Vacation rentals in Crooked Lake

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.

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.

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. While this could just be a cozy place to crash for a night, it can also be a private cooking class followed by a relaxing sunset cruise on Lake James.

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.

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

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.

Hilltop Bungalow on Jimmerson Lake

Welcome to Hilltop Bungalow at Jimmerson Lake! ✨ Relax, recharge, and reconnect at this cozy lake-view retreat. Enjoy lake-life surroundings, warm interiors, and a comfortable space to unwind or gather with loved ones. Just 1.3 miles from public lake access—perfect for pontoon and jet ski rentals.🚤 The space sleeps 6–9 comfortably with all the amenities you need for a peaceful getaway.

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.

The Steel Oasis-Container Home w/ Hot Tub!

Welcome to our modern shipping container home, tucked away in a 3 acre section of woods. This 40 foot high cube has been transformed into the perfect place to allow you to relax and escape reality. This Oasis includes everything from a hot tub, fire pit, and dual sided fireplace. The details are unmatched.