Vacation rentals in Bloomingdale

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Top-rated vacation rentals in Bloomingdale

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Top guest favorite

A cozy sun porch is furnished with a woven seating arrangement, including a sofa and two chairs with decorative cushions. A coffee table sits on a patterned rug, complemented by a window reflecting natural light and offering views of the outdoors through the glass door.

Bungalow in Clinton

4.91 out of 5 average rating, 254 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.

Top guest favorite

A rustic red barn is nestled among snow-covered trees, creating a serene winter landscape. An old blue truck with a wooden flatbed is parked nearby on a gravel driveway, and snow gently falls in the foreground, enhancing the peaceful atmosphere.

Barn in West Terre Haute

4.98 out of 5 average rating, 171 reviews

The Goat-el at Old 40 Farm

Spend your night in the most unique "barn" you'll ever find. Complete with a full bath & shared with 20+ goats, 2 ponies, and other farm animals, you're sure to have a memorable stay (the animals have their own space). There is also a walking path to a small pond on the property & ample free parking. Should you time your stay right you could join in on 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

An outdoor patio area is presented, featuring four chairs positioned around a colorful rug. A wooden deck is surrounded by a lattice fence, while green trees and grass provide a natural backdrop, creating a serene and inviting space for relaxation.

Guesthouse in Crawfordsville

4.96 out of 5 average rating, 586 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

An outdoor seating area is visible, featuring a small table surrounded by four chairs. Green grass is seen leading to a backdrop of tall corn stalks, creating a natural setting. The covered porch provides shade, while the hot tub is positioned prominently in the foreground.

Guest suite in Rosedale

4.97 out of 5 average rating, 209 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).

Top guest favorite

Double glass doors are framed by a white border, set against a red exterior. The doors open to a private outdoor deck, providing views of the surrounding natural setting. Sunlight reflects on the glass, enhancing the connection to the outdoors.

Guesthouse in Crawfordsville

5 out of 5 average rating, 127 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

A shaded area features a colorful hammock strung between two trees, with a flower pot hanging nearby. In the background, an Amish-built cabin is visible, surrounded by greenery and outdoor plants, creating a serene and natural ambiance.

Guesthouse in Rockville

4.96 out of 5 average rating, 221 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.

Guest favorite

A wooden deck provides an outdoor seating area with a circular table and several chairs. Lush greenery surrounds the tranquil lake, reflecting the clear blue sky and distant trees. A wooden staircase leads down to the water's edge.

Home in Brazil

4.92 out of 5 average rating, 325 reviews

Swans Nest

If you are looking for a place to get away from the stresses of life this is it. You can fish on our 10 acres lake, walk thru the woods or just relax on the porch swing. Only 5 minutes from the nearest town, 30 minutes from Terre Haute and 40 minutes from Indy. Front porch faces a walnut tree grove and back porch faces 10 acre lake. At least 3 State Parks are within 20 miles of this property. Also super close to the Parke County Covered Bridge Festival.

Top guest favorite

A serene lakeside scene is depicted, featuring a dock extending into the water. A red paddle boat is visible alongside two seated chairs and a dining table on a wooden deck. Lush greenery surrounds the lake, reflecting a peaceful natural environment.

Cabin in Carbon

4.98 out of 5 average rating, 202 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!

Top guest favorite

A rustic cabin with a green roof is surrounded by lush trees and vibrant flowers. A spacious deck with a red umbrella overlooks a stone patio. The natural landscaping enhances the secluded atmosphere, inviting relaxation in the beauty of the outdoors.

Cabin in Marshall

4.97 out of 5 average rating, 201 reviews

Eagles Rise Cabin on Sugar Creek with hot tub

If you are looking for time off the grid and need a quiet place to rest and refresh in the beauty of nature, this quaint cabin in the woods is the place for you. Located on Sugar Creek in Parke County, the cabin is only minutes away from two of Indiana's largest state parks--Turkey Run and Shades. In the heart of Amish country, Parke County is home to the Covered Bridge Festival. Beautiful in any season, with activities for every season.

Top guest favorite

The screened-in porch features wooden rocking chairs that offer serene views of the pond and the surrounding greenery. Light filters through the trees, creating a calming atmosphere along the grassy shoreline.

Cabin in Terre Haute

4.99 out of 5 average rating, 276 reviews

Log Cabin + Guest House on a Pond with Hot Tub

Comfort and relaxation are the cornerstone of Peaceful Pines, an eight acre landscape with a traditional log cabin and quaint guest cabin located on a pond. The log cabin has an open concept, a loft and updated amenities including a wraparound deck, screened-in porch, round hot tub and more. A one-of-a-kind guest house compliments the traditional log cabin for your crew or additional guests.

Top guest favorite

Cabin in Veedersburg

4.98 out of 5 average rating, 255 reviews

Rustic Cabin Getaway

Rustic Cabin Get Away - Partially secluded small 2 bedroom cabin with a loft. Perfect for a weekend or week get away right here in Indiana. Enjoy beautiful views and wildlife from the rocking chairs or porch swing on the covered front porch. Located short driving distance from 3 wedding barns, 2 State Parks , The Covered Bridge Festival, The Badlands, Purdue & Wabash.

Top guest favorite

A country home is depicted, featuring a wrap-around porch and a generous lawn. Sunlight filters through surrounding trees, casting soft shadows on the grass. A second building is visible in the background, suggesting ample outdoor space.

Home in Veedersburg

4.97 out of 5 average rating, 260 reviews

The Hideaway Farmhouse

The Hideaway at Crazyman's is a peaceful, quiet setting nestled in 270 acres of woods, pasture & farmground. Get away from the craziness of your everyday world. Unplug & relax in the spacious, beautiful country home that overlooks a quaint pond and abundant wildlife. Get a full nights sleep in our soft, super comfy beds. Come on out & enjoy some time away.

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Other great vacation rentals in Bloomingdale

Guest favorite

A black refrigerator with a microwave placed on top is positioned against a light-colored wall. Next to it, a small countertop is visible with wooden cabinets below. A kitchen mat is partially seen on the floor, complementing the overall kitchen setup.

Tiny home in Farmersburg

5 out of 5 average rating, 10 reviews

Cabin On Curve #2- No Cleaning Fee

HaydenRating, 5 starstoday

Stayed for a week and would book again if ever in the area! Great serene location if you enjoy the countryside. Ended up needing to book an extra few days mid stay and Shane was super quick to respond and very accommodating.

A dining area is shown with a light wood table surrounded by two white chairs and a bench. Natural light enters through a window, which is covered by blinds. A small green plant sits on the table, adding a touch of greenery to the space.

Apartment in Terre Haute

5 out of 5 average rating, 4 reviews

Light & Cozy Central Terre Haute

IsabellaRating, 5 stars3 months ago

Great host, very quick to communicate!

A wooden deck is seen, illuminated by string lights. Comfortable seating arrangements include two chairs and a swing adorned with colorful cushions. A decorative outdoor rug anchors the space, enhancing the cozy atmosphere for gatherings.

Cabin in Montezuma

4.82 out of 5 average rating, 44 reviews

Riverside Retreat

JessicaRating, 5 stars3 weeks ago

Had a great stay at Tammy's place! Everything was clean, bathrooms were spotless. Stayed here after hiking at Shades. We loved the back porch with the river view - it was magical at night! Our toddler loved climbing up and down the steps and exploring the backyard. Plenty of space to move around inside. Tammy was very communicative and flexible when I was asked about early check-in. Would stay again!

Guest favorite

Home in Rockville

4.92 out of 5 average rating, 39 reviews

Peaceful Wooded Lake Cottage Retreat

DesireeRating, 5 starstoday

The house was very cozy and clean. The kitchen had everything we needed and the screened in porch was perfect for our rainy weekend. The stairs to the lake felt very steep and narrow but the cove once down to the lake was beautiful. The host was accommodating and friendly.

Barn in Rockville

4.77 out of 5 average rating, 113 reviews

The 1938 Barn

EhlayRating, 5 stars2 weeks ago

The 1938 Barn was a wonderfully secluded peaceful getaway. The barn is full of charm and the bedroom apartment is comfy and clean. Brianna has done a great job renovating the old barn into a lovely stay. We had a fun time playing pool, enjoying the views, and being offline for a short while.

Guest favorite

Home in Rockville

4.92 out of 5 average rating, 24 reviews

The Cozy Canary

RogerRating, 5 stars1 week ago

Bird-watching paradise! Watch the birds from either level. Comfy place with bedrooms and full bathroom on each level. Great location, in proximity to the covered bridges and much more.

A stacked washer and dryer unit is positioned in a compact laundry area, featuring a top-loading washing machine and a front-loading dryer. A door to the side leads to another room, while light enters the space from a nearby opening.

Home in Bridgeton

4.81 out of 5 average rating, 21 reviews

Grandma Mitchell’s House

ThomasRating, 5 stars1 week ago

This was a very cool & neat house with the theme of a Grandma’s house and it had this authentic feel of an older house. The Kitchen, Living room, all bedrooms, and the bathrooms were decorated as such. It was warm, clean, well stocked, and welcoming. A great place to get away from the normal hustle and busy city into a more rural & peaceful get away. It was relaxing and an adventure that enhanced my trip to Indiana.

Top guest favorite

A screened-in porch features wooden beams and a comfortable seating area with a red accent pillow. A gas grill sits on one side, providing a convenient cooking space. Lush greenery surrounds the area, with views of the lake visible in the distance.

Cabin in Rockville

5 out of 5 average rating, 68 reviews

Classic Lakefront Retreat on Raccoon Lake, USA

DianeRating, 5 stars2 days ago

This place was awesome. Very spacious inside. Loved the screened in porch. Plenty of wood for fire pit. Stocked very well with everything you needed. Definitely returning next year. 💕💕💕

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Vacation rentals in Bloomingdale

Top-rated vacation rentals in Bloomingdale

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