
Family-friendly vacation rentals in Greencastle
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Greencastle

Total vacation rentals
Explore 20 vacation rentals in Greencastle

Nightly prices starting at
Greencastle vacation rentals start at G$25,070 GYD per night before taxes and fees

Verified guest reviews
Over 1,460 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Greencastle vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Greencastle rentals

4.9 Average rating
Greencastle stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Greencastle
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

NAMASTE Lofts - Downtown Greencastle!
Looking for peace and serenity in the heart of downtown Greencastle, welcome to Namaste Lofts! We provide 2 distinctively designed lofts that exude a sense of calmnessin the bustling downtown. Each unit reflects the architectural features from the 1800’s, but the eclectic design with a mix of urban & modern furnishings makes the lofts a one of a kind place to stay. Located on the north side of Greencastle’s downtown square, you are walking distance to all entertainment, and DePauw University.
Indoor spacesFamilyDecor

Modern 4 Bed Home On Golf Course Close To Campus +
4 bedroom, 2 bath-master w/shower guest ba w/tub & shower ranch home w/ 5th hole of the golf course as your view & literally steps from patio! Minutes from campus, restaurants & shopping. Quiet established neighborhood. (1) King bdrm, (2) bdrms w/full bed and (1) office/bedroom w/fold down couch. -Blackout curtains -Wifi -Spacious family room w/smart 75 in TV -Close to everything Outdoor patio w/furniture to enjoy the golf course views. Depauw themed basement w/ sauna, pool & poker tables
Indoor spacesKitchenLaundry

Walker Getaway | A-Frame•Hot Tub•Decks•Lake•Hiking
Escape to Walker Getaway, an updated A-frame cabin on 5 private wooded acres w a creek, hot tub, fire pit and multi-level decks. Located across from Walker Boat Ramp and only 5 minutes from Raccoon Lake Beach. Use the provided Indiana State Park pass to explore nearby Turkey Run and Shades. Fully stocked and family-friendly, it’s perfect for couples, friends, or families looking to relax, recharge, and explore Parke County. Walker Getaway is where modern comfort meets Indiana’s natural beauty.
FamilyKitchenHiking

Covered Bridge Cabin (on Big Walnut Creek)
Retreat and renew in this charming one-room cabin right by Big Walnut Creek and Baker's Camp Covered Bridge. Fish, kayak, or swim; hike or birdwatch in a nearby preserve; read, write, or find inspiration. With raw poplar walls, the cabin offers a full-sized bed by a picture window, small TV, writer's desk/library, air conditioning, fans, baseboard heat, kitchenette, toilet, sink, outdoor shower (before first frost), small porch, grill, and a fire pit. (No wifi in cabin!) Simple and beautiful.
FamilyIndoor spacesCondition

Courthouse Square Loft
At the intersection of DePauw University and historic downtown Greencastle! Recently renovated, our spacious and modern Loft is located above Scoops Ice Cream Shop and overlooks Greencastle’s Courthouse Square Historic District. You’ll be just steps away from many fantastic restaurants, boutiques, and charming shops. Come and enjoy scenic Putnam County all throughout the year! We are a short walk from the DePauw campus and close to many covered bridges. Turkey Run State Park is a short drive.
KitchenIndoor spacesWifi

Castle 853 - We aim to be the cleanest!
Very Clean, stylish and up-to-date, Bedford Stone, single level home. Fully furnished, all linens, towels, cookware included. Coffee and snacks are there for your stay. We are a 3 minute drive to DePauw University, Crown Industrial Park, and the Historic Downtown full of Fine Dining, Craft Beer & Wine, Music. 300 feet from People's Pathway. Located in the heart of Covered Bridge country. 40 minutes from Indianapolis including the International Airport and the Indianapolis 500 raceway.
FamilyIndoor spacesTV

The 1938 Barn
The 1938 Barn is located in the ❤ of Covered Bridge Country in Parke County. You will love the rustic charm of this converted hay barn built in 1938. Come relax by the camp fire or explore our many Covered Bridges and local State Parks. The farm also hosts Henry's Market, a market garden providing fresh meat and vegetables which makes summertime an excellent time to visit! Please note: There is NO WI-FI, NO CABLE. We have a selection of DVDs. Limited cell service, AT&T works best.
FamilyKitchenOutdoor spaces

Summer Kitchen at The Hill
Come enjoy this spacious studio that has been remodeled from an old summer kitchen. Located on 6 acres in the town of Spencer, this is the perfect place to unwind and getaway, or use it as a jumping point to adventure at nearby McCormick's Creek or Cataract Falls. Walking distance to neighborhood grocery store, coffee shop, and restaurants. Within 30 minutes of Bloomington and Indiana University! The hosts live full time in the main house with 2 great danes.
KitchenFamilyValue

Swans Nest
If you are looking for a place to get away from the stresses of life this is it. You can fish on our 10 acres lake, walk thru the woods or just relax on the porch swing. Only 5 minutes from the nearest town, 30 minutes from Terre Haute and 40 minutes from Indy. Front porch faces a walnut tree grove and back porch faces 10 acre lake. At least 3 State Parks are within 20 miles of this property. Also super close to the Parke County Covered Bridge Festival.
Indoor spacesKitchenLocation

Parke County Dream Cabin
Come experience the serenity of country living and get away from the daily grind of everyday life. Come fish in our five-acre lake (catch & release only), paddle-boat, kayak, or stroll through the woods. A covered porch and seating lakeside for relaxing. Located close to Mansfield and Bridgeton, 30 minutes from Turkey Run State Park, and only 30 minutes toTerre Haute or Greencastle. Come explore everything Parke County has to offer! KIDS WELCOME!
KitchenIndoor spacesBathroom

Eagles Rise Cabin on Sugar Creek with hot tub
If you are looking for time off the grid and need a quiet place to rest and refresh in the beauty of nature, this quaint cabin in the woods is the place for you. Located on Sugar Creek in Parke County, the cabin is only minutes away from two of Indiana's largest state parks--Turkey Run and Shades. In the heart of Amish country, Parke County is home to the Covered Bridge Festival. Beautiful in any season, with activities for every season.
Indoor spacesFamilyWifi

Captain Bill’s Lake House Heated Salt Water Pool
Captain Bill’s Lake House. This majestic A-frame is at the entrance to the Cataract Lake boat ramp. The house will accommodate up to 7 guests, with three bedrooms and two full baths. All guests have full access to Captain Bill’s shared heated salt water pool and surrounding gardens. Boat parking is available on the property, inquire for details. Heated Salt Water Pool is seasonal beginning May 1, through September 30th.
FamilyIndoor spacesCleanliness
Popular amenities for Greencastle family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Cabin on Lake front with Hot tub & firepit
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160-Acre Luxury Estate | Pond, Hot Tub & Views
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Taurina Cabin - Indoor Hot Tub.
FamilyKitchenComfort

Log Cabin + Guest House on a Pond with Hot Tub
FamilyIndoor spacesLocation

Hoosier Nest | 10 minutes to IU • Hot Tub • Escape
FamilyKitchenGetting around

Little Raccoon Hideaway
KitchenIndoor spacesAccuracy

Kozy Kove
FamilyIndoor spacesBathroom

71-Acre Private Retreat Near Turkey Run
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Family- and pet-friendly home rentals

House Around the Corner
KitchenFamilyAccess

Pioneer Log Cabin on the Lake
Indoor spacesFamilyGetting around

Cozy Lofted Cabin (#1) at Cataract Lake Getaway
KitchenFamilyOutdoor spaces

Greencastle Hide Away
Indoor spacesCleanlinessLocation

College Cottage
FamilyKitchenOutdoor spaces

Indulgence at DePauw
FamilyKitchenAmenities

Cascade Cabin
KitchenIndoor spacesBathroom

Main Cabin-Wilkins Mill-Next to Turkey Run.
Indoor spacesKitchenAmenities
Family-friendly home rentals with a pool

The Getaway House with Hot Tub and Pool
FamilyKitchenPool

The Blue Jay Room
FamilyIndoor spacesAmenities

Captain Bill's Guest House/seasonal swimming pool
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Pool, Hot Tub, Sauna, Theater | Luxury 5BR
KitchenIndoor spacesAir conditioning

Peaceful country home & pool near DePauw
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“The Grotto” in the Country
FamilyAmenitiesComfort

*Sugar Creek Cabin w/spa bordering 2 state parks!
KitchenFamilyAir conditioning

Cabin retreat
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When is the best time to visit Greencastle?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$41,783 GYD | G$42,410 GYD | G$41,783 GYD | G$44,499 GYD | G$48,678 GYD | G$45,962 GYD | G$41,575 GYD | G$43,246 GYD | G$47,006 GYD | G$44,917 GYD | G$42,828 GYD | G$41,575 GYD |
| Avg. temp | -2°C | 0°C | 6°C | 12°C | 18°C | 23°C | 24°C | 24°C | 20°C | 13°C | 6°C | 1°C |
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- Indiana State Museum





