Book Holiday Homes in Cromwell

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Featured Holiday Homes in Cromwell

Cozy lakefront home on Big Barbee Lake

Cozy lakefront home on Big Barbee Lake

Pierceton IN
The price is NZ$468 per night from 17 May to 18 May
NZ$468
17 May - 18 May
includes taxes & fees
Stay at this holiday home in Warsaw. Enjoy laundry facilities, patios and an in-room coffee maker. Popular attractions Big Barbee Lake and Webster Lake are located ...
Opens in a new windowCozy lakefront home on Big Barbee Lake
Emma's Place

Emma's Place

LaGrange IN
The price is NZ$579 per night from 17 May to 18 May
NZ$579
17 May - 18 May
includes taxes & fees
Stay at this holiday home in LaGrange. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Maple Wood Nature Center and Royer Lake are located ...
Opens in a new windowEmma's Place
Natural Nook | Tiny Home #2 in Amish Country!

Natural Nook | Tiny Home #2 in Amish Country!

Shipshewana IN
Stay at this holiday home in Shipshewana. Enjoy an in-room coffee maker and air conditioning. Popular attractions North Park and Davis Mercantile are located ...
Opens in a new windowNatural Nook | Tiny Home #2 in Amish Country!
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Charming farmhouse in peaceful countryside

Charming farmhouse in peaceful countryside

Nappanee IN
Stay at this holiday home in Nappanee. Enjoy free Wi-Fi, a garden and laundry facilities. Our guests praise the helpful staff in their reviews. Popular attractions ...
Opens in a new windowCharming farmhouse in peaceful countryside
Waters Edge Cottage on Big Barbee Lake!

Waters Edge Cottage on Big Barbee Lake!

Pierceton IN
Stay at this holiday home in Pierceton. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Big Barbee Lake and Webster Lake are located ...
Opens in a new windowWaters Edge Cottage on Big Barbee Lake!
Nature's Nest | Tiny Home #4 in Amish Country!

Nature's Nest | Tiny Home #4 in Amish Country!

Shipshewana IN
The price is NZ$357 per night from 25 May to 26 May
NZ$357
25 May - 26 May
includes taxes & fees
Stay at this holiday home in Shipshewana. Enjoy free Wi-Fi, an in-room coffee maker and air conditioning. Popular attractions North Park and Davis Mercantile ...
Opens in a new windowNature's Nest | Tiny Home #4 in Amish Country!
Charming 3-bedroom house located on Main Street in Downtown Middlebury

Charming 3-bedroom house located on Main Street in Downtown Middlebury

Middlebury IN
Stay at this holiday home in Middlebury. Enjoy laundry facilities and air conditioning. Popular attractions Memorial Park and East Park are located nearby.
Opens in a new windowCharming 3-bedroom house located on Main Street in Downtown Middlebury
Lake House | Kayaks | Patio/Deck | Private Pier

Lake House | Kayaks | Patio/Deck | Private Pier

Rome City IN
The price is NZ$523 per night from 18 May to 19 May
NZ$523
18 May - 19 May
includes taxes & fees
Stay at this family-friendly holiday home in Rome City. Enjoy free Wi-Fi, laundry facilities and patios. Popular attractions Eagle Island and Mirror Lake are ...
Opens in a new windowLake House | Kayaks | Patio/Deck | Private Pier
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

Leesburg IN
The price is NZ$909 per night from 17 May to 18 May
NZ$909
17 May - 18 May
includes taxes & fees
Stay at this holiday home in Warsaw. Enjoy laundry facilities and air conditioning. Popular attractions Big Barbee Lake and Stanton Lake are located nearby.
Opens in a new windowBeautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Cromwell Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Cromwell vacation homes are the perfect way for you to wing it.

Holiday houses in Cromwell let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Cromwell in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Cromwell adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Cromwell with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Cromwell vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Cromwell Holiday Homes essential information

Accommodation
153 Holiday Homes
Lowest Price
NZ$209
Highest Price
NZ$909
Popular accommodation
Cozy lakefront home on Big Barbee Lake, Emma's Place, Natural Nook | Tiny Home #2 in Amish Country!, Charming farmhouse in peaceful countryside, Waters Edge Cottage on Big Barbee Lake!, Nature's Nest | Tiny Home #4 in Amish Country!, Charming 3-bedroom house located on Main Street in Downtown Middlebury, Lake House | Kayaks | Patio/Deck | Private Pier, Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!

Top trending hotels in Cromwell

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL

Lake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL

Cromwell IN
Stay at this family-friendly holiday home in Enchanted Hills. Enjoy free Wi-Fi, a sauna and a garden. Popular attractions Wawasee Golf Club and Lake Wawasee ...
Opens in a new windowLake Wawasee/HOT TUB/GAME ROOM/PONTOON/PICKLEBALL
Farmstead Inn & Conference Center

Farmstead Inn & Conference Center

2.5 out of 5
370 S Van Buren St Shipshewana IN
The price is NZ$238 per night from 31 May to 1 June
NZ$238
31 May - 1 June
includes taxes & fees
Stay at this family-friendly hotel in Shipshewana. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff in ...
Opens in a new windowFarmstead Inn & Conference Center
Van Buren Hotel

Van Buren Hotel

4 out of 5
1175 Van Buren Street Shipshewana IN
Fully refundableReserve now, pay when you stay
The price is NZ$225 per night from 17 May to 18 May
NZ$225
17 May - 18 May
includes taxes & fees
Stay at this hotel in Shipshewana. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular ...
Opens in a new windowVan Buren Hotel
Save an average of 15% on thousands of hotels when you're signed in
Blue Gate Garden Inn

Blue Gate Garden Inn

2.5 out of 5
800 South Van Buren Street Shipshewana IN
Fully refundableReserve now, pay when you stay
The price is NZ$209 per night from 17 May to 18 May
NZ$209
17 May - 18 May
includes taxes & fees
Stay at this hotel in Shipshewana. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the pool in their reviews. Popular ...
Opens in a new windowBlue Gate Garden Inn
Don't see what you're looking for?
See all available properties in Cromwell
View all properties
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.