Estia Villas - Vacation Rentals in New Windsor
House
10.0
(
55 Reviews
)
6 Bedrooms
3 Bathrooms
17 Guests
-
Balcony/Terrace -
Kitchen -
Air Conditioner -
Internet
US $599
/Night
7 Nights - $4,196
Apartment
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Hot Tub -
Parking -
Pool -
Spa
US $314
/Night
7 Nights - $2,200
Cottage
1 Bedroom
1 Bathroom
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $432
/Night
7 Nights - $3,025
House
10.0
(
15 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $161
/Night
7 Nights - $1,128
House
10.0
(
13 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $319
/Night
7 Nights - $2,230
House
10.0
(
4 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Private Pool -
Parking
-
Pool
-
Ocean View
US $644
/Night
7 Nights - $4,509
House
10.0
(
1 Review
)
4 Bedrooms
3 Bathrooms
10 Guests
2400 ft²
-
Parking
-
Spa
-
Balcony/Terrace
-
Kitchen
US $399
/Night
7 Nights - $2,790
House
9.6
(
5 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
2145 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $439
/Night
7 Nights - $3,072
See More New Windsor Vacation Rentals
Luxury Places to Stay in New Windsor
Over 61+
Luxury Places to Stay in or Near New Windsor
House
10.0
(
32 Reviews
)
5 Bedrooms
2 Bathrooms
12 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $476
/Night
7 Nights - $3,332
House
10.0
(
160 Reviews
)
3 Bedrooms
3 Bathrooms
8 Guests
1800 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $464
/Night
7 Nights - $3,250
House
8.4
(
6 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $458
/Night
7 Nights - $3,208
House
10.0
(
3 Reviews
)
4 Bedrooms
3 Bathrooms
6 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $380
/Night
7 Nights - $2,661
New
House
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
-
Private Pool
-
Parking
-
Pool
-
Balcony/Terrace
US $376
/Night
7 Nights - $2,634
House
3 Bedrooms
2 Bathrooms
7 Guests
2142.02 ft²
-
Parking
-
Balcony/Terrace
-
Internet
-
Pet Friendly
US $339
/Night
7 Nights - $2,375
Cabin
2 Bedrooms
1 Bathroom
8 Guests
780 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $331
/Night
7 Nights - $2,314
US $324
/Night
7 Nights - $2,268
See More New Windsor Luxury Vacation Rentals
Find More New Windsor Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in New Windsor
Over 8+
Top-Rated Vacation Rentals with a Pool in or Near New Windsor
US $139
/Night
7 Nights - $972
US $122
/Night
7 Nights - $856
US $85
/Night
7 Nights - $595
Bed & Breakfast
10.0
(
1 Review
)
1 Bedroom
2 Bathrooms
4 Guests
-
Breakfast -
EV Charge Station -
Parking
-
Pool
US $95
/Night
7 Nights - $665
US $180
/Night
7 Nights - $1,260
Bed & Breakfast
9.2
(
10 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
-
Breakfast
-
EV Charge Station
-
Parking
-
Pool
US $95
/Night
7 Nights - $665
Bed & Breakfast
8.4
(
12 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
-
Breakfast
-
EV Charge Station
-
Parking
-
Pool
US $95
/Night
7 Nights - $665
House
2 Bedrooms
1 Bathroom
4 Guests
-
Private Pool
-
Hot Tub
-
Parking
-
Pool
US $303
/Night
7 Nights - $2,122
Pet-Friendly Vacation Rentals in New Windsor
Over 12+
Pet-Friendly Vacation Rentals in or Near New Windsor
House
10.0
(
91 Reviews
)
4 Bedrooms
3 Bathrooms
10 Guests
2400 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $424
/Night
7 Nights - $2,968
House
9.7
(
3 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
1205.56 ft²
-
Parking
-
Spa
-
Balcony/Terrace
-
Internet
US $218
/Night
7 Nights - $1,528
House
10.0
(
10 Reviews
)
4 Bedrooms
2 Bathrooms
7 Guests
1900 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $310
/Night
7 Nights - $2,167
House
10.0
(
7 Reviews
)
4 Bedrooms
1 Bathroom
8 Guests
2100 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $331
/Night
7 Nights - $2,315
New
House
9.6
(
28 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
1200 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $201
/Night
7 Nights - $1,410
Cabin
9.4
(
46 Reviews
)
2 Bedrooms
1 Bathroom
8 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $272
/Night
7 Nights - $1,907
RV Rental
5.0
(
3 Reviews
)
1 Bedroom
1 Bathroom
7 Guests
500 ft²
-
Pet Friendly
-
Child Friendly -
Bedding/Linens
US $128
/Night
7 Nights - $896
House
4 Bedrooms
3 Bathrooms
10 Guests
-
Hot Tub
-
Parking
-
Balcony/Terrace
-
Kitchen
US $388
/Night
7 Nights - $2,715
See More Pet-Friendly Vacation Rentals in New Windsor on PetFriendly.io
Large Vacation Homes & Villas in New Windsor
Over 4+
Large Vacation Homes & Villas in or Near New Windsor
House
8.6
(
4 Reviews
)
5 Bedrooms
4 Bathrooms
12 Guests
3385 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $355
/Night
7 Nights - $2,488
House
5 Bedrooms
2 Bathrooms
12 Guests
2002.09 ft²
-
Parking
-
Balcony/Terrace
-
View -
Air Conditioner
US $224
/Night
7 Nights - $1,570
House
5.0
(
1 Review
)
5 Bedrooms
4 Bathrooms
12 Guests
3385 ft²
-
Kitchen
-
Air Conditioner
-
Internet
-
Child Friendly
US $200
/Night
7 Nights - $1,400
House
4 Bedrooms
3 Bathrooms
10 Guests
-
Hot Tub
-
Air Conditioner
-
Internet
-
Pet Friendly
US $209
/Night
7 Nights - $1,465
See More Family Vacation Rentals in New Windsor on FVR
Wheelchair Accessible Vacation Homes in New Windsor
Over 2+
Wheelchair Accessible Vacation Homes in or Near New Windsor
Bed & Breakfast
9.2
(
12 Reviews
)
4 Bedrooms
4 Bathrooms
8 Guests
169.53 ft²
-
Breakfast
-
Parking
-
Spa
-
Balcony/Terrace
US $180
/Night
7 Nights - $1,260
Hotel
6.5
(
588 Reviews
)
301.39 ft²
-
Breakfast
-
Parking
-
Air Conditioner
-
Internet
US $71
/Night
7 Nights - $497
New Windsor Vacation Rentals and Airbnb Places to Stay Under $200
Over 19+
New Windsor Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
9.4
(
63 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $137
/Night
7 Nights - $961
US $188
/Night
7 Nights - $1,316
US $85
/Night
7 Nights - $598
House
10.0
(
2 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Kitchen
-
Air Conditioner
-
Child Friendly
-
Laundry
US $73
/Night
7 Nights - $511
Apartment
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $191
/Night
7 Nights - $1,336
Apartment
1 Bedroom
1 Bathroom
4 Guests
-
Air Conditioner
-
Internet
-
Child Friendly
-
Laundry
US $174
/Night
7 Nights - $1,219
Apartment
1 Bedroom
1 Bathroom
2 Guests
US $140
/Night
7 Nights - $977
House
10.0
(
12 Reviews
)
2 Bedrooms
1 Bathroom
8 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $75
/Night
7 Nights - $525
See More New Windsor Vacation Rental Deals
Instantly Bookable Vacation Homes in New Windsor
Over 7+
Instantly Bookable Vacation Homes in or Near New Windsor
Apartment
10.0
(
19 Reviews
)
1 Bedroom
2 Bathrooms
4 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $246
/Night
7 Nights - $1,719
House
10.0
(
4 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1400 ft²
-
Breakfast
-
Parking
-
Balcony/Terrace
-
Kitchen
US $386
/Night
7 Nights - $2,701
House
8.0
(
1 Review
)
3 Bedrooms
3 Bathrooms
6 Guests
3385 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $235
/Night
7 Nights - $1,642
House
1 Bedroom
1 Bathroom
2 Guests
-
Air Conditioner
-
Internet
-
Laundry
-
Bedding/Linens
US $211
/Night
7 Nights - $1,477
Other
10.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $125
/Night
7 Nights - $873
Other
5.0
(
1 Review
)
4 Bedrooms
1 Bathroom
8 Guests
1000 ft²
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Child Friendly
US $150
/Night
7 Nights - $1,052
RV Rental
4.5
(
2 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
500 ft²
-
Kitchen
-
Pet Friendly
US $144
/Night
7 Nights - $1,008
About New Windsor Vacation Rentals
With more than 70 New Windsor 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 New Windsor.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas New Windsor, 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 New Windsor. Places to stay near New Windsor are 759.56 ft² on average, with prices averaging US $252 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in New Windsor 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 New Windsor
| Type | Count |
|---|---|
| Vacation Homes | 36 |
| Holiday Apartments | 10 |
| Hotels | 9 |
| B&B | 5 |
| Cabin Rentals | 3 |
| Others | 3 |
| Cottages | 2 |
Use these Quick Filters to Find a Vacation Rental in New Windsor
★ 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 New Windsor.
Weather in New Windsor
View the weather forecast for New Windsor before booking your New Windsor 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 New Windsor, MD
Estiavillas offers a large selection of top attractions around New Windsor. Research things to do on your vacation before you visit New Windsor.
Elk Run Vineyards
Gettysburg National Military Park
Liberty Mountain Ski Resort
Gettysburg Battlefield Museum
Catoctin Mountain Park
Gettysburg Visitor Center
Westview Promenade
Frederick Memorial Hospital
Frederick Fairgrounds
Linganore Winecellars
Francis Scott Key Mall
Devil's Den
Fort Detrick
Hood College
Gettysburg National Cemetery
Mount St. Mary's College
Majestic Theater
Jennie Wade House
McDaniel College
Little Round Top
New Windsor Vacation Rental Frequently Asked Questions
Which vacation homes in New Windsor are best for families?
If you are looking for a family-friendly vacation home in New Windsor, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in New Windsor:
How many vacation rentals are available in New Windsor?
Currently, the total number of properties listed in 2026 is over 70 in the New Windsor area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in New Windsor.
