Winfield Holiday Rentals

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Check prices for these dates

In two weeks
10 Oct - 12 Oct
In one month
24 Oct - 26 Oct
In two months
21 Nov - 23 Nov
In three months
19 Dec - 21 Dec

Holiday Rentals in Winfield

Our top choices for Winfield holiday 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

7.6 out of 10, Good, (4)
"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
Hidden gem in quiet neighborhood with pool
Private kitchen

Hidden gem in quiet neighborhood with pool

10.0 out of 10, Exceptional, (1)
"Amazing property top notch Communication was prompt Very Clean comfortable beds Will definitely rent again. 10⭐️ for sure"
Hidden gem in quiet neighborhood with pool
Columbia Lakefront Escape: Serenity Room & Patio
Property grounds

Columbia Lakefront Escape: Serenity Room & Patio

10.0 out of 10, Exceptional, (27)
"Enjoyed a peaceful getaway despite the rainy weather. We enjoyed the comforts and personal touches. The owner was very thoughtful and helpful with local touches."
Columbia Lakefront Escape: Serenity Room & Patio
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!
Updated 3BR Apartment in Westminster – Family Friendly
3 bedrooms, desk, free WiFi, bed sheets

Updated 3BR Apartment in Westminster – Family Friendly

7.0 out of 10, Good, (2)
"This property is a bit mislisted. It is on the backside and above a commercial building. There was commercial equipment in the back, lots of trash on the lot including piles of pallets, and construction material. Its on the side of a multilane highway so it is loud at night. It would likely be fine for older kids or adults but not a good fit for young kids. The gate code was not sent along, so we had to wait to access the property until the owner got back to me (which was within 2 hours and he...
Updated 3BR Apartment in Westminster – Family Friendly
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 NZ$254
includes taxes & fees
24 Sept - 25 Sept
Cozy out of the way studio retreat with AC and WiFi in charming Westminster
Experience Elevated Comfort: Luxe Breeze Townhouse.
Fridge, microwave, oven, stovetop

Experience Elevated Comfort: Luxe Breeze Townhouse.

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. "
The price is NZ$1,061
includes taxes & fees
24 Sept - 25 Sept
Experience Elevated Comfort: Luxe Breeze Townhouse.
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 NZ$399
includes taxes & fees
24 Sept - 25 Sept
Cozy Guesthouse in Woodstock, MD
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,
2 Bedroom Condo in Central Columbia
TV

2 Bedroom Condo in Central Columbia

10.0 out of 10, Exceptional, (1)
"The unit was attractive and clean. It is a first floor unit where the balcony faces trees instead of a parking lot.I had some difficulty opening the lock box to enter the unit and was unable to contact the owner; his phone number was on a paper in the unit. Other than that my stay was fine."
2 Bedroom Condo in Central Columbia
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
Quiet, Safe Nest-Minutes to Everything
Property grounds

Quiet, Safe Nest-Minutes to Everything

9.8 out of 10, Exceptional, (9)
"Getting too see our son and grandson was wonderful. We had a great stay thank you. "
Quiet, Safe Nest-Minutes to Everything
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.
Historic charmer w/firepit surrounded by restaurants, shops and hiking trails
Terrace/patio

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

9.8 out of 10, Exceptional, (6)
"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
A private and peaceful oasis with all amenities in quiet scenic Brookeville
Terrace/patio

A private and peaceful oasis with all amenities in quiet scenic Brookeville

2.0 star property
9.4 out of 10, Exceptional, (3)
"We had a wonderful experience at this beautiful property! We enjoyed every aspect, from our arrival meeting with the owner who familiarized us with all aspects of the property, to sitting under the deck gazing across the green field to watching a rainstorm pass over us.The apartment is so new, so well decorated, equipped, peaceful and enticing. We didn't want to leave. "
A private and peaceful oasis with all amenities in quiet scenic Brookeville
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
Charming 3-bedroom house in the heart of town right off I-70
Terrace/patio

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

9.8 out of 10, Exceptional, (6)
"It was perfect, we transitioned from Maryland to Missouri. We stayed a couple of nights after loading our home in Maryland…what a cozy delightful place to be able to go to after all the work."
Charming 3-bedroom house in the heart of town right off I-70
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

Turf Valley Resort

Turf Valley Resort

10/10 Excellent
"Staff & service was excellent! Beautiful room, facilities, & grounds! The spa was amazing!"
Benita 1-night trip
Posted 23 hours ago
Turf Valley Resort

Find out more about Winfield

Find out more about Winfield

Everything you need to know about Winfield holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winfield holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Winfield holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winfield holiday rentals we have selected for you start as low as NZ$254 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 holiday 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 holiday.

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 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.