Vacation rentals in Sherwood

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Top-rated vacation rentals in Sherwood

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Top guest favorite

A welcoming entrance to the log home is framed by manicured grass and landscaped flower beds. The wooden porch offers a spacious area for relaxation, while the surrounding trees provide a natural, serene backdrop. Colorful flowers dot the garden, enhancing the outdoor appeal.

Guest suite in Cassopolis

4.99 out of 5 average rating, 378 reviews

The Hideaway on Mitchellii Lane

A completely furnished apartment in the basement of our log home (our main residence) on 5 acres of woods above beautiful Shavehead Lake. Entrance into the apartment through a screened in porch and double French doors provides privacy and space to relax and enjoy the beautiful outdoor landscape. A large egress window allows natural sunlight into the bedroom on the opposite side of the wall from the kitchen/dining room/living room. High speed internet & YouTubeTV provide entertainment options.

Top guest favorite

The house features a distinctive curved design with large glass windows that reflect warm light, surrounded by lush gardens and greenery. The outdoor space showcases blooming flowers and well-maintained landscaping, creating a serene setting amid nature.

Home in Galesburg

5 out of 5 average rating, 151 reviews

Frank Lloyd Wright's The Meyer House

Seize this opportunity to stay in a Frank Lloyd Wright treasure! Mahogany accents have been meticulously restored, and the gardens are in full bloom throughout the season. Awarded the Seth Peterson Cottage Conservancy's 2019 Visser Award for Outstanding Restoration of a FLW House and the 2021 Wright Spirit Award in the private category. Once your reservation is confirmed you will need to provide your email in order to receive the house manual and contact information for the house manager.

Guest favorite

A welcoming front porch features two rocking chairs positioned beside a small decorative table, adorned with bright pink flowers. Lush greenery is visible in nearby planters, while sunlit windows with green shutters complete the charming country setting.

Guest suite in Shipshewana

4.97 out of 5 average rating, 519 reviews

Picket Fence Farm Private Guest Retreat Suite

Stay in a 2nd story private suite in a modern farmhouse where we reside on a family farm in Amish country. Guests have the entire 2nd floor: 2 bedrooms, a private bath, and a sitting room. You can watch Amish buggies drive by while you rock on the front porch, access shared patio spaces or sit by a creek. We have cows, goats & chickens. We're in the heart of Shipshewana Amish/Mennonite community, minutes from downtown Shipshewana & all it has. An authentic, comfortable country getaway.

Guest favorite

The entrance features a welcoming porch with a white picket fence. A wooden chair and a small table are positioned beside the door, while flower beds with pink and purple blooms enhance the pathway leading to the front door.

Home in East Leroy

4.92 out of 5 average rating, 157 reviews

The Sanctuary of Sonoma Lake

Kick back and relax in this calming, stylish home nestled in a quiet neighborhood. Our lovely retreat offers a relaxing getaway with a beautiful backyard featuring zen-like landscaping and ample outdoor seating. Enjoy the tranquility and find inspiration in our dedicated workspace for remote working. Just steps away from a picturesque lake, it's the perfect escape for those seeking a peaceful home away from home. Book your stay now and experience the perfect blend of comfort and relaxation.

Guest favorite

A wooden dock extends along a calm canal, with reflections of trees lining the water's edge. The early morning light casts a soft glow on the serene surface, enhancing the tranquil setting. Boats can be seen docked nearby, adding to the peaceful atmosphere.

Home in Coldwater

4.81 out of 5 average rating, 193 reviews

Lake Escape Cottage (waterfront, jacuzzi, parking)

Discover the perfect family escape at this cozy lakefront cottage. Start your mornings on the back deck with a cup of coffee, overlooking the tranquil waters. End your days by the firepit, creating cherished memories by the lake. Inside, you'll find a stocked kitchen, two bedrooms, and a luxurious jacuzzi bathtub. Feel at home with the convenience of a washer and dryer. Restaurants and grocery stores are mere minutes away, making this the ideal home away from home for your lake getaway.

Top guest favorite

A contemporary tiny house exterior is visible, featuring a gray metal facade and large windows. A cozy seating area with a white cushioned chair is positioned beside a campfire pad, which has a metal fire pit glowing with warm flames. String lights provide ambient illumination.

Tiny home in Shipshewana

4.93 out of 5 average rating, 157 reviews

Private Lake+Fire Pit+Sauna+Kayaks | Pine & Paddle

Welcome to Pine and Paddle — the perfect place to unplug, recharge, and reconnect with nature by the lake. Unwind at this cozy lakeside tiny home, perfect for couples, friends, or solo travelers seeking peace, nature, and a hint of adventure near downtown Shipshewana. 🔥 Campfire pad w/ firewood + lake views 🛶 Kayaks + fishing poles + private dock ♨️ Wooden barrel sauna for ultimate relaxation 🌳 Private lake, beach, & outdoor games 🛏️ Sleeps 5 w/ full-size bunks + sofa bed

Guest favorite

The exterior of the Eppstein House is showcased amidst autumn foliage, featuring a low-slung, geometric design. Expansive glass doors reveal warm interior lighting, contrasting beautifully with the natural stone path and surrounding trees.

Home in Galesburg

4.96 out of 5 average rating, 440 reviews

Frank Lloyd Wright’s Eppstein House

Designed by Frank Lloyd Wright, the Eppstein House is a rare architectural gem nestled in the same region as Wright’s Meyer May House in Grand Rapids, the Gilmore Car Museum in Hickory Corners, and the charming beach town of South Haven. This is a unique opportunity to experience an extraordinary home—yours to enjoy for a few unforgettable days. Travel + Leisure named the Eppstein House as Michigan’s most unique Airbnb, effectively ranking it #1 in uniqueness for the state.

Top guest favorite

A cozy studio apartment features a comfortable bed with soft linens, a wooden coffee table, and a light-colored chest of drawers. Natural light filters in through a nearby window, illuminating the space. A green armchair is positioned in one corner, adding to the inviting ambiance.

Loft in Shipshewana

4.97 out of 5 average rating, 293 reviews

Hidden Country Hide-A-Way

Come relax in our cozy, modern country, studio apartment. It is equipt with a fully stocked kitchenette, private bathroom, comfortable living space, large screen tv and office work space. Enjoy some of the most picturesque landscape Northern Indiana has to offer. We are just a 10 min walk from Stone Lake and have kayak rentals available upon request. We are conveniently located 8 miles from Shipshewana and Middlebury, IN and just a 40 minute drive from Notre Dame.

Guest favorite

A serene lake scene captures the sunset, with vibrant oranges and yellows reflected on the water's surface. Silhouettes of a dock and boats are visible along the shoreline, framed by trees in the background, creating a peaceful atmosphere.

Cottage in Sherwood

4.93 out of 5 average rating, 219 reviews

Lakefront cottage☀️Amazing views🌅Kayaks🛶relax❤️

Welcome to Reel-Axe-Inn cottage on 525 acre all sports Union Lake. Our cottage is small but functional! We are about 10 min. from Union City & Athens, 25 min from Coldwater. During summer season you can bring a boat or jet ski's to put in at the public dock & enjoy our floating raft (no diving), dock/seawall area is a great fishing location (bring your own fishing gear), we have 2 kayaks for you to enjoy, fire pit, lots of outdoor seating in both sun &shade.

Top guest favorite

The image showcases a serene outdoor area with a grassy shoreline leading to a canal. Two colorful kayaks are positioned on the grass, and a hammock is hung between two trees. In the background, various boats are anchored along the canal's edge, with lush greenery surrounding the scene.

Guest suite in Portage

4.89 out of 5 average rating, 176 reviews

A Cozy Waterfront Loft

Take a break from the normal hustle and bustle of life to enjoy your stay at our small but spacious studio, with a loft. You will enjoy watching the sunset on the deck that overlooks the canal. The kitchenette is now stocked with a pizza sized toaster oven, water kettle, French press, and more! Just 15 minutes from downtown Kalamazoo. Breweries, fine dining and more! Great location for a business trip with Pfizer, Stryker, and Bronson.

Top guest favorite

A comfortable living area features two soft sofas positioned around a light area rug. Natural light enters through a large window adorned with patterned curtains. A modern television sits on a wooden stand, and a lamp is placed beside a side table.

Apartment in Howe

4.95 out of 5 average rating, 242 reviews

The Upper Room

A newly remodeled full above-garage apartment with private entrance and access to a one car garage with a secure key pad. Only 15 minutes from Shipshewana Trading Place which is home to the midwest's largest flea market, beautiful Pumpkinvine Nature Trail amid Amish inspired shops and cuisine. Minutes from Indiana toll road exit 121 this quiet wooded setting is a great choice for an extended stay or ideal for a special getaway.

Guest favorite

The living area features large windows framed with wooden trim, allowing natural light to fill the space. A light-colored sofa is positioned adjacent to a floor lamp, complemented by a side table and a woven area rug that adds texture to the hardwood floor.

Apartment in Marshall

4.88 out of 5 average rating, 147 reviews

Beautiful Studio

Lovely studio apartment just a four minute walk from Marshall’s beautiful historic downtown! Shop, eat, and explore this bustling community with a small-town feel. Enjoy our full itinerary of local events, or explore other wonderful local communities. Marshall’s proximity to I-94, and I-69 offers a perfect spot to access all the bounties the State of Michigan has to offer. Come explore the Great Lake State in comfort and style!