Windsor Mill Vacation Rentals

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Our top choices for Windsor Mill vacation rentals

3.0 star property
9.0 out of 10, Wonderful, (2)
"It took a whole day for the house to get warm.No utensils.And last but not least the heat was turned off in the middle of the night.Monday morning was very cold,that’s why we left at nine thirty. "
United States
Cathy
$431 nightly
The price is $498
Jan 4 - Jan 5, 2026
Total with taxes and fees
5 Mi to Downtown Baltimore: Quiet Home w/ Porch
9.8 out of 10, Exceptional, (200)
"Great place all around "
United States
Sophia F.
$170 nightly
The price is $196
Dec 29 - Dec 30
Total with taxes and fees
Cozy Fells Point Gem / In The Heart of Fells Point

Apartment in Lutherville-Timonium

* Private Suite Full of Style & Comfort *
9.2 out of 10, Wonderful, (42)
"everything was perfect"
United States
Angela b.
$150 nightly
The price is $173
Jan 4 - Jan 5, 2026
Total with taxes and fees
* Private Suite Full of Style & Comfort *
10.0 out of 10, Exceptional, (4)
"House was in great condition, clean, and host was easily accessible. "
United States
Christopher L.
$234 nightly
The price is $271
Jan 12 - Jan 13, 2026
Total with taxes and fees
Perfect 4 Holidays: Fed Hill★Family★ 3BR 2BA★2 Parkings★Full Kitch★Walkscore 92
9.0 out of 10, Wonderful, (31)
"We had such a great stay at the property. Everything was clean and welcoming. It was the perfect little place/space for my wife my 3 yr old son and myself. The street parking in the area was also good. We were able to find a spot right around the corner. The location of the property in relation to a lot of the sites in Fells Point was perfect as well. Everything 5 stars we would definitely recommend and We would definitely book again! "
United States
Bryan S.
$213 nightly
The price is $245
Dec 26 - Dec 27
Total with taxes and fees
Cozy Modern Micro Apt in the Heart of Fells Point!
8.6 out of 10, Excellent, (8)
"This place had everything we needed for a great family Christmas. Responsive host. Fun times! "
United States
Tammy A.
$306 nightly
The price is $349
Dec 27 - Dec 28
Total with taxes and fees
The Hideaway Spot- Waterfront w/ Dock on Long Cove

Apartment in Barclay

Charm's City Studio 24
2.0 star property
$146 nightly
The price is $168
Dec 26 - Dec 27
Total with taxes and fees
Charm's City Studio 24

Residence in Canton

Hudson house
3.5 star property
$283 nightly
The price is $333
Dec 26 - Dec 27
Total with taxes and fees
Hudson house
$112 nightly
The price is $127
Jan 2 - Jan 3, 2026
Total with taxes and fees
Spacious Master Bedroom in a Conveniently Located Townhome in Odenton

Apartment in Oakland Mills

Cozy Basement Apartment in Columbia
8.6 out of 10, Excellent, (7)
"Our host Zara was extremely responsive and helpful. Would stay here again."
United States
iam_ChinChillaa
$129 nightly
The price is $137
Dec 26 - Dec 27
Total with taxes and fees
Cozy Basement Apartment in Columbia
9.6 out of 10, Exceptional, (5)
"Everything was great, easy check in and simple and clean space!!! Amazing thank you"
United States
michael t.
$231 nightly
The price is $267
Dec 27 - Dec 28
Total with taxes and fees
family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker
9.8 out of 10, Exceptional, (9)
"Spent the weekend here to catch a Phillies game. The house was clean and located in a great neighborhood. We would stay here again & would highly recommend."
United States
Jackie G.
$248 nightly
The price is $286
Dec 29 - Dec 30
Total with taxes and fees
Beautifully decorated Federal Hill home w/ rooftop
$224 nightly
The price is $259
Dec 26 - Dec 27
Total with taxes and fees
Beautifully designed 1 bedroom 1 bath home comfortably sleeps up to 4 guests
2.0 star property
$206 nightly
The price is $239
Dec 26 - Dec 27
Total with taxes and fees
Lounge with Pool Table • Modern Studio • Gym

Vacation Home in Catonsville

Fox Cottage *Pet Friendly*
10.0 out of 10, Exceptional, (51)
"Great place to stay. "
United States
Kim P.
$282 nightly
The price is $301
Jan 5 - Jan 6, 2026
Total with taxes and fees
Fox Cottage *Pet Friendly*
9.4 out of 10, Exceptional, (13)
"This was great for our stay. Nice place to come back to at the end of the day. It’s in a quiet neighborhood and being a lower level there is no traffic noise either. Great communication with the host and the description of the listing is accurate. Enjoy!"
United States
Jack B.
$104 nightly
The price is $119
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lower Level Loft - Adorable Studio Apt. Near BWI

Apartment in Hampden

Blue House in Hampden
9.6 out of 10, Exceptional, (7)
" The house was an ideal location for our visit - close to family and in a neighborhood with walkable access to great shops and coffee/ice cream/food - Geoffrey's house provided us with all that we needed for our stay and the nearby parks were great for dog walking."
United States
Anonymous traveler
$188 nightly
The price is $217
Jan 14 - Jan 15, 2026
Total with taxes and fees
Blue House in Hampden
9.6 out of 10, Exceptional, (8)
"The house was clean and the beds were comfortable. "
United States
Karen B.
$197 nightly
The price is $228
Dec 29 - Dec 30
Total with taxes and fees
Cozy 2-bedroom apartment in welcoming Baltimore with WiFi, AC
9.6 out of 10, Exceptional, (13)
"Room was excellent no complaints. Will book again in the future. "
United States
Stephfone
$163 nightly
The price is $188
Dec 29 - Dec 30
Total with taxes and fees
1Bed/Bath Apt in Baltimore 5 min to hospitals, coffee shops, Inner Harbor &more
9.0 out of 10, Wonderful, (37)
"Well located but you need to walk stairs."
United States
jane g.
$213 nightly
The price is $245
Dec 29 - Dec 30
Total with taxes and fees
Sleek and Cozy Micro Fells Point Residence!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windsor Mill Hotel Reviews

Find out more about Windsor Mill

Everything you need to know about Windsor Mill vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor Mill vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor Mill vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor Mill vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor Mill. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor Mill in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $127 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor Mill rentals

At Expedia, we put the best Windsor Mill vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor Mill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor Mill vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor Mill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Windsor Mill?

Yes, we have vacation rentals near the most popular points of interest in Windsor Mill, or you can select a more remote option if you're looking for relaxation. The shops and waterfront are just a few reasons why tourists like Windsor Mill. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best vacation home rentals in Windsor Mill?

Rooftop Deck Escape! Free Parking!: Visitors like this Windsor Mill vacation home rental. It is located in the city center and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals will I find in Windsor Mill?

With 5 Expedia vacation rentals, you're sure to find just the right place for your Windsor Mill stay.

What’s there to see and do in Windsor Mill?

Explore the area and family-friendly sights such as B&O Railroad Station Museum, or get out into nature at a spot like Patapsco River. Other places in town to visit include Diamond Ridge Golf Course and Willow Creek.

What’s a vacation rental in Windsor Mill like?

Vacation rentals are privately owned properties you can stay in for a few weeks or just a few days in Windsor Mill. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for families.