Windsor Mill Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

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, (81 reviews)
"Enjoyed our stay. We plan to return"
United States
Anadee T.
$145 nightly
The price is $167
Nov 16 - Nov 17
Total with taxes and fees
Rollingside Guest Suite
A modern living room with a dining area, a kitchen, and a view of a garden.

2. A Relaxing Short Getaway in Catonsville

A Relaxing Short Getaway in Catonsville
Woodlawn
$299 nightly
The price is $345
Nov 10 - Nov 11
Total with taxes and fees
A Relaxing Short Getaway in Catonsville
A modern kitchen with a central island, white cabinets, a red door, and a window with a view of greenery.

3. Fox Cottage Eclectic, Dog-Friendly Retreat

Fox Cottage Eclectic, Dog-Friendly Retreat
Catonsville
10.0 out of 10, Exceptional, (62 reviews)
"Great place to stay. "
United States
Kim P.
$262 nightly
The price is $278
Nov 11 - Nov 12
Total with taxes and fees
Fox Cottage Eclectic, Dog-Friendly Retreat
A house with a front porch, a staircase, and a living room with a sofa and a TV.

4. Delightful 4-Bed Whole House with Easy Parking

Delightful 4-Bed Whole House with Easy Parking
Catonsville
9.2 out of 10, Wonderful, (27 reviews)
"We had a great stay!"
United States
Peggy A.
$259 nightly
The price is $299
Nov 11 - Nov 12
Total with taxes and fees
Delightful 4-Bed Whole House with Easy Parking
An outdoor pool area with a table and chairs, string lights, and an umbrella.

5. Hilltop Retreat w/ Pool, Games & Sunroom

Hilltop Retreat w/ Pool, Games & Sunroom
Woodlawn
8.4 out of 10, Very good, (12 reviews)
"Property is very nice needs minor tweaking. Just outside Baltimore close enough to venture in for events."
United States
Sonia N.
$763 nightly
The price is $881
Nov 10 - Nov 11
Total with taxes and fees
Hilltop Retreat w/ Pool, Games & Sunroom
A living room with a sofa, coffee table, TV, and a door with a picture frame.

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.
$197 nightly
The price is $228
Nov 10 - Nov 11
Total with taxes and fees
Regal Residence Kng Suite 2k SqFt w/Free St Prk
A courtyard with brick flooring, wicker furniture, and a fire pit.

7. The Marle

The Marle
4.5 star property
Old Goucher
10.0 out of 10, Exceptional, (1 review)
"I I love Baltimore and these great mansions that have been restored are an awesome way to appreciate this town."
United States
Anonymous traveler
$263 nightly
The price is $309
Nov 12 - Nov 13
Total with taxes and fees
The Marle
A living room with a grey sofa, a glass coffee table, and a grey couch with various cushions. There is a window with curtains, a ceiling fan, and two wall-mounted lamps.

8. Stylish 4-bedroom whole house with plenty of parking

Stylish 4-bedroom whole house with plenty of parking
Catonsville
9.4 out of 10, Exceptional, (38 reviews)
"I enjoyed my stay love the atmosphere it was absolutely beautiful will recommend this to family and friends"
United States
aileen e.
$267 nightly
The price is $308
Nov 17 - Nov 18
Total with taxes and fees
Stylish 4-bedroom whole house with plenty of parking
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.

9. * Private Suite Full of Style & Comfort *

* Private Suite Full of Style & Comfort *
Lutherville-Timonium
9.2 out of 10, Wonderful, (49 reviews)
"This flat was perfect for our needs. Clean with a well stocked kitchen and a washer and dryer. Plenty of seating for eating a great couch for downtime and a very comfortable bed. We liked the easy access to highways to get to Gettysburg and other places we had on our agenda. It is also minutes away from gas and groceries which were very helpful for us. We would stay there again."
United States
Brynne L.
$139 nightly
The price is $161
Nov 11 - Nov 12
Total with taxes and fees
* Private Suite Full of Style & Comfort *
A spacious living room with a white sofa, a coffee table, and a staircase leading to a kitchen area.

10. Elegant Reservoir Hill home with parking sleeps 10

Elegant Reservoir Hill home with parking sleeps 10
Reservoir Hill
2.0 out of 10, (1 review)
$336 nightly
The price is $388
Nov 10 - Nov 11
Total with taxes and fees
Elegant Reservoir Hill home with parking sleeps 10
A compact kitchen with a dining area, featuring a microwave, stove, and refrigerator.

11. Cozy Basement Apartment in Columbia

Cozy Basement Apartment in Columbia
Oakland Mills
8.8 out of 10, Excellent, (18 reviews)
"Our host Zara was extremely responsive and helpful. Would stay here again."
United States
iam_ChinChillaa
$103 nightly
The price is $109
Nov 10 - Nov 11
Total with taxes and fees
Cozy Basement Apartment in Columbia
A waterfront with docked boats, a water taxi, and historic buildings.

12. 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, (217 reviews)
"It’s a cozy, clean, and cute apartment. We enjoyed our stay very much and the location is wonderful…within walking distance of all the restaurants and attractions you could want."
United States
Carol
$183 nightly
The price is $211
Nov 11 - Nov 12
Total with taxes and fees
Cozy Fells Point Gem / In The Heart of Fells Point
A modern living room with a grey sofa, a small coffee table, and two paintings on the wall.

13. * Beautiful Oasis w/ No Detail Spared *

* Beautiful Oasis w/ No Detail Spared *
Lutherville-Timonium
9.6 out of 10, Exceptional, (60 reviews)
"Great little spot, bedroom is on second floor, nice laundry, kitchen has what you need. Great communication with host."
United States
Michael P.
$151 nightly
The price is $174
Dec 6 - Dec 7
Total with taxes and fees
* Beautiful Oasis w/ No Detail Spared *
A narrow hallway with wooden flooring, a white door, and a mirror on the wall.

14. Hidden Fells Point Gem / Private Courtyard Patio

Hidden Fells Point Gem / Private Courtyard Patio
Fells Point
9.8 out of 10, Exceptional, (103 reviews)
"Awesome place, great location"
United States
Mark M.
$183 nightly
The price is $211
Nov 11 - Nov 12
Total with taxes and fees
Hidden Fells Point Gem / Private Courtyard Patio
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.

15. 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.
$139 nightly
The price is $161
Nov 11 - Nov 12
Total with taxes and fees
Newly Renovated Cozy Basement w/Private Entrance
A hallway with a black door, a staircase, and a chandelier.

16. Urban Wonderland w/Hidden room! 3 Beds..Wine..Arcade

Urban Wonderland w/Hidden room! 3 Beds..Wine..Arcade
Reservoir Hill
8.0 out of 10, Very good, (4 reviews)
"Amazing stay"
United States
Tyeisha D.
$226 nightly
The price is $261
Dec 1 - Dec 2
Total with taxes and fees
Urban Wonderland w/Hidden room! 3 Beds..Wine..Arcade
A narrow hallway with a wooden floor, a white bench, and a white table with two white cups.

17. Discover Charm City from a Cozy Retreat

Discover Charm City from a Cozy Retreat
Upper Fells Point
9.0 out of 10, Wonderful, (13 reviews)
"Loved thank this wonderful place allowed dogs! The neighborhood is very dog-friendly, and the place was very clean. Highly recommend! "
United States
Virginia K.
$228 nightly
The price is $250
Dec 1 - Dec 2
Total with taxes and fees
Discover Charm City from a Cozy Retreat
A balcony with wicker chairs and a small table, adorned with string lights.

18. 1-BD Home near Stadiums Free Parking

1-BD Home near Stadiums Free Parking
3.0 star property
Pigtown
6.2 out of 10, (12 reviews)
"Conveniently located walking distance from the stadiums and restaurants but the apartment definitely needs some work. Minimal furnishings and there are quite a few things that need to be repaired/ replaced."
United States
Patricia
$118 nightly
The price is $139
Nov 15 - Nov 16
Total with taxes and fees
1-BD Home near Stadiums Free Parking
Long View of the First Floor.

19. Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.

Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.
Pigtown
8.8 out of 10, Excellent, (49 reviews)
"Easy to check in, decent location. Nice townhouse close to Pigtown and Camden Yards."
United States
Noah L.
$215 nightly
The price is $248
Nov 10 - Nov 11
Total with taxes and fees
Affordable Furnished LuxuryTownhouse near Stadiums In Baltimore Pig Town.
A bedroom with a bed, two chairs, a wooden door, and a view of a laundry area.

20. Oasis Hideaway Apt w/ Rainforest Shower!

Oasis Hideaway Apt w/ Rainforest Shower!
Westfield
8.0 out of 10, Very good, (1 review)
$181 nightly
The price is $209
Nov 10 - Nov 11
Total with taxes and fees
Oasis Hideaway Apt w/ Rainforest Shower!
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

A modern hotel lobby with a bar area, seating, and a kitchen in the background.
Hampton Inn & Suites Baltimore/Woodlawn

Hampton Inn & Suites Baltimore/Woodlawn

Hampton Inn & Suites Baltimore/Woodlawn
Woodlawn

10/10 Excellent

Everything went as planned and we were pleased with location, facility and staff.
United States
Anonymous traveler
Reviewed February 27, 2023
Hampton Inn & Suites Baltimore/Woodlawn

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 $160 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 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 M&T Bank Stadium and Baltimore Inner Harbor Marina.

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.

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