Windsor Mill Vacation Rentals

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Browse Select Windsor Mill Vacation Homes

House on the Gwynns Falls
Outdoor dining

House on the Gwynns Falls

8.6 out of 10, Excellent, (11)
"Mary was great to deal with, very accommodating, and happily welcomed our dog. It was super convenient when visiting dear friends nearby."
The price is CA $234
CA $309 total
includes taxes & fees
May 12 - May 13
House on the Gwynns Falls
Affordable Luxury Town Home in Federal Hill Baltimore.
Fridge, microwave, oven, stovetop

Affordable Luxury Town Home in Federal Hill Baltimore.

9.6 out of 10, Exceptional, (40)
"Our 4th time at this property. Manager is responsive and accommodating. The home is comfortable, clean and well appointed. Excellent location in safe, walkable neighborhood. Free street parking. Highly recommend. "
Affordable Luxury Town Home in Federal Hill Baltimore.
Cozy 2BR Retreat with Free Parking & Prime Location
Aerial view

Cozy 2BR Retreat with Free Parking & Prime Location

9.6 out of 10, Exceptional, (28)
"Awesome Host and Beautiful home. I will stay again"
Cozy 2BR Retreat with Free Parking & Prime Location
Stylish 3BD 2BA Rancher Near BWI, FT Meade, Live Casino, Baltimore!
Fridge, microwave, oven, stovetop

Stylish 3BD 2BA Rancher Near BWI, FT Meade, Live Casino, Baltimore!

Stylish 3BD 2BA Rancher Near BWI, FT Meade, Live Casino, Baltimore!
19 Mi to Baltimore: Townhome in Maryland City
Terrace/patio

19 Mi to Baltimore: Townhome in Maryland City

6.0 out of 10, (1)
"Enjoyed the location. Property is nice, but with a few issues. I wouldn't stay here again.The guest contact responded quickly to our early check in request. She told me to contact her with any concerns. After checking in, we could not get ceiling fans to work - so I sent her a text. She never responded. I contacted her after we left because I’d forgotten some clothing. Again - she never responded. My son lives nearby and could have picked up my clothes for me - but now I guess I get to buy...
19 Mi to Baltimore: Townhome in Maryland City
Entire House by the Fells Point, JHU.
Fridge, microwave, oven, stovetop

Entire House by the Fells Point, JHU.

9.8 out of 10, Exceptional, (21)
"Home was clean and location was convenient. Had a great stay."
The price is CA $172
CA $330 total
includes taxes & fees
Apr 29 - Apr 30
Entire House by the Fells Point, JHU.
Charming Home: Parking, Sleeps 10, WFH Space
Fridge, microwave, oven, stovetop

Charming Home: Parking, Sleeps 10, WFH Space

2.0 star property
10.0 out of 10, Exceptional, (6)
"A great place to stay with homie accommodations.Would definitely use again if traveling through Baltimore."
Charming Home: Parking, Sleeps 10, WFH Space
Cozy home away from home
Fridge, microwave, oven, stovetop

Cozy home away from home

7.8 out of 10, Good, (6)
"Property was as listed and was cleanl"
Cozy home away from home
Step into History: Charming Fells Point Retreat
Property grounds

Step into History: Charming Fells Point Retreat

10.0 out of 10, Exceptional, (2)
"This home was GORG, the size, the style, the location were all 10/10. We loved having so much space for all of us to spread comfortably. Every floor was like a mini apartment with all the extra kitchen spaces. The balcony and rooftop view, which was fully furnished, were incredible bonuses We went to school in Baltimore and were visiting for a little reunion. We know Fells Point and the surrounding areas very well but got to experience it in a whole new way with this stay. We had an amazing...
Step into History: Charming Fells Point Retreat
2nd flr loft near Johns Hopkins
Fridge, microwave, oven, stovetop

2nd flr loft near Johns Hopkins

10.0 out of 10, Exceptional, (1)
"Clean, spacious apartment. Very comfortable. Well equipped. Tastefully decorated in a modern design. Nice block on the border of a seemingly depressed neighborhood. Some nighttime street noise but not more than to be expected in a city. Easy communication with host who was very attentive. "
2nd flr loft near Johns Hopkins
Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home by RedAwning
House, 2 Bedrooms | Private kitchen

Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home by RedAwning

3.0 star property
Historic Rowe House 2br 2.5ba Cityscape View 2 Bedroom Home by RedAwning
Rooftop Deck Escape! Free Parking!
Smart TV, stereo

Rooftop Deck Escape! Free Parking!

8.8 out of 10, Excellent, (27)
"We had a great time, plenty of space for family of 8 with close distance to the aquarium. "
The price is CA $166
CA $379 total
includes taxes & fees
May 12 - May 13
Rooftop Deck Escape! Free Parking!
The GRACE Villa - a homey affair!
Interior

The GRACE Villa - a homey affair!

9.6 out of 10, Exceptional, (12)
"Home was a nice place for the family to relax in the evenings."
The GRACE Villa - a homey affair!
Luxurious, Inner Harbor Federal Hill Townhome
Beach

Luxurious, Inner Harbor Federal Hill Townhome

9.0 out of 10, Wonderful, (26)
"The location couldn't have been better- close to Fed Hill, Cross St Mkt, harbor, and our son who lives in Baltimore, The place is not luxurious but the 3 baths and 4 bedr o oms were a great layout for 6 adults and 2 babies"
The price is CA $323
CA $647 total
includes taxes & fees
Apr 29 - Apr 30
Luxurious, Inner Harbor Federal Hill Townhome
Big 3 story house near stadiums, aquarium, museums, 5 bedrooms, parking
Fridge, microwave, oven, stovetop

Big 3 story house near stadiums, aquarium, museums, 5 bedrooms, parking

10.0 out of 10, Exceptional, (9)
"This was one of my favorite stays. The house is gorgeous, location is key, communication with the owner was impeccable. We will be coming back!"
The price is CA $416
CA $810 total
includes taxes & fees
May 4 - May 5
Big 3 story house near stadiums, aquarium, museums, 5 bedrooms, parking
Delightful 4-Bed Whole House with Easy Parking
Interior

Delightful 4-Bed Whole House with Easy Parking

9.6 out of 10, Exceptional, (5)
"The host was awesome to work with! This house was the perfect place for our family to stay. I highly recommend this house!"
Delightful 4-Bed Whole House with Easy Parking
* Stunning New Bungalow Perfect for Everyone *
TV, fireplace, DVD player, books

* Stunning New Bungalow Perfect for Everyone *

9.8 out of 10, Exceptional, (98)
"Cute bungalow near Timonium/Lutherville and Towson, very nicely decorated. Comfortable accommodations for our group of 6. Everything we needed and very clean! "
The price is CA $208
CA $379 total
includes taxes & fees
May 6 - May 7
* Stunning New Bungalow Perfect for Everyone *
1 Mi to Dtwn: Townhome w/ Patio in Baltimore!
Fridge, microwave, stovetop, dishwasher

1 Mi to Dtwn: Townhome w/ Patio in Baltimore!

9.0 out of 10, Wonderful, (2)
"We all had a great trip and the house was exactly as described. It was a pleasant surprise to find coffee, tea, and hot chocolate stocked in the kitchen. There was also detergent and signet supplied for wash! Would definitely stay here again."
1 Mi to Dtwn: Townhome w/ Patio in Baltimore!
Luxury Townhouse . Roof Deck . Patios . Parking
Outdoor dining

Luxury Townhouse . Roof Deck . Patios . Parking

9.0 out of 10, Wonderful, (7)
"The house was clean and well equipped with all the amenities you could need. The house is within walking distance of many bars and restaurants. We can’t wait to go back when it is warmer so we can take full advantage of the outside space. Everything was as described on the listing and absolutely lovely. Highly recommend!"
Luxury Townhouse . Roof Deck . Patios . Parking
Spacious 5-bedroom Pineapple House in wonderful Pikesville/10PPL/Pets/ WiFi
Exterior

Spacious 5-bedroom Pineapple House in wonderful Pikesville/10PPL/Pets/ WiFi

10.0 out of 10, Exceptional, (2)
"The Baltimore Pineapple House really lives up to it's name, I've never seen so many pineapples.The house was exactly as it was described and was exactly what we were looking for. We "
Spacious 5-bedroom Pineapple House in wonderful Pikesville/10PPL/Pets/ WiFi
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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Other property types in Windsor Mill

WhyHotel by Placemakr Columbia
Studio Apartment | Private kitchen

WhyHotel by Placemakr Columbia

4.0 star property
9.0 out of 10, Wonderful, (693)
"Always a wonderful stay"
The price is CA $154
CA $174 total
includes taxes & fees
May 5 - May 6
WhyHotel by Placemakr Columbia
Fantastic 2 bedrooms apt. Harbor
Lobby

Fantastic 2 bedrooms apt. Harbor

4.0 star property
10.0 out of 10, Exceptional, (1)
"It was a nice place"
Fantastic 2 bedrooms apt. Harbor
Luxe Houseboat with Epic 360 Views of Baltimore Harbor
Property grounds

Luxe Houseboat with Epic 360 Views of Baltimore Harbor

9.8 out of 10, Exceptional, (9)
"Everything was wonderful - the boat was just as described, even wit a few extra touches that meant a lot - snacks, water bottles, shampoo/conditioner, plenty of hangers, and the SUPER clean, just to name a few! We would love to stay again! Thank you so much!"
The price is CA $410
CA $863 total
includes taxes & fees
May 5 - May 6
Luxe Houseboat with Epic 360 Views of Baltimore Harbor
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.