Winfield Vacation Rentals

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Sep 4 - Sep 5
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Vacation Rentals in Winfield

Our top choices for Winfield vacation rentals

Spacious 4-bedroom house in cool Woodlawn with AC, WiFi Baltimore DC area
Fridge, microwave, oven, stovetop

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

8.0 out of 10, Very good, (3)
"We had a pleasant stay with my family in MD, very homely and spacious, we had an incidence with the bathroom door locking behind my wife, but the owner responded promptly and helped open the door. Only negative thing is house is next to a main highway, so there was so much noise with the cars passing by day and night. Otherwise, it was clean and owner hospitable."
Spacious 4-bedroom house in cool Woodlawn with AC, WiFi Baltimore DC area
Updated 3BR Apartment in Westminster – Family Friendly
Desk, free WiFi, bed sheets

Updated 3BR Apartment in Westminster – Family Friendly

Updated 3BR Apartment in Westminster – Family Friendly
Charming 2-bedroom condo with fitness room and AC in Owings Mills
Microwave, oven, stovetop, dishwasher

Charming 2-bedroom condo with fitness room and AC in Owings Mills

10.0 out of 10, Exceptional, (1)
"This property is brand new ; we may even have been the first people to stay here . It was sparkling clean! Our host was quick to answer all of my questions. The location was very convenient!"
Charming 2-bedroom condo with fitness room and AC in Owings Mills
Lakefront Retreat w/ Sunroom, Patio & Kayak!
Property grounds

Lakefront Retreat w/ Sunroom, Patio & Kayak!

10.0 out of 10, Exceptional, (26)
"Everything was as described. Donna was a gracious and welcoming host and made sure we had everything we needed for our weekend trip. We enjoyed morning coffee while viewing the lake from the sun room. We took peaceful walks on the path around the lake. The property is conveniently located and within reasonable distance to Baltimore and Old Town Alexandria for day trips. "
Lakefront Retreat w/ Sunroom, Patio & Kayak!
Cozy out of the way studio retreat with AC and WiFi in charming Westminster
Property grounds

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

10.0 out of 10, Exceptional, (5)
"Great instructions, kind host, great stay!"
The price is CA $153
CA $242 total
includes taxes & fees
Sep 7 - Sep 8
Cozy out of the way studio retreat with AC and WiFi in charming Westminster
Newly constructed 6 bedroom home
Fridge, microwave, oven, stovetop

Newly constructed 6 bedroom home

10.0 out of 10, Exceptional, (11)
"Beautiful perfect house for us to stay in for our daughter's wedding."
The price is CA $294
CA $636 total
includes taxes & fees
Sep 9 - Sep 10
Newly constructed 6 bedroom home
1850 Historic Log Cabin
Dining

1850 Historic Log Cabin

9.4 out of 10, Exceptional, (42)
"Very cute cabin, peaceful and relaxing. "
1850 Historic Log Cabin
Welcome to our serene Horse Farm, a getaway to nature outside of Washington, DC.
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (7)
"Hosts are great. "
Welcome to our serene Horse Farm, a getaway to nature outside of Washington, DC.
Open Floor Plan, Spa Tub, Chef’s Kitchen, King Bed,
Fridge, microwave, oven, stovetop

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,
Large Open Suite nestled among the Trees
Interior

Large Open Suite nestled among the Trees

10.0 out of 10, Exceptional, (5)
"Very well maintained property and perfect location for us. Loved all the extra items/amenities, desk setup, and well stocked kitchen We will definitely be back!!"
Large Open Suite nestled among the Trees
Pet-friendly Retreat on a Horse Breeding Farm!
House (1 Bedroom) | Front of property

Pet-friendly Retreat on a Horse Breeding Farm!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Clean and comfortable. Great stay, Host was very nice. Rural type of community and towns that is close (just over 50 miles form DC area) Upclose to all the horses."
Pet-friendly Retreat on a Horse Breeding Farm!
Historic charmer w/firepit surrounded by restaurants, shops and hiking trails
Terrace/patio

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

9.6 out of 10, Exceptional, (5)
"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
Cozy Guesthouse in Woodstock, MD
Living area

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 CA $211
CA $320 total
includes taxes & fees
Sep 5 - Sep 6
Cozy Guesthouse in Woodstock, MD
Resort studio apartment with private hot tub, fire pit, gym, and access to pool.
Pool

Resort studio apartment with private hot tub, fire pit, gym, and access to pool.

Resort studio apartment with private hot tub, fire pit, gym, and access to pool.
Quiet Escape
Paper towels

Quiet Escape

2.0 out of 10, (2)
"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
Walnut2 Cozy Retreat
Exterior detail

Walnut2 Cozy Retreat

Walnut2 Cozy Retreat
Westy House - old world charm with modern upgrades in this downtown victorian.
Exterior detail

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.
Quiet, Safe Nest-Minutes to Everything
Property grounds

Quiet, Safe Nest-Minutes to Everything

9.8 out of 10, Exceptional, (9)
"We enjoyed our stay and it was very close to the school. We really enjoyed the home. "
Quiet, Safe Nest-Minutes to Everything
A Blissful Owings Mills home
Fridge, microwave, oven, stovetop

A Blissful Owings Mills home

8.0 out of 10, Very good, (2)
"If I could give more than 5 stars, I would give a 1000+ to the host!! Coming back soon ☺"
A Blissful Owings Mills home
Just 1 min Golf resort fancy modern house!!
5 bedrooms, iron/ironing board, free WiFi, bed sheets

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

Find out more about Winfield

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winfield vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winfield vacation rentals we have selected for you start as low as CA $153 per night. Entering your travel dates in the search wizard 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. 

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Spacious 4-bedroom house in cool Woodlawn with AC, WiFi Baltimore DC area: Visitors like this Winfield vacation home rental. It 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 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 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.