Winfield Holiday Rentals

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Holiday Rentals in Winfield

1850 Historic Log Cabin

9.4 out of 10, Exceptional, (31)
"Linda is one of the most responsive hosts we work with. The home is full of character and clean. The bottle of wine is always a nice touch! We've stayed here twice and works book again!"
1850 Historic Log Cabin

Open Floor Plan, Spa Tub, Chef’s Kitchen, King Bed,

9.6 out of 10, Exceptional, (5)
"We have enjoyed this property each of the past two years for our family gathering. One of the best places we have stayed. Clean, spacious, well stocked and great communication with the owner. We will keep coming back"
The price is AU$759
includes taxes & fees
2 Feb - 3 Feb
Open Floor Plan, Spa Tub, Chef’s Kitchen, King Bed,

The GRACE Villa - a homey affair!

9.6 out of 10, Exceptional, (11)
"My family was in town for my son's funeral service. He, 23yrs old, was active duty army sgt who passed away while on deployment overseas. Grace Villa was the only 5 bedrm property large enough for 10 people to stay comfortably. The home was exactly as described in the listing, very clean. The house can sleep 15 guests easily but the kitchen was not equipped with adequate dishware, cookware, it lacked basic utensils required for cooking. That was challenging."
The GRACE Villa - a homey affair!

Cozy and quiet family place, pet friendly!

9.0 out of 10, Wonderful, (4)
"Pleasant stay"
Cozy and quiet family place, pet friendly!

Charming 1 Bedroom Apt- Best Location Near Downtown Frederick & DC

10.0 out of 10, Exceptional, (34)
"Comfortable, Convenient, & Close (to local Frederick attractions/needs, etc.). 2nd stay & the hosts added some quality cookware (based on my 1st stay recommendations) which was much appreciated. Hoping to stay again & again whenever I’m in the area."
Charming 1 Bedroom Apt- Best Location Near Downtown Frederick & DC

1 bedroom basement apartment w/ washer, Wifi, heating

7.6 out of 10, Good, (7)
"Cancelled our reservation as we were halfway to the rental after I asked if I missed the code for check in. I did receive email a few days before from Vrbo confirming our stay . Anyways, I got an email for cancellation and refund minutes after I asked for code stating environmental issues. I would beware from trying to rent from this listing. Cancel it after we were supposed to be checked in that day… "
The price is AU$311
includes taxes & fees
5 Jan - 6 Jan
1 bedroom basement apartment w/ washer, Wifi, heating

Owings Mills Townhouse: 8 Mi to Liberty Reservoir!

Owings Mills Townhouse: 8 Mi to Liberty Reservoir!

Quiet Apartment in Coolest Small Town in America!

9.6 out of 10, Exceptional, (40)
"We enjoyed our stay!"
Quiet Apartment in Coolest Small Town in America!

Family vacation on a farm near Washington DC, Baltimore, Gettysburg.

10.0 out of 10, Exceptional, (88)
"We loved staying in this country home on a horse farm. Susan and Jim are wonderful hosts. They were kind enough to let us weary travelers check in early. Jim invited our granddaughter to help him feed the horses and walk one to a stable. She loved the experience!"
Family vacation on a farm near Washington DC, Baltimore, Gettysburg.

Single House with kitchen,5 car Parking,2 min from Warfields Pond Park and Golf

The price is AU$389
includes taxes & fees
6 Jan - 7 Jan
Single House with kitchen,5 car Parking,2 min from Warfields Pond Park and Golf

Experience Elevated Comfort: Luxe Breeze Townhouse.

9.0 out of 10, Wonderful, (2)
"This place was perfect for us. Very clean and comfortable in a nice neighborhood. It was only 25 minutes from the homecoming event we attended on Saturday at McDaniel College so the location was perfect. We would highly recommend to anyone staying in the area."
The price is AU$783
includes taxes & fees
6 Jan - 7 Jan
Experience Elevated Comfort: Luxe Breeze Townhouse.

Just 1 min Golf resort fancy modern house!!

Just 1 min Golf resort fancy modern house!!

Stylish + Serene West Friendship Hidden Gem!

9.0 out of 10, Wonderful, (14)
"Felt more remote than it is, which is just what we wanted. Spent lots of time in the gazebo. Odd design so that light shines into bedrooms from other rooms at ceiling, but slept great anyway. Well stocked and clean, very comfortable. We would return for another family get-together."
Stylish + Serene West Friendship Hidden Gem!

Cozy Guesthouse in Woodstock, MD

2.0 out of 10, (1)
"We didn’t stay. We when arrived, instead of a room in the guest house, we were expected to stay in a tentlike structure. In addition, the bathroom facilities were outdoor showers and commodes that required a climb up a set of stairs. Luckily we were able to secure a room at another facility. The owner supposedly requested a refund for me but I haven’t heard whether this has been approved."
The price is AU$412
includes taxes & fees
4 Jan - 5 Jan
Cozy Guesthouse in Woodstock, MD

Pet-Friendly Retreat on a Horse Breeding Farm!

9.4 out of 10, Exceptional, (20)
"The place was great. Located near Westminster and Linganore Winery. Scenic roads and historic old homes in the local area. Jennifer was very helpful as were the horse owners we met there."
Pet-Friendly Retreat on a Horse Breeding Farm!

Idyllic Lakefront Retreat w/ Sunroom & Patio!

10.0 out of 10, Exceptional, (13)
" Beautiful studio. Couldn’t have been better. "
Idyllic Lakefront Retreat w/ Sunroom & Patio!

CASA BLANCA

8.8 out of 10, Excellent, (5)
"I rented this house for a place for all my guys to get ready for my wedding. Absolutely beautiful house. Would stay here again. Only issue I had was the pop was not in operation, which is not the owners fault but didn’t get notified until the Tuesday before the weekend I was staying. Main reason for booking this house was for the pool. However, gorgeous house and location. "
CASA BLANCA

1800’s 4Br WalkableWestminster between Balt&Gettysburg:

10.0 out of 10, Exceptional, (10)
"This house was cute and quite charming. I enjoyed the authentic layout and features of the home with modern touches to ease the stay. You felt the charm of the 1800s with plenty of plugs and charging outlets for phones and devices. The towels and bedding were high quality and the window unit A/C in each room cooled us down from the summer heat easily. The town was quiet but it was a beautiful drive to tourist spots like Lancaster and Bird in Hand, PA. We would recommend this home."
1800’s 4Br WalkableWestminster between Balt&Gettysburg:

Nature Getaway w/ On-Site Trails, 17 Mi to DC!

9.8 out of 10, Exceptional, (11)
"Really liked the property. Well-equipped kitchen. Plenty of room to spread out. Only downside was there was no kitchen / dining table where we could all sit as a family - really only bar-height seating was available. "
Nature Getaway w/ On-Site Trails, 17 Mi to DC!

Newly Renovated 5 Bedroom Home With Free Parking

7.4 out of 10, Good, (3)
"Location was close to the job site for a business trip. Everyone had their own room with privacy."
Newly Renovated 5 Bedroom Home With Free Parking
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 types of properties in Winfield you may be interested in

Hyatt Place Baltimore/Owings Mills

3.0 star property
8.2 out of 10, Very good, (1014)
"Everything was great. Room was nice and spacious for the king bedroom"
The price is AU$173
includes taxes & fees
9 Jan - 10 Jan
Hyatt Place Baltimore/Owings Mills

Home2 Suites by Hilton Owings Mills

3.0 star property
8.8 out of 10, Excellent, (521)
"I love the kitchenette and the quietness of the hotel. I would definitely recommend this hotel to friends and family!"
The price is AU$173
includes taxes & fees
9 Jan - 10 Jan
Home2 Suites by Hilton Owings Mills

Turf Valley Resort

3.5 star property
8.8 out of 10, Excellent, (832)
"The views are gorgeous! "
The price is AU$228
includes taxes & fees
4 Jan - 5 Jan
Turf Valley Resort
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.

Frequently asked questions

Can I find a holiday rental in Winfield?

Yes, there are holiday rentals close to the most popular sights in Winfield, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Winfield has to offer?

Charming 1 Bedroom Apt- Best Location Near Downtown Frederick & DC: This holiday home rental outside of Winfield is located on a lake, and has a selection of games, a BBQ and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What’s there to see and do in Winfield?

Explore the area and family-friendly sights such as Adventure Park USA, or get out into nature at a spot like Landon C. Burns Park. Serpent Ridge Vineyard and Elk Run Vineyards are a couple of places you'll find in the wider area.

What’s a holiday rental in Winfield like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Winfield. Holiday rentals provide amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for family trips.