
Vacation rentals in New Windsor
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in New Windsor
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for New Windsor vacation rentals
Other great vacation rentals in New Windsor
Top guest favorite

Cabin in Westminster
4.98 out of 5 average rating, 61 reviewsCabin at Stone Point Stables
MaxRating, 5 stars1 week ago
Angela was a great host and we loved the cabin! The cabin felt private, cozy, and was the perfect place to both start and end the day. Angela was wonderful to work with and helped to really make us feel taken care of during our stay. Cannot overstate how peaceful and scerene the location is! The perfect place to sit back on the deck with morning coffee and soak up the countryside.
Guest favorite

Place to stay in Westminster
4.91 out of 5 average rating, 102 reviewsHistoric Log Cabin built in 1850
TrinityRating, 5 stars3 days ago
Beautiful property, perfect place to have a dog-cation! My pups loved the field, will definitely be back.
Guest favorite

Home in Union Bridge
4.97 out of 5 average rating, 63 reviewsPet-Friendly Retreat on a Horse Breeding Farm!
PhilipRating, 5 stars5 months ago
We came looking for a respite from ongoing caregiving for elderly family members and this weekend totally fulfilled that! We had a wonderful, restful stay! Thank you, Jen, for welcoming us so completely and allowing us to jump into the care of the horses, chickens, and ducks. We even enjoyed the super soft barn cats! :-) My mother is checking out potential dates for bringing my niece back later this year. Thanks again!
Top guest favorite

Apartment in Union Bridge
5 out of 5 average rating, 14 reviewsRelax & Recharge in MD
JeffRating, 5 stars1 week ago
Perfect and relaxing stay!! Easy to get to and the exactly as described. Was exactly what I was looking for and hoping to stay in the future.
Top guest favorite

Guesthouse in Woodbine
4.95 out of 5 average rating, 84 reviewsGarden Cottage
MicheleRating, 5 starstoday
We loved staying at the Garden Cottage! It was beautiful and cozy. Will definitely be back for a nice getaway.
Top guest favorite

Guesthouse in Keymar
5 out of 5 average rating, 13 reviewsThe Quilted Cozy Guesthouse
JenniferRating, 5 stars3 weeks ago
We had a brief but lovely stay at the Quilted Cozy! The guesthouse had everything we needed to feel right at home: kitchen tools, toiletries, and comfy seats. It's in a beautiful rural setting (complete with cows across the street) and an easy drive to both hiking in the mountains and excellent restaurants in Frederick. Would definitely stay here again next time we're in the area!
Guest favorite

Farm stay in Cockeysville
4.97 out of 5 average rating, 86 reviewsHistoric Gatehouse Master Suite
KentRating, 5 stars3 weeks ago
This Airbnb was wonderful.
Top guest favorite

Farm stay in Mount Airy
5 out of 5 average rating, 10 reviewsPrivate Patio Retreat | Pool | Family Friendly 2BR
DawnettaRating, 5 stars4 days ago
This place was awesome. Immaculate. The pool was awesome even though it rained and we couldn’t get in it. The animals on the farm are so cute. We got to hold the baby goat. I’m in love with the pig. If you need peaceful and serene this is definitely the place to go. Make sure you bring rain boots or shoes that you don’t care about because if it rains it’s very muddy when you go see the animals but it’s worth it. I will definitely definitely rent this place again. I only did an overnight, but I will definitely do a weekend or more. It is way more than worth it. The family is awesome. And you don’t smell the farm inside of the hose. Very, very awesome place.
Destinations to explore
- Washington Vacation rentals
- Philadelphia Vacation rentals
- Pocono Mountains Vacation rentals
- South Jersey Vacation rentals
- Jersey Shore Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- Hudson Valley Vacation rentals
- The Hamptons Vacation rentals
- Outer Banks Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Nationals Park
- The White House
- National Mall
- Georgetown University
- Oriole Park at Camden Yards
- National Museum of African American History and Culture
- Hampden
- District Wharf
- Smithsonian National Museum of Natural History
- M&T Bank Stadium
- Arlington National Cemetery
- Washington Monument
- Georgetown Waterfront Park
- Patterson Park
- National Air and Space Museum
- Great Falls Park
- Cunningham Falls State Park
- Caledonia State Park
- Stone Tower Winery
- Smithsonian American Art Museum
- The Links at Gettysburg
- Lincoln Park
- Meridian Hill Park
- Congressional Country Club