Windsor Mill Holiday Rentals

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Our top choices for Windsor Mill holiday rentals

Apartment in Downtown Baltimore

4.0 star property
The price is AU$400
includes taxes & fees
24 Dec - 25 Dec
Convention Center corporate apartments

Aparthotel in Town Center

4.0 star property
9.0 out of 10, Wonderful, (780)
"Outstanding experience and such a value!!!"
United States
Amber
WhyHotel by Placemakr Columbia

Apartment in Hollins Market

3.0 star property
7.2 out of 10, Good, (5)
"I had a great stay at this place. The house was clean and had all amenities described, such as kitchen, laundry machine, TV, and free parking. Check-in was smooth with the door entry codes. Exploring Baltimore was easy because the downtown was like 10 mins walking distance and public transportation options were nearby. Well spent dollars. "
United States
Nathan
The price is AU$162
includes taxes & fees
15 Dec - 16 Dec
Entire House 1BD King Bed near Downtown

Apartment in Downtown Baltimore

3.5 star property
10.0 out of 10, Exceptional, (14)
"Best location ever, wonderful facilities and amenities."
United States
Thaddeus
Distinguished Apartment Rooftop Deck

Residence in Canton

3.5 star property
The price is AU$500
includes taxes & fees
10 Dec - 11 Dec
Hudson house

Apartment in Pigtown

3.0 star property
8.0 out of 10, Very good, (6)
"Very convenient downtown location, OK-safe area, walkable to restaurants and bars. Easy and unrestricted street parking spots nearby. Nicely decorated inside, air conditioning and hot water working well, comfy bed, TV with streaming services, tidy bedroom and clean bathroom. Overall very satisfied, especially with the affordable price. "
United States
Nathan
The price is AU$214
includes taxes & fees
24 Dec - 25 Dec
1-BD Home near Stadiums Free Parking

Holiday Home in South Baltimore

8.4 out of 10, Very good, (36)
"It was very nice"
United States
Cher P.
The price is AU$425
includes taxes & fees
10 Dec - 11 Dec
Rooftop Deck Escape! Free Parking!

Holiday Home in Shipley Hill

2.0 star property
4.0 out of 10, (1)
"The host was not attentive at all. I couldn’t access the unit for about 4 hours after my check in time because the lock box was hard to get into. The host wanted me to drive to some unknown neighborhood to pick up a spare key. The furniture had stains on it. The walls had holes in them. The back yard was a disaster. The ceilings had water damage to them. The heat didn’t work and we didn’t have access to the WiFi so we couldn’t watch tv. I reached out to the host several times about all my...
United States
Michelle S.
The price is AU$237
includes taxes & fees
24 Dec - 25 Dec
3-bedroom townhome in superb Baltimore with AC

Apartment in Hollins Market

3.0 star property
4.0 out of 10, (1)
"Not enough characters to submitt what I really wanna say. But will not refer to any1. ONLY GOOD THING IS THAT IT WAS CLOSE TO WERE WE ACTUALLY NEEDED TO BE"
United States
Shanna
The price is AU$627
includes taxes & fees
10 Dec - 11 Dec
Entire Unit-5min to M&TBank Camden Yards

Holiday Home in Wakefield

8.6 out of 10, Excellent, (28)
"Enjoyable stay in an awesome location, will come back again!"
United States
Sam D.
The price is AU$431
includes taxes & fees
18 Dec - 19 Dec
House on the Gwynns Falls

Holiday Home in Hollins Market

8.2 out of 10, Very good, (11)
"Had a great stay. We loved Britani."
United States
Janet P.
The price is AU$716
includes taxes & fees
30 Dec - 31 Dec
Downtown Home - Close to Topgolf, Ravens Stadium, Orioles Park, UM Baltimore

Apartment in Fells Point

9.0 out of 10, Wonderful, (30)
"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.
The price is AU$368
includes taxes & fees
10 Dec - 11 Dec
Cozy Modern Micro Apt in the Heart of Fells Point!

Holiday Home in Oliver

2.0 star property
4.8 out of 10, (3)
"Nice on the inside, a responsive host, and a quick Uber to the ball fields and the arena. The neighborhood isn't the best and I wouldn't stay there again. "
United States
Harrison W.
The price is AU$826
includes taxes & fees
23 Dec - 24 Dec
Living in Luxury ..... Where Sophistication meets Elegance

Apartment in Barclay

2.0 star property
8.0 out of 10, Very good, (1)
"Perfect away from home mini vacation "
United States
Crystal W.
The price is AU$277
includes taxes & fees
10 Dec - 11 Dec
Historic Charm W/ Modern Patio Escape

Holiday Home in Upper Fells Point

9.4 out of 10, Exceptional, (29)
"Great spot so we could be close to our daughter. Comfortable and well stocked. "
United States
Elizabeth B.
The price is AU$469
includes taxes & fees
4 Jan - 5 Jan 2026
Entire House by the Fells Point, JHU.

Apartment in Downtown Baltimore

4.0 star property
3.6 out of 10, (5)
"It was a nice place"
United States
Stephane
Fantastic 2 bedrooms apt. Harbor

Holiday Home in Barclay

8.6 out of 10, Excellent, (9)
"Excellent location for those who want access both to Hopkins and downtown Baltimore. The host was very responsive. Basic cookware was provided to allow for food prep in the apartment and everything was spotlessly clean on arrival."
United States
Rachel
Cozy 1-bedroom Basement apartment in Station North Bmore close to inner Harbor

Apartment in Downtown Baltimore

5.0 out of 10, (2)
"This did NOT seem like a legit Vrbo host. We had booked this a couple weeks out , traveling from out of state. We did not receive check in instructions until i had called the host at 2:30 when check in was at 3:00 . The "host" seemed as thought they had forgotten about our reservation, seemingly scrambling to send instructions. Upon check in we were able to get inside though there was no electricity at all in the apartment, but the building did have electricity. When we contacted the host to...
United States
Zachary K.
The price is AU$424
includes taxes & fees
14 Dec - 15 Dec
Charming 1-bedroom apartment with AC, fitness room in wonderful Baltimore

Apartment in Hollins Market

3.0 star property
8.0 out of 10, Very good, (4)
"The property was clean and comfortable. The area is quiet with street parking and accessible to food and shopping options. The property host was easy to deal with and very accommodating. I highly recommend!"
United States
Kettrele
Downtown Loft - Close to Topgolf, Horseshoe Casino, UM Baltimore

Holiday Home in Northwest Community

2.0 star property
2.0 out of 10, (1)
"The host did not know we had booked the rental, he was over 2 hours late to check in which affected our plans. When he finally came with the linens for the place, he only provided 1 pillow (for 2 adults) and 2 small throw blankets not big enough for an adult when it was below 40 degrees at night. "
United States
Joshua W.
The price is AU$231
includes taxes & fees
10 Dec - 11 Dec
Peaceful retreat in west Baltimore
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor Mill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Windsor Mill holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor Mill holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor Mill holiday rentals we have selected for you start as low as AU$162 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Windsor Mill rentals

At Expedia, we put the best Windsor Mill holiday 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 holiday.

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 holiday rentals in Windsor Mill?

Yes, there are holiday rentals close to the most popular sights in Windsor Mill, or you can select a more secluded option if you're looking for a relaxing stay. 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 holiday rentals that Windsor Mill has to offer?

3-bedroom townhome in superb Baltimore with AC: This holiday home rental outside of Windsor Mill has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals will I find in Windsor Mill?

With 6 Expedia holiday rentals, you're guaranteed 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 holiday rental in Windsor Mill like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor Mill. Holiday rentals offer amenities like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip.