Best Vacation Homes in Greenfield
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $131/Night
For 7 Nights US $917
251.88 ft²
12 Guests
5 Bedrooms
5 Bathrooms
Free Cancellation
Bed & Breakfast
- Fireplace/Heating
- Balcony/Terrace
- View
US $222/Night
For 7 Nights US $1,554
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
US $147/Night
For 7 Nights US $1,032
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $258/Night
For 7 Nights US $1,803
383.91 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Bed & Breakfast
- Hot Tub
- Balcony/Terrace
- Breakfast
US $88/Night
For 7 Nights US $616
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Kitchen
- Parking
US $146/Night
For 7 Nights US $1,024
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $261/Night
For 7 Nights US $1,826
900 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $154/Night
For 7 Nights US $1,076
Greenfield Luxury Rentals
9000 ft²
21 Guests
6 Bedrooms
6 Bathrooms
Family Friendly
Other
- Hot Tub
- Spa
- Fireplace/Heating
US $1,500/Night
For 7 Nights US $10,497
5000 ft²
18 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $1,403/Night
For 7 Nights US $9,819
12 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $711/Night
For 7 Nights US $4,980
2000 ft²
12 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $686/Night
For 7 Nights US $4,804
2500 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $673/Night
For 7 Nights US $4,708
1233 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
US $626/Night
For 7 Nights US $4,382
1500 ft²
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $617/Night
For 7 Nights US $4,320
10 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $566/Night
For 7 Nights US $3,962
Greenfield Pet Friendly Vacation Rentals
1500 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $165/Night
For 7 Nights US $1,155
215.28 ft²
2 Guests
1 Bedroom
1 Bathroom
Couples Retreat
House
- Balcony/Terrace
- View
- Pet Friendly
US $117/Night
For 7 Nights US $819
1 Bedroom
1 Bathroom
Couples Retreat
Hotel
- Fireplace/Heating
- Pet Friendly
- Parking
US $82/Night
For 7 Nights US $577
700 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $226/Night
For 7 Nights US $1,580
3196.88 ft²
8 Guests
1 Bedroom
2 Bathrooms
Free Cancellation
House
- Pet Friendly
- Parking
- Internet
US $292/Night
For 7 Nights US $2,046
1000 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pet Friendly
- Kitchen
US $164/Night
For 7 Nights US $1,150
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $119/Night
For 7 Nights US $835
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
US $256/Night
For 7 Nights US $1,793
Greenfield Large Vacation Homes
12 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $201/Night
For 7 Nights US $1,406
11 Guests
1 Bedroom
1 Bathroom
House
- Pet Friendly
- Parking
- Air Conditioner
US $203/Night
For 7 Nights US $1,418
6100 ft²
31 Guests
10 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $464/Night
For 7 Nights US $3,251
27 Guests
9 Bedrooms
4 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Pet Friendly
US $391/Night
For 7 Nights US $2,735
1600 ft²
11 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $233/Night
For 7 Nights US $1,632
2000 ft²
14 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $309/Night
For 7 Nights US $2,166
1 ft²
16 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Cabin
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $386/Night
For 7 Nights US $2,702
2673 ft²
10 Guests
4 Bedrooms
2 Bathrooms
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $554/Night
For 7 Nights US $3,880
Why Choose Rent By Owner for your Greenfield 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 Greenfield
When should you plan your Vacation Rentals stay?
Choosing the right time to vacation here can enhance your experience, as this destination offers different charms and activities throughout the year, making it essential to consider seasonal weather and local events for a memorable stay.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, visitors flock here to enjoy the pleasant weather and vibrant local events, making it an ideal time to book your vacation rentals. The region experiences warm daytime temperatures, perfect for outdoor activities.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
Fall (September to October)
This season offers stunning autumn foliage and comfortable temperatures, attracting travelers seeking scenic beauty and outdoor adventures. It’s an excellent time to secure a cozy accommodation at attractive rates before the peak winter season begins.
Average Temperature Daytime: 70°F to 80°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December to February)
The quieter winter months see fewer visitors, providing a peaceful setting for those seeking solitude or a budget-friendly stay. Temperatures are cooler, so packing accordingly will enhance your comfort during your visit.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
Early Spring (March to April)
Before the main travel crowds arrive, early spring offers a tranquil atmosphere and the chance to enjoy the region’s emerging natural beauty. This is the best time to find affordable vacation rentals with less competition.
Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Greenfield
How to Book Your Greenfield 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 Greenfield
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 dining areas perfect for family meals or entertaining guests amidst the scenic surroundings.
- Take advantage of spacious yards suitable for outdoor games and relaxation in the fresh air.
- Relax by private pools or hot tubs available at some properties, ideal for unwinding after exploring the area.
- Utilize barbecue grills for cookouts that bring everyone together in a casual outdoor setting.
- Make use of outdoor fire pits to gather around and share stories under the stars.
- Discover well-maintained gardens or landscaped areas that add to the charm of your stay here.
- Benefit from outdoor seating arrangements that offer comfort while taking in the picturesque views of the region.
Top Attractions Around Greenfield
What attractions are nearby?
During your stay, you can explore a variety of outdoor activities and local attractions that showcase the best of this destination's natural beauty and regional charm.
Family Activities
- Greenfield Family Fun Center: Enjoy a day of indoor arcade games and activities perfect for children and teenagers alike.
- The Greenfield Community Park: Relax outdoors in this scenic park featuring playgrounds, walking trails, and picnic areas ideal for family outings.
- Greenfield Riverwalk: Take a leisurely stroll along the riverwalk to appreciate the natural beauty and serenity of the area with your loved ones.
- Greenfield Historical Museum: Discover the local history through engaging exhibits that offer an educational experience suitable for all ages.
Adult Activities
- Greenfield Historic District: Explore the charming streets lined with well-preserved buildings that showcase the area's rich history and architectural beauty.
- Skiing at Greenfield Ski Resort: Enjoy a thrilling day on the slopes at this popular destination, perfect for winter sports enthusiasts seeking adventure here.
- Local Farmers Market: Visit the vibrant market to experience fresh, local produce and artisanal goods, offering an authentic taste of the region.
- Greenfield Winery Tours: Indulge in guided tastings and learn about regional winemaking traditions in the scenic vineyards nearby.
Greenfield Travel Tips
How Can You Make the Most of Your Stay?
- Plan Ahead for Local Events: Check the area's event calendar to align your stay with local festivals or activities, enhancing your experience of this destination.
- Explore Nearby Dining Options: Take advantage of the region’s dining scene by seeking out popular local eateries to enjoy authentic cuisine during your visit.
- Utilize Local Transportation: Familiarize yourself with transportation options in this area to navigate conveniently and make the most of your time here.
- Book Your Stay Early: Secure your preferred vacation rentals well in advance to ensure availability during peak seasons in this sought-after region.
Transportation Options
- Greenfield Municipal Airport: This regional airport offers convenient domestic flights and easy access for travelers visiting the area, making it a practical choice for quick getaways.
- Bus Services: Local bus routes provide affordable transportation options within the region, connecting you to key destinations and amenities in Greenfield.
- Taxi and Rideshare Services: Reliable taxi companies and rideshare apps like Uber and Lyft are available here, offering flexible transportation options for exploring the neighborhood or reaching nearby attractions.
- Personal Vehicle Rentals: Renting a car is a popular choice for visitors wanting the freedom to explore the surrounding region at their own pace, with numerous rental agencies conveniently located nearby.
Local Customs Options
- Local Harvest Festivals: Celebrating the region’s agricultural roots, these festivals showcase fresh produce and traditional dancing, offering an authentic taste of local culture.
- Historic Courthouse Etiquette: When visiting the area’s historic sites, it’s customary to greet locals warmly and observe respectful silence during ceremonies at the courthouse.
- Community Parades: During special occasions, you can enjoy vibrant parades filled with marching bands and colorful floats that reflect the area's friendly spirit.
- Farmers Market Traditions: Supporting local vendors at the farmers market not only provides fresh regional products but also offers a glimpse into the community's close-knit customs.
Greenfield Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in Greenfield?
There are a lot of options in Greenfield. If you plan on staying in the Greenfield area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Greenfield:
- Memorable Family experiences at The Castle of Palmyra.
- Private Bluff Top Cottage above the Mississippi River
- Our 80-Acre Farm, Lake, Nature Trail, Bonfires, Starry Nights 2 Miles Grafton
- Grafton Getaway-Cabin on 2 wooded acres just 1/2 mile from Main Street
- Home is on the original 1926-1930 Route 66 alignment
- Graham Farm Cabin.
- Grafton Getaway-Riverhouse.a waterfront property with bike trail in backyard
- Grafton Escape #2 - River views! Pool! Walking distance to bars/restaurants
- Peaceful cozy cabin, with fireplace, on 30 acre farm. Near wineries and shopping
- Grafton Getaway @ The Farm. 23 secluded acres with pond. Sleeps 29 guests
2. How many vacation rentals have private pools in Greenfield?
There are 10 vacation rentals with private pools near Greenfield. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Greenfield are best for families?
If you are looking for a family-friendly vacation home in Greenfield, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Greenfield:
4. How many Rentbyowner vacation rentals are available in Greenfield?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 173 in the Greenfield 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 Greenfield.
5. What is the cancellation policy for vacation rentals in Greenfield, Illinois?
Cancellation policies vary by listing, so it’s important to review the specific rental details before booking. You can find this information on the property’s page or contact the host directly for clarification.
6. Are there any additional fees I should be aware of when booking a stay in this area?
Additional fees such as cleaning, service charges, or taxes are typically listed during the booking process. Always check the detailed fee breakdown on the reservation page to ensure transparency.
7. How do I confirm availability for my preferred dates in Greenfield?
Availability can be checked instantly through the listing calendar on the property page. If your dates are unavailable, consider reaching out to the host for alternative options or nearby properties.
8. What amenities are commonly available in vacation rentals here?
Most rentals offer essential amenities like Wi-Fi, parking, and kitchen facilities. Specific features such as outdoor spaces or pet-friendly options are detailed in each listing, so review them carefully.
9. What is the process for checking in and out of a vacation rental in this destination?
Check-in and check-out procedures vary by property and are usually detailed in the host’s instructions. Contact the host directly if you need additional guidance or have special requests.
Greenfield Top Rated Vacation Rentals
5300 ft²
26 Guests
10 Bedrooms
2 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $410/Night
For 7 Nights US $2,867
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $223/Night
For 7 Nights US $1,558
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Private Pool
- Fireplace/Heating
- Pool
US $142/Night
For 7 Nights US $994
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Condo
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $150/Night
For 7 Nights US $1,049
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $93/Night
For 7 Nights US $649
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $218/Night
For 7 Nights US $1,529
301.39 ft²
52 Guests
79 Bedrooms
8 Bathrooms
Free Cancellation
Hotel
- Private Pool
- Oceanfront
- Fireplace/Heating
US $174/Night
For 7 Nights US $1,218
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
US $158/Night
For 7 Nights US $1,106
