A park with a paved path, a stone bench, and a flagpole with a flag.

Windsor Mill Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Windsor Mill vacation rentals

Interior

1. Hidden gem in quiet neighborhood with pool and hot tub

Hidden gem in quiet neighborhood with pool and hot tub
Milford Mill
10.0 out of 10, Exceptional, (4 reviews)
"This place is the ideal family friendly spot! It was able to accommodate my entire family and keep them occupied throughout our entire stay. Stores are in close proximity and the beltway is less than 3 minutes away. I would definitely recommend."
United States
Blackout M.
$559 nightly
The price is $646
Sep 8 - Sep 9
Total with taxes and fees
Hidden gem in quiet neighborhood with pool and hot tub
Outdoor dining

2. Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (74 reviews)
"Easy and very nice place and neighborhood. Short stay for business trip but would do certainly do again."
United States
Jack B.
$203 nightly
The price is $234
Aug 31 - Sep 1
Total with taxes and fees
Rollingside Guest Suite
Coffee/tea maker, fridge, microwave, oven

3. Fox Cottage *Pet Friendly*

Fox Cottage *Pet Friendly*
Catonsville
10.0 out of 10, Exceptional, (57 reviews)
"Cute place with a lot of charm. Would stay again if we are back in the area. Host is amazing and made our lives less stressful."
United States
Davin K.
$286 nightly
The price is $306
Aug 12 - Aug 13
Total with taxes and fees
Fox Cottage *Pet Friendly*
Living area

4. Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit

Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit
Parkview/Woodbrook
10.0 out of 10, Exceptional, (9 reviews)
"Easy check in, very accommodating "
United States
Tasleem L.
$198 nightly
The price is $229
Aug 13 - Aug 14
Total with taxes and fees
Parkside Gem: Luxe & Roomy by Historic Druid Hill l WIFI l Entire Unit
Dining

5. Royal Haven 2k SqFt Sleeps 6 Free St Prk

Royal Haven 2k SqFt Sleeps 6 Free St Prk
Midtown
9.0 out of 10, Wonderful, (10 reviews)
"Location is very safe and the property was clean and spacious. The host is easy to communicate with and helpful with the check in process."
United States
CHUB R.
$220 nightly
The price is $254
Aug 12 - Aug 13
Total with taxes and fees
Royal Haven 2k SqFt Sleeps 6 Free St Prk
Smart TV

6. Regal Residence Kng Suite 2k SqFt w/Free St Prk

Regal Residence Kng Suite 2k SqFt w/Free St Prk
Midtown
9.8 out of 10, Exceptional, (7 reviews)
"It's bigger than I thought! A very nice place stay!"
United States
Stacey F.
$253 nightly
The price is $292
Aug 17 - Aug 18
Total with taxes and fees
Regal Residence Kng Suite 2k SqFt w/Free St Prk
Smart TV, DVD player

7. * Private Suite Full of Style & Comfort *

* Private Suite Full of Style & Comfort *
Lutherville-Timonium
9.0 out of 10, Wonderful, (48 reviews)
"Exactly as described : clean, comfy and conveniently located! Hosts were great with communication and made me feel welcome."
United States
Tonya R.
$150 nightly
The price is $173
Aug 19 - Aug 20
Total with taxes and fees
* Private Suite Full of Style & Comfort *
Dining

8. Cozy Basement Apartment in Columbia

Cozy Basement Apartment in Columbia
Oakland Mills
9.0 out of 10, Wonderful, (14 reviews)
"Clean space, nice area, relatively close to shops and businesses "
United States
Susie A.
$119 nightly
The price is $126
Aug 20 - Aug 21
Total with taxes and fees
Cozy Basement Apartment in Columbia
Smart TV

9. * Beautiful Oasis w/ No Detail Spared *

* Beautiful Oasis w/ No Detail Spared *
Lutherville-Timonium
9.8 out of 10, Exceptional, (55 reviews)
"Cozy, welcoming place in a nice location. Hosts were very communicative and made the check in/check out process a breeze. Just what we were looking for in a quick stay. Would stay here again in the future!"
United States
Kimmie K.
$166 nightly
The price is $192
Aug 16 - Aug 17
Total with taxes and fees
* Beautiful Oasis w/ No Detail Spared *
Private kitchen

10. Cozy & inviting 2BD 2BTH Apt Home

Cozy & inviting 2BD 2BTH Apt Home
Owings Mills
$249 nightly
The price is $288
Sep 5 - Sep 6
Total with taxes and fees
Cozy & inviting 2BD 2BTH Apt Home
Apartment | Living area | Flat-screen TV

11. Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown
3.0 star property
Hollins Market
7.8 out of 10, Good, (14 reviews)
"Great everything "
United States
Eric
$111 nightly
The price is $130
Aug 13 - Aug 14
Total with taxes and fees
Entire House 1BD King Bed near Downtown
Smart TV

12. * Lovely Gem w/ Perfect Combo of Flair & Class *

* Lovely Gem w/ Perfect Combo of Flair & Class *
Lutherville-Timonium
9.8 out of 10, Exceptional, (70 reviews)
"Clean and comfortable great location to be close to everything. Only thing I’m over 6 foot and wear cowboy boots if you are 6 ‘4 or taller the ceilings can be low. They left water for us. Had a sign the greeted us. Unbelievably friendly. Will Defintely stay there again if in the area."
United States
Pete D.
$233 nightly
The price is $269
Aug 17 - Aug 18
Total with taxes and fees
* Lovely Gem w/ Perfect Combo of Flair & Class *
Smart TV

13. Cozy Modern Micro Apt in the Heart of Fells Point!

Cozy Modern Micro Apt in the Heart of Fells Point!
Fells Point
9.0 out of 10, Wonderful, (38 reviews)
"We had such a great trip! The place was perfect and exactly how pictured! "
United States
Reagan C.
$216 nightly
The price is $249
Aug 12 - Aug 13
Total with taxes and fees
Cozy Modern Micro Apt in the Heart of Fells Point!
Property grounds

14. Historic Charm W/ Modern Patio Escape

Historic Charm W/ Modern Patio Escape
Barclay
8.0 out of 10, Very Good, (4 reviews)
"Perfect away from home mini vacation "
United States
Crystal W.
$211 nightly
The price is $243
Aug 14 - Aug 15
Total with taxes and fees
Historic Charm W/ Modern Patio Escape
Smart TV, stereo

15. Artistic Abode Close to MICA & Johns Hopkins

Artistic Abode Close to MICA & Johns Hopkins
Midtown
8.4 out of 10, Very Good, (6 reviews)
"The hosts were the absolute sweetest and most patient hosts ever. I would stay here a million times "
United States
Jaydan G.
$229 nightly
The price is $248
Aug 17 - Aug 18
Total with taxes and fees
Artistic Abode Close to MICA & Johns Hopkins
Interior

16. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
9.8 out of 10, Exceptional, (98 reviews)
"Awesome place, great location"
United States
Mark M.
$189 nightly
The price is $218
Aug 13 - Aug 14
Total with taxes and fees
Hidden Fells Point Gem / Private Courtyard Patio
Marina

17. Cozy Fells Point Gem / In The Heart of Fells Point

Cozy Fells Point Gem / In The Heart of Fells Point
Fells Point
9.8 out of 10, Exceptional, (208 reviews)
"Appreciated the privacy."
United States
Marie
$191 nightly
The price is $221
Aug 12 - Aug 13
Total with taxes and fees
Cozy Fells Point Gem / In The Heart of Fells Point
Outdoor dining

18. Sleek and Cozy Micro Fells Point Residence!

Sleek and Cozy Micro Fells Point Residence!
Fells Point
8.8 out of 10, Excellent, (43 reviews)
"Nice quiet space close easy walk to the main features of Fells Point. "
United States
Nicole M.
$216 nightly
The price is $249
Aug 12 - Aug 13
Total with taxes and fees
Sleek and Cozy Micro Fells Point Residence!
TV, fireplace, DVD player, books

19. * Stunning New Bungalow Perfect for Everyone *

* Stunning New Bungalow Perfect for Everyone *
Lutherville-Timonium
9.8 out of 10, Exceptional, (113 reviews)
"This cute bungalow felt like home from the minute we stepped inside. Very nicely decorated, comfortable bed, convenient location & very responsive hosts. Was a perfect stay! "
United States
Lynn P.
$240 nightly
The price is $277
Aug 17 - Aug 18
Total with taxes and fees
* Stunning New Bungalow Perfect for Everyone *
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

Hotel Indigo Baltimore Downtown by IHG

Hotel Indigo Baltimore Downtown by IHG

10/10 Excellent
"Stayed at Hotel Indigo for a leisure weekend with my partner. We both enjoyed the overall quality and ambiance of the hotel. The room was nice, clean, and spacious, and the shower was large enough for two people. The lobby offered a few cozy sitting areas for lounging. The staff was very friendly and responsive; anything we requested (which wasn't much) was taken care of quickly. We inquired about a microwave and were told it cost $10 for the stay, which was shocking, but it was the only "concern" we had the whole trip, and the staff actually waived the charge since we requested it on our last night. We arrived on a Thursday, which happened to be Jazz night in the lobby, a very nice touch. The drinks at the bar and apps, as well as breakfast, were just okay; more options could be helpful. The hotel was in the perfect location with almost everything we chose to do within walking distance. Overall, although it was a little pricey, we enjoyed our stay very much and will likely return again."
Jasheila 3-night trip
Posted 2 hours ago
Hotel Indigo Baltimore Downtown by IHG

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 $111 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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Windsor Mill?

Yes, we have vacation rentals where you'll be only 8.7 mi (14 km) from National Aquarium in Baltimore, providing a more remote option if you want peace and quiet. 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?

Charming townhome with WiFi and fitness room in lovely Woodlawn: This highly rated vacation home rental in Windsor Mill has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 National Aquarium in Baltimore, or get out into nature at a spot like Patapsco River. Other popular places to visit in the area include Oriole Park at Camden Yards and M&T Bank Stadium.

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.