
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.

Cottage near Hagar Beach Pet friendly with Hot tub
•Brand New Nordic Hot Tub• •September 2023 • Gather with family or meet with friends, there's plenty of room to stay the weekend. The inside of the home has refinished hardwood flooring throughout from the 1930's. The entire home is newly renovated giving it a classic Lake Michigan vibe. Only a few hundred feet from Lake Michigan's shoreline and one mile to pet friendly Hagar Park, there's a playground for the kids and plenty of beach to lay around on and enjoy with family and pet's.

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.

Cozy Lakefront Tiny Home w/ Hot Tub
Included in your stay are: 2 kayaks 2 paddle boards Hot tub - available year round Paddle boat Fishing poles Gas grill w/ propane Fire pit Private dock Pickle ball paddles/balls for Martin Kenney Memorial Park *See amenities section for complete list. This cottage rests on the shores of Diamond Lake in Wawaka, IN. The lake is a quiet 10 mph lake perfect for fishing, kayaking, swimming or just enjoying time away. Come enjoy this relaxing retreat with great views and a cozy atmosphere.

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!

Cozy Sawyer Beach Cottage walk to Warren Dunes
Beautiful renovated beach cottage on a quiet tree-lined street. Private comfortable home perfect for a winter weekend away! Enjoy the best of Pure Michigan, 2 mi from Sawyer & 0.5 mi to Warren Dunes State Park. Plenty of outdoor space to play, skylights to soak up the natural light and central to wineries, restaurants and the Dunes. Grab local farm fresh produce, s’mores for the firepit and a local natural wine to sip as you watch the sun set from the huge back deck and large backyard.

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.

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.
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

Quaint Cottage: guests rave clean; cozy; quality

J’s Beach House: Hot Tub & short walk to beach!

Designer Cottage Relax Pool Beach & Spa—Windjammer

Hot tub open year round in modern/rustic cottage!
Pet-friendly cottage rentals

Northwind Llama retreat “Chicken coop”

The Koi Cottage - Union Pier- Dog Friendly!

Jungle Arcade, Boat Pickleball Golf, Gas Fire, WFH

New Buffalo retreat - Perfect year-round getaway!

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

Twin Cottage B- Walk to Beach & Town!

Pet-Friendly Cozy Lake Cottage + Kayaks!

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

Koontz Lake Indiana Cozy Cottage (Lakeview)

Family Lake Getaway • 3BR • Near Beach & Wineries

Green Acres

Barron Lake front Cottage. Notre Dame Nearby!

Sunset View Lake Cottage

Best sunsets from new covered deck

Cedar Lake Knotty Cottage Pontoon for Rent 2025

Live & Love Life on the Lake at Sunset Cottage!
Destinations to explore
- Chicago Holiday rentals
- Northeast Ohio Holiday rentals
- Platteville Holiday rentals
- Downtown Chicago Holiday rentals
- Indianapolis Holiday rentals
- Southern Indiana Holiday rentals
- Detroit Holiday rentals
- Columbus Holiday rentals
- Louisville Holiday rentals
- Cleveland Holiday rentals
- Cincinnati Holiday rentals
- London Holiday rentals
- 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
- Blue Gate Restaurant & Bakery
- Jean Klock Park
- Fenn Valley Vineyards
- Gilmore Car Museum
- Potawatomi Zoo
- Four Winds Casino
- New Buffalo Public Beach
- Silver Beach Park
- Benton Harbor St Joseph Ymca
- Van Buren State Park
- 12 Corners Vineyards
- Gun Lake Casino
- Four Winds Casino
- Tiscornia Park
- Studebaker National Museum
- Weko Beach
- Four Winds Field




