Vacation Rentals By Owner In Lakeside, MI

***SPRING DISCOUNT! When you rent 2 or more nights at Lat's Cottages, you get a third night FREE! This is on top of our already discounted off season rates! Offer good September through May (not valid June-August). You must mention this offer before booking so pricing can be adjusted. brbrWe are located on the relaxing shores in Lakeside MI, just five miles north of the Indiana border. Our cottages and Lake House are set on a 2 acre fenced in and landscaped lot with 200 feet of sandy private beach. This VRBO listing and per night cost is for renting the entire property and all units. brbrSee below for a description of each unit:brbrCottage #1 (sleeps 4-6): Two bedrooms. Queen bed, two twin beds, and two couches in the living room. brCottage #2 (sleeps 2-4): One bedroom. Queen bed, futon and child size cot in living room. brCottage #3 (sleeps 4-6): Two bedrooms. Queen bed, two twin beds, and two couches in the living room. brLake House (sleeps 6-8): Two level unit with two bedrooms. Queen bed, two twin beds in bedroom, two twin beds (roll away beds) on the upstairs landing, one futon couch in the downstairs living room, and a child size cot. This unit is perfect as a center of activity for large get togethers with it's spacious first floor great room (kitchen, dining area, and living room).brbrA total of 24 guests can be supported between all of our units. Perfect for family reunions or large get togethers! In addition, all cottages include a private picnic table, lawn furniture, and grill. brbrOn the beach we have a large fire pit, picnic table, beach chairs and umbrellas, assorted beach toys, two kayaks, and two row boars for our guests to use. brbrWe have been providing memorable family vacations to families for over 60 years.brbr***Please note our property is set on a bluff overlooking Lake Michigan. We have approximately 100 stone steps from the yard to the beach. This can be difficult for guests with certain health and joint problems. We do have multiple rest benches along the stairs to take rest breaks.***brbrKeywords: Cottages, Lake Michigan, Private Beach, Family vacation, family reunion, fire pit, large yard, spacious, large groups, cozy cottages, Lake House

*SPRING DISCOUNT!* Right on Lake Michigan! Large 2 acre yard and private beach

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$414.27

2 Bedrooms, 1 Bathroom, Sleeps 04brbrThree Night Summer Minimum! brbrCharming Twin Cottages Just Steps from Lake Michigan – Rent One or Both! Welcome To Lakeside Bungalows!brbrWelcome to your perfect beach getaway in beautiful Lakeside, Michigan! These two updated, two-bedroom cottages offer comfort, charm, and flexibility—available to rent individually or together for larger groups or families.brbrNestled just a short walk from a private association beach on Lake Michigan, each cottage features modern updates, cozy living spaces, and fully equipped kitchens. Step outside to enjoy your own private backyard, complete with a wood-burning firepit and gas grill—ideal for evening s’mores or lakeside cookouts under the stars.brbrWhether you're planning a romantic retreat, a family vacation, or a weekend with friends, these cottages provide the perfect home base to enjoy the beauty and relaxation of Southwest Michigan.brbrAll the amenities you would expect in a quality rental including association beach access, central ac/heat, internet, washer/dryer, gas grill, wood-burning firepit, and so much more! Close to everything in Harbor Country, book today!brbr**All Guests Required To Sign Our Guest Occupancy Agreement.brbr**Minimum Age of 25 Years Old To Rentbrbr**Maximum Two Car Parking

(Unit A) Lakeside Home Close To Association Beach!

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$487.49

*Beautifully decorated 3 bedroom, 2 bath, fully furnished cottage home*br*Newly updated kitchen, Bathroom and living room; with many historic features*br*Large, wooded lot has a swing set, multiple decks, birds singing often deer passing through*br*Bring firewood - firepit outside and Wood stove inside perfect for Winter, Spring and Fall*br*Separate beer and wine fridge to store your refreshments*br*Cottage comfortably sleeps 4 adults and four children or 6 adults: Queen (bedroom 1), Queen (bedroom 2), four twin (2 bunk beds), pull out couch*br*pack n play portable crib/ play yard available for babies/toddlers*br*Ideal for family vacations, girls wine and spa weekends, couples getaways*br*PRIVATE SHARED ASSOCIATION SANDY LAKE MICHIGAN BEACH ACCESS, approximately 1/2 mile walk; access to beach is ~50 stairs down*br*10 minute drive from New Buffalo downtown / city beach*br*10 minutes from Warren Dunes state park*br*Fire pit & gas grill in back yard*br* 3 seasons back Porch leading to large wood deck.br*Only 90 minutes from downtown Chicago; shorter drive from Chicago South Suburbs & NW IN*br*Enjoy awesome restaurants and establishments such as Red Arrow Roadhouse, Stray Dog, Redamak's, Beer Church Brewery, and Ghost Isle Brewery all within 10min drive*br*Close to wineries--perfect for girls weekends!!*br*10 minutes away from Four Winds Casino in New Buffalo and a quick 20 minute drive to Blue Chip Casino in Michigan City*br*Lighthouse Place Premium Outlets is the perfect spot to get good deal at all your favorite stores. Located in Michigan City!! Make sure to walk over to Shoreline Brewery and Restaurant in Michigan City after for a bite to eat and a drink*br*Farmers market only 2 minutes down red arrow highway (May - Oct)*brbr[Please note that beach conditions are variable, and we make no claims or promises about beach conditions in any area at any time. Listing photos are updated with recent pictures of the beach]brbr*Dogs are allowed on the beach but we do have restrictions. Dogs must be kept on a leash and are technically only allowed in the mornings and late afternoon/ evenings. The beach can get busier during the day in the summer so they don’t like dogs out during the daytime.

Beautiful Lakeside MI vacation home with association beach access - late summer

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$316.19

3 Bedrooms, 1 Bath, Sleeps 07brbrFour Night Summer Min!brbrWelcome to Beachlook Cottage. This three-bedroom, one bath home is just steps away from a beautiful and private Lake Michigan beach shared with just a few neighbors. Over 800 feet of sandy shores! brbrYour main floor has two bedrooms, one with a full bed and the second bedroom with a twin. Fully stocked kitchen and dining room seats six. brbrHave your morning coffee in your screened in porch with lake views! Perfect for watching Lake Michigan sunsets!brbrSecond floor loft sleeps four to five with king bed as well as two full beds. Perfect for the kiddos! brbrRoast smore's under the stars with the wood-burning firepit or cook dinner with your gas grill. A minute walk to Lake Michigan with over 800 feet of association beach.brbrAll the amenities you could want in a quality rental including internet, washer/dryer, central air and heat, gas grill, outdoor shower, screened in porch, lake views, beach equipment, private beach access and more. Close to everything in Harbor Country. brbr**All Guests required to sign and return our Guest Occupancy Agreement.brbr**Minimum age of 25 years old to rent.brbr**Please note there are about 100 steps to beach.brbr**One dog allowed. brbr**Maximum two car parking

Four Night Min! Lakeside Home With 800 Feet Of Association Beach!

Lakeside, Michigan, United States

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Bath

Sleeps

$938.98

4 Bedrooms, 2 Bathroom, Sleeps 8brbrOpen May 31st-September 30th. brbrFour Cedars Cottage is a quintessential Harbor Country retreat with all the conveniences of modern living. Recently renovated, Four Cedars is decorated with new, modern farmhouse furnishings, updated lighting, and refinished wood floors throughout. Enter through a sun-drenched front room perfect for your early morning coffee or a quiet place to read in the afternoon. Sliding glass barn doors welcome you into the great room containing two conversation areas and dining room anchored by a wood-burning fireplace. Other modern amenities include HVAC (installed in 2020), 55 smart TV, DVD, Sonos sound system, and WIFI. brbrThere are four bedrooms, one king, one queen, and the remaining two both with twin beds. The kitchen has new appliances, fixtures, quartz countertops, and both bathrooms have been beautifully updated as well. The pool and mudroom with laundry also has been renovated and makes a lovely transition from inside to the deck, patio, and large in-ground heated saltwater pool outside (open May 15-Sep 30th).Two full bathrooms, one renovated in 2021. The grounds also include a sprawling lawn, beautiful perennial gardens, outdoor shower, and fire pit for late night smores! Located in Lakeside, Michigan, less than a block away from the private deeded New Circle Beach.brbr**All guests required to sign and return our Guest Occupancy Agreement.brbr**Minimum age of 25 years old to rent.

LAKESIDE HOME WITH PRIVATE POOL and ASSOCIATION BEACH ACCESS!

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$1051.33

Please read before booking: br**Minimum age requirement of 30 years old br**Signed guest agreement requiredbr**Events, parties and large gatherings are strictly prohibited and could incur fines by local municipalities or removal from propertybrSunday to Sunday rental during peak season- 30+ age requirementbrbrPlease be sure to check out all of Aqua Vacation Rentals 20+ properties located in Southwest Michigan! Our properties are listed on multiple booking sites and rates may vary. brPlease be sure to read all policies before booking.brbraqua Elite Bold Stump Cottage is a newly built home located in Turner Shores Association in Lakeside, Michigan. The home is just 1.5 blocks from a private association beach on Lake Michigan. This neighborhood has so much history which included a peach orchard that became a popular place to pitch a tent in the summer back in the 20th Century. Then eventually lots were sold and cottages were built which is now Turner Shores. Bold Stump Cottage is a two story brand new home which includes top notch furnishings and features 6 bedrooms and 3.5 bathrooms, two screened porches, a large open concept kitchen/dining room, outdoor game room and yard. This home is just steps to the private association beach. The first floor features a living room with a fireplace, den with TV and sectional, an open concept kitchen/dining room with access to the first screened porch and the primary bedroom with a king bed and a beautiful bathroom that includes a walk in shower and large soaking tub. The primary bedroom has it's own private screened porch also. As you make your way to the second floor you will find five bedrooms and 2 full bathrooms. The first bedroom has a queen bed, second bedroom has a king bed, the third bedroom has a queen bed, the fourth bedroom has 2 twin beds and a crib and the fifth bedroom has a queen bed. Other amenities this home features is radiant heat throughout, game room with Foosball and Ping Pong, wine fridge, outdoor shower, gas grill and electric car charger. The private association beach is just a block and a half from the house and has no stairs. Enjoy your fire on the beach after a day at the beach. brbrRestaurants are a short drive from the house as well as the grocery store. The area has so much to explore including antique malls, shops, restaurants, galleries, wineries, breweries, state parks and so much more. We look forward to having you here to experience all this home and area has to offer! Come and make memories that will last a lifetime!brbrPolicies br- All Guests required to sign and return our Guest Occupancy Agreement. br- Minimum age of 30 years old to rent. br- Photo ID may be required upon check-inbr- Maximum car parking- 4- absolutely no street parkingbr- No smokingbr- NO Pets allowed br- Events, parties and large gatherings are strictly prohibited br- Additional fees and taxes may apply br- In lieu of a Refundable Damage Deposit, Aqua charges a non-refundable fee which provides up to $3000 of coverage towards unintentional rental property damages.br- Payments-50% down upon booking and final payment due 4 weeks prior to your arrival. May vary per listing site.brCANCELLATION POLICY: Policy may vary per booking channel. NO REFUNDS are given if the cancellation is received less than 30 days prior to the agreed upon arrival date. Agent will make reasonable efforts to rebook. All cancellations must be in writing and delivered to Agent by mail or email. There is no refund for early departure. br**Please note fees vary per booking site and some totals include the cleaning fee, damage waiver fee and booking fee others break out the fees. Some sites charge an additional booking fee.**

Stunning home w/Private Association Beach 2 Screened Porches

Lakeside, Michigan, United States

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Bath

Sleeps

$599.67

Located just a stones throw from Lake Michigan in the beautifulbrBeachside community of Lakeside, this stunning cottage,designed and owned by Revive Home Restoration, embodies the relaxing charm of 3rd coast living. Having been featured in Inspired Living Magazine, Revive is best known for seamlessly marrying original architectural details with modern day living. The result is a beautiful vintage cottage reimagined to offer the very best in entertaining, special getaways, and everything in-between. brbrThe cottage offers fully updated kitchen and baths, wide plank hardwood floors, cathedral ceilings, beautiful light-filled spaces, french doors throughout, separate family room and living/dining room, as well as in-unit laundry. Perfectly furnished rooms combine cottage chic with modern amenities. A beautiful wood burning fireplace will keep you warm on chilly nights. Lush outdoor gardens and three separate decks provide the ultimate in outdoor gathering and secluded relaxation. The home offers plenty of private spaces for those needing to work from home. brbrThe master bedroom allows for separation and privacy from the rest of your guests. Brand new bath directly off master features large walk-in shower and double vanity with carerra marble top. Two additional large bedrooms and adjoining room accommodates sleeping arrangements for up to six additional guests and is served by a second bath with tub/shower combination and double vanity.brbrThe private association beach with plenty of lakefront is just two short blocks. Enjoy your feet in the sand while watching Michigan's incredible sunsets, or curl up with a cup of hot coco by the fire in the winter. Conveniently located just minutes from New Buffalo and a short walk to Lakeside restaurants and boutique shops, you'll find the very best of the Harbor Country coastline including: vineyards, breweries, restaurants, boating and shopping. brbrAdditional amenities include Wi-Fi/smart TV, outdoor gas grill, outdoor shower, beach chairs, bath towels, bath toiletries, paper and laundry/cleaning products, central A/C and heating. All linens are provided with the exception of beach towels.brbrStrict cleanliness standards apply, as always, but particularly now during COVID-19. That being said, we ask that guests adhere to the scheduled check-out time to allow for the substantial cleaning process between guests.

Stunning designer cottage just 2 blks to private beach.! Sleeps 8.

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$249.89

2 Bedrooms, 1 Bathroom, Sleeps 4brbrSummer Weeks Available!brbrPool OPEN May 23-October 01st!brbrCloud 9 sits comfortably on a large lot in Lakeside, directly next door to the path to the association beach access. When you first pull in the gates, you will notice the wonderful pool area and sizeable deck area. The cottage sits at the very edge of the property.brbrThe first things you will notice when you walk in the cottage are the soaring vaulted ceilings, and the gorgeous wood floors in the living area. The living room is beautifully appointed, with lots of great light. The bedrooms are smaller; one with a Queen, and one with two twins. There is one bathroom with a shower. Both the kitchen and dining areas are bright and cheery, with sliding glass doors leading to the outdoor deck area. Located in Lakeside, less than ½ block to the private beach.brbr**All Guests required to sign and return our Guest Occupancy Agreement.brbr**Minimum age of 25 years old to rent.

UNION PIER HOME WITH PRIVATE HEATED POOL and BEACH ACCESS!

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$989.39

2 Bedrooms, 2 Baths, Sleeps 5brbrThree Night June Minimum!brbrPool OPEN until Sep 18th!brbrLake Breeze is located on Lake Michigan, with direct access to your private beach in your backyard! There is a very surprising amount of space in this two-bedroom charmer. You will love this very large and open kitchen, featuring an industrial stove, and brand new stainless fridge. Other common elements of the home are the large living room with fireplace and the adjacent sunroom. There is a nice dining area with ample seating, plus a couple of easy chairs to take advantage of the lake views. The master bedroom has the king bed, also on the Lake side, and the second bedroom has the full and a twin together. Additionally, there is a 12x40x3.5 foot deep lap pool (open Memorial Day-Sep 18th) and a lovely deck area. Located in Lakeside, on Lake Michigan.brbr**All Guests required to sign and return our Guest Occupancy Agreement.brbr**Minimum age of 25 years old to rent.brbr**Maximum two car parking.

LAKEFRONT HOME WITH PRIVATE HEATED POOL!

Lakeside, Michigan, United States

2

Bed

2

Bath

5

Sleeps

$351.33

Thanks for your interest in our brand new vacation house in Lakeside - which we are very proud of! See you on the beach.brbrThe House:brOur 3 bedroom, 1,800 square foot house sleeps 8 guests comfortably. It features a modern kitchen, spacious living room and dining room. Other features include a washer & dryer, a back patio with furniture, a gas grill, fire pit, Xfinity Internet, and central air conditioning. And of course the we have a HOT TUB - which is scheduled to be delivered in early July (so no photos available yet).brbrThe Beach:brIncludes private beach access rights to the exclusive New Circle Association Beach. It's a 5 to 7 minute walk from the house. Never crowded and always relaxing. Amazing sunsets.brbrThe Neighborhood:brThis is a perfect get-away-from-it-all destination that still has modern amenities within easy reach. Union Pier is just 1.5 miles down the road with shops, an awesome farmers market, and fine dining.

Brand New House, Sleeps 8, Private Beach Rights, Hot Tub!

Lakeside, Michigan, United States

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Bath

Sleeps

$660

4 Bedrooms, 3 Bathroom, Sleeps 10brbrNow With Pickleball Court! (Paddles and Balls Included)brbrFor those who want it all in a vacation, welcome to Match Point! This open concept design is the perfect layout for a vacation home. The kitchen, living & dining area all share the same great space, featuring vaulted ceilings and lots of doors and windows for an amazing amount of natural light. Everything is on one floor for easy access, with the 4 bedrooms and 3 bathrooms down the hall, away from the common areas. There is also a sofa sleeper in part of the sectional sofa in the living area. Additional amenities of this home are many, and include a wood fireplace, sauna, private grass tennis court and lots of outdoor deck space. Located in Lakeside, about 3.5 blocks to the private beach, New Circle Beach. Property located on lake side of Red Arrow Highway.brbr**All Guests required to sign and return our Guest Occupancy Agreement.brbr**Minimum age of 25 years old to rent.brbr**Maximum four car parking.

ASSOCIATION BEACH ACCESS and PRIVATE TENNIS COURT!

Lakeside, Michigan, United States

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Bath

Sleeps

$2098.12

6 Bedrooms, 3.5 Baths, Sleeps 14brbrNow With Sauna!brbrThis gorgeous lakefront home with 100 feet of private beach is perfect for your next getaway! This six-bedroom home is perched over Lake Michigan in the lovely town of Lakeside. Beautiful sandy beaches and gorgeous lake in your own backyard! Your group will love the spacious back deck for your outdoor meals. Cook on your gas grill while overlooking the lake. Inside features a open concept tv room as well as a wood-burning fireplace. Reading room has lake views from almost every window. Fully stocked kitchen that leads into dining area with plenty of seating for everyone. Main Floor has a bedroom with full bed and full bathroom across the hall.brbrThe second floor has four bedrooms with two full bathrooms (Jack & Jill). Bedroom #1 is a king bed, bedroom #2 is a queen bed, bedroom #3 are two twin beds, and bedroom #4 is four twin beds. Main floor bedroom #5 with full bed. Lake views and lake breezes from two of the bedrooms including the master bedroom.brbrNow including the brand-new coach house right on Lake Michigan! Including sleeping for two, half bathroom, fridge and ice maker, internet, and more! Gorgeous addition with breathtaking lake views! Coach House open year-round but water will be shut off Nov-March and may be too cold to sleep in late fall/winter. brbrAll the amenities you would expect in a quality rental including internet, cable, central AC, washer/dryer, wood burning fireplace, outdoor firepit, gas grill, new coach house, private beach access and much more!brbr**All Guests Required To Sign Our Guest Occupancy Agreement and Verification Process Required.brbr**Minimum age of 25 years old to rent.brbr**Maximum four car parking.brbr**Please note the coach house sink and ice maker will not be available until May 01st. The rest of beach house fully functional prior to that date.brbr**There are 90 stairs to access private beach.

Lakefront Home With Private Beach and Sauna!!

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$980.58

4 Bedrooms, 2 Bathrooms, Sleeps 08brbrLocated in the charming hamlet that is Lakeside, we welcome you to Blue Canary Cottage! A modern retreat with the charm of family tradition. This four bedroom, two bath home was thoughtfully modernized by the owners both inside and out! Just a two minute walk to a beautiful association beach with no stair access as well! Blue Canary Cottage has thought of everything you will need for an amazing stay! Have your morning coffee in the gorgeous sun room. The cooks in the family will love the fully stocked kitchen with six burner gas stove. Main floor has one bedroom with queen bed. The second floor has three bedrooms, one with a king bed and two with full beds. Both floors each have a full bathroom.brbrAll the amenities you would expect in a quality rental including internet, cable, washer/dryer, central heat and air, gas grill, and much more! Close to everything in Harbor Country!brbrbr**All Guests Required To Sign Our Guest Occupancy Agreement.brbr**Minimum Age of 25 Years Old To Rentbrbr**Maximum Four Car Parking

Lakeside Home Walking Distance To Association Beach!

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$1146.23

Summary:brbrVacay Heaven, just a short walk from a stunning Lake Michigan beach! This spacious home, nestled on a lush, wooded 1/3-acre lot with an additional wooded back lot, offers privacy and R&R. It features a large living room with flat-screen TV, a fully-equipped kitchen, a fabulous 3-season porch, and 4 elegant bedrooms—one with an ensuite bath. Plus, enjoy a deluxe Jacuzzi, BBQ grill, fire pit, and 2 huge lawns for true bliss! Perfect for relaxation and fun with family and friends.brbrbrbrThe Space:brbrWhispering Arbor is a classic 1920s cottage where you’ll immediately feel your vacation spirit rising, thanks to the calm, relaxing atmosphere of the spacious, comfortably furnished home. The living room, with its lush natural lighting and great views, is graced by a wall of windows facing the landscaped front yard, expansive lawn, and tall, mature woods. Want to chill out with a favorite movie or show Grab a drink and plop down on the cozy couch or in a stylish barrel chair in front of the large flat-screen TV.brbrbrbrHungry for something scrumptious The recently updated kitchen features high-end appliances and all the utensils and essentials you’ll need to make delicious vacation meals or snacks. We’ve even seen to it that any coffee connoisseurs in your group can enjoy a cup of primo quality, Keurig-made coffee! In fact, the 4-seater dining table is a common gathering spot for a little morning joe and conversation about your vacay plans for the day.brbrbrbrThere’s also a sweet, nicely furnished 3-season screened porch, where you can relax with a glass of vino and get a closer connection to Mother Nature’s magnificent surrounding woods.brbrbrbrUpstairs, you’ll find a nice sitting room area, where you can curl up with a book to your heart’s content. And yes, this vacation rental is pet-friendly—just be sure to mention your pet when you make your reservation.brbrbrbrEach bedroom features plush, high-quality bedding and linens to ensure a sound sleep and sweet dreams, gorgeous natural lighting, plenty of storage space, and wonderful views of the surrounding woods.brbrbrbrMAIN FLOORbrbrPrimary Bedroom: 1 King bed with Ensuite bathroombrbrbrbr2ND FLOORbrbrBedroom 2: 1 Double BedbrbrBedroom 3: 1 King BedbrbrBedroom 4: 1 Queen BedbrbrbrbrAt Whispering Arbor, the bathrooms feature metro-style vanity sinks, tiled walk-in showers, and designer lighting and fixtures. There’s also a laundry room with a top-end washer and dryer combo—along with all the essentials—for your and your guests’ use.brbrbrbrOur guests know, firsthand, why they don’t call it The Great Outdoors for nothing. The surrounding property is professionally landscaped and rich with majestic tall trees. You’ll also find a set of comfy rattan chairs on the front porch and an inviting deluxe Jacuzzi where you and your guests can soothe yourselves after a long day of exploring. Or get a favorite beverage in hand and sit around the patio’s firepit in the evening, listening to birdsong as twilight turns to night and the stars magically appear in the sky. By the way, if a barbecued meal is desired, check out the fine gas grill on the patio—and chow down. Did we mention a long stretch of Lake Michigan’s fabulous, crystal-sand beach is just a short walk away Oh, yeah!brbrbrbrBesides being surrounded by natural beauty—and super-close to a premier beach—at Whispering Arbor, you can also enjoy the many fun activities afforded by being just a stone’s throw from the region’s largest recreational harbor, all sorts of woodland, lake, and riverside parks, acclaimed public golf courses, and hiking and biking trails galore. Plus, you’ll be close to excellent restaurants, art galleries, boutique shops, and popular watering holes in Lakeside, Union Pier, Three Oaks, and New Buffalo, as well as a host of nearby award-winning wineries and breweries.brbrbrbrOther Things to Note:brbrTo ensure a safe and compliant stay, all guests are required to complete identity verification prior to check-in. A valid government-issued photo ID will be collected and verified, and the name on the ID must match the credit card used for payment. When applicable, a background screening may also be required as part of the booking process.brbrbrbrAll guests are required to review and sign Juniper Holiday + Home's Guest Occupancy Agreement prior to check-in. While we understand that events can affect your trip, it is our policy to stick to the agreed-upon cancellation policy in the listing. We recommend purchasing vacation travel insurance if you suspect you may need to cancel your reservation.brbrbrbrThe minimum age to rent this home is 25.brbrbrbrA non-refundable Accidental Damage Waiver is included with your reservation. This waiver covers accidental damage or loss to the rental property caused by you or members of your party up to a maximum of $2,000. This plan does not cover intentional acts, gross negligence, or willful misconduct.brbrbrbrWe welcome up to 3 dogs at this home at no additional charge. Please include the number of pets you plan to bring or let our team know after booking. brbrbrbrOne of the special qualities of the home is its remote setting, though that also means Wi-Fi signal can be less robust than in town. Guests planning to work remotely should keep this in mind, as the connection may not always support a dependable workday. We would be glad to recommend nearby cafes with stronger service.brbrbrbrOut of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day or Christmas Day. Thank you for your understanding.brbrbrbrPermit No: STR-24-0053

Classic Cottage w Hot Tub, Steps from the Beach

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$277.14

Carrie's Cottage is a duplex style cottage in Harbor Country that has two distinct sides perfect for group gatherings (both are included for the low nightly rate)! One side features three bedrooms, two full baths, full kitchen and MASSIVE great room ideal for hosting larger groups! The other side is a studio style set up with a third private full bathroom, and small kitchenette. The two units are separate and are both rented at booking unless otherwise requested. Each unit has it's own private entrance. The house has a large FENCED yard has mature trees, fire pit, and ample space to relax and hang out! brbrShort 5 min walk (less than 1/4 mile) to semi private beach (shared with 8 other homes) with TWO kayaks provided! We are located on a bluff so there are approximately 50 stairs down to the beach which may be diffucult for guests with health or joint issues. There is one rest bench along the way. Beach and bath towels NOT provided. No laundry facilities on site (laundromat about 1/2 mile away). Please note location of the property on map to Red Arrow Highway and train tracks. Train passes daily at approximately at 8a, 11a, 2p, and 8p. Pets must be crated whenever left unsupervised.

Carrie's Cottage - Charming Duplex Style 3 Bedroom Cottage with Beach Access!

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$1068.83

brSummer 2026 Calendar Open! Two weeks left (July 10-17) and (Aug 14 -21)!brbrbrEscape to Harbor County on this private 5-acre, and close to beaches, open concept 4 bedroom/3 bath updated home with large heated pool (16X36), outdoor hot tub, game room and two primary en-suite bedrooms! Have an electric vehicle You can charge your vehicle at our property with a universal charging station.brInterested in reviews We take pride in offering a great experience to our guests. See our reviews for Cherry Beach Pool House (Property ID 1881882).brWe want our guests to know we are committed to providing you a clean and safe vacation experience. Our cleaning service is following CDC recommendations for cleaning and maintenance.brThis ranch style home has an open floor plan with natural light filling the spacious living areas. Two Primary suites each with own private bathrooms. Additional queen bedroom and bunk room offer plenty of room for family and friends.brRelax in the three seasons room or step out onto large deck with lounge and dining areas, soak in the hot tub, fire up gas grill, or roast marshmallows in the firepit. With a 5-acre lot, you’ll have plenty of privacy and space to play. brProperty is adjacent to 108-acre wildlife preserve providing privacy and hiking trails.brThree-minute drive to Berrien Public Beach and five-minute drive to Cherry Beach.brbrThis home has many great features including:br• Drive or bike to great beaches. Quick three-minute drive to Berrien public beach or five-minute car ride to Cherry Beach, one of the largest and most sought-after beaches in the Harbor County area. br• Property adjacent to 108-acre wildlife preserve providing privacy and hiking trails. Trailhead one minute walk down Warren Woods Road. (Edward and Elizabeth Leonard Wildlife preserve: https://www.chikamingopenlands.org/our-preserves/the-edward-and-elizabeth-leonard-wildlife-preserve).brbr• NEW! Hot tub is open all season and is a ton of fun in the fall and winter months too.br• Attached garage converted into Game Room with Pop-A-Shot basketball, Foosball table and video games.br• Home sits on a private 5-acre lot, which offers lots of privacy, sun, and space to play.br• Outdoor fire pit.br• The entire home has been recently updated, with high end finishes throughout. br• This home is open concept and is large and comfortable for groups of 10 or more (set up to comfortably sleep 10).br• Fully equipped open concept kitchen with large island. br• We have plating for 12+ (i.e., dishes, silverware, glasses, etc.)br• Dining table is large and set for 8. Large island seats 4. Outdoor dining area seats 6.br• Comfortably sleeps 10. Two Primary suites each with king bed. Third bedroom with a queen bed and bunk room with two twin bunks (4 twin beds total)br• A pack and play, cot, highchair is also available. br• Large circular driveway offers plenty of parking (6+ cars)br• Minutes (drive) to Warren Dunes and many great breweries and wineries. br• There are also many excellent restaurants nearby. brbrThis is a great space for all seasons. Our extended family also enjoys this property frequently, so please contact me if you have any questions.

NEW! Warren Woods Pool Retreat on private 5 acres, new large heated pool & hotub

Lakeside, Michigan, United States

4

Bed

3

Bath

10

Sleeps

$418.07

2 Bedrooms, 1 Bathroom, Sleeps 04brbrThree Night Summer Minimum! brbrCharming Twin Cottages Just Steps from Lake Michigan – Rent One or Both! Welcome To Lakeside Bungalows!brbrWelcome to your perfect beach getaway in beautiful Lakeside, Michigan! These two updated, two-bedroom cottages offer comfort, charm, and flexibility—available to rent individually or together for larger groups or families.brbrNestled just a short walk from a private association beach on Lake Michigan, each cottage features modern updates, cozy living spaces, and fully equipped kitchens. Step outside to enjoy your own private backyard, complete with a wood-burning firepit and gas grill—ideal for evening s’mores or lakeside cookouts under the stars.brbrWhether you're planning a romantic retreat, a family vacation, or a weekend with friends, these cottages provide the perfect home base to enjoy the beauty and relaxation of Southwest Michigan.brbrAll the amenities you would expect in a quality rental including association beach access, central ac/heat, internet, washer/dryer, gas grill, wood-burning firepit, and so much more! Close to everything in Harbor Country, book today!brbr**All Guests Required To Sign Our Guest Occupancy Agreement.brbr**Minimum Age of 25 Years Old To Rentbrbr**Maximum Two Car Parking

(Unit B) Lakeside Home Close To Private Association Beach!

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$420.83

Find your cozy escape at Hygge House in Lakeside, a beautifully renovated two-bedroom home just 1,000 feet from a private Lake Michigan beach that lives up to its name. Check in, and enjoy the cozy, calm stress-free settingbrRelax by the fireplace, unwind on the patio with a fire pit, and enjoy games in the spacious fenced yard. Beach chairs, wagon, and grill are provided, making this the perfect year-round retreat for families or couples seeking warmth, relaxation, and pure Harbor Country charm

1000 FT to Assn Beach, Cute Cottage, Outdoor Dining

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$580.56