Family-friendly vacation rentals in Vincennes

4.98 out of 5 average rating, 102 reviews

A studio-style layout features a spacious bed dressed in colorful stripes, accompanied by a cozy armchair and a small table. Natural light fills the room through large windows, and decorative elements include a painting above the bed and a sunburst mirror on the wall.

Loft in Newton

Meraki Loft

A peaceful atmosphere in a quaint small town, Meraki Loft is a place for you to be still and hear your own voice. This loft is situated on the north side of the town square in Newton, IL in one of Jasper County's oldest buildings. Guests are invited to enjoy our relaxing atmosphere, go for walk on the nearby Eagle Trails, visit a neighboring gym, take a class at the Dance Hall Studio, receive a healing touch massage, or visit one of our many natural resources. Most of all, live in the moment.

4.98 out of 5 average rating, 128 reviews

A view from above captures a six-person hot tub with inviting blue water. Nearby, a circle of Adirondack chairs surrounds a fire pit, all nestled in a wooded area illuminated by warm string lights hanging overhead.

Cabin in Eckerty

Whitetail Woods cabin w/ HOT TUB and Patoka pass

Relax with the whole family at this peaceful cabin minutes from Patoka Lake entrance, winery, distillery, brewery, and dining! Perfect for family adventures, romantic getaways, ladies' weekends, and hunting trips. The cabin is located in peaceful Grant Woods surrounded by gorgeous Southern Indiana nature. You'll love relaxing in the 6-person hot tub, rocking on the covered front porch, and roasting marshmallows around the backyard fire pit. Cabin is a short drive to French Lick/West Baden.

4.93 out of 5 average rating, 218 reviews

A cozy master bedroom features warm wooden walls and ceiling, enhancing the natural ambiance. A king-size bed is adorned with a patterned blanket and complemented by wooden furniture. A mirror and map artwork are visible on the walls, with a small window allowing natural light to enter.

Loft in Huntingburg

Lovely Country Loft Lake, Hiking, Woods, Relaxing

Take it easy at this unique and tranquil getaway. This loft was made from wood sawn and milled on this farm. Enjoy Indiana hardwoods as they surround you in this space. Centrally located, you are not far from Holiday World, Jasper, Lincoln City, Patoka Lake and Historic Huntingburg. The Master Bedroom boasts a king-size bed. The living area has two twin beds, TV, WiFi and Kitchen. This space is perfect for singles, couples, or small families. Most love the spiral staircase and large deck.

5 out of 5 average rating, 217 reviews

The exterior of the Candy Kitchen is illuminated by vibrant neon signs, highlighting its historical architecture. A prominent Coca-Cola sign is displayed above the entrance. A clearly marked door and large windows can be seen, inviting guests to explore the vintage charm within.

Place to stay in Greenup

The Candy Kitchen

Take a step back in time as you enter this authentic 1930's Soda Fountain located in downtown Greenup Village of the Porches situated on the Historic National Road. The Loomis Family immigrated from Greece and operated the Soda Fountain and Confectionary until the 1960's. It has since been transformed into a spacious and comfortable living area with the original Soda Fountain still intact, beautiful tin ceiling, and also includes a large kitchen, a separate shower room & powder room.

4.9 out of 5 average rating, 113 reviews

A view of the dining area is presented, featuring a wooden table set in the center beneath a pendant light. The floor is adorned with a patterned rug, surrounded by windows that allow for natural light. A sideboard can be seen against the wall.

Home in Farmersburg

The Main Street Retreat-NO CLEANING FEES

Enjoy your time to simply get away or as a must need sleep over due to travel or work. Only 14 miles south of I70. A Dollar General Store, Subway and Gas Station are nearby. Ten minute drive south to Sullivan for Walmart, restaurants, and grocery stores. Fifteen minute drive north to Terre Haute for all the city attractions. County and State Parks are near by as well. Located in a great neighborhood on main street with privacy. Maximum of only four adults allowed per reservation.

4.91 out of 5 average rating, 103 reviews

A fireplace with a decorative screen is centered against a white brick wall, complemented by a large wall clock above. Two small windows on either side allow natural light to fill the space. A cozy seating area and television are positioned nearby.

Home in Washington

Cozy, 2 bdrm home. Weekly and monthly rates avail.

Our sparkling clean home is located in a great neighborhood in the heart of Washington, IN. Our small town boasts of 1) Multiple dining options, 2) Coffee shops, 3) Shopping and entertainment. Or if you are wanting something a little quieter and at home you will find a host of 4) Outdoor games, 5) Bikes, and more in the storage building out back. So whether you are here on vacation or business our goal is to make you comfortable and at home while you are in our area.

4.99 out of 5 average rating, 140 reviews

The cabin's exterior is gently nestled among lush greenery, showcasing wood siding and a welcoming red front door. A paved pathway leads through manicured landscaping, with trees providing shade in the vicinity. The serene lake is visible behind the cabin, enhancing the natural setting.

Cabin in West Salem

Lake Cabin in the Woods

🌲Looking for a relaxing getaway? Need a peaceful stopover on your Midwestern travels? Craving tranquility in a remote setting? Look no further—Lake Cabin in the Woods is your perfect retreat! Nestled about 60 miles from both Effingham, IL and Evansville, IN, our cabin offers the solitude you’re seeking without being too far from major highways. Located between Interstate 70 and Interstate 64, it’s a serene escape with easy access to wherever your journey leads.

4.85 out of 5 average rating, 163 reviews

A single-story house with a metallic roof is shown, featuring a two-car garage with two white doors. A small entryway is highlighted by a white door and a bench against the side, surrounded by green grass and trees in the background.

Home in Loogootee

The Getaway House

Welcome to our Get Away House. Located on the edge of Loogootee, it is a very peaceful area and yet close to the local stores and restaurants. Relax with the family and spend the evening on the back patio. With two bedrooms and one bathroom, this single level home is perfect for your night away. PLEASE READ! Due to a recent storm, the back fence was damaged and has been removed and we are waiting for the new fence to be installed.

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, 162 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.

4.86 out of 5 average rating, 110 reviews

A spacious living area features a large sectional sofa in warm brown tones, complemented by decorative throw pillows. A coffee table with a dark finish occupies the center, while natural light filters through sheer curtains, creating a bright and comfortable environment.

Home in Loogootee

Covel’s Cottage 3br easy checkin great location

Your family will be close to everything when you stay at this centrally-located place. Less than 1 mile from restaurants, gas stations, and grocery. The kitchen is fully stocked with condiments, Spices, coffee and cookware plates etc. there are two queen rooms and a room with two singles. The back yard has a charcoal grill, a large deck with table and a fun treehouse for the kids.

4.87 out of 5 average rating, 101 reviews

A spacious open-concept living area features a cozy seating arrangement with two plush sofas and a wooden coffee table. High ceilings are supported by exposed beams, and light fixtures provide a warm glow. The kitchen and dining area are visible in the background.

Loft in Washington

Lovely 3 bedroom loft apartment!

Welcome to The WrightAway! Enjoy a stylish experience at this centrally-located place. 2nd floor loft apartment. Private entrance. Close to restaurants and pubs. Nice three bedroom and two bathroom. Full kitchen. Free wifi. Off street parking available. Open concept with plenty of room for a family to gather or space out.

4.99 out of 5 average rating, 137 reviews

The guesthouse exterior is framed by lush greenery and colorful flower beds, featuring a rustic wooden facade. Large windows allow natural light into the interiors. A stone pathway leads to the entrance, enhancing the inviting atmosphere of the property surrounded by mature trees.

Cabin in Robinson

Rustic Guest House Cabin in a Secluded Setting

Let this guesthouse be your home away from home! Guests will enjoy the rustic feel of the private guesthouse located on 1 acre of land and surrounded by mature trees. Nearby in Robinson there are historic sites, hiking & lakes, golf, wineries and much more!

Popular amenities for Vincennes 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, 399 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

4.98 out of 5 average rating, 213 reviews

A hot tub with bubbling water is situated on a covered porch, surrounded by trees. The setting sun casts a warm glow, illuminating the scene with soft hues. The outdoor area offers a peaceful retreat in a private, natural environment.

Loft in Bloomington

Barndominium studio with private yard & Hot tub

The cabin features a rustic exterior with a combination of wooden and stone materials. A spacious deck extends from the upper level, supported by sturdy wooden columns. Surrounding trees provide natural shade, and the clear blue sky adds to the inviting ambiance of the structure.

4.96 out of 5 average rating, 141 reviews

Cozy Owl Cabin

4.93 out of 5 average rating, 127 reviews

A warm living space features a round wooden table set with place mats, surrounded by four chairs. Two sofas are positioned in the background, with a door leading outside. Decorative accents include a small tree centerpiece and cozy throw blankets visible on the seating.

Cabin in Birdseye

Cardinal Cabin,HotTub wifi minutes from park& pass

A fire pit surrounded by gravel is lit, featuring logs crackling in the center. Two colorful Adirondack chairs in red and teal are positioned invitingly nearby, with trees and greenery visible in the background, creating a serene outdoor atmosphere.

4.97 out of 5 average rating, 300 reviews

Caddy Corner has a hot tub just outside of town

4.91 out of 5 average rating, 158 reviews

A welcoming wooden sign stands in front of a cabin surrounded by lush greenery. The cabin features a broad porch and a gabled roof, with large windows allowing for natural light. A gravel driveway leads up to the entrance, enhancing the serene forest setting.

Cabin in Birdseye

Cozy cabin close to Patoka Lake main entrance!

4.91 out of 5 average rating, 128 reviews

A cozy cabin is nestled among trees, featuring a wooden exterior and a sloped roof. Stairs lead to a covered porch, where seating is provided. The surrounding area includes gravel pathways, landscaped steps, and decorative shrubs, enhancing the natural setting.

Cabin in Eckerty

Stairway to Heaven

An inviting open-concept living area is showcased, featuring comfortable seating options and a large kitchen island with bar stools. Natural light fills the space, highlighting the stylish decor and unique wall art. The room is accented by rustic elements, such as mounted trophies and warm wood tones.

4.98 out of 5 average rating, 115 reviews

Camp Collins-French Lick Gem Hot Tub and Fire Pit!

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 120 reviews

The spacious living area features high, wooden ceilings and large windows that invite natural light. A cozy seating arrangement with a sectional sofa faces a decorative fireplace. An open kitchen layout is highlighted by a central island with bar stools, providing a welcoming space for gatherings.

Cabin in Casey

Cabin by the Creek‼️🏡🎣🦌

A welcoming front porch features a white swing bench and a small table set with two chairs. A potted plant sits on a rustic trunk, surrounded by lush greenery. Light filters through the windows, enhancing the relaxed outdoor setting.

4.97 out of 5 average rating, 401 reviews

Ballard's Overlook. No Cleaning Fee.

4.9 out of 5 average rating, 640 reviews

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.

Apartment in Bloomington

Lil BUB's Really Nice Apartment - EAST

4.94 out of 5 average rating, 361 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!

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, 1,326 reviews

Strawbale Bungalow. Bloomington Indiana USA.

4.89 out of 5 average rating, 105 reviews

A charming cottage with a metal roof is surrounded by lush greenery. A stone firepit is positioned in the front yard, accompanied by a wooden bench and a grill. A porch with steps leads to the inviting entrance, enhancing the cottage's rustic appeal.

Cottage in Lyons

The Goose Pond Cottage

4.96 out of 5 average rating, 133 reviews

The exterior of the house is presented, showcasing a charming design with a sloped roof and a welcoming front porch. Large windows are visible, allowing ample natural light. Greenery surrounds the home, with a wreath adorning the door and flowers adding a touch of color.

Bungalow in French Lick

Bird’s Eye View -cozy cottage w/screened-in porch

Home in West Baden Springs

A cozy living area is furnished with two brown leather sofas, accent cushions, and a minimalist coffee table. A geometric area rug adds texture to the space. Natural light filters in through large windows, complemented by light grey curtains and a ceiling fan above.

4.91 out of 5 average rating, 108 reviews

Dome View Renovated Bungalow

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 71 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.

Condo in Bloomington

The Retreat - At Lake Monroe

4.69 out of 5 average rating, 16 reviews

A cozy living area features a gray sofa adorned with blue and white accent pillows. A wooden coffee table is positioned in front, displaying a magazine. Natural light illuminates the space, enhanced by the textured wall art showcasing leaves. The kitchen area is visible in the background.

Apartment in Bloomington

Forest Retreat Condo

5 out of 5 average rating, 36 reviews

Condo in Bloomington

Eagle Point Retreat

4.93 out of 5 average rating, 260 reviews

A cozy living and dining area features a dark sofa accented with decorative pillows. A round table is set for four, complemented by white chairs. Wall art depicting sea life adds a coastal touch, while natural light highlights the wood flooring and neutral color palette.

Apartment in Bloomington

Charming Lake Monroe 2/2 Condo Golf IU Bloomington

An aerial view captures the open floor plan showcasing a comfortable living area with a fireplace, a gray sectional sofa, and a red accent chair. A dining table set for four is positioned nearby. Large windows provide natural light and a glimpse of the outdoor deck.

5 out of 5 average rating, 35 reviews

Treetop Hideaway

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, 215 reviews

Cozy 2BR Lake Monroe Golf Condo IU Bloomington

4.96 out of 5 average rating, 26 reviews

A spacious kitchen features a large island with seating for six and ample counter space. Wooden cabinetry complements the stainless steel appliances. Natural light streams in through the windows, creating a bright atmosphere, while a decorative rug adds a touch of warmth underfoot.

Home in Huntingburg

The Castle

A spacious great room is depicted, featuring two blue sofas, a yellow coffee table, and a foosball table. Colorful artwork adorns the wall, and a television is mounted for entertainment. Natural light fills the space through several windows, complemented by light-colored curtains.