Family-friendly holiday rentals in Bloomington

4.99 out of 5 average rating, 197 reviews

Cabin in Unionville

Spring Blooms & Birding: 40-Acre Luxe Forest Spa

Experience the April Awakening. Trade the city for a curated 40-acre forest reset near Nashville, IN. Perfect for mature couples or singles, seeking a nature-themed reset as the forest buds and the morels begin to pop. Hike private paths, watch the nesting bluebirds, and unwind in the forest-view hot tub. Includes a complimentary Brown County State Park pass. Note: As a working ridgetop, occasional host sightings or nearby construction may occur. High-speed fiber while "working from the woods".

Guest house in Bloomington

4.96 out of 5 average rating, 421 reviews

Private Studio • Kitchen • Parking • 5 Min IU

A calm, thoughtfully designed studio created for comfort and ease. At ~400 sq ft with a charming slanted ceiling, the space is ideal for solo travelers or couples looking for a cozy stay. Guests describe the studio as spotless, cozy, and well-equipped, with everything needed to settle in. Located just minutes from IU, downtown, dining, parks, and Kroger, you’re close to it all! Note: The studio is above a detached garage. The garage door is not used during guest stays, so it will not be heard.

4.93 out of 5 average rating, 385 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, 186 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.

5 out of 5 average rating, 110 reviews

A charming blue cottage is surrounded by greenery, featuring a welcoming front entrance with a vibrant turquoise door. Large windows allow ample light, while small plants are placed on either side of the entrance. A well-maintained yard enhances the inviting atmosphere.

Cottage in Bloomington

Cozy Cottage : easy + peaceful w/ private backyard

This 2 Bdr / 1 Ba cottage is a sweet mix of peace and quiet + easy access to the best of Bloomington. Cozy updated interior + lovely screened in back porch facing a fully fenced in backyard - your own space to breathe deeply. Lovely neighborhood walkable to coffee + lunch, steps to amazing Bryan Park, under a mile to Sample Gates & downtown, easy drive to stadium, etc. Baby and kid essentials provided, fully equipped kitchen, fire pit, grill, bicycles... we so look forward to hosting you!

A panoramic view of the dome's interior highlights the unique wooden ceiling design, featuring triangular shapes. A dining table with blue placemats accommodates six, surrounded by large windows and stained glass accents, allowing natural light to fill the space.

4.96 out of 5 average rating, 102 reviews

There's No Place Like Dome!

Come enjoy fabulous Bloomington, IN from your own private paradise! The 1400 square-foot renovated dome home boasts panoramic wooded views and sits on 6 acres of a secluded, park-like setting only 17 min. from downtown. The dome sleeps 4 guests with an open, divided, (not fully private) loft with one full bed and one queen bed. There is one full bath, dining for six, island seating and a fully equipped kitchen. It also features a fireplace, laundry facilities and front and back decks.

A spacious bedroom features a comfortable bed dressed in crisp white bedding. An abstract painting in shades of blue hangs prominently on the wall. An elegant armchair and a desk with a lamp are positioned to create a cozy reading nook, complemented by warm wooden flooring.

4.96 out of 5 average rating, 506 reviews

Historic Hideaway with Sauna Near the Lake

Historic meets modern in this unique 150 year-old building located steps away from the entrance to Lake Monroe. Built in 1872, this one-room church turned romantic Airbnb provides a one-of-a-kind experience and has been featured as one of the best in the country by Condé Nast. Relax in the infrared sauna or explore Lake Monroe’s fantastic boating/fishing/swimming. Downtown Bloomington and Indiana University are only 11 miles away with fabulous local eateries and unique shops to explore.

An open living area features warm, brown leather seating arranged around a dark coffee table. A large TV is mounted on the wall, while a dining table with black chairs sits in the background, under a modern light fixture. Light wood flooring completes the space.

4.95 out of 5 average rating, 150 reviews

Kingsley House Near IU/Stadium

Have fun with the whole family at this stylish open concept place. 3 bedroom 1300sqft house with one KING BED, 1 queen, and 1 full. TVs in ALL bedrooms. Enjoy access to laundry, fast wifi, and fully fenced in back yard! Located in one of the best locations close to the stadium, golf courses, shopping, great trails/parks, and much more. Dog friendly (NO CATS) We do offer early/late check in/out for $20. Add my listings to your wishlist by clicking the ❤️ in the upper right corner.

A modern home is positioned on a hillside, featuring a sleek black exterior and large windows that allow for ample natural light. A balcony extends from the structure, providing outdoor seating and a view of the surrounding trees.

5 out of 5 average rating, 511 reviews

Modern Nashville Home in the Woods

Welcome to Plāhaus - a modern home nestled in the woods of Brown County. Plāhaus is a space of solitude and relaxation for anyone wanting to enjoy the beauty of Brown County, without the typical log cabin decor. Enjoy the gorgeous view from the balcony, spend some time around the firepit, and venture into Nashville to check out the unique shops and restaurants. Come for a family getaway, a romantic retreat or simply to clear your mind from the everyday stresses.

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, 1,366 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.

Guest suite in Bloomington

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, 216 reviews

Hideaway Hollow - A Woodsy Getaway

Hideaway Hollow is a cozy, private guest suite attached to the owner's home. Please read the entire listing before booking. Located on the north side of Bloomington, it is just 15 minutes from downtown Bloomington, the IU stadium, and an hour from Indianapolis. Nestled in the forest, the space offers a covered porch with a private entrance, a spacious living room, a kitchenette, and a master bedroom with a full bath.

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.

4.88 out of 5 average rating, 194 reviews

Great offer! Private entrance, Spacious, King-IU

Seasoned and experienced superhosts host this charming private suite with a private entrance. It has one bedroom with a king size bed. The house is on a very quiet street. You may not even know you're in the middle of town. You may see deer and other animals roaming around the neighborhood. The space includes private bathroom, kitchenette, and a sitting area with a loveseat and a small dining area.

Popular amenities for Bloomington family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.88 out of 5 average rating, 417 reviews

An open-concept living space features high wooden beams and a stone fireplace, providing a natural ambiance. Large windows offer views of the surrounding trees, while a dining table made of wood is positioned near the kitchen appliances and a comfortable sofa for relaxation.

Cabin in Bloomington

Amazing Lake House

4.91 out of 5 average rating, 302 reviews

Cabin in Morgantown

Brown County Cabin near Nashville, Indiana

A cozy bedroom features a spacious bed adorned with a plaid blanket, flanked by two bedside tables with lamps. Light enters through a window above the bed, while colorful artwork is displayed on the green walls. A closet is visible in the background.

4.93 out of 5 average rating, 132 reviews

Country home w/ fenced yard hot tub wi-fi

An outdoor seating area features a circular arrangement of colorful chairs surrounding a stone fire pit. A gravel path leads to a two-story cabin, nestled among lush green trees, with a shaded porch and hot tub visible in the background.

4.93 out of 5 average rating, 120 reviews

Creekside Cabin

A cozy bedroom features a metal bed frame with a quilted bedspread. Natural wood paneling adds warmth to the space. A small bedside table with a lamp is positioned next to the bed, while a chair and a closet are visible in the corner.

4.86 out of 5 average rating, 149 reviews

Couples Getaway with Outdoor Hot Tub!

4.95 out of 5 average rating, 119 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

4.92 out of 5 average rating, 204 reviews

A wooden dock extends over the calm waters of Lake Lemon, surrounded by lush greenery and distant hills. The scene captures a serene sunset, casting soft hues across the lake's surface, inviting peaceful moments by the water.

Home in Unionville

Cozy Lakeside Cabin at Lake Lemon

4.8 out of 5 average rating, 150 reviews

A spacious log cabin is surrounded by greenery, featuring a well-maintained lawn. In the foreground, five stone benches are arranged around a circular fire pit, providing a cozy gathering area. The cabin's wrap-around porch can be seen, enhancing the inviting outdoor space.

Cabin in Bloomington

Acorn Resort, a Unique Retreat Cabin on 13 acres.

Family- and pet-friendly home rentals

A single-story house is viewed from the front, featuring light grey siding and black shutters on the windows. A wooden front door is centered, with a small path leading to it. Surrounding the home is a well-maintained green lawn and trees in the background.

4.92 out of 5 average rating, 120 reviews

Cozy Home near Downtown, Stadiums & Campus

A spacious deck is seen, featuring a circular table with four cushioned chairs and a large umbrella providing shade. Surrounding greenery is visible, adding a natural backdrop to the outdoor space.

4.88 out of 5 average rating, 103 reviews

House Around the Corner

4.88 out of 5 average rating, 119 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

A light-filled living area showcases a sectional sofa adorned with dark green pillows. A large world map artwork graces the wall, complemented by framed pictures nearby. A cozy armchair and a small table with decorative items complete the inviting space, enhancing comfort and warmth.

4.98 out of 5 average rating, 149 reviews

2 bedroom home on the campus of Indiana University

A cozy living room features a leather sofa and a bright orange armchair, complemented by a decorative coffee table. Soft light enters through the window, illuminating the plush area rug with a zigzag pattern. Wall art and plants add warmth to the inviting space.

4.96 out of 5 average rating, 156 reviews

The B-Line Puplands

The living room features a spacious layout with a futon couch and two sitting chairs arranged around a coffee table. Exposed wooden beams and warm lighting enhance the cabin's rustic charm. A fireplace insert is visible, contributing to a cozy atmosphere within.

4.98 out of 5 average rating, 161 reviews

Brown County Woods - Cabin 2 king beds Secluded

A modern living area features a dark sofa adorned with decorative pillows. A glass coffee table is centered on polished wood flooring. In the background, a kitchen with stainless steel appliances and a breakfast bar with several chairs is visible, enhancing the open layout.

4.88 out of 5 average rating, 180 reviews

Modern & Bright in Prime Location

4.9 out of 5 average rating, 187 reviews

A quaint home is framed by mature trees and a white picket fence. The front porch features several chairs, inviting relaxation. Sunlight filters through the leaves, highlighting the natural surroundings and the pathway leading up to the entrance.

Cottage in Bloomington

School house cottage

Family-friendly home rentals with a pool

5 out of 5 average rating, 18 reviews

The living area features a comfortable arrangement of gray sofas and accent chairs surrounding a round coffee table. A large television is mounted above a modern fireplace. Natural light floods the space through sliding glass doors, offering views of the wooded surroundings.

Townhouse in Bloomington

Run Free Lake Escape-Cozy, Homey, Newly Renovated!

4.99 out of 5 average rating, 76 reviews

A bright yellow armchair is positioned beside a wooden side table featuring a small potted plant. A travel book titled '100 Hikes of a Lifetime' is stacked on a wooden surface, inviting leisurely reading with a cozy throw blanket draped over the armchair.

Apartment in Bloomington

The Retreat - At Lake Monroe

A neatly made yellow bed is adorned with dark blue towels, decorative pillows, and a tray holding natural elements. A small vase with flowers adds a touch of warmth to the inviting sleeping area.

4.95 out of 5 average rating, 40 reviews

Lake Monroe 2/2 IU Bloomington

The living room features a spacious sectional sofa arranged around a dark coffee table. A blue accent chair adds a pop of color, and a round mirror reflects light. A spiral staircase leads to an upper loft area, while a neutral rug anchors the space.

4.9 out of 5 average rating, 20 reviews

Leaf & Loft Living

The living area is characterized by modern furnishings, including a light blue sofa, two upholstered chairs, and a marble-top coffee table. A colorful area rug adds visual interest, while a flat-screen TV is mounted on the wall. A dining area with white chairs is visible in the background.

4.81 out of 5 average rating, 106 reviews

Walk to IU • Private Deck•Playground •No Fees!

5 out of 5 average rating, 41 reviews

Apartment in Bloomington

Treetop Hideaway (Condo)

A spacious living area features a comfortable sofa paired with a wooden coffee table, adorned with decorative items. A modern rug lies beneath, complementing light wood flooring. A small kitchen bar with stools is visible in the background, highlighting the open layout of the space.

4.89 out of 5 average rating, 227 reviews

Cozy 2BR Lake Monroe Golf Condo IU Bloomington

A rustic cabin exterior is framed by lush greenery and colorful flower planters. The spacious porch, adorned with comfortable seating, invites relaxation while enjoying the natural surroundings. Rustic wooden steps lead up to the entrance, enhancing the cabin's charm.