Holiday houses in Crooked Lake

5 out of 5 average rating, 200 reviews

Farm stay in Vandalia

One of a kind•HotTub•Fire Pit• Private•Lux•Charm

*Escape the ordinary and experience rural country luxury *Whether sipping coffee at sunrise or star gazing the Grain Binn is the perfect blend of rest and charm *Situated on 70 acres with flowing creek *Pickle Ball court 1 mile from Binn *Fully stocked kitchen *Fireplace *Hot tub with towels provided * Firepit with firewood *Bird feeder for Bird lovers *King size bed with quality bedding *Forgot something? Got cha *In floor heat *Snacks *Walking trails *Good WIFI *Unplug and un

4.96 out of 5 average rating, 119 reviews

Home in Sturgis

Aframe; Lake; shared Hottub; pet friendly; low fee

Discover serenity at a charming A-frame retreat on Klinger Lake in Sturgis, Michigan. Just 20 minutes from Shipshewana, Indiana, less than an hour from Notre Dame, and 2 hours from Chicago, this remodeled A-frame nestles in a tranquil, wooded, golf cart-friendly community atop Pine Bluff. Enjoy peaceful walks or bike rides in this soothing enclave. Public lake access is conveniently across the road, down a few steps. Unwind in the hot tub next door, graciously hosted by your welcoming neighbors.

Superhost

Cottage in Angola

4.64 out of 5 average rating, 22 reviews

Copper Roof Lake Cottage on Crooked Lake

RELAX and Settle into this spacious two-story classic cottage right on the lake. Your family will enjoy the great views, peaceful surroundings, water activities, and quietness that comes with this spacious lot and back lot placed on a dead-end street. Located on Crooked Lake, Angola, Indiana, with 75" lake front, sandy beach area, and a 30 ft dock. OPEN Year Round. Free use of Rowboat, Paddle Boat, Canoe. PEAK SEASON requires a FULL WEEK to be rented, Fri (5pm) -Fri (noon) May 31-Aug 29. Thks.

Superhost

Bungalow in Angola

5 out of 5 average rating, 4 reviews

The Little Blue Bungalow

Come and unwind at this unique and tranquil getaway with Peek a Boo views of Crooked Lake. This adorable quaint cottage is directly across the street from the lake, so provides a great view. The giant screen room provides relaxing views of not only just the lake, but of the quiet wooded lot with many mature trees. Although lake access is NOT provided with this cottage, it is centrally located to many local lakes, boat ramps, beaches and more! All within a few minutes away by car or bike.

4.91 out of 5 average rating, 117 reviews

Home in Coldwater

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.

4.98 out of 5 average rating, 129 reviews

Cottage in Pleasant Lake

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.

Superhost

Home in Lake James

4.77 out of 5 average rating, 35 reviews

Million dollar view

Charming cottage overlooking Lake James meets mountaintop experience. Lake James living is filled with endless possibilities as it has 3 basins and is the 4th largest natural lake in Indiana. It is always a wonderful stay at this lake house with beautiful breathtaking views from all over the accommodation as well as the outdoor walk out spacious decks to view the lake and one concrete patio also with spectacular views. You will love the beauty and serenity of nature.

4.94 out of 5 average rating, 167 reviews

Home away from home

Relax with the whole family at this peaceful place to stay. This two bedroom home is very clean and peaceful with a nice outdoor patio and spacious living area. This has been completely remodeled with brand new furnishing. We are equipped for any quick last minute stays, but it’s also prepared for any long term stay needs as well. This is less than one mile from the city mound. It’s located on and bike trail that leads you to the beautiful Pokagon State Park.

4.99 out of 5 average rating, 333 reviews

Cabin in Middlebury

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.

4.97 out of 5 average rating, 173 reviews

Cottage in Fremont

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). Peaceful location located next to clear lake.

4.98 out of 5 average rating, 222 reviews

Home in Bronson

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.

4.9 out of 5 average rating, 115 reviews

Cottage in Lake James

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.

Holiday rentals for every style

Get the amount of space that is right for you

Cabins

Kick off your hiking boots at these rustic lodgings

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodation and amenities

Popular amenities for Crooked Lake holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Crooked Lake

5 out of 5 average rating, 9 reviews

Peaceful Lake Escape

MarcusRating, 5 stars9 months ago

John was absolutely great with communication and accommodating to the needs of our stay. The house was very nice. Everything was clean and well decorated. We felt very comfortable staying at this property. Location is perfect with nice access to the lake. The pictures did not do the lake access justice. If you are looking for a nice place to stay and enjoy some boating with the family this is it. The linens were very high quality and you could just tell they cared about their customers experience. A plus job to these guys. I could go on and on but if you are reading this just know you won’t be disappointed.

5 out of 5 average rating, 5 reviews

Crooked Lake Cottage

VirginiaRating, 5 stars11 months ago

Thank you, Matt & Andrea, for sharing your home with my family and I. We enjoyed the peaceful mornings and nights. The kids loved the lake and didn’t want to leave!

4.96 out of 5 average rating, 25 reviews

Home in Lake James

Waterside Wonder, All-Inclusive on water's edge

EmilyRating, 5 stars10 months ago

Had a girl’s weekend and there was plenty of space for everyone to sleep. Decor was stylish, plenty of seating arrangements, and plenty of outdoor activities. Beautiful house, great scenery, and owner was great communicator!

Cottage in Angola

4.5 out of 5 average rating, 4 reviews

Lily on Crooked Lake

NicoleRating, 5 stars2 days ago

The cottage was beautifully decorated, it's clear the owners put so much thought into every detail. Fresh flowers and muffins sitting on the counter waiting for us! The cottage was very clean, organized, and clutter free. The bunks were very comfortable and linens and pillows as well. The deck became our favorite place to sit, read a book, and enjoy a glass of wine. The view of the lake from the deck and even inside the cottage was mesmerizing. The hosts were very easy to communicate with and very friendly. The landscaping near the property was beautiful as ever! We felt welcomed and truly enjoyed our time here.

5 out of 5 average rating, 17 reviews

Cottage in Angola

Lakefront Cottage Getaway on Crooked Lake!

KaylenaRating, 5 stars7 months ago

Beautiful place to stay. Every time my mother comes to Indiana she wants a house right on the lake and she was absolutely in awe at how beautiful the house and views were. Check in was super easy, parking was good, house was very clean. My mother enjoyed sitting outside taking in the views. The house was plenty spacious for everyone. My mom is very excited to stay here in the future.

4.86 out of 5 average rating, 59 reviews

Cottage in Coldwater

Sam's Place

SabrinaRating, 5 stars3 weeks ago

It was everything we needed for a weekend getaway! The sunrises and sunsets were so beautiful and peaceful. We would absolutely return again anytime we need a getaway to relax. Thank you Christine!!!

Home in Lake James

4.73 out of 5 average rating, 15 reviews

Lake Life Vacations on James, 2!

AshleyRating, 5 stars10 months ago

Everything was perfect! The location was AMAZING! We would definitely stay again!❤️