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Winfield Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Winfield vacation rentals

A ping pong table in a room with a television, a plant, and a sofa.

1. 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
8.0 out of 10, Very good, (2 reviews)
"The stay was at a beautiful new home. Great host. Location close to Interstate 70. I had everything I needed. Took in the sights in DC via the Greenline Metro. I would definitely stay here again."
United States
Scott C.
$140 nightly
The price is $148
Oct 13 - Oct 14
Total with taxes and fees
Charming studio with 1 queen sofa bed and 1 full bath . With AC, WiFi and TV
A wooden deck with a fire pit, outdoor furniture, and string lights.

2. Paws, Pizza & Patio | Private Oasis Westminster

Paws, Pizza & Patio | Private Oasis Westminster
Westminster
8.4 out of 10, Very good, (8 reviews)
"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.
$423 nightly
The price is $448
Oct 13 - Oct 14
Total with taxes and fees
Paws, Pizza & Patio | Private Oasis Westminster
A cozy room with a dining table set, a sofa, a bed, and a window with curtains.

3. The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres

The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres
Westminster
$184 nightly
The price is $195
Oct 13 - Oct 14
Total with taxes and fees
The Whimsy Loft-Cozy Private Suite in Westminster on 4 acres
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.

4. 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.
$127 nightly
The price is $147
Nov 8 - Nov 9
Total with taxes and fees
Newly Renovated Cozy Basement w/Private Entrance
A bedroom with a bed, a bedside table with a lamp, a window with a view, and a decorative wall piece.

5. Cozy, dog-friendly, downtown

Cozy, dog-friendly, downtown
Frederick
10.0 out of 10, Exceptional, (36 reviews)
"Great location, clean place. "
United States
Warren B.
$210 nightly
The price is $223
Oct 13 - Oct 14
Total with taxes and fees
Cozy, dog-friendly, downtown
A storefront with a large glass window, a wooden door, and a brick sidewalk.

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

Huge 1br apt, baby-friendly, dogs, walkable downtown
Downtown Frederick
10.0 out of 10, Exceptional, (13 reviews)
"Great location for a peaceful solo night away -- thanks!"
United States
Kristina S.
Huge 1br apt, baby-friendly, dogs, walkable downtown
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

7. Rural & Historic Detour Escape w/ Horses On-Site!

Rural & Historic Detour Escape w/ Horses On-Site!
Detour
9.0 out of 10, Wonderful, (8 reviews)
"Lovely! Our host was gracious and helpful. Property was ideal for our family getaway. i’m"
United States
Mary F.
$415 nightly
The price is $440
Oct 14 - Oct 15
Total with taxes and fees
Rural & Historic Detour Escape w/ Horses On-Site!
A corner room with a sliding glass door closet, a wooden cabinet with glass doors, and a small rug on the floor.

8. Private Sauna, Fireplace and Country Views

Private Sauna, Fireplace and Country Views
Mount Airy
10.0 out of 10, Exceptional, (6 reviews)
"Wonderful location with a beautiful field where wild animals visited. Hosts really took care of the amenities (great coffee bar). Close to Mt Airy and vineyards."
United States
Richard B.
$376 nightly
The price is $398
Oct 19 - Oct 20
Total with taxes and fees
Private Sauna, Fireplace and Country Views
Property grounds

9. Entire lower level furnished home

Entire lower level furnished home
Owings Mills
2.0 out of 10, (2 reviews)
"Our reservation was cancelled because the owner never provided check in instructions, never responded to messages or phone calls. Drove almost to the house when VRBO office staff was able to help us. We were stranded! Definitely not a reputable owner!!! Stay clear of this property!"
United States
Megan K. K.
$247 nightly
The price is $285
Oct 13 - Oct 14
Total with taxes and fees
Entire lower level furnished home
A small building labeled "The Snowball Stand" with a sign above the entrance.

10. Cozy Guesthouse in Woodstock, MD

Cozy Guesthouse in Woodstock, MD
Woodstock
2.0 out of 10, (1 review)
"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.
$203 nightly
The price is $234
Oct 13 - Oct 14
Total with taxes and fees
Cozy Guesthouse in Woodstock, MD
A sunroom with a wicker chair, a wooden chest, and a view through large glass doors.

11. Rural & Historic Detour Escape w/ Horses On-site!

Rural & Historic Detour Escape w/ Horses On-site!
3.0 star property
Keymar
$408 nightly
The price is $432
Oct 14 - Oct 15
Total with taxes and fees
Rural & Historic Detour Escape w/ Horses On-site!
A living room with a large mirror, a sofa, a television, and decorative items.

12. Downtown Frederick retreat with parking. Dog- and baby-friendly!

Downtown Frederick retreat with parking. Dog- and baby-friendly!
Frederick
9.8 out of 10, Exceptional, (8 reviews)
"This place looked exactly like the photos, very clean, super organized, and well designed. We were very comfortable during our stay and would stay here again."
United States
Dvorak A.
$273 nightly
The price is $289
Oct 25 - Oct 26
Total with taxes and fees
Downtown Frederick retreat with parking. Dog- and baby-friendly!
A living room with a television on a wooden cabinet, a fireplace, and a sofa.

13. Shamrock Loft | Market St Frederick, MD

Shamrock Loft | Market St Frederick, MD
Downtown Frederick
$117 nightly
The price is $124
Nov 4 - Nov 5
Total with taxes and fees
Shamrock Loft | Market St Frederick, MD
A brick building with a waterfall feature in front.

14. New townhouse

New townhouse
Frederick
9.6 out of 10, Exceptional, (12 reviews)
"We had a great time. It was perfect for us. I would highly recommend it to others and would not hesitate to return there when back in the area. "
United States
Tereasa G.
$399 nightly
The price is $422
Oct 14 - Oct 15
Total with taxes and fees
New townhouse
A GE front-loading washer and dryer unit with a stone wall background.

15. Chapel & Clover | Cozy Downtown Frederick Loft

Chapel & Clover | Cozy Downtown Frederick Loft
Downtown Frederick
$292 nightly
The price is $305
Nov 3 - Nov 4
Total with taxes and fees
Chapel & Clover | Cozy Downtown Frederick Loft
A modern kitchen with dark cabinets, a large island with stools, a stainless steel refrigerator, and a built-in oven.

16. Newly constructed 6 bedroom home

Newly constructed 6 bedroom home
Frederick
10.0 out of 10, Exceptional, (22 reviews)
"It was a great place to relax, sleep and come home to after busy days in Frederick area. We would definitely stay here again!"
United States
Janice M.
$469 nightly
The price is $497
Oct 13 - Oct 14
Total with taxes and fees
Newly constructed 6 bedroom home
Terrace/patio

17. DC Luxury Family Retreat in Forest—Spacious Full of Fun w/ Zipline Waterfall

DC Luxury Family Retreat in Forest—Spacious Full of Fun w/ Zipline Waterfall
Gaithersburg
10.0 out of 10, Exceptional, (3 reviews)
"Had a great stay home was amazing "
United States
Darinda h.
$771 nightly
The price is $871
Oct 26 - Oct 27
Total with taxes and fees
DC Luxury Family Retreat in Forest—Spacious Full of Fun w/ Zipline Waterfall
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
"The room was clean and convenient place to stay for a wedding nearby"
victor 1-night trip
Posted 1 hour ago
Best Western Westminster Hotel

Find out more about Winfield

Everything you need to know about Winfield 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 Winfield 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 Winfield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winfield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winfield. 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 Winfield 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 $124 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 Winfield rentals

At Expedia, we put the best Winfield 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 Winfield 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 Winfield 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 Winfield. 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 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?

Rural & Historic Detour Escape w/ Horses On-Site!: Visitors like this Winfield vacation home rental. It offers a patio, a selection of books, and air-conditioning to help you feel perfectly comfortable 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.

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 Bear Branch Nature Center. 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.