Owner Direct Vacation
Rentals in New Windsor
The Best Owner Direct Vacation Rentals in New Windsor. Explore thousands of vacation home rentals, large cabins, and villas near New Windsor
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Explore the Best New Windsor Vacation Homes
Looking for the perfect place to stay in New Windsor? Discover a curated collection of vacation rentals offering comfort, convenience, and authentic New Windsor character. Whether you want a beachfront condo, a cozy family home, or a pet-friendly stay close to downtown, Owner Direct makes it easy to compare verified options for your next trip.
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Why Travelers Love Using
Owner Direct to
Find New Windsor Vacation Rentals
What makes our vacation homes stand out?
Verified Properties
Every vacation home shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.
Value You Can Trust
Compare a range of properties and find fair, transparent pricing—no hidden fees.
Endless Variety
From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.
More Places to Stay Near New Windsor
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Popular Neighborhoods for New Windsor Vacation Rentals
What are the best areas to stay in New Windsor
Discover the top neighborhoods in New Windsor and choose a place that suits your stay.
Sunday Feb 8
New Windsor, Maryland
Common Vacation Rental Amenities Typical Vacation Rental Amenities
What sort of amenities will be available at your stay?
Our New Windsor vacation rentals are designed for comfort and convenience, with everything you need for a relaxing stay.
Indoor Amenities
Fully equipped kitchens
Spacious living areas with streaming TVs
Complimentary Wi-Fi
Air conditioning and heating
In-unit washer and dryer
Plush bedding and comfortable furniture
Outdoor Amenities
Balconies or patios with coastal views
Private or shared pools
BBQ grills and outdoor dining areas
On-site parking
Easy access to beaches and attractions
More Vacation Rentals You May Like Near New Windsor
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How to Reserve Your New Windsor Vacation Rental
Booking Made Simple
Owner Direct helps travelers find verified vacation rentals from trusted sources. Once you select a property you love, you’ll be guided to our partner’s secure booking platform to complete your reservation.
SEARCH PROPERTIES
Use filters for location, amenities, and budget.
VIEW DETAILS
Check photos, reviews, and features for your top picks.
BOOK SECURELY
Confirm your stay safely through our trusted travel partners.
New Windsor Vacation Rental FAQs
1. What are the top vacation rentals in New Windsor?
There are a lot of options in New Windsor. If you plan on staying in the New Windsor area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in New Windsor:
- VISTA: Country Estate, 200+ PERFECT reviews! Views & PRIVACY.Seniors?-YES!
- 19th Century Mansion/Farm House
- Relax with Sunset View
- 'Chateau Ridge' Peaceful Retreat w/Fire Pit!
- Spacious 1 Bedroom Apt - Westminster, MD. Close to McDaniel College.
- Cozy Victorian in the Heart of Downtown Westminster.
- Chateau Ridge Peaceful Retreat with Fire Pit!
- Charming 1-bedroom farmhouse in wonderful Taneytown with AC
- Secluded Country Farm Estate
- Historic Mt. Airy - Wine country
2. 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:
3. How many vacation rentals are available in New Windsor?
Currently, the total number of properties listed in 2026 is over 69 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.