Vacation rentals in Bloomingdale

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Top-rated vacation rentals in Bloomingdale

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Top guest favorite

The bungalow exterior features white siding and a brown roof, situated on a spacious green lawn. The driveway leads to a two-car garage, with a charming front porch and several large windows allowing natural light in. A manicured flower bed adds a touch of color.

Bungalow in Clinton

4.92 out of 5 average rating, 275 reviews

Small Town Bungalow

Welcome to peaceful small town life. Two-bedroom bungalow on quiet street, close to everything. Newly renovated. Fully furnished. Original hardwood floors, new tile bath, king master, daybed/trundle second, queen sofa bed in living room. Large country kitchen stocked with fresh non-GMO eggs. Desk with printer. Roku TV in living room. Wi-fi internet. Garage parking. Spacious well groomed yard with tire swing. Sun porch. Pets welcome. Clean, comfortable, ready to be your home away from home.

Guest favorite

A charming cabin exterior is surrounded by natural landscaping, featuring a grassy yard with seasonal decorations like pumpkins. A pathway leads to the entrance, and a smaller red structure is visible to the side, set against a backdrop of trees with autumn foliage.

Cabin in Bloomingdale

4.85 out of 5 average rating, 103 reviews

Main Cabin-Wilkins Mill Guest House

Great Country getaway SPECIAL LOW RATES! Book NOW for the Holidays ! The Main Cabin was the Historic General Store built in 1828. It has all the modern conveniences and is right next to the Wilkins Mill Covered Bridge and Turkey Run State Park. This large (1,200 sq ft) cabin has an open loft type sleeping arrangement that can sleep 8-10 guests. It offers a Full kitchen and 1.5 baths. The large screened porch has additional dining and sleeping space and looks out at the covered bridge

Top guest favorite

A cozy sleeping area is highlighted by a king-sized bed adorned with a textured, light-colored quilt and a set of decorative pillows. Warm tones are complemented by vibrant curtains, while unique wall decorations add character to the space.

Guesthouse in Terre Haute

4.94 out of 5 average rating, 271 reviews

College Cottage

Centrally located to 3 colleges and 2 hospitals in a peaceful neighborhood, this cozy, open concept studio guesthouse is perfect for a short- or long-term stay. This newly renovated garage apartment to guesthouse requires no steps and features a spacious fenced in area for your pet. Creativity abounds in this uniquely decorated space. It features a king-sized bed as well as queen sized sofa sleeper. The kitchen is well stocked and has a coffee/tea bar for your enjoyment. Pets are welcome.

Top guest favorite

An attic room with sloped wooden ceilings features a neatly made blue bed and a patterned area rug. Soft lighting is provided by bedside lamps, while a fan stands near the bed. A folding chair and small table complete the functional layout, ensuring a cozy space.

Barn in West Terre Haute

4.97 out of 5 average rating, 211 reviews

The Goat-el at Old 40 Farm

If you enjoy unique spaces & love animals, this is the apartment for you. Stay in the most unique "barn" you'll find. This loft apartment includes a full bath & is shared with 20+ goats & other farm animals. You're sure to have a memorable stay. There is a small pond on the property & ample free parking. If you time your stay right you could join in goat yoga or another farm event! This barn is located just off I-70 & a short drive to several areas colleges, the casino, & entertainment!

Top guest favorite

The living area is furnished with a comfortable brown pull-out sofa and two chairs. A wooden coffee table sits in front, accompanied by a decorative area rug. Natural light enters through a window, with light curtains enhancing the cozy feel of the space.

Guesthouse in Crawfordsville

4.96 out of 5 average rating, 600 reviews

Mimi's Country Cottage

Quaint, quiet and cozy cottage set in a tranquil park like setting with all the amenities of home. Ten minutes to Shades State Park and twenty minutes to Turkey Run State Park. A great place to stay for the Covered Bridge Festival. 15 minutes to Wabash College, 25 minutes to DePauw University, 45 minutes to Purdue. We live on site and our back door is approximately 600 ft. from from the Airbnb. At this time we do not allow pets. We clean the cottage in accordance with CDC guidelines.

Top guest favorite

A spacious hot tub is shown, featuring bubbling water and adjustable jets. The tub is located under a semi-covered area, surrounded by greenery, providing a tranquil and private retreat.

Guest suite in Rosedale

4.96 out of 5 average rating, 221 reviews

Getaway in the Country. Large Hot Tub and more!

Beautiful, tastefully decorated unit that's perfect for a relaxing retreat. This is a great place for couples, travelers, or girlfriend retreats! Ground floor unit (2 story unit with upstairs available for additional charge, otherwise not rented). Queen sz bed + sleeper sofa. 55 in TV w/Showtime. Massage chair. We do have internet, but we are rural and it's spotty.. Large private hot tub and a firepit in the back surrounded by woods and corn! We have firewood available (no charge).

Superhost

The rustic barn is set against a vibrant sunrise sky, showcasing a mix of pink and orange hues. Lush green grass surrounds the barn, with farm equipment visible nearby. Trees and open fields fill the background, reflecting the charm of the rural landscape.

Barn in Rockville

4.78 out of 5 average rating, 120 reviews

The 1938 Barn

The 1938 Barn is located in the ❤ of Covered Bridge Country in Parke County. You will love the rustic charm of this converted hay barn built in 1938. Come relax by the camp fire or explore our many Covered Bridges and local State Parks. The farm also hosts Henry's Market, a market garden providing fresh meat and vegetables which makes summertime an excellent time to visit! Please note: There is NO WI-FI, NO CABLE. We have a selection of DVDs. Limited cell service, AT&T works best.

Top guest favorite

An open concept living space featuring a kitchen island with seating and a cozy seating area. Large windows provide ample natural light, with views of the surrounding woods. Warm wood flooring enhances the inviting atmosphere, while a door leads to a private area.

Guesthouse in Crawfordsville

5 out of 5 average rating, 140 reviews

Red House Guesthouse

Relaxing guesthouse in peaceful country setting with local deer herd visiting frequently. Close to Shades and Turkey Run State Park and Wabash College. Great location for Covered Bridge Festival, and wedding venues. We live on site with our 2 chocolate Labradors. The guesthouse has a private entrance and private outdoor deck facing the woods. Entire living space is handicapped accessible including large bathroom with walk in shower. Cleaning is in accordance with CDC guidelines.

Top guest favorite

The tiny home, set among lush greenery, features a green exterior with a welcoming porch. Seating areas are provided outside, surrounded by trees, offering a serene retreat. Soft sunlight filters through the leaves, illuminating the space.

Tiny home in Crawfordsville

5 out of 5 average rating, 118 reviews

Tree Farm - State Parks -Cozy & Private - Fire pit

Welcome to your private setting on 60 acres with Christmas trees, woods, and excellent view of Sugar Creek from the back of the property! Connect with nature and solitude. Quiet setting in the trees; conveniently located near •Canoeing (public launch - 2 min ; Sugar Creek Canoe rental - 4 min) •Hiking (Turkey Run - 30 min; Shades State Park - 20 min), •Wabash College (5 min) and Purdue University (35 min). Groceries and dining are just 5 minutes away. Just under an hour to Indy.

Guest favorite

An open living space features hardwood floors and original woodwork, highlighted by soft lighting from overhead fixtures. A comfortable gray sofa is adorned with cushions, while a dining area with a wooden table and chairs is visible. Bar stools are arranged near the kitchen counter.

Loft in Waynetown

4.95 out of 5 average rating, 242 reviews

Residences at Knights Hall, Unit A

Newly renovated 1 bedroom loft in a historic building in Waynetown. Large open living space with plenty of space to relax, hardwood floors and original woodwork. This property too unique to describe properly. Waynetown is 1 mile from Interstate 74 for easy overnight access. No traffic, no light - 2 minutes and you can get gas before you get back on the highway. There is a gas station, grocery store, post office and bank all within walking distance of the unit. No smoking or pets.

Top guest favorite

The exterior of a wooden cabin is presented, showcasing natural logs with a rich brown hue. Flower beds filled with various plants and blooms line the base of the cabin. A white front door is framed by greenery, with steps leading up to the entrance.

Guesthouse in Rockville

4.96 out of 5 average rating, 232 reviews

Hideaway Hollow

This is a fully furnished picturesque Amish-built cabin in beautiful and secluded Parke County, Indiana. The cabin comes complete with all amenities including full bath with shower, queen bed, A/C, dish TV, wifi internet and full kitchen. There is a large deck attached with a beautiful view of the swinging bridge and the woods. Cook out on the deck's gas grill and enjoy cool evenings by the fire pit (wood provided). Enjoy a nap in the shade in the hammock.

Top guest favorite

A single-story cabin is framed by lush greenery, showcasing natural wood siding and a welcoming front porch. The porch features seating arrangements and decorative elements, while the pathway leads to a gravel driveway, enhancing the serene ambiance of the surrounding woods.

Cabin in Carbon

4.98 out of 5 average rating, 230 reviews

Parke County Dream Cabin

Come experience the serenity of country living and get away from the daily grind of everyday life. Come fish in our five-acre lake (catch & release only), paddle-boat, kayak, or stroll through the woods. A covered porch and seating lakeside for relaxing. Located close to Mansfield and Bridgeton, 30 minutes from Turkey Run State Park, and only 30 minutes toTerre Haute or Greencastle. Come explore everything Parke County has to offer! KIDS WELCOME!