Vacation Rentals By Owner In Lakeside, MI

**Please note when booking through VRBO the host fee includes the cleaning fee, damage waiver fee and booking fee.**brbrPlease 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 propertybr**Please note when booking through VRBO the host fee includes the cleaning fee, damage waiver fee and booking fee.**brbrPlease 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!brbrPlease note: In lieu of a Refundable Damage Deposit (providing a credit card for damages), Aqua charges a non-refundable fee (included in the quote before booking) which provides up to $3000 of coverage towards unintentional rental property damages. Also travel insurance is optional.brPayments-50% down upon booking and final payment due 4 weeks prior to your arrival. May vary per listing site.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.brCANCELLATION POLICY: Policy may vary per booking channel. NO REFUNDS are given if the cancellation is received less than 60 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.

Stunning home w/Private Association Beach 2 Screened Porches

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$262.8

Hygge House is a cozy, renovated retreat by Third Coast Vacations.brbrFall Relaxation: 2-bed, 2-bath home on ¾ acre, less than 1,000 ft from a private beach.brbrOutdoor Fun: Gas grill, dining area, fire pit, croquet, corn hole, and frisbee.brbrCozy Interiors: Sunken living room with smart TV, fireplace, and Bluetooth stereo.brbrComfort: Ion Plasma air system, queen beds, USB chargers & American Leather sleeper sofa.brbrPerks: Discounts on beach rentals, charcuterie boards, tours, & more!

1000 FT to Assn Beach, Cute Cottage, Outdoor Dining

Lakeside, Michigan, United States

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Bath

Sleeps

$564.95

4 Bedrooms, 2 Baths, Sleeps 8brbrThree Night Summer Min!brbrCharming and comfortable 4 bedroom, 2 bathroom cottage, on a quiet street in Lakeside. Everyone will love this cozy, knotty pine retreat. Decorated in true cottage style, designed to comfortably sleep eight. Enjoy quiet nights on the large screened porch . This home also features a private hot tub (May-October) and an outdoor fire pit for those cool Michigan evenings. Located in Lakeside, 2 blocks to the private beach, New Circle Beach. brbrAll the amenities you would expect in a quality rental including internet, cable, charcoal grill, washer/dryer, central AC/heat, private hot tub, and more!brbr**All Guests required to sign and return our Guest Occupancy Agreement.brbr**Minimum age of 25 years old to rent.brbr**Maximum three car parking.

(3 Nt Min!) LAKESIDE HOME CLOSE TO ASSOCIATION BEACH & PRIVATE HOT TUB!

Lakeside, Michigan, United States

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Bath

Sleeps

$392.14

Porta RosabrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrEscape to the charming town of Lakeside, Michigan, and stay at the delightful Porta Rosa Cottage, a sweet summer retreat located in a private beach community. Just a short two-minute stroll from the sandy beaches of Lake Michigan, this cozy house is the perfect getaway for spring, summer, and fall. brbrPorta Rosa Cottage features two bedrooms, two bathrooms, and a lovely sleeping porch with comfortable bunk beds, accommodating up to six guests. The newly renovated kitchen is fully equipped with modern appliances, including a gas stove, dishwasher, and washer/dryer for your convenience. Enjoy the outdoor hot shower, deck, and amenities such as beach towels, chairs, and more provided for your beach outings.brbrSituated in the Turner Shores area of Lakeside, MI, this historic cottage offers a peaceful retreat with easy access to the beach via a gradual sandy path. No stairs to navigate, just a leisurely walk to the shores of Lake Michigan. Relax on the deck, have a barbecue on the grill, or unwind indoors with the large flat-screen TV, WiFi, and Apple TV.brbrExplore the surrounding area with its abundance of activities, from fruit markets and wineries to golfing, kayaking, and biking. Lakeside is conveniently located just an hour from Chicago, making it a popular destination for weekend getaways. Whether you're planning a family vacation, a girls' weekend, or a romantic escape, Porta Rosa Cottage is the ideal home base for your Harbor Country adventures.brbrBook your stay at Porta Rosa Cottage today and experience the beauty of Lakeside, MI, and its stunning beaches, vibrant sunsets, and endless opportunities for relaxation and recreation. Pack your groceries and firewood, and get ready for a memorable vacation in this charming lakeside retreat.brbrThings to KnowbrThis Vacasa Guestworks vacation rental is operated and managed locally by an independent host.brPrior to your arrival, you will receive local host contact information, who will manage your guest reservation. Your local host will provide in-stay support, secure entry, and arrange pre- and post-stay housekeeping services.brIf you need anything during your stay, the home’s independent local host is ready to help 24/7! Guestworks is a service offering of Vacasa that allows homeowners to smoothly and efficiently manage their own properties.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 3 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.

Charming Woodland Cottage Minutes from Lake Michigan with W/D & AC

Lakeside, Michigan, United States

3

Bed

Bath

7

Sleeps

$761.77

Book this and you get 2 separate vacation spots! Recently renovated, these 2 superbly located, side-by-side units are a short walk to the beaches and feature open designs, stylish and cozy furnishings, and fab new kitchens. Two nicely appointed, lush and comfy bedrooms in each, and both bedrooms have a flat-screen TV for movie watching in bed. The sleek bathrooms have deluxe vanities and tiled walk-in showers. The shared, fenced backyard has a firepit and grill. You'll be near state parks, restaurants, and amenities galore!brbrThe SpacebrStepping into either The Bella or The Calista – they’re virtually identical – you’ll immediately appreciate the vaulted ceilings and spacious open design, which together create an inviting atmosphere for all. The living room’s mantra is comfy-cozy and is a popular place for guests to chill out with a favorite drink, watch a movie or show on the flat-screen TV, or just relax and mingle after a day at the beach or exploring the local sights and bites.brbrAnd speaking of bites, each unit has a newly renovated, fully equipped kitchen featuring high-end appliances and deluxe fixtures, plus all the essential pots, pans, utensils, and small appliances you might need to make delicious vacation meals. There’s also a primo coffeemaker and primo coffee for enjoying a primo morning cup of joe! And actually, the kitchen’s way-cool central island and adjacent breakfast nook are commonly known as the places to be for a morning, afternoon, or evening gathering spot.brbrBoth bedrooms in The Bella and in The Calista feature top-quality bedding and linens – for a comfy, sound sleep – as well as wonderful natural light, from the large multiple windows. Each also has a flat-screen TV for viewing your favorite movies and TV shows in the comfort and privacy of your own bed.brbrThe metro-style bathroom in each unit – that is, both The Bella and The Calista each have one bathroom – is highlighted by a tiled walk-in shower with a soothing Rain-Shower head, plus a deluxe stone-top vanity. And we supply you with all your bathroom essentials. Also, there’s a stackable washer-dryer combo in the kitchen for all your laundering needs.brbrThe fenced backyard offers you and your guests access to a shared, nice-sized lawn, and both a firepit to gather ‘round and a grill for barbecuing.brbrPlease note: Both The Bella and The Calista are superbly located for beach-lovers, and they’re ideal for families or groups who’d like to rent two stand-alone units together – but we’re often asked, “Is it possible to rent just one of the properties ” Yes, you can rent either property separately. Please understand, if you rent one of the homes, you may be sharing outdoor space with another family if they’ve booked time at the other property.brbrIn addition to being just an easy walk from a majestic, crystal-sand Lake Michigan beach – and a super-short drive to popular beaches like Pier Street Beach and Cherry Beach – you and your guests can also partake of the many activities afforded by being quite near Warren Woods State Park, offering all sorts of woodland hiking and biking trails galore, or the region’s largest recreational harbor, providing you with countless water-related excursions and rentals, from fishing trips to boat, kayak, jet-ski, and paddleboard rentals to day and evening cruises. There’s also the Acorn Theater, a local treasure for live performances of nationally recognized music artists, and a number of nearby breweries, wineries, brew pubs, and even an award-winning distillery for you to check out. Of course, you and your guests can also enjoy sampling to your heart’s content the many popular restaurants, cafes, art galleries, boutiques, and antique shops just a hop, skip, and a jump away in Union Pier and downtown New Buffalo.brbrOther Things to NotebrTo abide by all legal requirements and property security rules, you may be asked to participate in a guest prescreening. All 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 a vacation travel insurance policy if you suspect that you will need to cancel your vacation.brbrThe minimum age to rent these homes is 25.brbrA 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.brbrWe welcome up to 2 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. brbrOut of respect for our staff and their families, we do not permit check-ins or check-outs on Thanksgiving Day and Christmas Day. Thank you for your understanding.brbrPermit No: STR-24-0024brPermit No: STR-24-0039

Juniper Presents: The Bella & The Calista, Ideal for Groups Traveling Together!

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$750.38

16x36 Large heated pool!brbr2025 Summer Calendar is OpenbrbrEscape to Harbor County on this private 5-acre, and close to beaches, open concept 4 bedroom/3 bath updated home with large 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 full 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

Bed

Bath

Sleeps

$346.0

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

$541.61

**Please note when booking through VRBO the host fee includes the cleaning fee, damage waiver fee and booking fee.**brbrPrivate Association Beach AccessbrPlease 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 propertybrbrPlease 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 Vacation Rentals Lake Perch is a newly remodeled 2 bedroom, 1.5 bath home located in Lakeside just .1 miles from the private association beach. As you enter the home you immediately feel the stress release. The décor and location make this a perfect getaway to relax and unwind. The home is open and airy with lots of natural light. The screened porch is likely where you will spend much of your time enjoying coffee or a glass of wine. This home features a beautiful fireplace, AC/heat, internet, cable, gas grill, washer/dryer, a screened porch overlooking the backyard, a fire pit and much more. The private association beach is located just .1 mile from the house and is a wonderful spot to spend the day enjoy the water of Lake Michigan or watching a sunset in the evening. The grocery store, restaurants, wineries, breweries and Warren Dunes State Park are just a short drive away. brbrPlease note: In lieu of a Refundable Damage Deposit (providing a credit card for damages), Aqua charges a non-refundable fee (included in the quote before booking) which provides up to $1500 of coverage towards unintentional rental property damages. Also travel insurance is optional.brPayments-50% down upon booking and final payment due 4 weeks prior to your arrival.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- 2br- 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 $1500 of coverage towards unintentional rental property damages.brbrCANCELLATION POLICY: Policy may vary per booking channel. NO REFUNDS are given if the cancellation is received less than 60 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.

Beach Lovers home w/Private Assoc Beach 1 blk fire pit screened porch

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$963.21

2 Bedrooms, 2 Baths, Sleeps 5brbr2025 Calendar OPEN!brbrPool OPEN until Sep 18th!brbrLake Breeze is located on Lake Michigan, with direct access to your private beach. 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.

(2025 Open!) LAKEFRONT HOME WITH PRIVATE HEATED POOL!

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$349.98

Lake Michigan AdventuresbrbrOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'brbrWelcome to where relaxation meets convenience! This cute small cottage is the perfect choice for a friends' trip, couples retreat, or family vacation. Walk only 1,000 feet to reach Sunset Lane Association Beach, a private association beach for the immediate neighborhood only that also allows dogs.brbrLocated in the cute lakefront town of Lakeside, this ground-floor home is surrounded by beautiful trees and lush nature, offering a true 'get away from it all' feeling. Inside, an open floor plan seamlessly combines the living and dining areas and the well-appointed kitchenette. Snuggle up on any of the sofas by the wood-burning fireplace and stream a favorite movie or series on the smart TV. When mealtime comes around, the kitchenette will have your back with all the essential appliances needed to whip up everything, from full-course meals to quick snacks on the go. You can choose to dine indoors or delight yourself with nature in the outdoor dining area on the patio. There is a beautiful screened porch with comfortable seats that leads to the patio.brbrTHINGS TO KNOWbrThere are four backpack beach chairs and an umbrella.brStreaming is available using your own accounts.brThe fireplace is available in the non-summer months.brOne non-aggressive, non-shedding 40 lb. dog allowed.brKitchenette with a fridge, apartment-size stove and oven, microwave, and coffee maker. No dishwasher.brbrThis property is managed by Vacasa Michigan LLC.brbrIf you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.brParking notes: There is free parking available for 2 vehicles.brbrbrbrDamage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.brMore information can be downloaded from the Rental Agreement on the checkout page.brbrDue to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

Dog-friendly cottage with private beach, screened porch, wood fireplace & AC

Lakeside, Michigan, United States

Bed

Bath

4

Sleeps

$625.45

Vacay 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, firepit, and 2 huge lawns for true bliss! Perfect for relaxation and fun with family and friends.brbrTHE SPACEbrWhispering 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.brbrHungry 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.brbrThere’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.brbrUpstairs, 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.brbrEach 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.brbrMAIN FLOORbrPrimary Bedroom: 1 King bed with Ensuite bathroombrbr2ND FLOORbrBedroom 2: 1 Double BedbrBedroom 3: 1 King BedbrBedroom 4: 1 Queen BedbrbrAt 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.brbrOur 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!brbrBesides 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.brbrOTHER THINGS TO NOTEbrTo abide by all legal requirements and property security rules, you may be asked to participate in a guest prescreening. All 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 that you will need to cancel your vacation.brbrThe minimum age to rent this home is 25.brbrA 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.brbrWe 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. brbrOut 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.brbrPermit No: STR-24-0053

Juniper Presents: A Classic Lakeside Cottage w/ Hot Tub, Steps from the Beach

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$460.29

*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 SPRING Summer

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$1090.2

4 Bedrooms, 2 Bathroom, Sleeps 8brbr2025 Calendar Open! Pool Open 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.

(2025 Open!) LAKESIDE HOME WITH PRIVATE POOL and ASSOCIATION BEACH ACCESS!

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$303.33

ALL RENTS WILL BE DISCOUNTED 15% FOR ALL RENTALS BETWEEN LABOR DAY AND MEMORIAL DAY. THIS INCLUDES SPRING AND FALL 2024 RENTALS.brbrOur property is 100% smoke free. This includes the smoking of marijuana products on our property. Smoking or the use of marijuana products on the property will result in termination of the reservation with no refund and a $200.00 clean up fee. Please note if you smell of marijuana and bring the smell into the house your reservation will be terminated with no refund and a $200.00 clean up fee. brbrWe are excited and looking forward to sharing our vacation property with our 2024 guests. This year we are opening earlier than in the past years and offering an 15% discount in the Spring and Fall. Our guests this year will enjoy some new updates that we have made to our Pink House. A new refrigerator and bathroom surround have been added. We have also replaced both mattresses with new Full Size mattresses and we are providing a new propane gas outdoor grill. We already have several reservations, so please reserve early and we will be happy to work with you to arrange a wonderful stay with us along Lake Michigan's shore line.brbrOur property is approximately 2 acres of 100 year old trees with a 100 foot deeded clean sandy beach in southwest Michigan's Harbor Country. We sit on a bluff above Lake Michigan with beautiful scenic views and evening sunsets. Our beach access is just a short walk back to the entrance to our private road, where there is a locked gated access to our shared stairway to the beach.brbrWe have a very quaint country cottage, with a relaxing comforting atmosphere. brbrThis listing for the 'Pink House' is perfect for a small family of 2 to 4 people. It has two bedrooms (both rooms have full size beds), a living room / kitchenette, a dining room and one bath. Bedding, sheets, blankets and pillow cases included but guests must bring their own towels for bathing and the beach.brbrAll guests have use of a brand new gas grill, picnic table, chairs and fire pits. Firewood is provided.brbrAbsorb yourself in a sun-basked adventure on our sugar sand beach. Enjoy a quiet excursion through a local vineyard or distillery or an open air garden market where the scent of fresh grown vegetables and fruit blossoms prevail. Visit a unique assortment of shops and businesses. In the evening you can find yourself overlooking the shores of Lake Michigan and it's beautiful sunsets. brbrIf your looking for evening excitement or night life the Four Winds Casino with its live shows, Casino Gaming, vast buffet and great restaurants are only a 5 minute ride from our property.brbrRegardless if you have planned a romantic evening along the lake shore or gather with locals at a nearby bistro, you’ll discover expectations satisfied. Southwest Michigan is filled with countryside parks, primeval forests, dune buggy rides, water slides, jet skiing, sailing, salmon fishing, golf courses, theaters, museums, wineries, galleries, antique and outlet malls, and much more. Harbor Country attracts thousands of visitors each year while vast assortments of ethnic food eateries satisfy the heartiest of appetites. You can experience all of this in a quaint, relaxing and quiet country atmosphere.brbr **PLEASE NOTE: this property is located a short walk from our shared beach access above Lake Michigan and there are approximately 100 stairs down to the beach. People with health issues may find this to be a difficult climb when returning to the house.

Lake Front Cottage in Michigan's Harbor Country Sandy Shores 2

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$292.03

2 Bedrooms, 1 Bathroom, Sleeps 4brbrPool 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

$427.53

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.

(2025 Open!) ASSOCIATION BEACH ACCESS and PRIVATE TENNIS COURT!

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$449.28

4 Bedrooms, 3 Bathroom, Sleeps 10brbrAs the name implies, Sunnyside Cottage is a bright and cheery cottage in the heart of Lakeside. The newly renovated cottage has been completely refinished, to include a very open concept, consisting of the living area, dining and kitchen. The décor has been updated throughout. The home features 3 bathrooms and 4+ bedrooms, all on one floor. Bedroom one features a queen bed and ensuite bathroom, bedroom two is a queen, bedroom 3 has twin bunk beds, bedroom 4 has a twin and a full, plus there is a small den/bedroom with a twin daybed. Gorgeous kitchen with quartz countertops, living room with a wood burning fireplace. Additionally, there is a lovely front porch, outdoor shower, and private 5-person hot tub (open year-round!). Located in Lakeside, 2 blocks to the private Orchard Beach access. Now with new outdoor firepit!brbr**All Guests required to sign and return our Guest Occupancy Agreement.brbr**Minimum age of 25 years old to rent.brbr**Maximum three car parking.

Bluefish Presents PRIVATE HOT TUB AND ASSOCIATION BEACH ACCESS!

Lakeside, Michigan, United States

Bed

Bath

Sleeps

$543.69

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

3

Bed

1

Bath

7

Sleeps

$369.33

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

4

Bed