Family-friendly vacation rentals in Vincennes

Cabin in French Lick Township

A gravel parking area is surrounded by lush trees, with a cabin visible in the background. Adirondack chairs are arranged around a fire pit in the foreground, creating a space for gathering. Bright blue skies with scattered clouds enhance the serene atmosphere.

4.99 out of 5 average rating, 200 reviews

Serenity Acres

Over 5 acres of pure serenity, just the sound of nature all around you! Beautiful Tucker Lake with hiking trail all around it just a mile away. This park like atmosphere has room for tents, RVs , boats, 4 wheelers and more. Just under 5 miles from the Fabulous French Lick and West Baden Resort town, but totally secluded.Cabin has two porches with rocker gliders and heavenly views. Cedar swing ,picnic table, fire pit with adirondack chairs for late night BBQs. Water park and boat rental, nearby

4.87 out of 5 average rating, 251 reviews

An aerial view captures a serene swimming pool surrounded by a spacious patio. A separate guest house is visible near the pool, featuring a sloped roof and multiple windows. Lush landscaping offers privacy, while a clear pathway leads from the pool area to the nearby road.

Guesthouse in Evansville

Private Guest House close to everything!

The Private Guest House is set on our property which is located on a corner (1.5 acre lot) close to the east side of Evansville. The convenient large circle drive makes it easy to enter and exit. The east side of Evansville offers Malls, Shopping, Restaurants, Bars, Entertainment, Gyms, Starbucks, and Theaters. The property is located only 10 minutes from Downtown and the Ford Center due to close proximity to Lloyd Expressway. Check out the Casino and Riverfront if you’re in the Downtown Area!

4.96 out of 5 average rating, 115 reviews

The home’s entrance is illuminated by soft outdoor lights, highlighting a covered porch with two comfortable chairs. Steps lead up to the front door, surrounded by light snow on the ground, creating a serene evening ambiance.

Home in Robinson

The Relax Inn. Freshly remodeled 3 bed 2 bath home

This stylish freshly remodeled house is perfect for the weekend getaway or a long-term stay. The home offers plenty of room for the whole family as well as pets. There is a nicely shaded back yard with a swing set, playhouse and gas grill. The house provides all the necessary amenities and a few extras for a comfortable stay. The house is located close to the Robinson Refinery and offers plenty of parking. This property is designed for comfort for traveling workers and their families.

4.9 out of 5 average rating, 115 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, 104 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, 108 reviews

The front exterior of the vibrant yellow cottage is framed by a white picket fence. A welcoming red door is centered beneath the front porch, which is supported by white columns. Lush green grass lays in the yard, with two hanging planters on either side of the door.

Cottage in New Harmony

Honeycomb Hideaway

Welcome to Honeycomb Hideaway, a vibrant yellow cottage nestled in the heart of historic New Harmony, Indiana. Our cozy one-bedroom retreat offers a peaceful and exciting escape, just steps away from Murphy Park, fantastic restaurants, and captivating tourist activities. Immerse yourself in New Harmony's rich heritage, exploring charming streets, unique shops, and art galleries. Indulge in local cuisine or embark on outdoor adventures in parks and walking trails.

4.95 out of 5 average rating, 240 reviews

A historic brick building stands on a cobblestone street, framed by mature trees and shrubs. The entrance features a set of stairs leading to double doors adorned with decorative glass. A lamppost adds charm to the inviting outdoor space.

Apartment in Evansville

Victorian 1 Bedroom Guesthouse Apt on 1st Street

This one-bedroom / one-bathroom apartment features high ceilings and exposed brick and is attached to your host’s home - a Victorian townhouse on one of Evansville’s historic cobblestone streets. Enjoy easy self-check-in and a location that is centrally located near the Ohio River, Downtown Evansville, and Haynie’s Corner neighborhoods. The Ford Center, Bally’s Casino, and many of Evansville’s best restaurants and bars are all a short walk away.

4.9 out of 5 average rating, 185 reviews

A living room area features a flat-screen TV positioned on a light-colored console. A comfortable armchair is situated nearby, complemented by a small side table. The room is illuminated with soft lighting, and a wooden door provides access to the exterior.

Bungalow in Linton

Lake Harvey Vacation Rentals - 2-Bedroom Bungalow

Relax in our 2-bedroom Bungalow on 15-acre Lake Harvey just south of Linton, Indiana on the edge of Goose Pond Fish & Wildlife area, and just minutes from Greene Sullivan State Forest. Perfect for your hunting/fishing trip, or to bring your family for a peaceful vacation. Our Bungalow features 2 bedrooms, one with 2 queen beds, and one with a double bed, living room, dining room, fully equipped kitchen, 2 full bathrooms, and an attached carport.

4.84 out of 5 average rating, 108 reviews

A spacious living area features large windows with arches, allowing natural light to illuminate the room. A comfortable sofa and wooden coffee table are present, along with a dining table and two chairs. Decorative vines adorn the walls, enhancing the inviting atmosphere.

Apartment in Bloomfield

1 Bedroom Apartment Overlooking Courthouse Square

Cozy, downtown apartment overlooking the Courthouse on the square in Bloomfield. Located approximately 25 minutes from Crane Naval Base, this apartment is perfect for contractors or attorneys in the area on work or anyone visiting family or friends in the Bloomfield area. The Kitchen is fully functional with necessary cookware, dishes and utensils. Beautiful view of the Courthouse. Cheaper than the Hotels near Crane!

4.99 out of 5 average rating, 143 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

🌲Escape to peace and nature at Lake Cabin in the Woods! Unwind in your private hot tub, enjoy the shared pool, and soak up year-round tranquility surrounded by trees and wildlife. Located between I-70 and I-64, about 60 miles from Effingham, IL and Evansville, IN, our cozy cabin offers the perfect blend of seclusion and convenience—ideal for relaxing, recharging, and reconnecting with nature.

4.88 out of 5 average rating, 108 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.

4.85 out of 5 average rating, 184 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.

Popular amenities for Vincennes family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.98 out of 5 average rating, 220 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

4.93 out of 5 average rating, 251 reviews

The wooden cabin features a traditional design with a peaked roof and a red door. Surrounded by trees and under a clear sky, it is situated near the Ohio River, with gravel pathways leading to the entrance and an expansive view of the water visible in the background.

Cabin in Cannelton

Isaak's Hideaway -Beautiful Views for every season

4.96 out of 5 average rating, 156 reviews

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.

Home in French Lick

Cozy Owl Cabin

4.93 out of 5 average rating, 299 reviews

A rustic log cabin with a two-story design is surrounded by lush greenery. The spacious front porch features wooden decking, outdoor furniture, and a hot tub, inviting relaxation. Large windows allow natural light to brighten the cabin's interior, offering views of the idyllic landscape.

Cabin in Derby

Derby Serenity

4.97 out of 5 average rating, 306 reviews

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.

Home in French Lick

Caddy Corner has a hot tub just outside of town

4.99 out of 5 average rating, 108 reviews

A contemporary living area features two patterned armchairs beside a small round table with a decorative lamp. Abstract artwork adorns the brick wall, while a textured rug adds comfort underfoot. Soft, ambient light enhances the inviting space.

Loft in Evansville

The Cooper I on Franklin (The Ashby Collection)

4.9 out of 5 average rating, 165 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!

5 out of 5 average rating, 117 reviews

The interior of the cabin features a cozy living area with a plush sofa bed covered in a patterned quilt. A round area rug complements the wooden flooring, while a dining table with chairs is visible in the background, along with a small kitchen area equipped with essential appliances.

Cabin in Ferdinand

Eagle Pines Cabin (Eagle Adventures LLC)

Family- and pet-friendly home rentals

4.94 out of 5 average rating, 102 reviews

A welcoming living area features a comfortable sectional sofa adorned with decorative pillows. A sleek coffee table occupies the center, while a modern television is positioned across from the seating. Soft lighting is provided by a ceiling fan, and large windows dressed in dark curtains allow natural light.

Home in Evansville

House Near U of Evansville and Ford Center

Home in Downtown Evansville

An open-concept living area is highlighted by exposed brick walls and wooden flooring. A comfortable seating arrangement includes a sofa and two chairs, inviting relaxation. The kitchen features modern appliances and a breakfast bar with stools, with natural light streaming through large windows.

4.93 out of 5 average rating, 106 reviews

Downtown Haven Retreat

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, 1,352 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

5 out of 5 average rating, 164 reviews

A charming carriage house features textured red siding and a spacious driveway. Lush flower gardens with colorful blooms line the front, complemented by well-maintained landscaping. A single-car garage is visible, showcasing a clean and inviting exterior that blends harmoniously with the surroundings.

Home in New Harmony

The Angel Carriage House in New Harmony

4.96 out of 5 average rating, 145 reviews

Bungalow in French Lick

Bird’s Eye View -cozy cottage with fireplace

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, 128 reviews

Dome View Renovated Bungalow

4.87 out of 5 average rating, 195 reviews

The entrance to the tiny house is framed by two large, open shipping container doors. A small wooden deck features two foldable chairs, with steps leading down to the gravel path. A potted plant and a metal planter are positioned near the entrance.

Tiny home in Greenup

The Fox Den. Shipping Container on 35 Acres

Family-friendly home rentals with a pool

4.99 out of 5 average rating, 74 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

4.8 out of 5 average rating, 5 reviews

Cabin in French Lick

A Frame Cabin at Painter Creek Camp Resort!

Apartment in Downtown Evansville

4.71 out of 5 average rating, 7 reviews

Dwntwn 1bd Apt w/RooftopYoga, Cable, Wi-Fi, Office

4.81 out of 5 average rating, 107 reviews

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.

Home in Bloomington

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

4.9 out of 5 average rating, 224 reviews

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.

Home in Bloomington

Cozy 2BR Lake Monroe Golf Condo IU Bloomington

5 out of 5 average rating, 21 reviews

A kidney-shaped in-ground pool is surrounded by a textured concrete deck, with built-in stairs leading into the shallow end. A slide stands nearby, and a white fence borders the yard. Lush greenery and a swing seat are visible in the background.

Home in Odon

Adorable Farmhouse in Odon

5 out of 5 average rating, 14 reviews

A modern living area is presented with a large television mounted on the wall. A coffee table with a lift-top feature is centered between two comfortable seating options. The open layout leads to a kitchen area with bar stools and contemporary cabinetry in the background.

Condo in Bloomington

Beautifully Remodeled Lake Condo near Bloomington