Vacation rentals in Dolan

A modern home is showcased with a welcoming porch and screened-in area. Wooden decking surrounds the entrance, providing accessibility. The structure is set against a clear blue sky, with a manicured lawn and trees in the background, highlighting a serene country environment.

4.99 out of 5 average rating, 77 reviews

Cozy getaway w/close proximity

Relax as a couple or w/friends or w/family at this secluded cozy getaway. Several scenic views from inside home & from porches. Home sits near I-69 offering over a 2 mile panoramic view. Whole home has been updated w/addition of a large porch & screened in porch. Conveniently located in close proximity to IU & downtown, tho located on a private road in a scenic country setting. Also, located near to hiking trails, biking routes, playgrounds & golf courses. Approximately 3 miles from IU stadiums.

4.96 out of 5 average rating, 267 reviews

The evening view of the home's exterior reveals a modern design with wooden accents. Soft lighting highlights the elevated deck and entryway, and the surrounding trees create a serene atmosphere. Stairs lead to the entrance, providing access to the spacious interior.

Cabin in Unionville

“Lemon Blossom”Lakehouse by Brownsmith Studios

This home is a dream come true for me building it from the ground up. Bring your boat. No Partiers this home is being offered to families and couples who won’t disturb my neighbors or our peaceful cove. The home features a steam shower, king bed, reclining sofa, dock, kayaks,reading/social nook at signature windows over the creek/lake. The deck floats in the forest with abundant wildlife all around. premium WiFi . 15min to Bloomington. 20min to Nashville/Brown County St. Park. Newly paved lane

A sprawling green field stretches towards the horizon, filled with soft clover and dotted with trees. In the foreground, a planter holds bright flowers, adding colorful contrast to the natural landscape. The sky is lightly clouded, enhancing the serene atmosphere.

4.98 out of 5 average rating, 130 reviews

Peaceful apartment space in beautiful farm house

Our lovely farmhouse is minutes from Lake Lemon, Griffey Lake, Indiana University & many spots in Bloomington. Conveniently not far from I-69, we're 20 minutes away from Nashville. This is a basement apartment with private bedroom, private bathroom, large living/dining area, & kitchenette. Shared front door & ~10 steps inside main floor. The ranch is 50+ acres with 8+ acres of woods for hiking, pastures with cattle, a heated pool & patio area, & a beautiful front porch looking over the ranch.

A charming guest suite set against a backdrop of lush green trees. The single-story structure features a covered porch, large front windows, and a welcoming entryway, immersed in the tranquility of the natural surroundings.

4.96 out of 5 average rating, 198 reviews

Hideaway Hollow - A Woodsy Getaway

Hideaway Hollow is a cozy, private guest suite in Bloomington, Indiana. Located on the north side, it is just fifteen minutes from the heart of downtown Bloomington, IU stadium, and an hour from Indianapolis. Nestled in the forest, the suite offers a covered porch with a private entrance, a spacious living room, a kitchenette, and a master bedroom with a full bath. Suitable for up to four guests, come to enjoy the serenity of country living, the comforts of home, and easy access to the city.

A covered deck area is presented with two white metal chairs and a small round table. Natural light creates gentle shadows on the wooden floor. A door leads into the apartment, and a grassy area is visible in the background.

5 out of 5 average rating, 41 reviews

Retreat on the Ravine

Located on a country cul-de-sac, this newly finished walk-out basement apartment is a great place for a get-a-way and is less than 15 minutes from 2 wineries. This 1 bedroom, 1 bathroom apartment is full of light with big windows and full-height ceilings. Retreat onto the covered deck overlooking the beautiful ravine to enjoy your morning coffee or evening glass of wine. Get to east Bloomington in 15 min or to Nashville in less than 30 min! We allow up to two pets per stay, ask for details!

4.89 out of 5 average rating, 107 reviews

The cozy living area features two red couches with colorful pillows and a wooden coffee table positioned on a decorative rug. A large window allows natural light to brighten the space, which includes a kitchenette with shelving and a small sink in the background. Warm lighting enhances the inviting atmosphere.

Tiny home in Bloomington

A Cozy Tiny House w/ Free Parking

Welcome to your own cozy Tiny House nestled on the east side of Bloomington. You are comfortably separate from the hustle bustle of the college town, but also conveniently central to many attractions in and around the city. Come to relax! Prime Location * 5 minute drive to College Mall, Target and other Grocery Stores * 6 minute drive to Indiana University Campus *12 minute drive to Downtown Bloomington *15 minute drive to Brown County State Park *20 minute drive to Oliver Winery

A modern kitchen is featured with dark cabinetry and open shelving displaying dishes. A patterned backsplash adds visual interest, while stainless steel appliances, including a refrigerator, microwave, and dishwasher, provide functional amenities. A vase of flowers brings a touch of color to the countertop.

4.99 out of 5 average rating, 132 reviews

Campus-Side Retreat in the Woods

Across the street and literally walking distance from IU's sports facilities but surrounded by trees, this wooded retreat is a short drive or bike to downtown Bloomington's vibrant nightlife and community activities. This brand new, chique, and modern studio apartment boasts a skylit bathroom, a full kitchen with custom-made cabinets, washer/dryer on site, and professional decorating. In addition, we're a short drive, or slightly longer hike to Griffy Lake and only minutes from I69.

A spacious sleeping area features a comfortable bed with soft linens and two bedside lamps. A cozy seating area includes a small sofa and a decorative coffee table. Complementary decor, including art and plants, enhances the welcoming ambiance.

4.96 out of 5 average rating, 80 reviews

Private, in-law suite. 5 min drive to IU campus

After a break from hosting, we’re excited to welcome guests again—this time in our new home. Enjoy a private entrance to your spacious ensuite, complete with a bathroom and kitchenette, designed to be your perfect home away from home. Whether you're here for work or leisure, we hope you find comfort in this inviting retreat. 🐾 Pet-Friendly Stay! We welcome furry friends! Please include your pet details in your booking. A $35 pet fee per stay applies. ✨ No Cleaning Fee!

The exterior of a 1920s bungalow is shown, featuring dark siding and a welcoming purple front door. Surrounding greenery includes climbing vines and dried foliage, creating a natural feel. A stone pathway leads to the entrance, enhancing the sense of approachability.

4.95 out of 5 average rating, 1,319 reviews

Strawbale Bungalow. Bloomington Indiana USA.

Art and book filled. Located in Bloomington Indiana. My 1920s bungalow includes two guest bedrooms with queen sized beds, down comforters, feather/down pillows, line curtains and private bathroom. The guest area also includes a garden porch, private entrance, living room and, dining area with microwave, small refrigerator and handmade maple table. NO KITCHEN. The bathroom is between the bedrooms and includes a Toto washlet bidet and EO toiletries.

The living area features a large green sectional sofa paired with two gray armchairs. A light rug sits beneath a coffee table with magazines. Three framed artworks adorn the wall, and a plant adds a touch of greenery, with the kitchen visible in the background.

4.99 out of 5 average rating, 145 reviews

5 Min IU, Parking, Chef's Kitchen, Sunroom

🏡 Spacious & Thoughtfully Curated Home ⚡️2 Miles: IU, Stadiums, DT, Golf, Lake & More!⚡️ Newly renovated with style, comfort & convenience in mind. Guests love the thoughtful touches, cozy ambiance and immaculate cleanliness. Whether you're visiting IU, here for business, or a relaxing getaway, you’ll find everything you need. ✨Early/late check-in/check-out — $25 (2-3 hrs) ❤︎ Add to your wishlist by clicking the ❤︎ in the top-right corner!

A cozy living area is furnished with a dark sofa and a wooden coffee table adorned with a green runner. A bookshelf filled with books and decorative items is placed against the wall, along with a coat rack. Soft lighting accents the space, creating a welcoming ambiance.

4.93 out of 5 average rating, 146 reviews

Private entrance, cozy lower level pad

Private entrance to a lower level living area, queen size bed and bathroom. Living Area includes a breakfast table, refrigerator, microwave, Keurig coffee maker, coffee, electric tea kettle, tea, sweetener and creamer. Bedroom includes a closet and chest of drawers. Enjoy free wi-fi and a space completely to yourself. Come and go as you please! We are 2 miles from IU campus, downtown, shopping, and entertainment. We welcome everyone!

A spacious bedroom features a king-size bed with light blue striped bedding and two bedside lamps. A wooden dresser and a small desk are visible. A light rug covers the hardwood floor, and artwork adorns the walls, enhancing the cozy ambiance.