
Holiday rentals in Jamestown
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Top-rated holiday rentals in Jamestown
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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.

Picket Fence Farm Private Guest Retreat Suite
Stay in a 2nd story private suite in a modern farmhouse where we reside on a family farm in Amish country. Guests have the entire 2nd floor: 2 bedrooms, a private bath, and a sitting room. You can watch Amish buggies drive by while you rock on the front porch, access shared patio spaces or sit by a creek. We have cows, goats & chickens. We're in the heart of Shipshewana Amish/Mennonite community, minutes from downtown Shipshewana & all it has. An authentic, comfortable country getaway.

Cozy Lakefront Cottage on Huyck Lake
Relax with the whole family at this peaceful, cozy place! 3 bedrooms 1 bath. Living room has a comfortable couch that pulls out into a bed along with additional seating. Full bath, kitchen, and laundry room are fully stocked for your comfort and enjoyment. Huyck Lake is a quiet, no wake lake. This house is perfect for a small to medium sized family or a romantic getaway. Master bedroom and guest bedroom have mounted TV’s. Family friendly. No to the following: pets, smoking, parties.

Lakeside Sylvan-Lake Rome City Cottage
Welcome to Sylvan Lake in Rome City, IN. Sylvan Lake is an all season ski lake wonderful for all boating, fishing, skiing, tubing, wave runners and even a swim from the dock. You have 60 feet of lake front with two docks to bring your lake toys or rent a pontoon for the day/weekend or week. Full size kitchen, laundry, two big smart tv's with cable and wifi. Small shed for storage, large deck, canoe for 3, fire pit & gas grill. Wedding, family, golfing or weekend away? Lakeside Sylvan!

Basement Apartment *conveniently near Shipshewana*
Come stay in our private-access, BASEMENT apartment, while you visit our town of Shipshewana. Our home sits in the middle of 7 acres of woods. We love it here, and we hope you do too! Our goal, as your hosts, is to provide you with a reasonably priced, cozy space, where you feel like you are visiting a friend, not staying at a high end hotel. Small touches set us apart like laundry and light breakfast/snacks provided for stays that include Sundays (coffee is ALWAYS on at this house)

Fox Lake Road Bungalow (Near Trine University)
This two bed two bath home is very new and fresh with brand new high-end furniture. From the 65” TV to the gas fire pit on the patio overlooking the small creek and woods you won’t feel more relaxed. We are five short blocks from Trine University and a short drive to the center of town and one of our 101 lakes. Fox Lake Road Bungalow is equipped with several smart home features keeping your check-in fast and simple. We would love to host you. Thank you for your consideration.

Peaceful 3-Acre Escape | Scenic & Central
Tucked away in the heart of the countryside, Sonrise Cottage is a cozy escape—where peace, relaxation, and adventure come together. Whether you're craving a romantic weekend, a fun-filled family stay, a quiet work-from-nature break, or a laid-back reunion with friends, this charming, secluded cottage is just the place. With its central location and year-round activities nearby, there's always something to explore—or simply take it slow and enjoy the stillness.

Jake's Lake Place w/pontoon rental
Jake's Place is on a private beautiful all sports lake (all DNR regulations apply) This is the perfect spot for your next family getaway. Spring feed lake, very clean and sandy bottom. This property has access to a second empty lot for additional yard. Multiple indoor and outdoor games, paddle boat, 4 kayaks and bond fire pit for relaxing after a great day on/in the lake. Jake's place faces the west for Gorgeous sunset viewing to end your day.

Luxury Lakehouse on Snow Lake
Lovely home (3300 square feet of living space) on Snow lake. Perfect for your spring, summer, fall or winter family vacation. It will sleep 14 in beds and 1 crib. We have 2 1/2 baths. It is beautifully decorated & furnished with everything you need for a fun getaway. Fully equipped upper end kitchen & outdoor gas grill. We have games, puzzles, books , children's toys, sound system, internet, WIFI, TV and DVDs for your indoor entertainment.

Lake Front Cottage on Iyopawa Island & Golf Course
This is a vacation property located on desirable Iyopawa Island, with Coldwater Lake on one side, and a regulation 9 hole golf course on the other. The house was recently refurbished. Fishing, Boating, Golfing, and Swimming, are literally right outside your door. We rent by the week for June through September starting on Sat. and Daily with a two day minimum the rest of the year. We are 5 miles North of the I-69, I-80 Interchange.

Relaxing Cottage Near Clear Lake
Relax and unwind at our peaceful cottage at The Mill District. You will love the views out of the floor to ceiling windows. Everything inside and outside the cottage was recently remodeled including a brand new bathroom. You and your guests will love the well manicured property. Feel free to explore the grounds and bring your photographer (No sitting fee for guests). Peaceful location located next to clear lake.

Water’s Edge-Hot Tub, Pet Friendly, No Fees
Tranquil lake living! The Water’s Edge is a great way to enjoy the lake. It is right on the water with kayaks, stand up paddle boards, and a canoe to venture out with. The hot tub accommodates 6 people. The sunroom has beautiful views as well as a couple of beds that can be used if the weather is nice. There is nothing better than falling asleep to lake sounds and a pleasant breeze! Please no college partyers.
Popular amenities for Jamestown holiday rentals
Other great holiday rentals in Jamestown

Fully Stocked Lake House

Charming Channel Cottage

Crooked's Comfort

Historical Home 10 min from Shipshewana, IN

The Bungalow at Jimmerson Lake

Cozy Cottage in the Park

Lakefront Fireplace Escape | Winter Cozy Sleeps 13

Ellie’s Place
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