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

Windsor Mill Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Windsor Mill vacation rentals

1. Luxury Serene 3 BR Family Home • Spacious Kitchen/Huge Yard • Quiet • Near Parks

Luxury Serene 3 BR Family Home • Spacious Kitchen/Huge Yard • Quiet • Near Parks
Milford Mill
$414 nightly
The price is $478
Sep 7 - Sep 8
Total with taxes and fees
Luxury Serene 3 BR Family Home • Spacious Kitchen/Huge Yard • Quiet • Near Parks
An outdoor pool area with a table and chairs, string lights, and an umbrella.

2. 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.
$777 nightly
The price is $897
Sep 28 - Sep 29
Total with taxes and fees
Hilltop Retreat w/ Pool, Games & Sunroom
A modern kitchen with a central island, white cabinets, a red door, and a window with a view of greenery.

3. Fox Cottage *Pet Friendly*

Fox Cottage *Pet Friendly*
Catonsville
10.0 out of 10, Exceptional, (58 reviews)
"Great place to stay. "
United States
Kim P.
$282 nightly
The price is $301
Sep 14 - Sep 15
Total with taxes and fees
Fox Cottage *Pet Friendly*
An outdoor patio with a metal table and chairs, a swimming pool in the background, and lush greenery.

4. Rollingside Guest Suite

Rollingside Guest Suite
Catonsville
10.0 out of 10, Exceptional, (75 reviews)
"Easy and very nice place and neighborhood. Short stay for business trip but would do certainly do again."
United States
Jack B.
$159 nightly
The price is $184
Sep 15 - Sep 16
Total with taxes and fees
Rollingside Guest Suite
A modern kitchen with white cabinetry, a central island, a stainless steel dishwasher, and a microwave above the stove.

5. 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.
$308 nightly
The price is $356
Sep 8 - Sep 9
Total with taxes and fees
Enjoyable 3-bedroom townhome with AC in vibrant Baltimore
A modern kitchen with stainless steel appliances, dark cabinetry, and pendant lighting.

6. Cozy & inviting 2BD 2BTH Apt Home

Cozy & inviting 2BD 2BTH Apt Home
Owings Mills
$226 nightly
The price is $261
Sep 27 - Sep 28
Total with taxes and fees
Cozy & inviting 2BD 2BTH Apt Home
A living room with a blue sofa set, two side tables with lamps, and a green armchair.

7. Reservoir Hill Mansion - Charming 4-bedroom house w/ 3 full bathrooms

Reservoir Hill Mansion - Charming 4-bedroom house w/ 3 full bathrooms
Reservoir Hill
9.6 out of 10, Exceptional, (14 reviews)
"We love the space because it was clean, felt homey, great outdoor space, good communication, responsive, easy to navigate to the amazing location, and is as described. "
United States
Wanda F.
$490 nightly
The price is $566
Sep 7 - Sep 8
Total with taxes and fees
Reservoir Hill Mansion - Charming 4-bedroom house w/ 3 full bathrooms
A modern kitchen with a central island, bar stools, a dining table with chairs, and a microwave.

8. 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, (8 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
$449 nightly
The price is $519
Sep 15 - Sep 16
Total with taxes and fees
2 Blocks to Oriole Park, UMMS, UMB w/ Parking, High-end Design & Patio
A modern living room with a sofa, a wicker chair, a TV, and a kitchen in the background.

9. * Gorgeous Loft Style House w/ Luxury, Charm, & Comfort *

* Gorgeous Loft Style House w/ Luxury, Charm, & Comfort *
Lutherville-Timonium
9.8 out of 10, Exceptional, (68 reviews)
"Lincoln Loft was an ideal setup for us to house 3 generations for a family gathering in nearby Baltimore. Comfortable setting, and while it was just an overnight stay, the home was superior to being in hotel rooms. Everything we needed for relaxing at night, feeding babies throughout the night without interrupting the sleep of others, and a quick breakfast before heading out. Hosts were very kind and responsive, with excellent communication."
United States
Jim V.
$455 nightly
The price is $526
Sep 13 - Sep 14
Total with taxes and fees
* Gorgeous Loft Style House w/ Luxury, Charm, & Comfort *
A modern kitchen with a central island, pendant lighting, and a view to the dining area.

10. *Near JHU-Modern Luxe 3br/3.5ba

*Near JHU-Modern Luxe 3br/3.5ba
Remington
10.0 out of 10, Exceptional, (32 reviews)
"Amazing stay! Right across from a beautiful park, whole house was well maintained, had a great stay with my family!"
United States
Madison G.
$499 nightly
The price is $576
Sep 7 - Sep 8
Total with taxes and fees
*Near JHU-Modern Luxe 3br/3.5ba
A kitchen with granite countertops, a stainless steel sink, a wooden bowl, and a vase with flowers.

11. Charming Urban Retreat: 4 Bedroom, 2 Bath Townhouse in Baltimore City, Maryland

Charming Urban Retreat: 4 Bedroom, 2 Bath Townhouse in Baltimore City, Maryland
New Northwood
10.0 out of 10, Exceptional, (13 reviews)
"Clean with comfortable beds, pleasant spaces to cook, eat, and relax."
United States
Susan L.
$379 nightly
The price is $438
Sep 13 - Sep 14
Total with taxes and fees
Charming Urban Retreat: 4 Bedroom, 2 Bath Townhouse in Baltimore City, Maryland
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.

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)
"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.
$232 nightly
The price is $268
Sep 8 - Sep 9
Total with taxes and fees
* Lovely Gem w/ Perfect Combo of Flair & Class *
A living room with a grey sofa, a coffee table, a TV, and a plant.

13. * 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.
$239 nightly
The price is $276
Sep 16 - Sep 17
Total with taxes and fees
* Stunning New Bungalow Perfect for Everyone *
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.

14. Newly Renovated Cozy Basement w/Private Entrance

Newly Renovated Cozy Basement w/Private Entrance
Reisterstown
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and quiet studio. I would highly recommend."
United States
Jim S.
$150 nightly
The price is $173
Sep 7 - Sep 8
Total with taxes and fees
Newly Renovated Cozy Basement w/Private Entrance
A modern kitchen with white cabinets, a central island with bar stools, and a view to the outside.

15. Bright & Beautiful 4BR Home + Parking, Walk to Harbor & Stadiums

Bright & Beautiful 4BR Home + Parking, Walk to Harbor & Stadiums
Otterbein
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful host. Excellent communication. Beautiful home. Convenient to stadiums. Cozy house and beautiful design. Highly recommend!"
United States
Maureen T.
$659 nightly
The price is $761
Sep 7 - Sep 8
Total with taxes and fees
Bright & Beautiful 4BR Home + Parking, Walk to Harbor & Stadiums
A neatly arranged hotel room with a bed, bedside tables, and a mirror.

16. Lavish Luxe 2BD/1BA apartment in Federal Hill

Lavish Luxe 2BD/1BA apartment in Federal Hill
South Baltimore
10.0 out of 10, Exceptional, (5 reviews)
$359 nightly
The price is $389
Sep 7 - Sep 8
Total with taxes and fees
Lavish Luxe 2BD/1BA apartment in Federal Hill
A kitchen with dark wooden cabinets, a white countertop, stainless steel appliances, and a tiled backsplash.

17. Cozy 5-bedroom Family-Friendly Haven, With 3 full Bathrooms.

Cozy 5-bedroom Family-Friendly Haven, With 3 full Bathrooms.
Westport
6.0 out of 10, (3 reviews)
"We had a good stay at this unit for a guys baseball trip recently. The surrounding neighborhood doesn't have much to offer, but the accommodations were reasonable and it worked for our large group. I would recommend for a guys trip like ours, but likely not ideal for families."
United States
David A.
$495 nightly
The price is $572
Sep 7 - Sep 8
Total with taxes and fees
Cozy 5-bedroom Family-Friendly Haven, With 3 full Bathrooms.
A modern kitchen with a central island, a dining area in the background, and a large potted plant by the window.

18. 6 Mi to Inner Harbor - Family Home w/ Fenced Yard!

6 Mi to Inner Harbor - Family Home w/ Fenced Yard!
3.0 star property
Westfield
10.0 out of 10, Exceptional, (1 review)
$387 nightly
The price is $454
Sep 7 - Sep 8
Total with taxes and fees
6 Mi to Inner Harbor - Family Home w/ Fenced Yard!
A modern kitchen with a large island, stainless steel appliances, and pendant lighting.

19. Inviting Escape Bursting w/ Elegance & Style

Inviting Escape Bursting w/ Elegance & Style
Lutherville
9.8 out of 10, Exceptional, (19 reviews)
"Nicely updated house with well stocked kitchen and ample bedding and towels."
United States
Paul B.
$547 nightly
The price is $632
Sep 7 - Sep 8
Total with taxes and fees
Inviting Escape Bursting w/ Elegance & Style
A courtyard with brick flooring, wicker furniture, and a fire pit.

20. Amour Luxury King Suite w/ Soaking Tub - Boutique Hotel Near Johns Hopkins & DT

Amour Luxury King Suite w/ Soaking Tub - Boutique Hotel Near Johns Hopkins & DT
Old Goucher
10.0 out of 10, Exceptional, (2 reviews)
"10/10! Don’t hesistate, book The Marle for your special day(s)!"
United States
Tempris
$272 nightly
The price is $315
Sep 7 - Sep 8
Total with taxes and fees
Amour Luxury King Suite w/ Soaking Tub - Boutique Hotel Near Johns Hopkins & DT
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Mill Hotel Reviews

Hyatt Place Baltimore Inner Harbor

Hyatt Place Baltimore Inner Harbor

10/10 Excellent
"Great location and walkable to all the great restaurants in Little Italy."
Toni 3-night trip
Posted 1 hour ago
Hyatt Place Baltimore Inner Harbor

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 $119 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.