Winfield Vacation Rentals

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Vacation Rentals in Winfield

Quiet Apartment in Coolest Small Town in America!

9.4 out of 10, Exceptional, (46)
"We enjoyed our stay!"
Quiet Apartment in Coolest Small Town in America!

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

10.0 out of 10, Exceptional, (4)
"Great instructions, kind host, great stay!"
The price is ¥16,321
¥25,895 total
includes taxes & fees
Jul 16 - Jul 17
Cozy out of the way studio retreat with AC and WiFi in charming Westminster

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

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

10.0 out of 10, Exceptional, (7)
Welcome to our serene Horse Farm, a getaway to nature outside of Washington, DC.

Lakefront Retreat w/ Sunroom, Patio & Kayak!

10.0 out of 10, Exceptional, (21)
"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

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 ¥17,913
¥31,490 total
includes taxes & fees
Jul 20 - Jul 21
Cozy 3-bedroom townhome in welcoming Glenwood with WiFi, AC and Park 2 min drive

Rare find, pet friendly, w/parking, EV charger, fitness, game rm, safe & quiet

10.0 out of 10, Exceptional, (5)
"It was nice to be within reasonable walking distance to Restaurants. Very quiet safe neighborhood. Bed was comfortable and the house was extremely clean! Bathrooms are small with small vanities and limited horizontal space. Parking in the carport was a bit tight but that is how houses were made in the 50s. Owner communicated well and was very responsive to questions. Overall we had a good experience…"
Rare find, pet friendly, w/parking, EV charger, fitness, game rm, safe & quiet

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 ¥22,557
¥34,057 total
includes taxes & fees
Jul 15 - Jul 16
Cozy Guesthouse in Woodstock, MD

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!

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

9.4 out of 10, Exceptional, (3)
"The home was very nice. We could not get the apple TV to work, but that may have been operator error. We were able to watch TV on my laptop. The manager was very responsive to any and all emails. The was a lovely quiet home."
Historic charmer w/firepit surrounded by restaurants, shops and hiking trails

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

Charming 3-bedroom house in Pleasant Owings Mills with AC, WiFi

Charming 3-bedroom house in Pleasant Owings Mills with AC, WiFi

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.

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

9.8 out of 10, Exceptional, (12)
"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!

'Chateau Ridge' Peaceful Retreat w/ Fire Pit!

10.0 out of 10, Exceptional, (14)
"Third stay at this beautiful home. Visited with family in the area over Christmas. The property is so comfortable it is like coming home…but better. First class from the linens to coffee supplies."
'Chateau Ridge' Peaceful Retreat w/ Fire Pit!

Owings Mills Townhouse: 8 Mi to Liberty Reservoir!

Owings Mills Townhouse: 8 Mi to Liberty Reservoir!

Just 1 min Golf resort fancy modern house!!

Just 1 min Golf resort fancy modern house!!

1 bedroom basement apartment w/ washer, Wifi, heating

7.6 out of 10, Good, (7)
"The place was very clean. The complex is quite and friendly "
The price is ¥14,006
¥28,286 total
includes taxes & fees
Jul 22 - Jul 23
1 bedroom basement apartment w/ washer, Wifi, heating

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!
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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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?

Charming townhome with WiFi and fitness room in lovely Woodlawn: You might want to consider this vacation home rental near Winfield, which has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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 Union Mills Homestead Park. Serpent Ridge Vineyard 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.