Holiday rentals in Greenfield

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Quick stats about holiday rentals in Greenfield

  • Total holiday rentals

    Explore 20 holiday rentals in Greenfield

  • Nightly prices starting at

    Greenfield holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 1,240 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Greenfield holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Greenfield rentals

  • 4.8 Average rating

    Greenfield stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated holiday rentals in Greenfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A two-story building is positioned amidst a grassy yard, featuring a staircase leading to a spacious second story deck. Lush greenery surrounds the premises, while a few trees stand nearby, contributing to the tranquil rural setting.
Flat in Fairland
4.98 out of 5 average rating, 170 reviews

The Nigh Place, Studio Apartment, King Bed, 55"TV

Welcome! Enjoy the country views from your exclusive second story deck or relax inside of your isolated, spacious, and peaceful studio apartment. Complete with a King size bed, loveseat, recliner, 55” TV, full kitchenette, walk in closet and private bathroom. Updated, clean, and secure. Arriving late? Solar and motion detector lights along with a lighted electronic key pad for ease of access. Please note there are 23 steps with rails on both sides and a landing area half way to the apartment.

Top guest favourite
A cozy sleeping area features a queen-sized bed dressed in a decorative quilt with accent pillows. A floral painting adorns the wall above the bed, while a bedside lamp provides soft lighting. Drapes frame the window, allowing natural light to filter in.
Guest suite in Greenfield
4.95 out of 5 average rating, 288 reviews

Greenfield German Cottage-minutes to downtown Indy

The perfect place for you to stay when visiting Greenfield or nearby Indianapolis. Located within 1/2 mile of I-70. Restaurants and shopping within 1 mile. Downtown Indy is an easy 20-mile drive. We offer a comfy queen size bed, comfy roll away twin bed, kitchenette, full bathroom, walk-in closet, sitting area with couch and tv, private entrance with a private drive and parking area. You can also enjoy many extra features on the property, which include beautiful flower gardens and fountains.

Superhost
A comfortable gray sectional sofa is accented with a bright yellow decorative pillow. A navy blue coffee table sits centrally, contributing a modern touch. A framed art piece adorns the wall, while light wood flooring complements the spaciousness of the room.
Flat in Greenfield
4.77 out of 5 average rating, 110 reviews

Quaint & Walking Distance to All The Fun!

Our place is recently renovated and walking distance to all of the amazing amenities Greenfield has to offer. Within half a mile of our place you will find beautiful Riley Park, a FREE community Splash Pad, a just renovated public pool with waterslides, the historic Old Log Jail Museum, the famous James Whitcomb Riley Boyhood Home and Museum, and all of the locally owned eateries and boutiques of downtown Greenfield. Start or end your days with a walk on our serene 5.6 mile paved Pennsy Trail.

Guest favourite
A charming historic home with a two-story structure displays a combination of deep purple and mustard yellow siding. An American flag hangs from the porch, which features decorative woodwork and inviting entry steps surrounded by landscaped gardens.
Home in Greenfield
4.95 out of 5 average rating, 130 reviews

Updated Historic Home, in the Heart of Greenfield

A one-of-a-kind historic gem located three blocks from Downtown Greenfield on Main Street and only a 35-minute drive to downtown Indianapolis. Enjoy the entire downstairs of this completely upgraded late 1800's wooden frame home featuring all original wood flooring and beautiful antique furniture pieces. Filled with modern luxuries; including 3 flat screen tv's with streaming services included, an upgraded 8 burner gas stove, dishwasher, full-size washer and dryer, and outdoor barbecue grill.

Top guest favourite
The exterior of the house features a combination of white brick and dark trim, with large windows that allow natural light to enter. A well-maintained front yard is visible, highlighted by green grass and lush landscaping, providing a welcoming atmosphere.
Home in Greenfield
4.93 out of 5 average rating, 142 reviews

The Rosie Roots - Cozy House & Pet Friendly

Welcome to our cozy & pet friendly 3 bedroom 1 bathroom house located in the heart of Greenfield, within 5 min to local shops & dinning and I-70. Downtown Indianapolis is a short 25-minute drive away, you'll have easy access to all the city's top attractions, including the Gainbridge Fieldhouse, Lucas Oil Stadium and many more. Our home is the perfect choice for guests who want to be close to all the action of the city while still enjoying the comfort and convenience of a charming small town.

Guest favourite
A spacious guest suite is illuminated by natural light from large windows. A cozy seating area is visible beside a desk and a wall-mounted television. Attractive bedding with striped patterns adorns a sizable bed, complemented by a plush carpet and tasteful decor.
Guest suite in Greenfield
4.92 out of 5 average rating, 112 reviews

Peaceful & Luxurious Suite

Our guest suite is close to Indpls--approx. 20 min from downtown. You’ll love our place because of the quiet & serene environment that's just outside of the city. We sit on an acreage close to the I70/Mt Comfort Road Exit making for quick access to and from the interstate. Our suite is in the front corner of our home. It has a private entrance with porch. It looks out into a garden that has a pond with fountain along with seating under a pergola. It has high ceilings and is very spacious.

Top guest favourite
Barn in Shelbyville
4.98 out of 5 average rating, 92 reviews

Backyard Barndominium

This memorable place is anything but ordinary. We’re a mile from I74 exit. This is a 2000 square foot house with a great room that towers to 14’ ceilings. Two large bedrooms with large walk in closets for extra dressing space. View from kitchen windows overlooks a forest of 100 trees. (And we’re in town!) Fully furnished kitchen to prepare your meals. You’ll find a beautiful park across the road with miles of wooded walking trails and a lot to explore. Lots of parking. Easy access.

Top guest favourite
A spacious living area features warm wooden flooring and a cozy seating arrangement. A television is positioned on a dark wooden console, with a rocking chair nearby. A window seat with soft cushions offers additional seating, while framed photographs decorate the walls.
Flat in Pendleton
4.98 out of 5 average rating, 354 reviews

Studio by Falls Park

Welcome to the Studio by Falls Park. This is a family-friendly studio apartment with a separate entrance. You are within walking distance to several good restaurants and the local drinking hole (The Wine Stable), Falls Park, walking trails. Located 10 minutes off I-69, and 20 minutes North of Indianapolis. Harrah’s casino is 15 minutes North on I-69. Studio has shower/bath, 1 queen bed, a full size futon, queen size blowup mattress and kitchen.

Top guest favourite
An open-concept living space features a large, grey sectional sofa with a vibrant orange throw pillow. A rustic coffee table sits in front, and the kitchen area includes modern appliances. A dining table, barstools, and two desks provide ample space for activities, complemented by natural lighting from multiple windows.
Guest suite in Indianapolis
4.99 out of 5 average rating, 788 reviews

La Cochera Indy East - No Cleaning Fee!

Contemporary, clean carriage house on a large East Indianapolis property. Private keypad entrance with easy self check-in and on-site parking for up to two cars. Comfortably sleeps the whole family with a king bed and a stylish queen-size sofa bed. Important details: • No parties or events • Local guests require prior approval • Early check-in available for $35 (when possible) • $20–$40 linen fee for use of sofa bed

Top guest favourite
A cozy living area features patterned chairs and a wooden coffee table, surrounded by wall art and greenery. A smart TV is mounted on one wall, and a small desk provides a workspace. Natural light enhances the warmth of the space.
Home in Indianapolis
4.96 out of 5 average rating, 353 reviews

Cobb Cabin

Take it easy at this unique and tranquil getaway. Quiet and relaxing 1 bedroom studio home with king bed. Only 18 minutes from downtown. Couch pulls out for added comfort, leg room and sleeping area. There is a fold out single cot and a fold out queen mattress available. Full kitchen, smart tv, washer/dryer, private security system and all the basics are all with this secluded home.

Superhost
The Nest Suites is displayed with a modern exterior featuring a combination of blue and beige façades. The four-story building includes multiple windows and balconies, set against a partly cloudy sky. Ample parking spaces are visible in the foreground.
Flat in Greenfield
4.78 out of 5 average rating, 199 reviews

Luxurious Studio with King bed, Kitchen - The Nest

Welcome to the Nest. Your home away from home! Our spaces have been expertly designed and thoughtfully curated to ensure that our guests will feel at home. We are a brand new property with suites and apartments available for our guests. Conveniently located just 15mins from Indianapolis off of I-70 in the charming city of Greenfield.

Top guest favourite
A vibrant landing area features floral wallpaper and a cozy seating arrangement. A unique table with sculpted legs sits against the wall, framed by decorative art. Natural light enters through a doorway leading to a bedroom, while designer lighting adds character to the space.
Home in Irvington
4.99 out of 5 average rating, 111 reviews

The Prescott- Historic Glamour. Bold Luxury

Welcome to the Prescott. A bold, exciting & fierce luxury rental in the heart of beautiful historic downtown Irvington. 5 miles from downtown Indianapolis. Enjoy this historic home built in 1908; reimagined & curated in 2024. Experience an upscale stay with modern comfort & historic elements where BOLD is always at the forefront.

Popular amenities for Greenfield holiday rentals

When is the best time to visit Greenfield?

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Frequently Asked Questions

  • What are the best places to stay in Greenfield?

    Stays in central Greenfield are frequently suggested for easy access to local shops and dining. Vacation rentals near parks or quieter neighborhoods provide options for those seeking a more peaceful setting.

  • What are the best things to do in Greenfield with kids?

    Families frequently enjoy exploring Riley Park, visiting interactive exhibits at the local historical museum, or participating in annual festivals. Community playgrounds and nature trails also provide space for kids to play.

  • What are some of the best things to do in Greenfield?

    Explore the James Whitcomb Riley Boyhood Home and Museum, browse downtown shops and art galleries, and unwind at Riley Park. Greenfield has annual festivals, farmers markets, and local history exhibits that share community heritage.

  • How is the weather in Greenfield?

    Greenfield has cold winters between 21–40°F (-6–5°C), and warm summers around 66–85°F (19–30°C). Spring and fall usually feature mild temperatures, with rainfall peaking in late spring and early summer.

  • When is the best time to visit Greenfield?

    Late spring and early fall are often recommended, featuring mild temperatures around 64–73°F (18–23°C) and community events. Summer brings warm afternoons, while winter can be chilly with occasional snow.

  • What are the best places to visit in Greenfield?

    The James Whitcomb Riley Boyhood Home and Museum, the Hancock County Historical Society Museum, and galleries in the downtown district are frequently suggested spots. Greenfield also has parks like Riley Park for outdoor relaxation.

  • What are some hiking trails in Greenfield?

    Greenfield has community parks like Riley Park that feature walking paths and green spaces, suitable for casual hikes. Nature enthusiasts often head to trails along nearby creeks or explore wooded areas just outside the city center.

  • What are some family activities we can do in Greenfield?

    Enjoy outdoor play at Riley Park, attend seasonal festivals, or discover hands-on history at the Hancock County Historical Society Museum. Local playgrounds and community events are usually welcoming for all ages.

  • What are some of the best day trip ideas from Greenfield?

    Many visitors explore nearby state parks for hiking and wildlife, or discover farm markets and historic sites in surrounding towns. Art museums and cultural attractions can be found in the broader region.

  • Are there any pet friendly accommodations available in Greenfield?

    Several vacation rentals in Greenfield welcome pets, particularly in neighborhoods near parks or outdoor spaces. Community parks make it easy to enjoy walks with your dog.

  • What are some local tips for visiting Greenfield?

    Locals often suggest visiting during festivals, exploring the downtown for antiques and handmade goods, and enjoying relaxed evenings at neighborhood cafés. Pack for varied weather and check out seasonal farmers markets.

  • What is Greenfield known for?

    Greenfield is known for its literary heritage, especially as the birthplace of poet James Whitcomb Riley. The city embraces community events, traditions, and preserved architecture reflecting its historic roots.

  • What are the best hidden gems to explore in Greenfield?

    Explore locally owned shops, art galleries, and small-town cafes around downtown Greenfield. The Hancock County Historical Society Museum is often suggested for those interested in the area's stories and artifacts.

  • What are the best foods to try in Greenfield?

    Greenfield has locally rooted flavors, with popular dishes like hearty Midwestern comfort foods, tender pork tenderloin sandwiches, and freshly baked pies. Neighborhood cafes and diners often feature regional specials.

  • What should I bring for a trip to Greenfield?

    Bring comfortable walking shoes, a layered outfit for changing temperatures, and a waterproof jacket if visiting in spring or fall. A reusable water bottle is handy for outdoor activities around parks and trails.

  • What is the nightlife in Greenfield like?

    Greenfield has relaxed nightlife, with cozy bars, casual restaurants, and occasional live music around its downtown area. Expect a friendly atmosphere and opportunities to enjoy conversation or sample local brews.

  • What are the most popular events or festivals in Greenfield?

    The Riley Festival in early fall celebrates local arts and heritage, drawing visitors with parades and craft stalls. Greenfield also has community fairs, holiday parades, and seasonal farmers markets throughout the year.

  • Are there family friendly vacation rentals in Greenfield?

    Many vacation rentals in Greenfield welcome families and include amenities like outdoor spaces or proximity to local parks. Central neighborhoods make it easy to access play areas, shops, and community activities.