Winfield Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Winfield vacation rentals

1 bedroom, free WiFi, bed sheets
Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (26)
"Clean, great location, friendly owner"
United States
Christian M.
The price is ￥9,836
￥30,450 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Cozy, dog-friendly, downtown
Smart TV
Pet-friendly, heart of downtown

Pet-friendly, heart of downtown

Pet-friendly, heart of downtown
Frederick
10.0 out of 10, Exceptional, (7)
"Very convenient to everything. Quick walk to shops, breweries, and restaurants."
United States
JENNIFER
The price is ￥9,274
￥29,688 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Pet-friendly, heart of downtown
Exterior detail
Huge 1br apt, baby-friendly, dogs, walkable downtown

Huge 1br apt, baby-friendly, dogs, walkable downtown

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (6)
Huge 1br apt, baby-friendly, dogs, walkable downtown
Terrace/patio
Green Street Oasis Hot Tub, Fire Pit & Walk to Downtown

Green Street Oasis Hot Tub, Fire Pit & Walk to Downtown

Green Street Oasis Hot Tub, Fire Pit & Walk to Downtown
Westminster
9.0 out of 10, Wonderful, (2)
"The stay was nice and as advertised. It was a little noisy at night with the split house and close neighbors, but it was a nice place. "
United States
Payson D.
The price is ￥19,911
￥52,705 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Green Street Oasis Hot Tub, Fire Pit & Walk to Downtown
Fridge, microwave, oven, stovetop
Newly constructed 6 bedroom home

Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (14)
"This is our second time staying here and we really love how easily we all fit in. It's clean, family friendly, and have lots of space."
United States
Bonnie S.
The price is ￥33,254
￥72,484 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Newly constructed 6 bedroom home
Interior
Private, Peaceful Basement Apartment in a Serene Setting

Private, Peaceful Basement Apartment in a Serene Setting

Private, Peaceful Basement Apartment in a Serene Setting
2.0 star property
Sykesville
The price is ￥18,734
￥28,132 total
includes taxes & fees
Dec 25 - Dec 26
Private, Peaceful Basement Apartment in a Serene Setting
Microwave, oven, stovetop, dishwasher
Secret' Desires-Adult Only

Secret' Desires-Adult Only

Secret' Desires-Adult Only
2.0 star property
Gaithersburg
The price is ￥21,857
￥59,452 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Secret' Desires-Adult Only
Exterior
New townhouse

New townhouse

New townhouse
Frederick
9.4 out of 10, Exceptional, (9)
"This property was impeccably clean and so comfortable! The beds were incredibly cozy, and the kitchen was well-stocked. We felt right at home and enjoyed our stay immensely. Beds were comfortable, and kitchen well stocked. The location can't be beat, with so many attractions and wonderful restaurants within a short drive. Tons of nice touches for our arrival; great communication; easy access. We will definitely stay here again!"
United States
Traci U.
The price is ￥23,605
￥56,795 total
includes taxes & fees
Dec 30 - Dec 31
New townhouse
Paper towels
Cozy Studio with Private Entrance.

Cozy Studio with Private Entrance.

Cozy Studio with Private Entrance.
Lochearn
The price is ￥20,296
￥27,048 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Cozy Studio with Private Entrance.
Smart TV, fireplace
Experience Elevated Comfort: Luxe Breeze Townhouse.

Experience Elevated Comfort: Luxe Breeze Townhouse.

Experience Elevated Comfort: Luxe Breeze Townhouse.
Owings Mills
9.6 out of 10, Exceptional, (4)
"Awesome stay and great location. Very quiet neighborhood, made the stay comfortable and relaxing. Very spacious and modern. "
United States
Jesse H.
The price is ￥29,663
￥88,537 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Experience Elevated Comfort: Luxe Breeze Townhouse.
3 bedrooms, desk, iron/ironing board, free WiFi
Updated 3BR Apartment in Westminster – Family Friendly

Updated 3BR Apartment in Westminster – Family Friendly

Updated 3BR Apartment in Westminster – Family Friendly
Westminster
8.0 out of 10, Very Good, (5)
"We had a great time! The property was really well-maintained and was very close to a wedding we were attending, which was very convenient. Definitely recommend!"
United States
Robert D.
The price is ￥18,969
￥48,571 total
includes taxes & fees
Dec 29 - Dec 30
Updated 3BR Apartment in Westminster – Family Friendly
Interior
Charming 3-bedroom house in the heart of town right off I-70

Charming 3-bedroom house in the heart of town right off I-70

Charming 3-bedroom house in the heart of town right off I-70
Mount Airy
9.8 out of 10, Exceptional, (6)
"perfect location in mount airy, walk to restaurants, etc. Great communications with owner and super clean updated home."
United States
Michael H.
The price is ￥35,268
￥74,618 total
includes taxes & fees
Dec 26 - Dec 27
Charming 3-bedroom house in the heart of town right off I-70
Game room
Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV

Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV

Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
Woodbine
The price is ￥15,612
￥23,168 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
Smart TV, books
Cozy Peaceful Basement Cabin Vibes

Cozy Peaceful Basement Cabin Vibes

Cozy Peaceful Basement Cabin Vibes
Ijamsville
10.0 out of 10, Exceptional, (5)
"Good trip."
United States
Jewell F.
The price is ￥39,030
￥56,100 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Cozy Peaceful Basement Cabin Vibes
Outdoor dining
New Lakefront Escape | Kayak, Patio & MiniGolf

New Lakefront Escape | Kayak, Patio & MiniGolf

New Lakefront Escape | Kayak, Patio & MiniGolf
Columbia
The price is ￥31,224
￥51,435 total
includes taxes & fees
Jan 4 - Jan 5, 2026
New Lakefront Escape | Kayak, Patio & MiniGolf
Living area
Spacious Retreat in Prime Location — Comfort, Style & Convenience”

Spacious Retreat in Prime Location — Comfort, Style & Convenience”

Spacious Retreat in Prime Location — Comfort, Style & Convenience”
2.0 star property
Owings Mills
The price is ￥53,081
￥108,552 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Spacious Retreat in Prime Location — Comfort, Style & Convenience”
Smart TV
Private Guest House - Please note does NOT sleeps 30

Private Guest House - Please note does NOT sleeps 30

Private Guest House - Please note does NOT sleeps 30
Reisterstown
6.8 out of 10, (3)
"Providing a better equipped kitchen will improve this listing for future guests."
United States
Jennifer M.
The price is ￥58,838
￥91,335 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Private Guest House - Please note does NOT sleeps 30
Microwave, stovetop, dishwasher
The blissful house in Howard County with 3 bedrooms 3 bathrooms.

The blissful house in Howard County with 3 bedrooms 3 bathrooms.

The blissful house in Howard County with 3 bedrooms 3 bathrooms.
Marriottsville
The price is ￥92,891
￥136,030 total
includes taxes & fees
Jan 4 - Jan 5, 2026
The blissful house in Howard County with 3 bedrooms 3 bathrooms.
Private kitchen
New 4-bedroom house in Baltimore

New 4-bedroom house in Baltimore

New 4-bedroom house in Baltimore
2.0 star property
Randallstown
2.0 out of 10, (1)
"I stayed at this property for 1 night, and unfortunately my experience was disappointing.•The house was very cold, making it uncomfortable to stay. (Stayed at 63-68 most of the night, guest never took their jackets off) •Alarms repeatedly went off, causing repeated disruptions.•At one point, unauthorized individuals were briefly present near the property, coming in the backyard which was concerning.Overall, the stay did not meet expectations based on the listing.While the host may not have been...
United States
Princess L.
The price is ￥55,641
￥125,934 total
includes taxes & fees
Jan 5 - Jan 6, 2026
New 4-bedroom house in Baltimore
Property grounds
Cozy Guesthouse in Woodstock, MD

Cozy Guesthouse in Woodstock, MD

Cozy Guesthouse in Woodstock, MD
Woodstock
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."
United States
Marie E M.
The price is ￥23,886
￥36,605 total
includes taxes & fees
Dec 25 - Dec 26
Cozy Guesthouse in Woodstock, MD
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 Winfield Hotel Reviews

Best Western Westminster Hotel

Best Western Westminster Hotel

10/10 Excellent
"Clean room, courteous service, and really liked the warm fireplace! Very cold outside during my stay."
Tim 1-night trip
Posted 4 days ago
Best Western Westminster Hotel

Find out more about Winfield

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Frequently asked questions

Can I find a vacation rental in Winfield?

Yes, you can find vacation rentals near top sights in Winfield, or you can go with a more remote option if you want a relaxing place to stay.

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

The blissful house in Howard County with 3 bedrooms 3 bathrooms.: Visitors like this Winfield vacation home rental. It offers a fireplace, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, 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 Northwest Regional Park. Elk Run Vineyards and Old Westminster Winery are a couple of places you'll find in the larger area.

What’s a vacation rental in Winfield like?

Vacation rentals are privately owned properties you can book for several days or longer in Winfield. Vacation rentals provide amenities like kitchens and laundry facilities so you'll feel just like you're at home. If you're concerned about a clean environment, vacation rentals can provide a sense of safety away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family getaway.