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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Windsor Mill vacation rentals

An outdoor patio with a metal table and chairs, a swimming pool in the background, and lush greenery.

1. Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (78 reviews)
"Easy and very nice place and neighborhood. Short stay for business trip but would do certainly do again."
United States
Jack B.
$147 nightly
The price is $170
Oct 20 - Oct 21
Total with taxes and fees
Rollingside Guest Suite
A modern kitchen with a central island, white cabinets, a red door, and a window with a view of greenery.

2. Fox Cottage *Pet Friendly*

Fox Cottage *Pet Friendly*
Catonsville
10.0 out of 10, Exceptional, (59 reviews)
"Great place to stay. "
United States
Kim P.
$282 nightly
The price is $301
Sep 28 - Sep 29
Total with taxes and fees
Fox Cottage *Pet Friendly*
A modern kitchen with white cabinetry, a central island, a stainless steel dishwasher, and a microwave above the stove.

3. Enjoyable 3-bedroom townhome with AC in vibrant Baltimore

Enjoyable 3-bedroom townhome with AC in vibrant Baltimore
Woodlawn
8.0 out of 10, Very good, (4 reviews)
"This was a decent stay. The host was the best"
United States
Adam L.
$287 nightly
The price is $331
Sep 28 - Sep 29
Total with taxes and fees
Enjoyable 3-bedroom townhome with AC in vibrant Baltimore
A compact kitchen with a dining area, featuring a microwave, stove, and refrigerator.

4. Cozy Basement Apartment in Columbia

Cozy Basement Apartment in Columbia
Oakland Mills
8.8 out of 10, Excellent, (15 reviews)
"Our host Zara was extremely responsive and helpful. Would stay here again."
United States
iam_ChinChillaa
$119 nightly
The price is $126
Sep 28 - Sep 29
Total with taxes and fees
Cozy Basement Apartment in Columbia
A modern living room with a grey sofa, a small coffee table, and two paintings on the wall.

5. * Beautiful Oasis w/ No Detail Spared *

* Beautiful Oasis w/ No Detail Spared *
Lutherville-Timonium
9.8 out of 10, Exceptional, (58 reviews)
"The hosts were very responsive, the property was quite comfortable and served our needs perfectly."
United States
Jacqueline S.
$165 nightly
The price is $191
Oct 11 - Oct 12
Total with taxes and fees
* Beautiful Oasis w/ No Detail Spared *
A modern hotel room with a large bed, two bedside tables, a flat-screen TV, a seating area with a chair and a small table, and a decorative plant.

6. Newly Renovated Cozy Basement w/Private Entrance

Newly Renovated Cozy Basement w/Private Entrance
Reisterstown
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay for the night."
United States
Sheila K.
$150 nightly
The price is $173
Sep 27 - Sep 28
Total with taxes and fees
Newly Renovated Cozy Basement w/Private Entrance
A dining room with a wooden table set for six, six chairs, a chandelier, and a kitchen in the background.

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

Royal Haven 2k SqFt Sleeps 6 Free St Prk
Midtown
9.2 out of 10, Wonderful, (11 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.
$214 nightly
The price is $247
Sep 29 - Sep 30
Total with taxes and fees
Royal Haven 2k SqFt Sleeps 6 Free St Prk
A living room with a sofa, coffee table, TV, and a door with a picture frame.

8. 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.
$212 nightly
The price is $245
Sep 29 - Sep 30
Total with taxes and fees
Regal Residence Kng Suite 2k SqFt w/Free St Prk
A hotel room with two beds, a fireplace, a large window, and a modern chandelier.

9. The Marle

The Marle
4.5 star property
Old Goucher
$259 nightly
The price is $305
Sep 28 - Sep 29
Total with taxes and fees
The Marle
A modern kitchen with a central island, bar stools, a dining table with chairs, and a microwave.

10. 2 Blocks to Oriole Park, UMMS, UMB w/ Parking, High-end Design & Patio

2 Blocks to Oriole Park, UMMS, UMB w/ Parking, High-end Design & Patio
Ridgely's Delight
10.0 out of 10, Exceptional, (9 reviews)
"The place was exactly as described. Family of four, with 14/11 years old. Kids loved it. Check in process was super smooth. This place had everything that you could think of and a fully functional kitchen. Lots of love and effort went into the details here. Gorgeous decor. Patio was super cute. Great location, walking distance to both stadiums, inner harbour, National Aquarium, and lots of transit options nearby. Shelley was such an amazing host. We would definitely stay here again."
Canada
Kim
$446 nightly
The price is $515
Sep 27 - Sep 28
Total with taxes and fees
2 Blocks to Oriole Park, UMMS, UMB w/ Parking, High-end Design & Patio
A living room with a sofa, a television, and a window with blinds.

11. Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown
3.0 star property
Hollins Market
7.4 out of 10, Good, (17 reviews)
"Great space for the price. Walking distance to the stadium and the ball park. Quiet neighborhood with friendly occupants. Would’ve given 5 stars if the unit was clean but it was not, the table and floors were sticky, window sill was covered with dead fruit flies, and I even had a fly glue strip get stuck to my hand when I tried to look through the blinds…😩The bathtub also needs replacing."
United States
Denise
$111 nightly
The price is $130
Sep 27 - Sep 28
Total with taxes and fees
Entire House 1BD King Bed near Downtown

12. Boho Chic Parkside Retreat- 1 Bed Studio. Miles of hiking and water sights!

Boho Chic Parkside Retreat- 1 Bed Studio. Miles of hiking and water sights!
Belair-Parkside
10.0 out of 10, Exceptional, (2 reviews)
"Very cute cozy vibe , would definitely stay again"
United States
Ericka E.
$125 nightly
The price is $145
Sep 29 - Sep 30
Total with taxes and fees
Boho Chic Parkside Retreat- 1 Bed Studio. Miles of hiking and water sights!
A modern living room with a dark wood floor, white walls, and a sofa. There is a white console table with plants and a microwave.

13. * 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
Oct 4 - Oct 5
Total with taxes and fees
* Private Suite Full of Style & Comfort *
An outdoor seating area with tables and chairs, a brick building, and a sign above the entrance.

14. Sleek and Cozy Micro Fells Point Residence!

Sleek and Cozy Micro Fells Point Residence!
Fells Point
8.8 out of 10, Excellent, (47 reviews)
"Good location, clean and quick response from owner."
United States
Michael O.
$213 nightly
The price is $245
Sep 28 - Sep 29
Total with taxes and fees
Sleek and Cozy Micro Fells Point Residence!
A living room with a grey sofa, a coffee table, a TV, and a plant.

15. * Stunning New Bungalow Perfect for Everyone *

* Stunning New Bungalow Perfect for Everyone *
Lutherville-Timonium
9.8 out of 10, Exceptional, (114 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.
$239 nightly
The price is $276
Oct 4 - Oct 5
Total with taxes and fees
* Stunning New Bungalow Perfect for Everyone *
An outdoor pool area with a table and chairs, string lights, and an umbrella.

16. Hilltop Retreat w/ Pool, Games & Sunroom

Hilltop Retreat w/ Pool, Games & Sunroom
Woodlawn
8.0 out of 10, Very good, (10 reviews)
"Yes yes yes it was Amazing "
United States
Curtis G.
$906 nightly
The price is $1,046
Oct 18 - Oct 19
Total with taxes and fees
Hilltop Retreat w/ Pool, Games & Sunroom
A living room with a dark grey sofa, a light grey armchair, a coffee table, and a floor lamp. There are three wall art pieces above the sofa and a door with a small window on the right.

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

* Lovely Gem w/ Perfect Combo of Flair & Class *
Lutherville-Timonium
9.8 out of 10, Exceptional, (71 reviews)
"We had a lovely stay here. Hosts were extremely thoughtful and made our stay comfortable and cozy. Place was very clean. I would highly recommend!"
United States
Jeff and Heidi K.
$221 nightly
The price is $255
Sep 30 - Oct 1
Total with taxes and fees
* Lovely Gem w/ Perfect Combo of Flair & Class *
A two-story brick building with a black front door, two windows on the upper floor, and a small porch with a black railing.

18. Comfy Cozy 2BD/1.5BA apt in Federal Hill

Comfy Cozy 2BD/1.5BA apt in Federal Hill
South Baltimore
10.0 out of 10, Exceptional, (1 review)
"Two things I would say first, whoever installed the toilet paper holders, installed them upside down and when you try to unroll The paper it would fall off of the holder. Secondly, if you could put darker shades on the windows to block out the light. Other than that, it was a perfect trip."
United States
John F.
$305 nightly
The price is $325
Sep 29 - Sep 30
Total with taxes and fees
Comfy Cozy 2BD/1.5BA apt in Federal Hill
A living room with a brick wall, a grey sofa with orange cushions, a red chair, a coffee table, and a TV on the wall.

19. 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, (43 reviews)
"We had such a great trip! The place was perfect and exactly how pictured! "
United States
Reagan C.
$213 nightly
The price is $245
Sep 27 - Sep 28
Total with taxes and fees
Cozy Modern Micro Apt in the Heart of Fells Point!
A modern kitchen with a central island, bar stools, a stainless steel refrigerator, and a black ceiling.

20. New Luxurious Home! 6 minutes from Harbor Skyline View

New Luxurious Home! 6 minutes from Harbor Skyline View
Franklin Square
7.6 out of 10, Good, (10 reviews)
"Places was nice & spacious! A few minor repairs needed but overall place is nice inside "
United States
Takira F.
$401 nightly
The price is $463
Sep 27 - Sep 28
Total with taxes and fees
New Luxurious Home! 6 minutes from Harbor Skyline View
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

The Royal Sonesta Harbor Court Baltimore

The Royal Sonesta Harbor Court Baltimore

10/10 Excellent
"My son and I were in town to watch our Cleveland Guardians play the Orioles and to visit Camden Yards specifically. The hotel was the perfect location! We could walk to the ballpark from the hotel. We were also able to walk around the inner harbor and have dinner that evening. Our room itself was clean, large, comfortable and inviting. I especially loved the unique sayings on all of the provided toiletries! Staff were friendly and helpful not just at check in/out but anytime we encountered someone while out of our room. The hotel itself had more amenities than we were able to use during our stay but we did take advantage of the grab and go breakfast area in the morning before heading home. The parking in an attached deck and reasonably priced, especially considering we then did not have to pay to park for the game. I highly recommend staying at this property for anyone visiting the Baltimore area."
Andrea 1-night trip
Posted 5 hours ago
The Royal Sonesta Harbor Court Baltimore

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 $130 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 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 7 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 Maryland Zoo, 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.