Vacation rentals in Montgomery

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Top-rated vacation rentals in Montgomery

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Top 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, 526 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.

Top guest favorite
A charming lakefront house features a dark exterior with a welcoming red door. The manicured lawn leads from a gravel path to the entrance, with serene water visible beyond. Surrounding trees provide shade, enhancing the peaceful setting by Huyck Lake.
Home in Coldwater
4.92 out of 5 average rating, 138 reviews

Cozy Lakefront Cottage on Huyck Lake

Relax with the whole family at this peaceful, cozy place! 3 bedrooms 1 bath. Living room has a comfortable couch that pulls out into a bed along with additional seating. Full bath, kitchen, and laundry room are fully stocked for your comfort and enjoyment. Huyck Lake is a quiet, no wake lake. This house is perfect for a small to medium sized family or a romantic getaway. Master bedroom and guest bedroom have mounted TV’s. Family friendly. No to the following: pets, smoking, parties.

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, 196 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
The farmhouse is nestled among greenery, featuring a wraparound porch and a private deck extending from the upper level. The structure showcases a gable roof and a chimney, surrounded by trees and lush grass.
Farm stay in Hillsdale
4.98 out of 5 average rating, 358 reviews

Bluebird Trails

This is a rare opportunity to be the only guests on a secluded 220 acres of gentle hills with grasslands interspersed with trees and ponds. Explore natural ecosystems and witness sustainable grazing of sheep. The back yard is filled with an organic vegetable garden and behind that are honeybees. Your family may participate in any and all of it. The newly renovated apartment is the upstairs of my farmhouse. It includes a private entrance, full kitchen and deck overlooking the lake.

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, 159 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
A cozy lakefront home is visible, featuring a welcoming front deck with decorative bunting. A small lighthouse-style feature is situated next to the stone steps leading up to the entrance. A blue shed rests in the foreground, surrounded by landscaped rocks and greenery.
Home in Quincy
4.85 out of 5 average rating, 166 reviews

Stunnnig House on Marble lake with private beach🏖

Our cozy lake front home offers both summer and winter fun with amazing views of beautiful Lake Marble. The direct water access allows family and friends the ability to swim, fish, and boat with ease and convenience. Our 4 bedroom home sleeps up to 10 comfortably with 3 full bathrooms. You will find our home fully furnished with everything you would need. 17 miles of lakes connected by channels. Minutes away from Allen Michigan, the Antique Capital of the World.

Guest favorite
A clean and inviting living area features a plush dark-colored sofa with decorative pillows. Two comfortable armchairs frame a small side table and a lamp, while a patterned area rug adds warmth to the space. Soft, sheer curtains allow natural light to filter in.
Home in Angola
4.94 out of 5 average rating, 188 reviews

Home away from home

Relax with the whole family at this peaceful place to stay. This two bedroom home is very clean and peaceful with a nice outdoor patio and spacious living area. This has been completely remodeled with brand new furnishing. We are equipped for any quick last minute stays, but it’s also prepared for any long term stay needs as well. This is less than one mile from the city mound. It’s located on and bike trail that leads you to the beautiful Pokagon State Park.

Superhost
A serene view of Coldwater Lake is presented, with sunlight reflecting off the water's surface. A wooden dock extends into the lake, surrounded by lush greenery and trees, enhancing the feeling of tranquility in the landscape.
Cottage in Coldwater
4.85 out of 5 average rating, 161 reviews

Lake Front Cottage on Iyopawa Island & Golf Course

This is a vacation property located on desirable Iyopawa Island, with Coldwater Lake on one side, and a regulation 9 hole golf course on the other. The house was recently refurbished. Fishing, Boating, Golfing, and Swimming, are literally right outside your door. We rent by the week for June through September starting on Sat. and Daily with a two day minimum the rest of the year. We are 5 miles North of the I-69, I-80 Interchange.

Top guest favorite
The exterior of the cottage features a combination of white siding and natural wood accents. Large floor-to-ceiling windows provide expansive views of the surrounding landscape. A manicured grassy area surrounds the structure, complemented by the presence of mature trees and a nearby black circular building.
Cottage in Fremont
4.97 out of 5 average rating, 185 reviews

Relaxing Cottage Near Clear Lake

Relax and unwind at our peaceful cottage at The Mill District. You will love the views out of the floor to ceiling windows. Everything inside and outside the cottage was recently remodeled including a brand new bathroom. You and your guests will love the well manicured property. Feel free to explore the grounds and bring your photographer (No sitting fee for guests). Peaceful location located next to clear lake.

Guest favorite
A hot tub is positioned on a wooden deck, overlooking a serene lake at dusk. String lights are draped above, casting a warm glow. Reflections of trees and a dock are visible on the calm water's surface, enhancing the tranquil atmosphere.
Home in Bronson
4.98 out of 5 average rating, 264 reviews

Water’s Edge-Hot Tub, Pet Friendly, No Fees

Tranquil lake living! The Water’s Edge is a great way to enjoy the lake. It is right on the water with kayaks, stand up paddle boards, and a canoe to venture out with. The hot tub accommodates 6 people. The sunroom has beautiful views as well as a couple of beds that can be used if the weather is nice. There is nothing better than falling asleep to lake sounds and a pleasant breeze! Please no college partyers.

Top guest favorite
A raised treehouse structure is surrounded by tall pine trees in a woodland clearing. Two wooden Adirondack chairs are positioned on the ground, facing the entrance with green doors. A staircase leads up to the deck, providing access to the elevated space.
Treehouse in East Leroy
5 out of 5 average rating, 675 reviews

Outpost Treehouse

The lookout inspired Outpost Treehouse (not actually attached to a tree) sits in a white pine forest in the middle of a 50 acre active farm. The 15 hand crafted windows allow for great views watching out for Michigan wildlife--White tail deer, turkeys, owls, coyote have all been spotted from the elevated wrap around deck. The biggest regret that guests have noted is “we wish we would have stayed longer”!

Top guest favorite
A historic brick building showcases a charming façade with decorative architectural elements. Dual entrances are highlighted by warm exterior lighting, and flower planters add a touch of greenery. The American flag is prominently displayed, complementing the building's welcoming appearance.
Apartment in Napoleon
4.96 out of 5 average rating, 415 reviews

Beautiful full suite located in historic Armory

Gorgeous 1500 square foot suite in our fully restored historic building built in 1913. Located in historic downtown Napoleon. Walking distance to winery, brewery, coffee shop, historic restaurant and bar, and quaint downtown businesses and shops. The Armory also hosts an art gallery, event space, and hair salon.

Popular amenities for Montgomery vacation rentals

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  2. United States
  3. Michigan
  4. Hillsdale County
  5. Montgomery