Holiday rentals in Dewey Lake

5 out of 5 average rating, 199 reviews

Farm stay in Vandalia

One of a kind•HotTub•Fire Pit• Private•Lux•Charm

*Escape the ordinary and experience rural country luxury *Whether sipping coffee at sunrise or star gazing the Grain Binn is the perfect blend of rest and charm *Situated on 70 acres with flowing creek *Pickle Ball court 1 mile from Binn *Fully stocked kitchen *Fireplace *Hot tub with towels provided * Firepit with firewood *Bird feeder for Bird lovers *King size bed with quality bedding *Forgot something? Got cha *In floor heat *Snacks *Walking trails *Good WIFI *Unplug and un

Superhost

Tiny home in Coloma

4.8 out of 5 average rating, 221 reviews

-Shingle Diggins Cottage-

Enjoy whimsical luxury in quaint cottage. Steeped in the History of charming Coloma once called Shingle Diggins in the early 1800's for the wooden shingles manufactured in the area. Cozy comfort with everything you need. Nestled in the heart of the stunning Great Lakes Region, Southwest Michigan Wine Trail, and the Fruit Belt. Full kitchen, 100% linen sheets, fully enclosed private backyard for fur babies, easy access to lakes, beaches, dining, wineries, breweries, outdoor adventures, and more.

4.93 out of 5 average rating, 283 reviews

Home in Watervliet

150 Acres of Nature w/ River, Purple House

We deep clean and sanitize after every guest. The Purple House is on 150 acres with nature trails, catch & release ponds and more. It sits along 2.3 miles of river frontage. Perfect for kayaking, canoeing and fishing. There's a full kitchen stocked with dinnerware and cookware. There’s a smart tv, dvd player, board games and an outdoor fire pit. Plenty on site to keep you busy, but there’s a lot to do nearby too: casino, beaches, wineries, golfing, kayak rentals, etc. We are dog friendly. We do

4.97 out of 5 average rating, 318 reviews

Cabin in Hartford

Secluded Log Home - Private Lake!

Very secluded custom log home tucked away on a remote lake, deep in the woods. 3 bedrooms (one is a 2nd story loft with king-size bed), sleeps 6, two full bathrooms, 2nd-story deck, great for barbecuing or relaxing overlooking the lake. $55 dog fee. One dog allowed. Must notify if bringing a dog and type. Brown Lake is very private, and offers great fishing (Bluegill, Crappie, Bass)Don't forget to bring your fishing poles. Most local gas stations and stores sell bait. Water shoes recommended.

4.9 out of 5 average rating, 10 reviews

Pontoon Included *5/1/25-10/13/25* MI Getaway

Recently updated inside & out, this 3 bed/2 bath home is perfect for your multi-family or individual stay. It is located on 40 feet of water frontage on Magician Lake. You can comfortably sleep 10 people. A pontoon boat is included in the rental from May to mid-October. Additional private/walk-in lake access for all Bay properties is just down the street. Fish off the dock, take the boat for a few laps around the lake, or anchor at Hemlock island and enjoy the shallow waters surrounding it!

Guest house in Sodus Township

4.79 out of 5 average rating, 255 reviews

Farm Cottage

Sweet cottage on our farm: Fully equipped kitchen and furnished living/sleeping area 14’x15' approx., washer/dryer. Sleeps 4: queen bed and queen sofa bed. Lots of privacy and next to organic garden, fields, stable and fruit orchards. All utilities, TV and WI-FI included. Well water with new water softener and water heater. Pet friendly; no pet fee. Lots of farm paths to walk your pet. Encourage off leash if trained. Horses have moved to another farm while pasture and stable rehabbed.

4.99 out of 5 average rating, 112 reviews

Home in Coloma

Hot tub & sauna, pet friendly, 1/2m to Hagar Beach

Peaceful, newly renovated 1930’s cabin walkable (1/2 mile) to Hagar Beach in the heart of SWMI. This pet-friendly home has a cozy feel with an outdoor hot tub, sauna, & fully-furnished spaces perfect for a relaxing getaway, remote work, or staycation home base while you explore the lake, bike trails, breweries, & eateries. Enjoy a quiet, off-the-beaten path stay close to everything Lake Michigan offers featuring a stocked kitchen, cozy reading nook & desk, and outdoor dining & fire pit.

4.98 out of 5 average rating, 133 reviews

Flat in Niles

Stay in the "Heart of Niles."

This Historic District upstairs apartment is in the heart of downtown Niles. The 19-mile IN+MI River Valley Trail passes 2 blocks west along the St. Joseph River. Within 4 blocks are Wonderland Theatre, restaurants, 2 antique malls, 4 gyms, Veni's chocolates, Swirley's frozen yogurt, retail shops and an outdoor summer concert bandshell. Notre Dame and downtown South Bend are 8 miles/16 mins. to the south. This special place is close to everything, making it easy to plan your visit.

4.96 out of 5 average rating, 119 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.

4.98 out of 5 average rating, 320 reviews

Tiny home in South Bend

The Cottage @ Portage Lion - Treat Yourself!

Cozy cottage fully renovated tucked into a beautiful park-like surrounding. Near to Notre Dame, South Bend, Lake Michigan Beaches, and wine trails. Relax here on your own patio. Luxuriate in the huge new shower. This darling two-room tiny house with a kitchenette has the conveniences and comfort you want for a short stay. The queen bed sleeps two while the couch in the main room is deep and can sleep another. Wifi and Roku enabled. Perfect little getaway!

4.99 out of 5 average rating, 332 reviews

Cabin in Middlebury

Cabin off 39 - Peaceful, private one bedroom cabin

Kick back and relax in this calm, stylish space. Nestled among the trees, it provides a quiet getaway from the chaos of life allowing you to recharge and renew. The main residence is approximately 400 feet from the cabin. The cabin is secluded and yet close to local attractions, restaurants, biking and nature trails. The Cabin has a total of 420 sq ft living space with 280 sq ft on the ground floor and a 140 sq ft bedroom loft.

4.96 out of 5 average rating, 416 reviews

Home in Galesburg

Frank Lloyd Wright’s Eppstein House

PLEASE NOTE: there are several opportunities in July for a one-night stay. Please enquire. Designed by Frank Lloyd Wright. The Eppstein House is a rare architectural gem situated in the same region as Wright’s Meyer May House in Grand Rapids, the Gilmore Car Museum in Hickory Corners, and the lovely beach town of South Haven. A unique opportunity to call this amazing home your own for a couple of days!

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Dewey Lake holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Dewey Lake

4.97 out of 5 average rating, 58 reviews

Farm stay in Buchanan

Verdant Hollow Farm Stay-Tigerman Black Barn

AlexisRating, 5 stars2 weeks ago

This place is incredible! And staying on a farm was such a unique experience. We loved hanging out with the baby goats, walking around the property, grilling, cooking, and visiting cool places nearby. Everyone who works on the farm is super friendly and helpful and they took the time to make sure we had a great stay. We would definitely visit here again

Home in Benton Harbor

4.78 out of 5 average rating, 9 reviews

Private Island-Foot bridge to island-Sister Lakes-

AftonRating, 5 stars5 months ago

Loved the peace and quiet and beautiful surroundings. The old house had all the amazing charm updated with everything we needed. Only wish was for the fireplace during the snow storm. But plenty cozy.

4.79 out of 5 average rating, 19 reviews

Relax at the LAVENDER LOFT on peaceful Dewey Lake!

NicoleRating, 5 stars10 months ago

Our family of 4 had such a wonderful time at the Lavender Loft. The home is comfortable, clean and has everything you’d need. The outside surroundings are truly peaceful, it was just what we needed. Carmen had so many suggestions for local spots to check out which was so hopefully. We look forward to coming back to MI in the future and would definitely look to book with Carmen again.

Cabin in Dowagiac

4.7 out of 5 average rating, 53 reviews

Waterfront Cable Lake Cabin w/ Grill!

KennyRating, 5 stars3 weeks ago

Beautiful home with stunning lake views — clean, and exactly as described. We enjoyed relaxing by the fire. The host was responsive and made everything easy. Would absolutely stay here again!

5 out of 5 average rating, 8 reviews

Home in Buchanan

Redbud Retreat | Riverfront Mid-Century Escape

StefanieRating, 5 stars1 week ago

Janelle was a fantastic host. She was helpful and responsive. The house was beautifully rugged. The view out the big window was gorgeous. There are a few things that could use some updating, but it was all very enjoyable. I met a friend there for a short getaway and it was perfect for what we were looking for- quiet, peaceful, but close enough to a cute little town- there are actually a few around!

5 out of 5 average rating, 24 reviews

Cottage on Dewey Lake, near Notre Dame

DeniseRating, 5 stars20 months ago

We LOVED staying at Tj's place. It was a great location on Dewey Lake, beautifully decorated inside, and immaculately clean. We had an issue with the furnace, and Tj responded quickly and did his best to rectify the situation. The furnace couldn't be fixed over the weekend, but we used the fireplace and a neighbor brought over space heaters at Tj's request, so we were nice and toasty. Because the weather was rainy, we didn't get to use the deck with the fire pit. But we did get to use the sun room when the sun was out, to read and gaze out at the lake. I look forward to returning, and recommend Tj's cottage to anyone looking for a getaway in the Sister Lakes / Dowagiac area. We would also recommend The Baker's Rhapsody in Dowagiac for coffee and baked goodies for a treat, and the Sister Lakes Brewery for good, plentiful casual food. Their beer selection is excellent; get a four beer flight of your choosing. The Dewey Lake Monster selection is particularly good!

4.97 out of 5 average rating, 29 reviews

Home in Eau Claire

Cozy Waterfront Cottage on Indian Lake

JamesRating, 5 stars2 days ago

The cottage was wonderful! Our two boys (aged 7 and 11) had the best time on the kayaks and the paddleboat and we parents loved sitting out back watching them while enjoying the weather. The griddle was great and well-maintained and the kitchen was outfitted with everything we needed. The lake was super clean and almost crystal clear, and we all had fun paddling around it. The cottage was super clean as well and quite comfortable with tons of soft blankets which our sensory fragile son absolutely loved. Kelly and Kyle were proactive with their messaging and we didn’t have any problems our entire stay.