Cottage holiday rentals in Penn Township

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Top-rated cottage rentals in Penn Township

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Top Guest favourite
Cottage in Middlebury
4.82 out of 5 average rating, 322 reviews

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

Guest favourite
A cozy sleeping area features a spacious bed with a soft, textured throw blanket draped over it. An antique world map hangs above the bed, complemented by warm pendant lights. A decorative pillow adds an inviting touch to the arrangement.
Cottage in Dowagiac
4.87 out of 5 average rating, 121 reviews

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.

Guest favourite
A well-maintained single-story home is seen alongside a spacious driveway leading to a two-car garage. The home features a charming front porch and neatly landscaped yard, with green grass surrounding the property and trees lining the background.
Cottage in Benton Harbor
4.9 out of 5 average rating, 238 reviews

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.

Guest favourite
A spacious screened-in porch is adorned with comfortable seating and decorative pillows. Large windows allow natural light to fill the area, while a decorative table at the center holds a selection of refreshments. The serene view of the surrounding landscape enhances the inviting ambiance.
Cottage in Sawyer
4.97 out of 5 average rating, 177 reviews

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!

Guest favourite
A tranquil lake scene at sunset is captured, showcasing the water's mirror-like surface reflecting soft hues of pink and orange. Lush trees line the horizon, and hints of clouds add texture to the serene sky.
Cottage in Howe
4.93 out of 5 average rating, 113 reviews

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.

Top Guest favourite
A serene lakeside view is presented at dusk, featuring calm water reflecting soft colors of the sunset. A fire pit is positioned on a grassy area adjacent to the water, while a wooden dock extends into the lake, perfect for leisure activities.
Cottage in Albion
4.96 out of 5 average rating, 142 reviews

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.

Guest favourite
Cottage in Benton Harbor
4.87 out of 5 average rating, 209 reviews

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!

Guest favourite
A spacious cottage is surrounded by tall trees, offering shade and a relaxing environment. A large deck extends from the back, while a fire pit area with Adirondack chairs sits on the grassy lawn, inviting outdoor gatherings.
Cottage in Dowagiac
4.96 out of 5 average rating, 133 reviews

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.

Guest favourite
A cozy outdoor seating area is illuminated by string lights at night. Two wicker chairs and a sofa are positioned on a wooden deck, surrounded by lush greenery. A hanging chair gently sways nearby, adding to the inviting ambiance.
Cottage in Benton Harbor
4.93 out of 5 average rating, 115 reviews

Lake Bluff cottage, Unforgettable view and sunsets

We have recently renovated and brought this charming cottage, located less than 10 mins to the heart of St. Joes, back to life! It is perched atop a beautiful bluff, high above the Lake Michigan shores- highlighting expansive views and stunning sunsets. Come stargaze with us (starting this spring) at our wonderful Lake Michigan Cottage. Bring your fur baby to enjoy the getaway! ($150 pet fee) 5 night minimum for Holiday weeks (Thanksgiving, Christmas, 4th of July)

Top Guest favourite
A well-maintained lakefront property features a spacious lawn and access to sandy beach. A kayak is tied to the dock, and outdoor furniture, including tables and umbrellas, is arranged on the patio. Tall trees provide shade near the house, enhancing the relaxing atmosphere.
Cottage in Niles
4.98 out of 5 average rating, 125 reviews

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.

Top Guest favourite
A charming cottage is set against a serene lakeside backdrop. A welcoming sign greets visitors, framed by lush greenery and flowering shrubs. A paved pathway leads to the entrance, with a white picket fence enhancing the cozy, inviting atmosphere.
Cottage in Paw Paw
4.94 out of 5 average rating, 154 reviews

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!

Guest favourite
The charming cottage is nestled among trees, featuring a metal roof and wooden exterior. A small covered porch with sheer curtains surrounds the hot tub, while a pergola with string lights stands nearby, accompanied by adirondack chairs and a neatly arranged firewood stack.
Cottage in Goshen
4.94 out of 5 average rating, 574 reviews

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.

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