
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.

The Channel House @ Hoffman Lake
2 bedroom 2 bathroom cottage that is located on Hoffman Lake Channel. The Channel House is great for fishing right out of the back door. Conveniently located a drive from Warsaw, IN and several smaller towns. Bring nothing to this fully furnished cottage except your clothes and plan for fun. On site drive way parking, laundry, garage with pool table, darts, & air hockey. Several activities inside and out. Fire pit, outdoor seating and lounge chairs. We live nearby & can assist your stay!

"The Pines" in Union Pier: Year-round getaway
Under towering pine trees that feel more like the Northwoods, you're in the heart of Harbor Country. About 1.25 miles from the shore, minutes from New Buffalo & Three Oaks. Updated cabin-style home offers rustic feel with luxury comforts & highspeed WiFi, and great indoor & outdoor space. Garage plus additional parking. Enjoy the area's beaches, restaurants, outdoor activities, breweries & wineries. Southwest Michigan at it's best! Please see policies for pets & children in house rules.

Honeyville Cottage
Escape from the hustle of daily life in the heart of Amish country. Step into this quaint cottage and leave your worries at the door. Soak your cares away in the cast iron claw foot tub or relax on the patio watching the neighbors horses run. Bicycles are available for a stroll through back country roads. Play games around the kitchen table. Take a trip into town for fresh baked Amish goods, a traditional Amish dinner or shopping. At night you can grab a blanket and lay under the stars.

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!

Charming Cottage on the Lake
This charming family cottage on beautiful Lake of the Woods is a perfect, Pure Michigan getaway — summer, fall, winter or spring. With bright, light-filled rooms, original hardwood floors and updated bedrooms and bath, all views point to the beautiful lakefront with 180-degree views. Enjoy the hot tub in the cooler months or the shared pier and swimming in the warmer months. No matter how you spend your time here, you will leave refreshed and recharged at this peaceful family respite.

Peaceful, relaxing and cozy vintage style cottage
Nestled in the heart of Amish country, this charming cottage has everything you need for a relaxing getaway at the lake. Vintage style cottage features a private back yard with a fire pit, deck with a picnic table and grill for your enjoyment. Free firewood, two kayaks and canoe for boating on the no wake lake. The property is located across the street from the lake, it includes lake access and a shared pier. Visit Shipshewana and enjoy all this quaint small town has to offer.

Hot tub! Red Tin Cottage of Harbor Country!
Welcome to The Red Tin Cottage of Harbor Country! Nestled in a quiet, rural setting Red Tin is a character-filled, country-chic escape in beautiful Southwest Michigan. Within minutes of award winning beaches, golf courses, wineries, breweries, and restaurants you can be close to it all and retreat back to peace. Take a dip in the hot tub on a starry night, relax in the claw foot tub after a day of play, or enjoy stories around the firepit with family and friends. Come gather!

Perfect ND Location! Corner of ND Ave & Angela Blv
Enjoy the best of the area in this cozy private apartment suite literally across the street from the University of Notre Dame. With its own entrance, full kitchen, washer/dryer, and more, it’s the perfect home base for game days or any campus visits. The charming home has plenty of character, and we appreciate guests who help care for it. Walk to the Golden Dome, Grotto, Stadium, downtown South Bend, and Eddy Street Commons—you can’t stay closer to the heart of Notre Dame.

The Wildwood Cottage, private lake access
New for summer 2023, private lake access across the street on Little Crooked Lake! Peaceful, 2-bedroom cottage in the heart of Sister Lakes, Michigan. Fully renovated in 2021, this cottage features a large deck overlooking trees and a partial view of Little Crooked Lake. Eat-in kitchen, Weber charcoal grill, Adirondack chairs, and patio dining for 6. Walking distance to The Strand and Sister Lakes Brewing Company. 17 miles to Lake Michigan and 30 miles to Notre Dame.

Northwind Llama retreat “Chicken coop”
Tucked away on a peaceful working llama retreat—voted the #3 stay in the state of Michigan—this charming efficiency suite offers a cozy retreat surrounded by nature. The thoughtfully designed space features ample seating for relaxing after a day outdoors with a convenient kitchenette. Step outside to not one, but two private gardens. A truly unique and tranquil getaway that blends comfort with award-winning countryside charm.
Popular amenities for Penn Township cottage rentals
Cottage rentals with a hot tub

The Cottage of Harbor Country - Close to it all!

The Lemonade Cottage, New Buffalo. Walk to beach!

Harbor Country Michigan Hide-Away

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

Quaint Cottage: guests rave clean; cozy; quality

J’s Beach House: Hot Tub & short walk to beach!
Pet-friendly cottage rentals

Green Acres

Modern Lakehouse | Dock | Firepit | Kayaks | BBQ

Pokagon - Cozy Cottage | LakeViews | Beach Access

The Koi Cottage - Union Pier- Dog Friendly!

Jungle Arcade, Boat Pickleball Golf, Gas Fire, WFH

Nauti Cottage-Minutes from St Joe-Dog Friendly

Webster Lakefront Updated Studio with Pier & Deck

Cedar Lake Knotty Cottage Pontoon for Rent 2025
Private cottage rentals

Cozy Riverside Cottage Retreat - SKI TRIP

Cozy. Clean. Great for couples & small families

Family Lake Getaway • 3BR • Near Beach & Wineries

Barron Lake front Cottage. Notre Dame Nearby!

Lonnie's Private Eco Cottage with Lake & Trails

Sunset View Lake Cottage

Gray Goose Cottage-Lake life and so much more.

Lakefront Home On All-sports Long Lake
Destinations to explore
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- Warren Dunes State Park
- University of Notre Dame
- Bittersweet Ski Resort
- Silver Beach Carousel
- Potato Creek State Park
- Grand Mere State Park
- Woodlands Course at Whittaker
- Jean Klock Park
- Fenn Valley Vineyards
- Blue Gate Restaurant & Bakery
- Potawatomi Zoo
- Silver Beach Park
- Gilmore Car Museum
- Four Winds Casino
- New Buffalo Public Beach
- Benton Harbor St Joseph Ymca
- Van Buren State Park
- 12 Corners Vineyards
- Weko Beach
- Four Winds Casino
- Studebaker National Museum
- Tiscornia Park
- Gun Lake Casino
- Four Winds Field




