
Cabin
9.8
(
78 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $290
/Night
7 Nights - $2,027
House
10.0
(
36 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Parking
-
Pool -
Balcony/Terrace
-
Kitchen
US $552
/Night
7 Nights - $3,865
House
10.0
(
129 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
3072 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $720
/Night
7 Nights - $5,041
House
10.0
(
33 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $493
/Night
7 Nights - $3,450
See More Hillsdale Vacation Rentals
Luxury Places to Stay in Hillsdale
Over 208+
Luxury Places to Stay in or Near Hillsdale
House
1 Bedroom
1 Bathroom
56 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $3,424
/Night
7 Nights - $23,971
House
10.0
(
1 Review
)
4 Bedrooms
4 Bathrooms
7 Guests
6000 ft²
-
Private Pool -
Hot Tub
-
Parking
-
Pool
US $2,466
/Night
7 Nights - $17,260
House
10.0
(
4 Reviews
)
5 Bedrooms
3 Bathrooms
14 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $2,161
/Night
7 Nights - $15,127
House
10.0
(
1 Review
)
6 Bedrooms
6 Bathrooms
15 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $2,078
/Night
7 Nights - $14,544
House
10.0
(
2 Reviews
)
6 Bedrooms
5 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $1,692
/Night
7 Nights - $11,844
House
10.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
8 Guests
3000 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,582
/Night
7 Nights - $11,075
House
5 Bedrooms
4 Bathrooms
10 Guests
4500 ft²
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $1,582
/Night
7 Nights - $11,071
House
10.0
(
48 Reviews
)
6 Bedrooms
5 Bathrooms
10 Guests
3000 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $1,472
/Night
7 Nights - $10,306
See More Hillsdale Luxury Vacation Rentals
Find More Hillsdale Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Hillsdale
Over 33+
Top-Rated Vacation Rentals with a Pool in or Near Hillsdale
House
10.0
(
43 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
3000 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $590
/Night
7 Nights - $4,128
House
10.0
(
16 Reviews
)
6 Bedrooms
5 Bathrooms
12 Guests
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $1,347
/Night
7 Nights - $9,428
House
10.0
(
16 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
2500 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $459
/Night
7 Nights - $3,214
House
10.0
(
6 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
2900 ft²
-
Private Pool
-
Parking
-
Pool
-
Ocean View
US $504
/Night
7 Nights - $3,525
House
10.0
(
4 Reviews
)
7 Bedrooms
4 Bathrooms
14 Guests
3804 ft²
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $927
/Night
7 Nights - $6,488
Ski Chalet
10.0
(
2 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
-
Hot Tub
-
Parking
-
Pool
-
Balcony/Terrace
US $874
/Night
7 Nights - $6,115
House
9.8
(
80 Reviews
)
5 Bedrooms
4 Bathrooms
10 Guests
4400 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $1,389
/Night
7 Nights - $9,722
House
9.6
(
73 Reviews
)
6 Bedrooms
4 Bathrooms
10 Guests
3000 ft²
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $892
/Night
7 Nights - $6,246
Pet-Friendly Vacation Rentals in Hillsdale
Over 94+
Pet-Friendly Vacation Rentals in or Near Hillsdale
House
10.0
(
13 Reviews
)
4 Bedrooms
3 Bathrooms
9 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $471
/Night
7 Nights - $3,299
Cottage
10.0
(
7 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $427
/Night
7 Nights - $2,990
House
10.0
(
1 Review
)
3 Bedrooms
4 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $922
/Night
7 Nights - $6,452
House
9.8
(
66 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
View
-
Kitchen
US $397
/Night
7 Nights - $2,778
House
9.8
(
21 Reviews
)
5 Bedrooms
3 Bathrooms
14 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $621
/Night
7 Nights - $4,346
House
9.8
(
10 Reviews
)
2 Bedrooms
2 Bathrooms
7 Guests
-
Oceanfront -
Parking
-
Ocean View
-
Balcony/Terrace
US $433
/Night
7 Nights - $3,031
Cabin
9.8
(
6 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $446
/Night
7 Nights - $3,122
See More Pet-Friendly Vacation Rentals in Hillsdale on PetFriendly.io
Large Vacation Homes & Villas in Hillsdale
Over 44+
Large Vacation Homes & Villas in or Near Hillsdale
Cabin
9.4
(
12 Reviews
)
4 Bedrooms
3 Bathrooms
12 Guests
4000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $1,094
/Night
7 Nights - $7,655
House
4 Bedrooms
3 Bathrooms
12 Guests
3993.41 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $1,035
/Night
7 Nights - $7,246
House
8.4
(
5 Reviews
)
5 Bedrooms
2 Bathrooms
12 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $374
/Night
7 Nights - $2,620
House
5 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $479
/Night
7 Nights - $3,354
New
House
3 Bedrooms
2 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $372
/Night
7 Nights - $2,605
House
10.0
(
4 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2500 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $171
/Night
7 Nights - $1,198
House
9.8
(
24 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
2400 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $500
/Night
7 Nights - $3,501
House
9.4
(
3 Reviews
)
5 Bedrooms
4 Bathrooms
14 Guests
4000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $927
/Night
7 Nights - $6,490
See More Family Vacation Rentals in Hillsdale on FVR
Wheelchair Accessible Vacation Homes in Hillsdale
Over 3+
Wheelchair Accessible Vacation Homes in or Near Hillsdale
House
10.0
(
7 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
-
Breakfast -
Parking
-
Balcony/Terrace
-
Kitchen
US $100
/Night
7 Nights - $700
Hotel
6.8
(
55 Reviews
)
260.49 ft²
-
Parking
-
Balcony/Terrace
-
Air Conditioner
-
Internet
US $115
/Night
7 Nights - $805
House
3 Bedrooms
3 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $628
/Night
7 Nights - $4,394
Hillsdale Vacation Rentals and Airbnb Places to Stay Under $200
Over 32+
Hillsdale Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
9.4
(
40 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
500 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $116
/Night
7 Nights - $815
House
3 Bedrooms
2 Bathrooms
8 Guests
1399.31 ft²
-
Parking
-
Air Conditioner
-
Internet
-
Child Friendly
US $172
/Night
7 Nights - $1,204
US $168
/Night
7 Nights - $1,176
Apartment
7.2
(
5 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $192
/Night
7 Nights - $1,341
Cottage
4.8
(
9 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
651 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $165
/Night
7 Nights - $1,155
Cottage
8.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly -
Child Friendly
US $197
/Night
7 Nights - $1,378
House
5.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
750 ft²
-
View
-
Kitchen
-
Air Conditioner
-
Pet Friendly
US $135
/Night
7 Nights - $945
House
4.3
(
15 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1400 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $103
/Night
7 Nights - $721
See More Hillsdale Vacation Rental Deals
Instantly Bookable Vacation Homes in Hillsdale
Over 58+
Instantly Bookable Vacation Homes in or Near Hillsdale
House
10.0
(
23 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
2000 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $779
/Night
7 Nights - $5,453
House
10.0
(
23 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $219
/Night
7 Nights - $1,533
Cottage
10.0
(
18 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $504
/Night
7 Nights - $3,527
House
10.0
(
3 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $324
/Night
7 Nights - $2,266
House
9.6
(
39 Reviews
)
2 Bedrooms
1 Bathroom
7 Guests
-
Air Conditioner
-
Internet
-
Pet Friendly
-
Child Friendly
US $262
/Night
7 Nights - $1,831
House
9.6
(
11 Reviews
)
3 Bedrooms
2 Bathrooms
8 Guests
1800 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $317
/Night
7 Nights - $2,219
House
9.6
(
5 Reviews
)
4 Bedrooms
3 Bathrooms
9 Guests
2337 ft²
-
Spa -
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $870
/Night
7 Nights - $6,090
House
9.6
(
4 Reviews
)
1 Bedroom
1 Bathroom
6 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $386
/Night
7 Nights - $2,705
About Hillsdale Vacation Rentals
With more than 217 Hillsdale 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 Hillsdale.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Hillsdale, 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 Hillsdale. Places to stay near Hillsdale are 924.05 ft² on average, with prices averaging US $586 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Hillsdale 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 Hillsdale
| Type | Count |
|---|---|
| Vacation Homes | 159 |
| Cottages | 14 |
| Cabin Rentals | 9 |
| Holiday Apartments | 8 |
| Hotels | 6 |
| Others | 6 |
| Ski Chalet Rentals | 5 |
Use these Quick Filters to Find a Vacation Rental in Hillsdale
★ 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 Hillsdale.
Weather in Hillsdale
View the weather forecast for Hillsdale before booking your Hillsdale 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 Hillsdale, NY
Estiavillas offers a large selection of top attractions around Hillsdale. Research things to do on your vacation before you visit Hillsdale.
Catamount Aerial Adventure Park
Tanglewood Music Center
Ski Butternut
Catamount Ski Area
Norman Rockwell Museum
Bard College
National Shrine of the Divine Mercy
Lee Prime Outlets
Omega Institute
Dutchess County Fairgrounds
Bousquet Ski Area
Lime Rock Park
Saugerties Lighthouse
Olana State Historic Site
Cranwell Golf Club
Jacob's Pillow
Berkshire Museum
Hancock Shaker Village
Otis Ridge
Pittsfield State Forest
Other Places to Stay Near Hillsdale, NY
Complexes around Hillsdale, NY
Hillsdale Vacation Rental Frequently Asked Questions
How many vacation rentals have private pools in Hillsdale?
There are 9 vacation rentals with private pools near Hillsdale. Top-rated homes that have access to a swimming pool include:
Which vacation homes in Hillsdale are best for families?
If you are looking for a family-friendly vacation home in Hillsdale, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Hillsdale:
How many vacation rentals are available in Hillsdale?
Currently, the total number of properties listed in 2026 is over 217 in the Hillsdale area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Hillsdale.
