Vacation rentals in Crooked Lake

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Top-rated vacation rentals in Crooked Lake

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Guest favorite

Guest suite in Angola

4.99 out of 5 average rating, 122 reviews

Cooks Cottage on James (Chef's Kitchen/Boat Tours)

Beautifully renovated lakefront cottage on the shores of Lake James with gorgeous sunset views, a sandy crystal clear swim area and dock space for your boat. Well appointed Chef’s kitchen stocked with all of your culinary needs. We offer private cooking classes and during the summer historical boat tours on Lake James. BOOK A WEEKEND STAY (11/29/24 THRU 2/23/25) AND RECEIVE A COMPLIMENTARY PASS TO POKAGON STATE PARK’S TOBOGGAN RUN AND FREE ENTRANCE TO THE PARK FOR ONE VEHICLE (A $30 VALUE)!

Guest favorite

Cabin in Shipshewana

4.97 out of 5 average rating, 365 reviews

Log Cabin

Are you looking for a quiet, relaxing and peaceful place to stay? Look no further, this little cabin is all that and more! These pictures do not do the cabin justice, we have heard this from so many guests that have stayed at our cabin! You will not be disappointed with your stay at our cabin. The kitchen is equipped with a stove, microwave, refrigerator and dishwasher. A front and back porch with beautiful views to drink a cup of coffee, read a book or relax! We hope you will come stay soon!

Guest favorite

Cottage in Rome City

4.97 out of 5 average rating, 211 reviews

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, washer and dryer, 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!

Superhost

Cottage in Coldwater

4.79 out of 5 average rating, 158 reviews

Lake Escape Cottage(waterfront, jacuzzi, parking)

Discover the perfect family escape at this cozy lakefront cottage. Start your mornings on the back deck with a cup of coffee, overlooking the tranquil waters. End your days by the firepit, creating cherished memories by the lake. Inside, you'll find a stocked kitchen, two bedrooms, and a luxurious jacuzzi bathtub. Feel at home with the convenience of a washer and dryer. Restaurants and grocery stores are mere minutes away, making this the ideal home away from home for your lake getaway.

Guest favorite

Cottage in Fremont

4.96 out of 5 average rating, 137 reviews

The Cottage at The Mill District

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). Sip a coffee and shop in our on-site boutique store (by appointment). Peaceful location located next to clear lake.

Guest favorite

Cottage in Pleasant Lake

4.98 out of 5 average rating, 123 reviews

Long Lake Cottage

Long Lake Cottage is on a 10 mph lake that is a pretty peaceful spot to relax. Enjoy bonfires, kayaking, fishing, and grilling at our place. Long Lake is a part of the Pigeon River chain that you can kayak along through multiple lakes. Less than 10 minutes from Angola (Trine University, Pokagon State Park, groceries, etc.). We hope you enjoy your stay! We have a strict cancellation policy, but we will refund you 100% of your stay if you do need to cancel 14 days before your arrival.

Guest favorite

Home in Angola

4.99 out of 5 average rating, 105 reviews

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.

Guest favorite

Home in Fremont

4.96 out of 5 average rating, 176 reviews

Luxury Lakehouse on Snow Lake

Lovely home (3300 square feet of living space) on Snow lake. Perfect for your summer 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.

Guest favorite

Rental unit in Howe

4.95 out of 5 average rating, 187 reviews

The Upper Room

A newly remodeled full above-garage apartment with private entrance and access to a one car garage with a secure key pad. Only 15 minutes from Shipshewana Trading Place which is home to the midwest's largest flea market, beautiful Pumpkinvine Nature Trail amid Amish inspired shops and cuisine. Minutes from Indiana toll road exit 121 this quiet wooded setting is a great choice for an extended stay or ideal for a special getaway.

Guest favorite

Home in Bronson

4.97 out of 5 average rating, 151 reviews

Water’s Edge-hot tub, pet friendly, fee free!

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.

Guest favorite

Tiny home in Shipshewana

4.93 out of 5 average rating, 212 reviews

Tiny House on the river

Our little house is on the river. You can kayak or canoe or fish, or swim! There is a small kitchen/grill outside and lots of room for kids to play or adults to relax and view the river! There are near by trails to walk on. If you get bored here Shipshewana is very near by and plenty of places to eat , shop or go to evening shows. Also the family’s flea market is tue and wed.

Guest favorite

Home in Angola

4.92 out of 5 average rating, 108 reviews

The Valor House on Crooked Lake

2,300 sq. foot, open concept, single family home with 50 feet of lakefront and lots of entertaining space. Located on the third basin of Crooked Lake. Multi-level deck space and large yard great for entertaining. Sand bar off the dock makes for a great swimming area. Wifi, large screen projector/cable TV/DVD/Netflix downstairs. Cable TV/DVD in all bedrooms.