Book Holiday Homes in Milford

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Featured Holiday Homes in Milford

Trail Side in the Heart of Winona Lake

Trail Side in the Heart of Winona Lake

Winona Lake IN
The price is AU$401 per night from 29 Dec to 30 Dec
AU$401
29 Dec - 30 Dec
includes taxes & fees
With a stay at this vacation home in Winona Lake, you'll be on a lake, just a 2-minute walk from Winona Lake Trails Park and 6 minutes by foot from Winona ...
Opens in a new windowTrail Side in the Heart of Winona Lake
HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated

Middlebury IN
With a stay at this vacation home in Middlebury, you'll be within a 5-minute walk of Memorial Park and Middlebury Public Library.
Opens in a new windowHOT TUB | Beautiful Backyard Oasis|Newly Renovated
Treehouse Acres, Treehouse Acres Vacation Home

Treehouse Acres, Treehouse Acres Vacation Home

Elkhart IN
Located in Elkhart, this vacation home is on the waterfront, within a 10-minute drive of Elkhart General Hospital and Elkhart General Hospital Center for Pain ...
Opens in a new windowTreehouse Acres, Treehouse Acres Vacation Home
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Cozy lakefront home on Big Barbee Lake

Cozy lakefront home on Big Barbee Lake

Pierceton IN
Located in Warsaw, this vacation home is a 1-minute drive from Big Barbee Lake and 6 minutes from Tippecanoe Lake.
Opens in a new windowCozy lakefront home on Big Barbee Lake
Lake Wawasee Retreat: private pool, hot tub & pier

Lake Wawasee Retreat: private pool, hot tub & pier

2 out of 5
Syracuse IN
Located in Syracuse, this vacation home is on the waterfront, a 1-minute drive from Lake Wawasee and 7 minutes from Wawasee Golf Club.
Opens in a new windowLake Wawasee Retreat: private pool, hot tub & pier
Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Milford IN
The price is AU$555 per night from 29 Dec to 30 Dec
AU$555
29 Dec - 30 Dec
includes taxes & fees
Located in Milford, this vacation home is a 3-minute drive from Lake Waubee and 10 minutes from Sunny Side Park.
Opens in a new windowHeated Pool, Hot Tub, Game Room - Have fun with the ones you love!
The Gemini

The Gemini

Elkhart IN
The price is AU$241 per night from 23 Jan to 24 Jan
AU$241
23 Jan - 24 Jan 2026
includes taxes & fees
Located in Elkhart, this vacation home is within a 5-minute drive of Six Span Plaza and NIBCO Water and Ice Park.
Opens in a new windowThe Gemini
NEW Spacious Lakehouse Retreat +private pier

NEW Spacious Lakehouse Retreat +private pier

Mentone IN
Located in Claypool, this vacation home is on a lake, within a 15-minute drive of Rotary Park and Rarick Park.
Opens in a new windowNEW Spacious Lakehouse Retreat +private pier
Charming 3-bedroom lake house on Tri lakes 6 miles north of Columbia City.

Charming 3-bedroom lake house on Tri lakes 6 miles north of Columbia City.

Columbia City IN
When you stay at this vacation home in Columbia City, you'll be on the waterfront and 14 minutes by car from Chain O' Lakes State Park.
Opens in a new windowCharming 3-bedroom lake house on Tri lakes 6 miles north of Columbia City.
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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.

Milford 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 Milford vacation homes are the perfect way for you to wing it.

Holiday houses in Milford 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 Milford 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 Milford adventures, obvs.

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

Milford Holiday Homes essential information

Accommodation
146 Holiday Homes
Lowest Price
AU$111
Highest Price
AU$555
Popular accommodation
Trail Side in the Heart of Winona Lake, HOT TUB | Beautiful Backyard Oasis|Newly Renovated, Treehouse Acres, Treehouse Acres Vacation Home, Cozy lakefront home on Big Barbee Lake, Lake Wawasee Retreat: private pool, hot tub & pier, Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!, The Gemini, NEW Spacious Lakehouse Retreat +private pier, Charming 3-bedroom lake house on Tri lakes 6 miles north of Columbia City.

Top trending hotels in Milford

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Heated Pool, Hot Tub, Game Room - Have fun with the ones you love!

Milford IN
The price is AU$555 per night from 29 Dec to 30 Dec
AU$555
29 Dec - 30 Dec
includes taxes & fees
Located in Milford, this vacation home is a 3-minute drive from Lake Waubee and 10 minutes from Sunny Side Park.
Opens in a new windowHeated Pool, Hot Tub, Game Room - Have fun with the ones you love!
Hampton Inn & Suites Middlebury

Hampton Inn & Suites Middlebury

2.5 out of 5
105 Crystal Heights Blvd Middlebury IN
Fully refundableReserve now, pay when you stay
The price is AU$184 per night from 4 Jan to 5 Jan
AU$184
4 Jan - 5 Jan 2026
includes taxes & fees
With a stay at Hampton Inn & Suites Middlebury in Middlebury, you'll be within a 5-minute drive of Meadow Valley Golf Club and Memorial Park.
Opens in a new windowHampton Inn & Suites Middlebury
Comfort Inn Goshen

Comfort Inn Goshen

2.5 out of 5
2309 Lincolnway East Goshen IN
The price is AU$111 per night from 25 Dec to 26 Dec
AU$111
25 Dec - 26 Dec
includes taxes & fees
A stay at Comfort Inn Goshen places you in the heart of Goshen, within a 5-minute drive of Fidler Pond Park and Celebration Park.
Opens in a new windowComfort Inn Goshen
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Comfort Suites Elkhart South

Comfort Suites Elkhart South

2.5 out of 5
27838 County Road 24 Elkhart IN
Fully refundableReserve now, pay when you stay
The price is AU$115 per night from 12 Jan to 13 Jan
AU$115
12 Jan - 13 Jan 2026
includes taxes & fees
When you stay at Comfort Suites Elkhart South in Elkhart, you'll be within a 10-minute drive of Elkhart General Hospital and Elkhart General Hospital Center ...
Opens in a new windowComfort Suites Elkhart South
Don't see what you're looking for?
See all available properties in Milford
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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.

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