
Cottage holiday rentals in Penn Township
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Top-rated cottage rentals in Penn Township
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Stone Lake Cottage Middlebury IN Boat Fish getaway
Located on beautiful Stone lake in Middlebury, IN. Crafts Amish antique auction fish swim lake relaxing. Bedding, towels, and personals/toiletries are provided. 2 queens, 1 twin, 2 double beds. Includes 3 BR/4 baths (detached 3rd BR CLOSED in winter), room for 6-8, AC, Smart TV, streaming services , WiFi, fireplace, lake, pier, kayak, paddle boat, grill, fire pit, dishwasher, toys for swimming, fishing, and 5 miles from Shipshewana/Middlebury. Min primary guest age is 21. Motel hotel

Vintage Romance Finds Cozy Charm at Depot Cottage
Convenience and luxury combine in this imaginative and engaging Cottage just steps away from the Historic Train Station in this Charming All-American town. Our Vintage Travel/Train themed Cottage has family friendly features, like a children's train playroom, working model trains, stocked kitchen, and a spacious enclosed backyard for four legged babies. With romantic features like a beautiful vintage soaking tub and 100% linen bedsheets we fit any vacation requirement. Walkable to all needs.

Escape to The Sunshine Cottage of Harbor Country!
Cozy up at The Sunshine Cottage of Harbor Country. Surrounded by award-winning beaches, state parks, wineries, and breweries this location boasts endless activities within a short walk, bike, and drive. With a large backyard and extended porch deck, the cottage offers outdoor fun and entertaining all summer long, or retreat for a cozy winter getaway. The cottage is in close proximity to Lake Michigan and Grand Mere State park - sand dunes, hiking trails, and nature adventures all seasons.

Cozy Nest, Lakefront, Dock, Kayaks, Pet Friendly
The Cozy Nest is an adorable three-bedroom, pet-friendly cottage with amazing views of a quiet, no-wake lake. Enjoy the stunning view while your cares melt away in the hot tub. The kitchen is fully stocked and ready for your use. Fiber optic wifi will keep you connected. There are two bicycles available for exploring the surrounding countryside as well as a canoe, 3 kayaks, and paddle boat to use on the water. Shipshewana is a quick 15-mile drive away through beautiful Amish countryside.

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!

Beach Bird Cottage- 5min walk to the lake! 3BR/1BA
Dear friends, Welcome to Beach Bird Cottage, situated on a quiet street with other vintage cottages in the heart of Union Pier. It is an easy 5-minute walk to an association beach. The cottage has many updates, including a new kitchen, bathroom, washer/dryer, outdoor shower and a wood stove. The master and second bedroom each have queen-size beds and the children's bedroom has two twin beds. Enjoy an early swim before breakfast or have an evening beach picnic under the sunset.

Hot tub open year round in modern/rustic cottage!
Kick back and relax in this rustic & stylish cottage that is surrounded by gorgeous landscaping on almost 2 acres in Harbert. Cherry Beach a 5 min drive, 15 mins to New Buffalo, & minutes to Greenbush, Infusco, Susan's & the new Out There wine bar! Perfect place if you seek peace & quiet - play a record, hit the hot tub, read a book in screened in porch or hammock, hang out by the firepit or jump on one of the 4 bikes! So close to boutiques, coffee shops and cute restaurants!

Beautiful Skinner Lake View Cottage
Private vacation home with a beautiful view of Lake Skinner. Waterfront access for fishing or taking the paddle boat out (seasonal). This cottage has all the basic amenities to make your stay comfortable. From the warm fire place to the spacious deck and 3 seasons room, you can enjoy this place anytime of the year. The full kitchen makes this place perfect for a week long getaway! A short twenty minute drive to Auburn and under an hour drive to Fort Wayne and Shipshewana.

Lake House 11 miles from Notre Dame
This ranch style with walkout is located on beautiful Barron Lake just 11 miles from Notre Dame. Our home has been recently renovated, perfect for entertaining. There are two fully furnished levels including 3 bedrooms, 2 baths, 2 Family Rooms, and 3 indoor eating spaces. Enjoy the sandy beach and lake for fishing and water sports. Patio has tables, chairs & loungers. By reserving and staying at this property you assume all risk for yourself and your guests.

Water's Edge Escape
Charming 1940’s lakeside cottage is cozy, updated & bright! Fish, swim, kayak or paddle board in spring fed waters. Our humble home has just enough room for you to steal away with those you love. Relax with two bedrooms and a sleeper sofa. Enjoy your morning coffee on the deck overlooking the lake, you may even catch a glimpse of a swan family or Blue Heron. Enjoy seasonal fruit farms, local wineries/breweries or explore nearby St. Joseph or South Haven!

Cottage Escape cozy getaway for two, Clean, Quiet
This charming, semi-private cottage, set in a quiet country location is perfect for your next getaway. Small kitchenette with sink, fridge and microwave provides you with kitchen basics. PLEASE NOTE: there is no stove/oven in this room. Bathroom is equipped with all the necessities plus extras like a two person shower with rain fall shower head. Outside is a 2-3 person hot tub along with a beautiful pergola with string lights and adirondack chairs.

Van Auken Lake cottage rental
This cottage ambiance is quiet and relaxing. You have the option of relaxing on the deck, kayaking on the lake, or driving a short distance to Lake Michigan. You can sit by the fire and enjoy the night sounds, or relax inside with a book or play a game together. We have quiet when you want to relax and fun towns and beaches when you are ready for exploring. It offers you a comfortable visit to a great area of Michigan.
Popular amenities for cottage rentals in Penn Township
Cottage rentals with a hot tub

The Cottage of Harbor Country - Close to it all!

B's Retreat: Hot Tub & 10-min walk to Beach!

Harbor Country Michigan Hide-Away

The Lemonade Cottage, New Buffalo. Walk to beach!

Beach Bliss | Pet Friendly W/Hot Tub Near Lake MI

Cottage near Hagar Beach Pet friendly with Hot tub

Cozy Lakefront Tiny Home w/ Hot Tub

Charming, stylish, lake home w/pool
Pet-friendly cottage rentals

Bright & Warm by Warren Dunes Maple St Beach House

Lake Bluff cottage, Unforgettable view and sunsets

Jungle Arcade, Boat Pickleball Golf, Gas Fire, WFH

New Buffalo retreat - Perfect year-round getaway!

Cedar Lake Knotty Cottage Pontoon for Rent 2025

Twin Cottage B- Walk to Beach & Town!

"The Pines" in Union Pier: Year-round getaway

Camp Wanderlust-Cozy lodge-20 minute walk to beach
Private cottage rentals

Klinger Lake Home All Sports Lake Four Bed/2 Bath

Cozy. Clean. Spring Special: Book 2 Get 1

Secluded Private Beach: The Point at Fishers Lake

Paw Paw Lake - #1 Huron - Boutique Cottage!

Sunset View Lake Cottage

Secret Garden Cottage

Cheerful 2 bedroom cottage with vintage vibes!

Farmhouse Retreat Near Lake Michigan and Wineries
Destinations to explore
- Chicago Holiday rentals
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- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Downtown Chicago Holiday rentals
- Southern Indiana Holiday rentals
- Detroit Holiday rentals
- Louisville Holiday rentals
- Columbus Holiday rentals
- Cleveland Holiday rentals
- Cincinnati Holiday rentals
- London Holiday rentals
- Warren Dunes State Park
- University of Notre Dame
- Bittersweet Ski Resort
- Potato Creek State Park
- Silver Beach Carousel
- Grand Mere State Park
- Gun Lake Casino
- 12 Corners Vineyards
- Fenn Valley Vineyards
- Woodlands Course at Whittaker
- Blue Gate Restaurant & Bakery
- Benton Harbor St Joseph Ymca
- Silver Beach Park
- Gilmore Car Museum
- Potawatomi Zoo
- Jean Klock Park
- Van Buren State Park
- Four Winds Casino
- New Buffalo Public Beach
- Shady Creek Winery
- Tiscornia Park
- Weko Beach
- Studebaker National Museum
- Four Winds Casino




