Vacation rentals in Shelby

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Top-rated vacation rentals in Shelby

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

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Guest favorite
A stylish living room layout showcases a vibrant yellow sofa paired with two blue accent chairs. A gold accent table stands beside a floor lamp, with plants positioned nearby. The open space features light wood flooring and a glimpse of the kitchen area in the background.
Home in Shelby
4.97 out of 5 average rating, 34 reviews

Technicolor River Retreat just outside of Chicago!

Escape the city hustle for a chic retreat on the serene Kankakee River. Our vibrant vacation home, just a stone's throw from Chicago & the Dunes, is a haven for groups & families. Revel in the quirky selfie walls, unwind by the fire pit, or fish off the private dock. Every corner is a conversation starter, from the colorful murals to the luxurious balcony. With high-end amenities and space for six, it's the perfect spot for a lovely reset. Book this incredible home for an unforgettable getaway!

Top guest favorite
Home in Lake Village
5.0 out of 5 average rating, 17 reviews

100 ACRES w/ Private Lake Retro Riverside A-Frame

Nature abounds on this nearly 100 acre riverside estate, a Mecca for outdoorsmen teaming with wildlife across the wooded acreage and 25 acre PRIVATE LAKE. Highlighted by the custom hand hewn timber A Framed retro home with so many architectural nuances. Miles of riding trails for hiking, moto, and equestrian enthusiasts await. Over 2,250 ft of river frontage on the Grand Kankakee River ensures max privacy. Less than 4 miles from IL/IN border and 1 hour from downtown Chicago. Relax unplug unwind

Superhost
A cozy bedroom space features a queen-sized bed adorned with a colorful patterned blanket. Two bedside lamps provide soft lighting. A large window offers views of the outdoors, while wooden walls enhance the rustic charm of the loft.
Farm stay in De Motte
4.96 out of 5 average rating, 255 reviews

Cozy barn loft on organic vegetable farm

Find peace and restoration in this beautiful barn loft at Perkins' Good Earth Farm. The loft has a bedroom, separate shower and toilet spaces, work area, sitting room, kitchen space, and heating/cooling fresh air system. Located above our farm store, the loft provides privacy for you while giving you access to fresh fruits & veggies, locally sourced meats, homemade soups & salads from our farm kitchen, and so much more. You can also walk our farm trails, visit the veggies, or enjoy a campfire.

Top guest favorite
Home in Momence
4.96 out of 5 average rating, 110 reviews

Riverfront Escape: Modern Comfort in Historic Home

Experience riverfront charm in this beautifully remodeled 4BR, 2300ft² historic home on nearly an acre with stunning Kankakee River views. Relax on two spacious patios, watch wildlife, or launch your boat from the private ramp. Just 1 mile from local dining, coffee shops, and bars. This serene retreat offers all the comforts of home. Conveniently located 50 miles from Chicago and only 10 miles from 315 Sports Park and Diamond Point. Perfect for a peaceful family getaway—book your stay today!

Top guest favorite
A modern farmhouse is showcased, featuring a covered front porch with comfortable seating. Lush greenery surrounds the entrance and a small outdoor seating area with a table and chairs is visible. The structure is complemented by large windows that invite natural light.
Home in Crown Point
4.97 out of 5 average rating, 138 reviews

Quiet Farmhouse Retreat

Looking for a tranquil farmhouse destination? Get away at Wadsworth Acres- a Scottish Highland hobby farm! This modern farmhouse is the perfect space to relax. Complete with a very spacious primary suite, large eat-in kitchen, exercise room, and space to play outside- you’ll never have to leave! Enjoy your morning coffee with breathtaking farm sunrises on the patio and evenings in the hammocks.Peaceful escape just 5 minutes from the highway, 10 from historical downtown, 35 from the Dunes!

Top guest favorite
A single-story vacation home is surrounded by lush landscaping, featuring various shrubs and trees. A manicured lawn leads to the entrance, which is framed by steps and a porch with railings. Large windows and a welcoming front door enhance the home's exterior.
Home in Cedar Lake
4.97 out of 5 average rating, 34 reviews

Lake Life, Vacation Home in Cedar Lake, IN

Relax with the whole family at this peaceful place to stay. Private, fully furnished vacation home on the south side of Cedar Lake. Enjoy private beach and lake access. The private lakefront park has a picnic area, a pier to walk or dine on the water, and swings and sand for the kids Short drive to boat marinas with boat rentals, public beaches and launches. Within walking distance is Bugaboo's Bar and Restaurant with outdoor seating and lake views, that also offers kayak rentals.

Guest favorite
A logo features a vibrant red truck parked under a stylized apple tree. Surrounding the central image are apples and decorative elements. The text 'Apple Blossom Trails' is prominently displayed at the top in an elegant font, with the address and contact information located below.
Farm stay in Crown Point
4.89 out of 5 average rating, 158 reviews

Country vibe at Pomme Place - 3 bedroom apartment

Wind down and enjoy the country. Pomme Place, our private three bedroom apartment at Apple Blossom Trails, has a private entrance and the amenities of home. We have an apple orchard to roam, animals to watch, an adjacent playground and a great spot for bird watching. A large private deck extends from the apartment providing the perfect place to enjoy an evening. We live on site, adjacent to the apartment. We also have Paul, our musical security person, on site living in a mobile home.

Guest favorite
A spacious wooden deck descends to a fenced backyard featuring a well-maintained lawn. The outdoor seating area includes a large table set for meals, with views of the lake and surrounding greenery visible beyond the yard.
Home in Cedar Lake
5.0 out of 5 average rating, 50 reviews

Lakeside Loft

Escape the noise and unwind at our cozy lakeside getaway, just a 40 minute drive from downtown Chicago. Nestled in a peaceful, rural area, this charming property is perfect for families seeking a refreshing retreat. With five spacious bedrooms, three indoor lounges, three outdoor seating areas including a fire pit, and a fully equipped kitchen, our home comfortably accommodates the whole family. Featuring direct access to the beautiful Cedar Lake right in your backyard.

Top guest favorite
A spacious two-story house with a light-colored exterior features multiple gabled roofs and evenly spaced windows. A covered porch invites relaxation, surrounded by well-kept landscaping with greenery and flowering shrubs. The property is set against a backdrop of open fields and trees.
Home in Rensselaer
4.97 out of 5 average rating, 58 reviews

Peaceful 4 Bedroom Home in the Country

Looking for a place to get away from it all? Then this is the place for you! This 4 bed/3 bath home is perfect for multiple families & large groups. Additionally, with several wedding venues nearby, this is the perfect place for your wedding party. Located between Chicago & Indianapolis, this home is 1.5 miles from Fair Oaks Farms, an agritourism destination. On the property you will have access to a fire pit and a fully stocked catch & release fishing pond.

Top guest favorite
The barn-style property is shown with a two-story deck leading to the entrance. The red exterior contrasts with white railings and a gray metal roof, surrounded by lush greenery. A paved area in front provides ample space, while cornfields are visible in the background.
Barn in Rensselaer
4.99 out of 5 average rating, 374 reviews

The Loft at Virgie

You don't have to be born in a barn to vacation in one. Trade in the city for millions of stars in the night sky! As you enter thru the French doors you will be greeted by an open concept room decorated with a barn/industrial motif. Knotty pine car-siding and galvanized steel, wood floors along with a reclining leather couch and love seat fill the room A full kitchen with granite counter tops await you. There is plenty of natural lighting for the evenings.

Top guest favorite
A cozy living area is illuminated by natural light streaming through the windows. A sofa is paired with an armchair beside a small table, creating a welcoming space. Soft textures are present in the area rug and decorative pillows, enhancing the comfort of the room.
Home in De Motte
4.96 out of 5 average rating, 308 reviews

Country Cottage

Looking for week-end get away? Traveling through Northwest Indiana on I-65 and looking for a quiet place to stay for the night? Situated on 6 acres and with convenient (2 mile) access to I-65, our cozy Country Cottage is a great choice! Enjoy the cottage feel of this recently renovated (new cabinets, flooring, appliances) and charmingly decorated home, located in close proximity to local attractions! Our 650 square foot cottage is ideal for 1 - 4 guests.

Superhost
A cozy living space features a dark blue sectional sofa, illuminated by a nearby table lamp. A colorful artwork hangs on the wall, complementing the light-colored walls. An open entryway leads to a dining area, where a wooden table and chairs are visible.
Home in De Motte
4.95 out of 5 average rating, 190 reviews

Home of 1888

Conveniently located 6 1/2 miles from I-65 between the Lowell and Roselawn exits and 6 miles from Sandy Pines Golf course & The Pavilion. This fully updated place has everything to feel right at home. The kitchen is provided with everything you need to prepare a meal. Plenty of places to eat out are just down the street. A 43" Samsung smart TV with Sling TV and Paramount Plus. When it's time to rest you'll do so on a brand new Nectar memory foam beds.

Popular amenities for Shelby vacation rentals