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Top Holiday Rentals in Winfield

Charming townhome with WiFi and fitness room in lovely Woodlawn

7.4 out of 10, Good, (3)
"Excellent "
Charming townhome with WiFi and fitness room in lovely Woodlawn

Cozy out of the way studio retreat with AC and WiFi in charming Westminster

10.0 out of 10, Exceptional, (5)
"Super clean, quiet, comfortable, everything you would need. We had a wonderful time and enjoyed every minute. "
Cozy out of the way studio retreat with AC and WiFi in charming Westminster

Quiet Apartment in Coolest Small Town in America!

9.6 out of 10, Exceptional, (47)
"We enjoyed our stay!"
Quiet Apartment in Coolest Small Town in America!

Lakefront Retreat w/ Sunroom, Patio & Kayak!

10.0 out of 10, Exceptional, (23)
"The owner / Hostess, Donna, is truly amazing. She is very tentative to detail and ensuring your stay is as informative or secluded as you prefer. The view is fantastic and the Studio is well appointed. Should our travels have us return to the area, we would most certainly make this our go to."
Lakefront Retreat w/ Sunroom, Patio & Kayak!

Spacious 4-bedroom house in cool Woodlawn with AC, WiFi Baltimore DC area

10.0 out of 10, Exceptional, (1)
"Great location, close to grocery store, restaurants, bus stops. It had all the ammenities we needed like bodywash, shampoos, pots, pans, dishes, etc. The house was remodelled but not fully. It has potential. It was worth the price. The host was very responsive. The dryer did not work. He came right away but was not able to fix the problem while we were there. But it was the end of our stay so it was not a big deal."
Spacious 4-bedroom house in cool Woodlawn with AC, WiFi Baltimore DC area

Welcome to our serene Horse Farm, a getaway to nature outside of Washington, DC.

10.0 out of 10, Exceptional, (7)
"My family and I had a fantastic stay at Mezza Luna!! Keith made us feel right at home, meeting us at check in and chatting with us throughout our stay. We felt right in the action, exploring the property and viewing the beautiful horses. Our kids loved being able to feed them carrots and visit them in the barn. They also loved visiting the peacocks and chickens on property. Keith encouraged our kids to grab eggs from the coop-made for a delicious breakfast! The stay was very cozy, comfortable...
Welcome to our serene Horse Farm, a getaway to nature outside of Washington, DC.

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 £177
includes taxes & fees
1 Aug - 2 Aug
Cozy Guesthouse in Woodstock, MD

Cozy 3-bedroom townhome in welcoming Glenwood with WiFi, AC and Park 2 min drive

8.0 out of 10, Very good, (1)
"My family stayed one night. It was perfect for what we needed.....clean and cozy"
The price is £164
includes taxes & fees
4 Aug - 5 Aug
Cozy 3-bedroom townhome in welcoming Glenwood with WiFi, AC and Park 2 min drive

Quiet, Safe Nest-Minutes to Everything

10.0 out of 10, Exceptional, (6)
"The house was perfect for us to stay during our trip to Frederick. Walking distance to a few very good restaurants, no traffic, quiet neighborhood, easy access to everything. Definitely recommend."
Quiet, Safe Nest-Minutes to Everything

Historic charmer w/firepit surrounded by restaurants, shops and hiking trails

9.6 out of 10, Exceptional, (4)
"This was a perfect spot for those of our family from out of town to rent for a nearby Family Reunion.We all love to walk, so thoroughly enjoyed being able to nearby restaurants and shopping. Especially enjoyed the Farmers Market on Sunday morning."
Historic charmer w/firepit surrounded by restaurants, shops and hiking trails

Westy House - old world charm with modern upgrades in this downtown victorian.

10.0 out of 10, Exceptional, (4)
"We were in town for a wedding and stayed at the Westy house with our 8 and 9 year old boys. We really enjoyed the location and we had all the comforts of home in the house. We will definitely stay again. "
Westy House - old world charm with modern upgrades in this downtown victorian.

Bright Guest House: 15 Mi to Dtwn Baltimore!

8.4 out of 10, Very good, (6)
"Place is beautiful and clean, property manager was very nice and easy to reach."
Bright Guest House: 15 Mi to Dtwn Baltimore!

Walnut2 Cozy Retreat

Walnut2 Cozy Retreat

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

9.8 out of 10, Exceptional, (13)
"We had a great stay with our family. There was plenty of open space for the kids to play and the property was beautiful and relaxing"
Nature Getaway w/ On-Site Trails, 17 Mi to DC!

Quiet Escape

2.0 out of 10, (1)
"Will never use VRBO to book a stay again! We had a two night stay scheduled at this property that was a terrible experience. We booked this stay three months in advance. The host claims they cancelled last minute due to a gas smell in the apartment. This was a complete lie. Because what truly happened was he double booked our stay with another family and we didn’t find out until we tried to check in and someone else was already staying there! I contacted the host and he claimed we couldn’t stay...
Quiet Escape

Owings Mills Townhouse: 8 Mi to Liberty Reservoir!

6.0 out of 10, (1)
"There is no access to the pool"
Owings Mills Townhouse: 8 Mi to Liberty Reservoir!

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

8.4 out of 10, Very good, (6)
"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"
Open Floor Plan, Spa Tub, Chef’s Kitchen, King Bed,

Cozy and quiet basement apartment pet friendly!

8.4 out of 10, Very good, (5)
"A genuine review from a local resident of Maryland here! I spent the weekend here with my two kids, a friend from Florida and his daughter. We had two days to make the most of our stay, and this booking was absolutely the perfect choice. Here are a few key things worth reviewing: - Side yard perfect for kids to play outside. - Multiple sleeping options and rooms to pick from. - Games and snacks for kids provided. - Beautiful neighborhood for morning walks. - Shops are close for forgotten items,...
Cozy and quiet basement apartment pet friendly!

'Chateau Ridge' Peaceful Retreat w/ Fire Pit!

10.0 out of 10, Exceptional, (14)
"My husband and I thoroughly enjoyed our 6 nights in this home. It was spacious, clean, comfortable and inviting. We used to live in the area and found this to be the perfect spot when visiting our family now from Florida. Grace was gracious and welcoming. We will be staying here again. Thanks"
'Chateau Ridge' Peaceful Retreat w/ Fire Pit!

Just 1 min Golf resort fancy modern house!!

Just 1 min Golf resort fancy modern house!!
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

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?

Spacious 4-bedroom house in cool Woodlawn with AC, WiFi Baltimore DC area: This holiday home rental outside of Winfield is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that 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 Northwest Regional 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.