Pet-friendly holiday rentals in Monroe County

A single-family home is featured, showcasing a light exterior with dark shutters. The front yard is well-maintained, and a paved driveway leads to the attached garage. Surrounding trees and landscaped greenery enhance the neighborhood's peaceful atmosphere.

4.99 out of 5 average rating, 102 reviews

Bright & Fresh 3BR, 2Ba Ranch Home w/2 Car Garage

A great place to relax & enjoy Bloomington. A peaceful neighborhood close to downtown & IU. Primary Suite with queen bed & en suite bath, 2nd bedroom with queen bed, 3rd bedroom with 2 twin beds. All bedrooms & great room offer youtube tv free. Large kitchen with breakfast bar, dining area & great room. The backyard hosts a few visiting deer tame enough to check out what you have going on. Grill and outdoor table/chairs for a bar-b-cue. Fresh Updates! Attached garage. TVs in all bedrooms.

4.96 out of 5 average rating, 281 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

4.93 out of 5 average rating, 372 reviews

A front porch is featured, adorned with hanging ferns and string lights, creating an inviting atmosphere. A wooden railing surrounds the porch, which includes seating and a dining table. Bright flowers are planted in decorative boxes at the base, complementing the lush green yard.

Bungalow in Bloomington

Blue Lemon Bungalow - Quiet Getaway in Town!

Blue Lemon Bungalow is an adorable, newly renovated two bedroom in Bloomington with full living, dining, kitchen, and washer/dryer. In town with a country vibe. It has a huge yard with old growth trees, yet it is only a 5 minute ride to Downtown Court House Square or Indiana University Memorial Stadium. A large front porch with festive lighting gives you a place to enjoy the view. We have taken special care to make Blue Lemon Bungalow extra comfortable and stylish. Well behaved pets considered.

A spacious living area is presented with hardwood floors, natural light filtering through new windows. A black sofa is centered around an orange coffee table. Two woven armchairs and a decorative area rug complete the inviting space, along with wall art and a small writing desk.

4.97 out of 5 average rating, 172 reviews

Pumpkin House. Chic downtown spotless fenced yard

Over 60 restaurants, bars, coffee shops, theater, comedy club, shops, health food grocery all in a very short walking distance. This is the perfect place for an active guest to experience boho Bloomington or attend IU events. Quality linens, SPOTLESS, uncluttered, new everything including beds,kitchenware etc. Designated parking for 2 and free street.Fast fiber 500Mbps speed internet and new Roku smart TV's. Third party booking allowed with approval from host and contact information of guests.

Superhost

A modern living space features a light-colored sofa bed with fresh towels neatly placed on it. A dining table for four is positioned nearby, complemented by a minimalist workspace against the wall. Natural light enhances the warm wooden flooring.

Flat in Bloomington

4.9 out of 5 average rating, 647 reviews

Lil BUB's Really Nice Apartment - EAST

We are conveniently located within walking distance of Downtown, Bryan Park, and The B-Line Trail, 1 mile to IU Campus, 1.8 miles to Assembly Hall, and 3.5 miles to IU Hospital. Our beloved luxury apartment is one of the nicest places to stay in town. It underwent a ground-up bespoke renovation with white oak hardwood floors, quartz countertops and premium appliances, rivaling a premium suite at a boutique hotel with the added privacy, charm, and amenities of a home for a great price.

4.97 out of 5 average rating, 149 reviews

An exterior view of the home is captured, featuring a light gray facade and metal roof. Colorful flowers and pumpkins decorate the landscaped garden, complemented by a bench positioned under a tree. Neatly arranged windows provide an inviting look to the property.

Home in Gosport

Maria’s Haven

Welcome to “Maria’s Haven”💕 A beautiful cozy home in the heart of a beautiful small town. This home belonged to my mother, Maria, who passed away in 2020 to breast cancer. This home was truly her “Haven”. Take a walk to the local diner, museum, Gosport playground, local shops, or to our delicious Amish bakery. We are also just a few miles from the popular “Hilltop” restaurant as well as McCormicks Creek State Park. Our mission is to make you feel like you never even left home. ☺️

A spacious living area features a large sectional couch in dark fabric, complemented by a wooden coffee table. Natural light enters through a window and glass door, enhancing the welcoming atmosphere. A side table with a lamp adds a touch of warmth.

4.9 out of 5 average rating, 233 reviews

Btown Gem - 4BR/2.5BA w/ 2 King Beds & Patio

Easy access to I-69, Kroger, Wal-Mart and West Side shopping and only 10 min to downtown. Clean, updated 4 BR house with dual sinks in 2.5 bathrooms. Featuring a comfortable king bed in BR1, queen bed in BR2 and a tempurpedic king bed in BR3 that includes the full bath attached. BR4 in the west wing has a sleeper sofa or air mattress and attached half bath. Very pet/kid friendly with high chair, pack&play, and playset in fenced backyard! Kitchen cookware, utensils, and coffee included!

4.89 out of 5 average rating, 115 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

Cozy Tiny House

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

Guest suite in Bloomington

The entrance features a cozy porch with a small table and chairs surrounded by greenery. A decorative broom is suspended from the porch’s overhang, and a stone pathway leads to the front door, accented by the house number displayed on a stone pillar.

4.95 out of 5 average rating, 1,338 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.

4.95 out of 5 average rating, 109 reviews

A spacious living area is highlighted by a large stone fireplace, with wooden paneling and vaulted ceilings creating a natural ambiance. Two comfortable chairs and a sectional sofa invite relaxation, while large windows offer views of the surrounding nature and ample natural light.

Cabin in Morgantown

Luxe Retreat in the Woods~Theater, Gym, Hot Tub

Experience the charm of Brown County in this spacious cabin located just 20 minutes from all that downtown Nashville has to offer. Enjoy the warmth of the fireplace, unwind in the hot tub, watch a movie in the theater, stay fit in the private gym, and get cozy around the firepit. There's even a play set for the little ones to enjoy. With serene views and so much to do, there are endless activities to create your next unforgettable getaway!

The exterior of the modern home is shown, featuring a blue-gray facade with a sloped metal roof. A spacious wrap-around porch contains orange seating and large windows, surrounded by lush green grass and trees, providing a serene wooded setting.

4.98 out of 5 average rating, 420 reviews

Bloomington Lake-View home on 40 secluded acres

New Lake home that sits on 40 acres of woods with gorgeous views. Large wrap around porch with outdoor seating and chill space. Fall, winter and spring provide amazing views of Lake Monroe. While summer allows for easy access to Lake Monroe. Plenty of room to park a boat or have multiple cars. The home has modern decor with wood stove, new appliances, surround sound and all of the amenities you need for your stay. Just 20 minutes from IU.