Holiday rentals in Chesterfield

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Top-rated holiday rentals in Chesterfield

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

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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, 251 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
A modern living area is furnished with a comfortable gray sofa and an accent chair. A large flat-screen TV is mounted on the wall, while a decorative rug enhances the space. Natural light enters through the windows, illuminating the open layout.
Home in Anderson
4.98 out of 5 average rating, 95 reviews

Smart Condo Near Harrah's Casino

Looking for a place to stay that's smart, convenient, and near all the action? Look no further than this Airbnb! This condo is the perfect spot for those who want to be close to the casino, shopping, and everything in between Indianapolis and Muncie. And with all the amenities of home, you'll feel comfortable and relaxed during your stay. So why settle for a boring hotel room when you can have a smart and stylish condo all to yourself? Book your stay today and experience the best of both worlds!

Guest favourite
The historic Phillips-Johnson House is shown in winter, surrounded by snow-covered trees. A white picket fence adorned with green garlands and red accents enhances the entrance, providing a welcoming view of this charming landmark.
Flat in Old West End
4.96 out of 5 average rating, 203 reviews

The Muncie Guesthouse: Unit 2

Come stay at the historic Phillips-Johnson House, a local historic landmark, located in the Old West End neighborhood of Muncie's Downtown. This home went through a complete interior remodel / exterior facelift in 2019 and offers modern accommodations paired with historic charm. The heart of downtown is just a 5 minute walk away. The property features 3 units and you have the entire unit #2 to yourself. This property also conveniently features a large onsite parking lot for easy arrival.

Guest favourite
The living room features a green velvet sofa, adorned with decorative cushions. A wall showcases various pieces of local artwork, providing a pop of color. A television sits on a simple stand, with a coffee table positioned in front, enhancing the cozy seating area.
Flat in Old West End
4.92 out of 5 average rating, 143 reviews

Cute Studio in Old West End

Enjoy a budget-friendly experience at this cozy apartment in Muncie's Old West End neighborhood. Close to downtown hotspots and a short hop to BSU/hospital. Perfect for 1-2 guests. Newly renovated and stylish; all art in the apartment is by local artists. *Please note*, there are no exceptions to the “nonrefundable” option if you choose it. Please research our neighborhood before booking - our prices reflect our location in a diverse, populated urban neighborhood that is being revitalized.

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, 177 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, 388 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!

Top guest favourite
A charming entrance features a covered porch with two white rocking chairs. Colorful flowers surround the pathway, leading to a welcoming front door adorned with a decorative welcome sign. A light fixture is positioned above the door, enhancing the entrance's appeal.
Home in Noblesville
4.98 out of 5 average rating, 141 reviews

The Cozy Cottage

Enjoy a relaxing getaway in this cozy cottage. Historic Downtown Noblesville is just a short walk where you will find great restaurants, pubs, and boutique shops. The cottage consists of one bedroom, a fully equipped kitchen, and a full bathroom with walk-in shower. There’s also a fenced backyard with fire pit and furniture. The Cozy Cottage is centrally located near downtown Noblesville (2 min), Ruoff Music Center (15 min), Grand Park Sporting Complex (20 min), and over 100 miles of trails.

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
4.91 out of 5 average rating, 313 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
The living area features exposed wooden beams and a large stone fireplace as the focal point. A leather sofa is positioned across from a wooden coffee table. A patterned rug adds color to the rustic space, complemented by a decorative armchair and soft lighting from nearby lamps.
Cabin in Greenbriar
4.97 out of 5 average rating, 102 reviews

Kit’s Cabin - Log Cabin Retreat in Indianapolis

Welcome to our 150-year-old log cabin, nestled in the heart of Indianapolis! This cozy retreat offers a tranquil getaway while being just minutes away from all modern conveniences and only 20 minutes from downtown. Step inside and be greeted by the rich history of exposed wooden beams and a large stone fireplace. Our authentic rustic decor and cozy cabin amenities will transport you to a simpler time. Come experience the magic of Kit’s Cabin, where historic charm meets modern comfort.

Guest favourite
A living room is presented with a brick fireplace as the focal point. A blue sofa is placed comfortably beside a coffee table, which holds magazines. A large clock adorns the wall, and the space is accentuated by natural light coming through the nearby window.
Home in Indianapolis
4.92 out of 5 average rating, 1,081 reviews

Great Apt close to highway! N INDY *****

We’re located in Castleton (Far North Indy) close to restaurants, family-friendly activities, nightlife, & all the highways in Indy. WE LIVE UPSTAIRS. Guests fail to read the entire listing so please do. Ruoff Music Center-12 min, downtown-20 min, Convention center-25 min, Grand Park-25 min, Airport-35 min. Fishers Event Center-8 min. Apt has its own separate entrance w/keyless lock. Our place is good for couples/solo/business travelers/families w/small kids. WE DO NOT RENT TO LOCALS.

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, 201 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.

Guest favourite
The exterior of the cozy casita is framed by lush greenery and features a welcoming entrance with a decorative sign. A wooden deck overlooks the tranquil river, complemented by outdoor seating. The pathway is lined with white gravel, enhancing the serene environment.
Cottage in Noblesville
4.97 out of 5 average rating, 202 reviews

Noblesville Riverfront house: Pet friendly, kayaks

Welcome to @WhiteRiverCasita - a cozy getaway minutes from historic downtown Noblesville and Koteewi Park - enjoy a breathtaking slide down Koteewi Run, Indianapolis’ best and only snow tubing hill! This hidden 1-bedroom, 1-bath gem features a large deck overlooking the river with comfortable furniture for dining and enjoying the outdoors. You’ll love the peaceful surroundings but there’s also plenty to do nearby, including kayaking, hiking, golfing, shopping and more.

Popular amenities for Chesterfield holiday rentals

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