Vacation rentals in Milford

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Top-rated vacation rentals in Milford

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Guest favorite

Home in Winona Lake

4.99 out of 5 average rating, 285 reviews

Off The Beaten Pass -on Greenway .3 mi Beach/Park

Charming home nestled on Greenway Trails in historic Winona Lake, IN. Completely renovated in 2017 with cozy living space. Walking/biking distance to Beach, Park, Playground, Splash Pad, Tennis Courts, Basketball Court, Volley Ball Court, The Village shopping & restaurants, Grace College. Beautiful sunsets from the beach! Perfect for couples, solo adventurers, business travelers, small families, mountain bike get-aways, cross-country skiing, weekend tailgating Notre Dame Football games, etc!

Aug 21 – 28

G$25,297 GYD per night

Guest favorite

Apartment in Goshen

4.96 out of 5 average rating, 735 reviews

Half-Moon Cottage

Enjoy privacy in this beautifully handcrafted cottage with arched ceilings. The cottage is 2 miles from downtown Goshen - a vibrant small town with restaurants and shops. It's 1 mile from Goshen College, 45 minutes from Notre Dame and 25 minutes from the Amish town of Shipshewana. The cottage is beside a fruit, nut and berry orchard and gardens. It's adjacent to a city bike trail that links to the Pumpkinvine nature/bike trail. It's close to a train crossing (with whistle) and a busy street.

Feb 26 – Mar 5

G$17,290 GYD per night

Guest favorite

Apartment in Elkhart

4.97 out of 5 average rating, 411 reviews

Whispering Pines

This beautiful, relaxing guest space is a self-contained basement apartment with with its own entry stairway from the inside of the garage. Totally remodeled in the summer of 2018, it is complete with a full kitchen and cooking essentials. The host couple occupy the main level of this large ranch home, but the basement is dedicated for guest usage. Guests can come and go through a coded entry door into the garage. Use of the back yard, with all its amenities, is available when pre-arranged.

Mar 3 – 10

G$17,494 GYD per night

Guest favorite

Guest suite in Goshen

4.97 out of 5 average rating, 265 reviews

Lofty Spaces, entire upper level, 5 mi from town

Stay in our redecorated entire upstairs level with pass-coded private entry to come and go as you please. Queen bed in the primary bedroom, a double in the second bedroom. (2 cots can be set up for any youth). Full bath with tub and shower, TV room with Kuerig, microwave, mini frig, and back wood’s view. Relax on front porch. Short walk to Fairgrounds and Pumpkin Vine trail. Close by places to eat. Notre Dame is 45 mins away. Shipshewana -40 mins. 60 miles to Lake MI. 3 hr drive to Chicago.

Oct 29 – Nov 5

G$12,476 GYD per night

Guest favorite

Cottage in Milford

4.96 out of 5 average rating, 172 reviews

Crown Cottage| Lake Front| *20 min to Warsaw*

Crown Cottage is a beautiful retreat; we are lakefront with a private pier & unobstructed views. The cottage has been a decade-long summer project for our family - a labor of love as we modernized without losing the quaint nostalgia. Our guests will enjoy a fully equipped kitchen and a spacious living area with simple furnishings. We invite you to relax and enjoy the serene panoramic views of the lake or venture out to swim in the clear waters. Includes all bed linens & towels. See Photos.

Oct 7 – 14

G$36,108 GYD per night

Superhost

Home in Goshen

4.87 out of 5 average rating, 115 reviews

Secluded, Sunny 2 bedroom Retreat in the Woods

Relax with the whole family at this peaceful place to stay surrounded by nature. Tucked away down a wooded lane and surrounded by trees, yet a quick drive into Goshen. Settle in with a full kitchen, jacuzzi tub, and beautiful deck to enjoy the view. Or enjoy visits to the Old Bag Factory (2 minutes), Notre Dame (35 minutes), Amish town of Shipshewana (25 minutes), and Goshen College (10 minutes). Bike trails leading to Elkhart and Shipshewana can be access less than 1/2 mile from the home.

Aug 1 – 8

G$34,212 GYD per night

Guest favorite

Cabin in Goshen

4.92 out of 5 average rating, 145 reviews

Tiny home log cabin at the pines

Nurture your most important relationships at this peaceful authentic log cabin, built in 2022, set halfway in the long lane of our 18 acre property. Enjoy privacy with the massive pine trees behind you. Relax on the front porch and watch the sunset beyond the horse pasture and cornfields. The cabin boasts Wi-Fi, TV screen w options,a soaker tub, queen bed, recliners with heating feature, a full kitchen stocked with pots and pans, a washer and dryer. Everything you need for a longer stay.

Sep 10 – 17

G$22,542 GYD per night

Guest favorite

Cottage in Syracuse

4.95 out of 5 average rating, 118 reviews

Sunny channel front cottage on Lake Wawasee

Huge open concept with plenty of light. Take a .23 mile walk to our private beach, lounge by the pier, or rent a boat and head to the best sand bar in the Midwest. Lake Wawasee is the largest natural lake in Indiana. It offers great skiing and fishing, 3 restaurants you can enjoy by boat and the best sunrise/sunset boat cruises you can imagine. The house is only 5 minutes from either Syracuse or North Webster to check out the local shopping boutiques and farmers markets.

Dec 24 – 31

G$27,634 GYD per night

Guest favorite

Home in Warsaw

4.93 out of 5 average rating, 316 reviews

Renovated Home Near Popular Restaurants & Shops

Welcome to this renovated 3 Bedroom/1 Bathroom home located near major employers, popular restaurants and shops and a short walk to the Village of Winona, Grace College and the hiking/biking trails. The home is ~850 sq ft and offers off street parking, on-site laundry facilities , wi-fi, Netflix, and much more. You can check yourself in and I will be available to answer questions you have via phone. I'm certain you will enjoy this sweet little home and all it has to offer!

May 23 – 30

G$23,892 GYD per night

Guest favorite

Guesthouse in North Webster

4.98 out of 5 average rating, 205 reviews

Modern Webster Lake cottage

This home has a great floor plan for 2-4 people with a small loft bed for a youngster. It has all the comforts of home, including high end kitchen accessories and in-unit washer and dryer. Softener and reverse osmosis filter for great water. Great maple hardwood floors and a front deck for outdoor barbecuing. Parking for 3 cars right outside and a shed with lots of amenities including bikes and hammock for recreation and relaxing.

Nov 27 – Dec 4

G$19,044 GYD per night

Guest favorite

Guest suite in Goshen

4.96 out of 5 average rating, 164 reviews

Colorful Country Apartment

Peaceful get-away in the country. Rich colorful apartment ideal for an extended business trip or just for fun. Five to ten minutes from an eclectic mix of dining options and bustling art/artisan scene in downtown Goshen. Walking/biking trails are 1.5 mi. away. Bike trails are also available in Goshen and extend all the way from Elkhart to Shipshewana. We're two minutes from Goshen Airport.

Oct 21 – 28

G$17,117 GYD per night

Guest favorite

Guest suite in Goshen

4.97 out of 5 average rating, 263 reviews

Duplex on a quiet cul-de-sac--lower level only

Enjoy the privacy of the large lower level suite in a quiet neighborhood. We are within walking distance of Goshen College, Greencroft, a Vietnamese restaurant, and a great deli. A 45 min drive to Notre Dame, 20 min to Middlebury, 25 to Nappanee, 25 min to Shipshewana. All local tourist places. A few min from historic downtown Goshen with unique restaurants, breweries, and shops.

Nov 25 – Dec 2

G$18,068 GYD per night