
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

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, washer and dryer, 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!

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.

Lake house in Lawton
Welcome to Bankson Lake! The water/fishing is great and the wineries are nearby! Try our cozy 3 bed, 2.5 bath home complete with amazing waterfront views and a fire pit down by the water; easily sleeps 9+. There are great wineries, breweries, and apple orchards close by and we're only 2 hours from Chicago. There's a row boat, 2 kayaks, and paddle board available. We have min 6 night stay for summer months that is strict unless dates are <3 wks out. Feel free to reach out with any questions!

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.

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 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!

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.

Just 1 Mile to Lake Michigan
leisurely mile from 🐩 friendly Lake Michigan beach, HOT TUB 🥵 AVAILABLE! our stylish home offers a perfect blend of comfort and charm. 3 bedrooms, 1 bath, charcoal grill, picnic table and Wi-Fi. Unwind in the hot tub on crisp evenings under starlit skies. Explore local wineries, parks, lakes, and quaint shops, or dine at nearby restaurants. Relax on the stunning beaches and enjoy the tranquility of our quiet country setting. 15 minutes from St. Joseph and 18 from South Haven.

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.
Popular amenities for Penn Township cottage rentals
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

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

Hot tub! Red Tin Cottage of Harbor Country!

A hideaway retreat on a private lake for relaxing.

Designer Cottage Relax Pool Beach & Spa—Windjammer

Lakefront Home On All-sports Long Lake
Pet-friendly cottage rentals

Northwind Llama retreat 'Loft Cottage'

The Koi Cottage - Union Pier- Dog Friendly!

Jungle Arcade, Boat Pickleball Golf, Gas Fire, WFH

Webster Lakefront Updated Studio with Pier & Deck

Cedar Lake Knotty Cottage Pontoon for Rent 2025

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

Camp Wanderlust-Cozy lodge-20 minute walk to beach

Cottage with Character
Private cottage rentals

Newly renovated Sister Lakes 3BR Cottage

Cozy Little Aframe

Barron Lake front Cottage. Notre Dame Nearby!

South Haven/Saugatuck-Walkto Private Lake MI Beach

Romantic 1 BR Lakeside Cottage w/ KING BED

Paw Paw Lake - #1 Huron - Boutique Cottage!

Sunset View Lake Cottage

Best sunsets from new covered deck
Destinations to explore
- Chicago Holiday rentals
- Downtown Chicago Holiday rentals
- Northeast Ohio Holiday rentals
- Platteville Holiday rentals
- Indianapolis Holiday rentals
- Detroit Holiday rentals
- Southern Indiana 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
- Silver Beach Carousel
- Potato Creek State Park
- Bittersweet Ski Resort
- Battle Creek Country Club
- Woodlands Course at Whittaker
- The Dunes Club
- Point O' Woods Golf & Country Club
- Lost Dunes Golf Club
- Elcona Country Club
- South Bend Country Club
- Kennedy Water Park
- Warren Golf Course
- Fenn Valley Vineyards
- Full Blast
- Cogdal Vineyards
- 12 Corners Vineyards
- Dablon Winery and Vineyards
- Shady Creek Winery




