Holiday houses in Chesterfield

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Top-rated holiday rentals in Chesterfield

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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
4.94 out of 5 average rating, 268 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.

Top Guest favourite
An open-concept living space features a dining table set for four, with polished plates and glasses. A cozy sofa is adjacent to the fireplace, and the kitchen area includes wooden cabinetry and modern appliances. Natural light filters in through large windows, accentuating the wood paneling.
Home in Hartford City
4.93 out of 5 average rating, 191 reviews

Rustic Lake house with HOT TUB and Pool Table

Come relax in your cozy 1978 Lake House! Conveniently located between Muncie and Hartford City-16 min. from Taylor University, 24 min. from Ball State, 10 seconds from the dock! Enjoy the outdoors-Take out the kayaks, go fishing, enjoy the lake, soak up the sights in the hot tub, then end your night with a campfire! Inside-Shoot some pool on the 1800's pool table, pull out a board game with the family, or just relax in the four-season sunroom while watching the sunset. Enjoy Lake Time!

Top Guest favourite
A serene bedroom features a spacious bed with soft linens and decorative pillows. A reading chair is positioned next to large windows, allowing natural light to illuminate the room. A decorative sign and plants add subtle character to the calming atmosphere.
Guest suite in Muncie
4.97 out of 5 average rating, 420 reviews

The Eagles Nest, two bedroom retreat.

Peaceful, centrally-located historic 1892 Queen Anne Victorian home. The Eagle's Nest has private entrance, off street parking, 2 bedrooms, furnished suite on the 2nd floor overlooking White River. Walk 0.6 miles to downtown Muncie, less than 2 miles to Ball State Univ. and 2 blocks to the Bob Ross Experience (Minnetrista). Nearby eatery and brewery options. Just 29 steps to 62-mile Cardinal Greenway, longest trail in Indiana. Might see an eagle hunting along the river too. You will love it!

Guest favourite
The living area features a comfortable sofa and two wicker chairs, complemented by a coffee table on a soft area rug with leaf patterns. A Roku TV is positioned on a wooden console, while a decorative wall feature holds potted plants for a touch of nature.
Guest suite in Anderson
4.92 out of 5 average rating, 321 reviews

🦉Wooded Suite Retreat - 2BR Easy i69 Access!

Recharge surrounded by nature in this cozy, comfortable, clean 2 BR “in-law” suite nestled among towering ash trees in a rural, wooded neighborhood just outside town near the White River. Enjoy the full private apt (2 BR, LR, kitchen, bath, washer & dryer) on lower level of host’s home. Great for singles, couples, families or work travelers. Near I-69, Anderson University, Hoosier Park, Mounds State Park, Rangeline Nature Preserve, Anderson Airport, St Vincent & Community Hospitals & more!

Top Guest favourite
A comfortable living area is highlighted by a caramel-colored sofa and two armchairs with decorative cushions. A wooden coffee table sits in the center, complemented by a woven basket and plants. Art prints hang on the wall, and a large TV is mounted nearby.
Home in New Castle
4.99 out of 5 average rating, 217 reviews

Entire Home with Modern Conveniences - New Castle

This home has been equipped with everything you need for a relaxing stay. Unwind in the evening while watching your 65” TV. The updated kitchen offers plenty of space for cooking dinner.The first bedroom features a King size bed and room darkening window treatments. The second bedroom offers a designated office space w/ high speed internet and a trundle bed. To start your day well, the bonus room offers a coffee bar with Nespresso and wellness area complete with treadmill and yoga space.

Superhost
A spacious bed is adorned with a white quilt and decorative pillows, including one with a design featuring a chocolate factory. Two bedside lamps provide soft lighting. A tray with a beverage and snack rests on the bed, complemented by a textured throw blanket at the foot.
Home in Anderson
4.84 out of 5 average rating, 204 reviews

Anderson Farm house all to yourself near AU

We are in the center of Anderson, a few blocks walking distance to Anderson University and a mile away from downtown. The house has been fully remodeled for our bnb guests. You will have the entire house just for yourself with private drive way and yard. The master bedroom is located on the main floor with a comfy king size bed. Second bedroom is upstairs with a twin size bed or can be expended to a king. We live 5 minutes away so we can always be there to help if you needed anything.

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.
Apartment in Pendleton
4.98 out of 5 average rating, 334 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.

Guest favourite
A modern living area is highlighted by a comfortable sectional sofa adorned with decorative pillows. A pair of armchairs and a wooden coffee table create a cozy seating arrangement. Natural light filters in through the window, complemented by a stylish lamp and wall art.
Home in Indianapolis
4.96 out of 5 average rating, 181 reviews

Private, one car garage, hot coffee

Welcome to Robin's Nest, my cozy, modern, open-concept home in Indy! This inviting space includes 2 bedrooms, 1 bathroom, and 2 queen beds. Enjoy amenities such as a coffee bar, fire pit, and workstation. Let your fur babies run free in my fully fenced-in yard. You’re in close proximity to Lucas Oil, the Convention Center, and Gainbridge Fieldhouse, Murat, and many major hospitals are in a 10 mile radius.

Superhost
A two-story house with a stone chimney is surrounded by trees and a spacious lawn. A wooden deck extends from the upper floor, offering outdoor seating. The gravel driveway leads to the entry, providing access below to garage spaces. The clear blue sky complements the serene atmosphere.
Home in Indianapolis
4.89 out of 5 average rating, 139 reviews

White River Retreat

Escape to a private retreat on the White River in Indianapolis! This custom-built home offers a peaceful, open-concept space with a stone fireplace, pool table, and jetted tub. Enjoy 12 acres of shared grounds with river access, kayaks, and fire pits. Perfect for a unique getaway, feeling worlds away yet close to everything. Ideal for couples or small groups seeking tranquility and adventure.

Guest favourite
A modern living room displays a sectional leather sofa arranged around a circular coffee table. A sleek fireplace is built into the wall beneath a large flat-screen television. Subtle lighting fixtures illuminate the space, complemented by decorative plants and artwork.
Home in Anderson
4.86 out of 5 average rating, 14 reviews

Family-Friendly Retreat

Escape to this peaceful, family-friendly retreat—where cozy meets spacious in a serene, stylish setting. Perfect for families or small groups, this beautifully designed home offers comfort, charm, and plenty of room to relax. Enjoy quiet mornings, stylish interiors, and a welcoming vibe that feels just like home. Ideal for making memories, unwinding, and experiencing a true sense of calm.

Top Guest favourite
A spacious studio features a comfortable bed with a light-colored headboard, accompanied by a cozy seating area with a chair and couch. Natural light illuminates the room, and a decorative rug is placed on the floor. Wall-mounted lamps provide additional lighting.
Home in Pendleton
4.95 out of 5 average rating, 333 reviews

Studio M

Studio M is located in the small Historic town of Pendleton, IN. The home is within walking distance of our shops, restaurants and Falls Park. We have a fully stocked kitchen, car port with chairs to sit out and enjoy the beautiful outdoors. Our house is conveniently located to Fishers, Anderson, Noblesville and Indianapolis.

Top Guest favourite
A comfortable living room is showcased, featuring a grey sofa and an armchair with floral patterns. A round black coffee table is centered on a neutral-toned area rug. Natural light filters through the window shades, illuminating the space.
Home in Muncie
4.91 out of 5 average rating, 103 reviews

Cozy Two Bedroom Bungalow

Relax with family and friends at this peaceful place to stay. Close to Ball State University and the hospital. Newly renovated 2 bedroom with queen beds , 1 bathroom plus a large living room and family room. A beautiful deck off of the family room. A driveway for parking. Beautifully landscaped.

Popular amenities for Chesterfield holiday rentals

  1. Airbnb
  2. United States
  3. Indiana
  4. Madison County
  5. Chesterfield