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Milford Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Milford vacation rentals

A black house with a patio area featuring outdoor furniture and a grill.

1. Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
Syracuse
9.6 out of 10, Exceptional, (17 reviews)
"Lovely little place to stay"
United States
Panacea G.
The price is ￥28,752
￥54,079 total
includes taxes & fees
Sep 7 - Sep 8
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
A lakeside dock with a covered boat, a row of Adirondack chairs, and a flag.

2. Lake Tippecanoe Lake House - Anchor Inn

Lake Tippecanoe Lake House - Anchor Inn
Leesburg
9.8 out of 10, Exceptional, (14 reviews)
"This property has everything you need! Exceptional breathtaking views. The Host is amazing to work with, easy to communicate with and helpful."
United States
Matt T.
Lake Tippecanoe Lake House - Anchor Inn
A rack of white robes hanging on a wall, a potted plant, and a wooden beam structure.

3. Woodside Retreat in the Heart of Amish Country

Woodside Retreat in the Heart of Amish Country
Nappanee
10.0 out of 10, Exceptional, (12 reviews)
"Clean, courteous and a great place to get away from distractions and burdens and relax!!! Wife and I are really looking forward to visiting soon."
United States
Go N.
Woodside Retreat in the Heart of Amish Country
A lakeside property with a dock, boats, and a grassy area with outdoor seating.

4. Heart Jacuzzi · Kayaks · Firepit · Pier

Heart Jacuzzi · Kayaks · Firepit · Pier
Warsaw
10.0 out of 10, Exceptional, (16 reviews)
"This cottage was very cute and cozy, a true lovers retreat. Host was very accommodating and check in and out was easy."
United States
Lisa S.
The price is ￥23,439
￥49,234 total
includes taxes & fees
Sep 10 - Sep 11
Heart Jacuzzi · Kayaks · Firepit · Pier
A cabin with a wooden deck, a front door, and a garage.

5. Charming 3 bedroom 2 bath A frame home on channel to Kuhn Lake & Barbee Chain

Charming 3 bedroom 2 bath A frame home on channel to Kuhn Lake & Barbee Chain
Pierceton
9.8 out of 10, Exceptional, (21 reviews)
"Love this space! Clean and welcoming! Super host, great to work with! Looking forward to our next stay! "
United States
John K.
The price is ￥28,127
￥55,479 total
includes taxes & fees
Sep 8 - Sep 9
Charming 3 bedroom 2 bath A frame home on channel to Kuhn Lake & Barbee Chain
A lakeside patio with outdoor seating and a fire pit.

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

Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
Leesburg
10.0 out of 10, Exceptional, (5 reviews)
"Fantastic place to get away right on the water. Enjoyed our 3 day stay with my husband and our puppy. There is a fenced in yard and a dock. Wonderful place to relax. Our host was very helpful and easy to get in touch with.Recommend highly "
United States
Lenora F.
The price is ￥43,284
￥84,530 total
includes taxes & fees
Sep 7 - Sep 8
Beautiful Lakefront home, pets welcome, fully fenced, dock, kayaks, fishing!!
A wooden deck with picnic tables and a view of a lake.

7. Fishing · Kayaks · Firepit · Paddleboat

Fishing · Kayaks · Firepit · Paddleboat
Pierceton
10.0 out of 10, Exceptional, (28 reviews)
"Clean property, gewat location, loved the lake and the stars."
United States
joseph b.
The price is ￥20,158
￥44,860 total
includes taxes & fees
Sep 13 - Sep 14
Fishing · Kayaks · Firepit · Paddleboat
A house with a dock extending into a pond, surrounded by trees and other houses.

8. Cozy lakefront home on Big Barbee Lake

Cozy lakefront home on Big Barbee Lake
Pierceton
9.6 out of 10, Exceptional, (25 reviews)
"Very enjoyable place to rest and relax after tournament musky fishing."
United States
Michael A.
The price is ￥20,392
￥40,692 total
includes taxes & fees
Sep 7 - Sep 8
Cozy lakefront home on Big Barbee Lake
A wooden dock extending into a calm lake, surrounded by trees and a grassy area with a house in the background.

9. Wawasee - Minutes from Sandbar! Swim, Fish, Relax!

Wawasee - Minutes from Sandbar! Swim, Fish, Relax!
Syracuse
10.0 out of 10, Exceptional, (1 review)
"Very nice little house on the channel. Good communication & everything went smoothly. Recommend!"
United States
Matt K.
Wawasee - Minutes from Sandbar! Swim, Fish, Relax!
A covered porch with wooden flooring, two chairs, a table, and a window with blinds.

10. Trail Side in the Heart of Winona Lake

Trail Side in the Heart of Winona Lake
Winona Lake
9.8 out of 10, Exceptional, (59 reviews)
"Interior decoration was excellent. Appliances all appeared to be new."
United States
Beth
The price is ￥18,986
￥38,942 total
includes taxes & fees
Sep 7 - Sep 8
Trail Side in the Heart of Winona Lake
A wooden deck with a table and chairs, overlooking a lake, surrounded by trees.

11. Lakefront Fun on Papakeechie - Kayaks & More!

Lakefront Fun on Papakeechie - Kayaks & More!
Syracuse
10.0 out of 10, Exceptional, (1 review)
"Beautiful location and views! The hosts have thought of everything a visitor might need. Only caveat, not for those with mobility issues due to steep walkway and interior stairs. Exceeded my expectations. Would absolutely stay there again."
United States
Karen E.
The price is ￥23,283
￥63,495 total
includes taxes & fees
Sep 7 - Sep 8
Lakefront Fun on Papakeechie - Kayaks & More!
A rustic log cabin with a porch and a stone foundation.

12. Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!

Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!
Goshen
9.6 out of 10, Exceptional, (19 reviews)
"Visited family and stayed a couple nights. Cozy place to stay. "
United States
Ken L.
The price is ￥28,127
￥62,867 total
includes taxes & fees
Sep 13 - Sep 14
Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!
A residential backyard with a patio, outdoor furniture, a barbecue grill, and a fenced area.

13. Biscayne Ln Retreat/Pool, Game Room & Wawasee Fun

Biscayne Ln Retreat/Pool, Game Room & Wawasee Fun
Cromwell
Biscayne Ln Retreat/Pool, Game Room & Wawasee Fun
A modern living room with a dining area, large windows, and a surfboard mounted on the wall.

14. Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom

Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom
Syracuse
10.0 out of 10, Exceptional, (2 reviews)
"Great views, spacious, clean home, responsive owner. "
United States
Bob T.
The price is ￥60,160
￥97,656 total
includes taxes & fees
Sep 21 - Sep 22
Premier Lake Wawasee Lakefront Home - Private Dock & Sandy Bottom
A covered swimming pool with a slide, surrounded by glass walls and a patio area.

15. Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras

Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras
Goshen
10.0 out of 10, Exceptional, (15 reviews)
"The host was so wonderful, accommodating and helpful during the entire process. The home was beautiful and fit our group well. The pool was nice and warm in the middle of winter! "
United States
Kala Y.
Indoor pool with 4-bedrooms in charming Goshen with WiFi and so many extras

16. Quiet cul-de-sac home near Syracuse

Quiet cul-de-sac home near Syracuse
Syracuse
The price is ￥25,002
￥31,502 total
includes taxes & fees
Sep 8 - Sep 9
Quiet cul-de-sac home near Syracuse
A modern kitchen with a dining table set for four, a built-in oven, and a large window providing natural light.

17. Indigo Hideaway | Romantic + Fire pit

Indigo Hideaway | Romantic + Fire pit
Nappanee
The price is ￥19,853
￥45,655 total
includes taxes & fees
Sep 7 - Sep 8
Indigo Hideaway | Romantic + Fire pit
A hot tub with a view of a grassy field and a cloudy sky.

18. | Hot Tub | Amish Farm Country | Pergola | Deck |

| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury
10.0 out of 10, Exceptional, (103 reviews)
"This was a warm and cozy stay! "
United States
Tim B.
The price is ￥18,100
￥42,983 total
includes taxes & fees
Sep 9 - Sep 10
| Hot Tub | Amish Farm Country | Pergola | Deck |

19. Best Views of Webster Lake! Paddleboards + Swimming

Best Views of Webster Lake! Paddleboards + Swimming
North Webster
10.0 out of 10, Exceptional, (2 reviews)
"Absolutely beautiful rental. We had such a wonderful time my son wants to come back again. Friendly people all around and beautiful sunrise we saw."
United States
John D.
The price is ￥71,723
￥165,176 total
includes taxes & fees
Sep 16 - Sep 17
Best Views of Webster Lake! Paddleboards + Swimming
A modern living room with a flat-screen TV, a sofa, a coffee table, and a blue patterned rug.

20. Dog-Friendly 2BR | Private Fenced Yard & Fire Pit | Walk to Village & Grace

Dog-Friendly 2BR | Private Fenced Yard & Fire Pit | Walk to Village & Grace
Winona Lake
10.0 out of 10, Exceptional, (1 review)
"Nice five minute walk to beach and restaurants. So excellent location. The added amenities were great as we used the provided pickel ball paddles and inflatable watercraft."
United States
Jonathan J.
The price is ￥27,503
￥59,330 total
includes taxes & fees
Sep 14 - Sep 15
Dog-Friendly 2BR | Private Fenced Yard & Fire Pit | Walk to Village & Grace
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.
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Top Milford Hotel Reviews

Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

10/10 Excellent
"The room was very clean and you didn't feel crowded. The staff were very kind and helpful. The breakfast was good and the staff there were very helpful and friendly. The restaurant was exceptional! A place I would visit over and over!"
Don 1-night trip
Posted 5 hours ago
Essenhaus Inn & Conference Center

Find out more about Milford

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Look no further and take a look at our great range of rental properties in Milford!

Frequently asked questions

Can I find a vacation rental in Milford?

Yes, there are vacation rentals close to the most popular sights in Milford, or you can go with a more remote option if you're looking for a relaxing stay.

What are some of the best vacation home rentals in Milford?

Trail Side in the Heart of Winona Lake: This vacation home rental outside of Milford is located on a lake and has a fireplace, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What can I see and do in Milford?

Dewart Lake and Lake Waubee are a couple of lovely local spots to get outside and enjoy nature. Lakeside Park and Syracuse Lake are a couple of places you'll find in the larger area.

What are vacation rentals like in Milford?

Vacation rentals are private accommodations you can book for several days or longer in Milford. Vacation rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a great option for a family trip.