Best Vacation Homes in Winfield
House
4 Bedrooms
3 Baths
10 Guests
2400 ft²
Spa
Fireplace/Heating
Balcony/Terrace
Pet Friendly
£310/Night
7 Nights - £2,170
Bed & Breakfast
9.8(5 Reviews)
4 Bedrooms
4 Baths
8 Guests
169.53 ft²
- Spa
- Fireplace/Heating
- Balcony/Terrace
View
£133/Night
7 Nights - £928
Hotel
8.4(1002 Reviews)
1 Bath
- Fireplace/Heating
Pool
Breakfast
Kitchen
£95/Night
7 Nights - £665
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
9 Guests
3500 ft²
Private Pool- Fireplace/Heating
- Pool
- Balcony/Terrace
£463/Night
7 Nights - £3,241
House
9.7(3 Reviews)
1 Bedroom
1 Bath
4 Guests
1205.56 ft²
- Spa
- Fireplace/Heating
- Pet Friendly
Parking
£161/Night
7 Nights - £1,126
House
9.4(3 Reviews)
7 Bedrooms
5 Baths
16 Guests
- Private Pool
Hot Tub- Fireplace/Heating
- Pool
£623/Night
7 Nights - £4,358
House
7.6(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£177/Night
7 Nights - £1,238
House
4 Bedrooms
3 Baths
10 Guests
2900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£1,333/Night
7 Nights - £9,332
Winfield Luxury Rentals
House
5 Bedrooms
5 Baths
12 Guests
3196.88 ft²
- Fireplace/Heating
- Pet Friendly
- Parking
Air Conditioner
£701/Night
7 Nights - £4,908
House
8.6(4 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Fireplace/Heating
- Pool
- Pet Friendly
- Kitchen
£636/Night
7 Nights - £4,450
Other
9.6(33 Reviews)
5 Bedrooms
4 Baths
12 Guests
3200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£553/Night
7 Nights - £3,872
House
4 Bedrooms
3 Baths
9 Guests
3498.27 ft²
- Fireplace/Heating
- Pool
- Pet Friendly
- Parking
£553/Night
7 Nights - £3,868
Cabin
7 Bedrooms
6 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Parking
- Air Conditioner
£443/Night
7 Nights - £3,099
House
8.0(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£394/Night
7 Nights - £2,761
New
House
4 Bedrooms
3 Baths
8 Guests
2429 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£393/Night
7 Nights - £2,752
Other
10.0(4 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
Ocean View
£311/Night
7 Nights - £2,178
Winfield Pet Friendly Vacation Rentals
House
9.8(9 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£183/Night
7 Nights - £1,279
House
1 Bedroom
1 Bath
7 Guests
2002.09 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Breakfast
£175/Night
7 Nights - £1,225
House
9.6(25 Reviews)
1 Bedroom
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£145/Night
7 Nights - £1,012
Hotel
7.2(606 Reviews)
6 Baths
2690.98 ft²
Oceanfront- Hot Tub
- Fireplace/Heating
- Pool
£63/Night
7 Nights - £438
Cabin
9.4(46 Reviews)
2 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£201/Night
7 Nights - £1,405
House
10.0(7 Reviews)
4 Bedrooms
1 Bath
8 Guests
2100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£244/Night
7 Nights - £1,705
House
8.0(1 Review)
3 Bedrooms
2 Baths
5 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
£129/Night
7 Nights - £902
House
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
£286/Night
7 Nights - £2,000
Winfield Large Vacation Homes
House
9.6(9 Reviews)
5 Bedrooms
2 Baths
10 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£216/Night
7 Nights - £1,513
New
House
5 Bedrooms
2 Baths
12 Guests
2002.09 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Air Conditioner
£165/Night
7 Nights - £1,157
Apartment
8.4(6 Reviews)
5 Bedrooms
1 Bath
12 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£230/Night
7 Nights - £1,607
House
10.0(29 Reviews)
5 Bedrooms
2 Baths
12 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
£197/Night
7 Nights - £1,381
House
5 Bedrooms
4 Baths
12 Guests
3000 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Pool
£312/Night
7 Nights - £2,181
House
9.4(8 Reviews)
5 Bedrooms
4 Baths
14 Guests
4600 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£425/Night
7 Nights - £2,975
House
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
£154/Night
7 Nights - £1,079
House
10.0(91 Reviews)
4 Bedrooms
3 Baths
10 Guests
2400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
£312/Night
7 Nights - £2,187
Why Choose Rent By Owner for your Winfield Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Winfield
When should you plan your Vacation Rentals stay?
To make the most of your stay in this destination, consider visiting during the shoulder seasons when the weather is pleasant and outdoor activities are in full swing, allowing you to enjoy the region's natural beauty and local charm at its best.
Peak Season Highlights
Spring (March to May)
During spring, this destination experiences mild temperatures and blooming landscapes, making it an ideal time for outdoor activities and sightseeing.
Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F
Summer (June to August)
Summertime in the area offers warm weather perfect for enjoying outdoor pursuits and exploring local attractions at your leisure.
Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
Off-Season Highlights
Fall (September to November)
Autumn brings cooler temperatures and colorful foliage, providing a tranquil setting for those seeking a quieter escape.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Winter (December to February)
The winter months feature colder weather and occasional snow, offering a cozy atmosphere for restful stays and indoor enjoyment.
Average Temperature Daytime: 35°F to 45°F - Nighttime: 20°F to 30°F
Weekly Weather Forecast for Winfield
How to Book Your Winfield Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Winfield
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy outdoor living with a spacious patio or deck perfect for relaxing or entertaining in the region.
- Take advantage of a private backyard or garden area to unwind surrounded by lush greenery.
- Make the most of a dedicated grilling station or outdoor kitchen setup to savor meals al fresco.
- Benefit from access to a swimming pool or hot tub, ideal for cooling off or relaxing outdoors.
- Explore the surrounding nature with well-maintained walking trails or a serene lakeside setting.
- Utilize outdoor recreational equipment such as bikes, kayaks, or paddleboards available on-site or nearby.
- Capitalize on ample parking space or easy driveway access for convenient visits and outings in this area.
Top Attractions Around Winfield
What attractions are nearby?
Here, you can explore a variety of outdoor activities and scenic spots that showcase the natural beauty of the region, making it an ideal destination for those seeking relaxation and adventure alike.
Family Activities
- Rocky Gap State Park: Enjoy outdoor family activities such as hiking, picnicking, and wildlife watching amidst the scenic surroundings of this popular Maryland state park.
- Hiking Trails in the Region: Discover a variety of family-friendly trails that wind through the area, offering opportunities for exploration and appreciating nature’s beauty together.
- Water Activities at Local Lakes: Engage in swimming, kayaking, or fishing at nearby lakes, providing fun-filled days suitable for all ages.
- Local Festivals and Events: Participate in seasonal festivals and community events that showcase the region's culture and provide entertainment for families visiting here.
Adult Activities
- Hiking in Patapsco Valley State Park: Explore scenic trails and natural beauty just minutes from your vacation rental, perfect for outdoor enthusiasts seeking a peaceful escape.
- Fishing at the Patapsco River: Spend a relaxing day casting your line along the river, enjoying the tranquil environment that makes this region ideal for angling adventures.
- Visit local wineries and breweries: Discover regional flavors with tours and tastings, immersing yourself in the area's vibrant craft beverage scene.
- Golf at nearby courses: Tee off at well-maintained golf courses offering beautiful views and challenging holes, suitable for both beginners and seasoned players.
Winfield Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Nature Trails: Take advantage of nearby outdoor paths to enjoy the scenic beauty and tranquility that this area offers, enriching your stay with fresh air and picturesque views.
- Connect with the Community: Engage with local events or visit community spots to experience the authentic charm of the region and make meaningful connections during your visit.
- Plan Your Activities Ahead: Book activities or outings in advance to ensure you have access to popular experiences without missing out on your preferred timing.
- Choose Well-Located Vacation Rentals: Opt for accommodations that offer easy access to the area's key attractions and natural spaces to maximize your exploration time.
Transportation Options
- Local Bus Services: You can utilize the area’s local bus network for convenient, economical transportation within and around this destination.
- Taxi and Rideshare Services: Reliable taxi companies and popular rideshare options are readily available to help you navigate the region with ease.
- Car Rentals: Renting a car offers flexibility to explore the broader surroundings and hidden gems of this destination at your own pace.
- Nearby Airports: The region is conveniently served by nearby airports, providing easy access for travelers arriving from afar and making your journey smoother.
Local Customs Options
- Western Maryland Festivals: You can experience local culture through vibrant festivals that celebrate the region's history and community spirit here in Winfield.
- Traditional Maryland Cuisine: Savor regional flavors by trying local specialties that reflect the culinary heritage of this part of the state during your stay.
- Respect for Nature and Outdoor Etiquette: When exploring the area's scenic landscapes, remember to follow environmental guidelines and practice responsible outdoor habits.
- Community Holiday Celebrations: Join in on seasonal festivities held in the region, which showcase the welcoming nature and communal traditions of Winfield.
Frequently Asked Questions About Winfield?
1. What are the top vacation rentals in Winfield?
There are a lot of options in Winfield. If you plan on staying in the Winfield area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Winfield:
- Relax with Sunset View
- Unique Tiny House Getaway on Historic Farm
- Spacious 1 Bedroom Apt - Westminster, MD. Close to McDaniel College.
- Large Open Suite nestled among the Trees
- Peaceful 24-Acre Horse Farm Retreat Estate with Pool Near DC
- Historic Mt. Airy - Wine country
- Saadallah Casita Farm & Garden
- Amber Oasis is more than a stay- it’s where families relax, reconnect, and make memories
- Secondary Suite In An Amazing Farmhouse with Swimming Pool and FirePit
- Remodeled 1 Bedroom Apt - Westminster, MD. Close to McDaniel College-WiFi & AC
2. Which vacation homes in Winfield are best for families?
If you are looking for a family-friendly vacation home in Winfield, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Winfield:
3. How many Rentbyowner vacation rentals are available in Winfield?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 85 in the Winfield area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Winfield.
4. What is the cancellation policy for vacation rentals in Winfield, Maryland?
Cancellation policies vary by listing, so it's important to review the specific terms listed for each property here. You can find detailed information on the cancellation and refund policies within the booking details or contact the property owner directly for clarification.
5. How do I ensure my booking in this area is secure and reliable?
All bookings are processed through a trusted platform that offers secure payment options and verified listings. For additional confidence, read guest reviews and ratings for the property before completing your reservation.
6. Are there any age restrictions or requirements when booking vacation rentals in the region?
Age requirements can differ between properties. It’s best to check the specific listing details or reach out to the property owner to confirm any restrictions or special conditions applicable here.
7. What amenities can I expect in vacation rentals around Winfield, Maryland?
Amenities vary based on the property, but many rentals in this destination offer essentials like Wi-Fi, parking, and fully equipped kitchens. To see what is included, review the individual listing descriptions or contact the owner directly.
8. How close are the vacation rentals to local attractions and points of interest?
Most properties are located conveniently near popular areas of the region, making it easy to explore local attractions. Exact distances and proximity details are available on each listing page or can be confirmed by contacting the host.
Winfield Top Rated Vacation Rentals
Other
10.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
£173/Night
7 Nights - £1,208
Hotel
8.1(248 Reviews)
1 Bath
216.82 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
£90/Night
7 Nights - £631
House
10.0(1 Review)
4 Bedrooms
4 Baths
8 Guests
2950 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
£295/Night
7 Nights - £2,063
House
2 Bedrooms
1 Bath
4 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
£223/Night
7 Nights - £1,563
