Vacation Rentals

A Skyline Lake View

Location: New Buffalo, Michigan
Property Type: Condo
from $325 /nt
2
2
6

Fri.-Fri. Rentals ONLY during peak summer season( mid June-mid Aug.) Tastefully decorated with a beachy vibe, this top-floor Bridgewater unit is in the heart of town. This top-floor unit offers 2 bedrooms with 2 full bathrooms, and an open floor plan feel. Bridgewater condominiums offer guests an indoor pool, outdoor pool, gym, and secure parking. The building is also one of the only in the area with an elevator. The…...

Anchor Point – Privacy and Convenience

Location: Union Pier, Michigan
Property Type: Cottage
from $325 /nt
3
2
8

2025 JUST OPENED FOR RENTALS(5 nt. min. mid June thru mid. August) Tucked away on a quiet road just minutes from Downtown Union Pier sits this newly constructed 3 bedroom, 2 bathroom home. Built with attention to detail, this home offers two levels of living space – allowing for greater privacy for guests. The covered front porch and a screened-in area allow guests to enjoy the summer and fall months…...

Beachside Getaway

Location: New Buffalo, Michigan
Property Type: Condo
from $325 /nt
3
2
6

(JUST OPENED 2025 RENTAL SEASON) ( Sun.- Sun. Rentals Only During Peak Summer Season, Mid June-Late Aug.) Walk to downtown New Buffalo shops, restaurants, hotels, and the Amtrak Train Station. A fabulous Bridgewater three-bedroom, end unit, on the second floor is filled with natural light. Panoramic views include a waterfront marina, a partial view of Lake Michigan, and downtown New Buffalo. An open floor plan with seating on the covered…...

Chalonna Retreat – Harbor Dunes

Location: New Buffalo, Michigan
Property Type: Cottage
from $300 /nt
3
2
8

(Memorial Day Thru Labor Day Fri.-Fri. Rentals ONLY) Modern cottage on a wooded lot in a small private community just over a mile from downtown New Buffalo, Michigan with three bedrooms, two baths, and a wrap-around country porch that's partially screened-in. There are two bedrooms on the main floor that share a full bath. The second room on the main floor has a queen bed and its own entrance or…...

Diamond Point Townhome

Location: New Buffalo, Michigan
Property Type: Townhome
from $250 /nt
3
3
6

(2025 SEASON JUST OPENED. SAT-SAT. RENTALS ONLY IN THE SUMMER MONTHS) INDOOR POOL !! This well-appointed townhome is a two-minute drive from downtown New Buffalo but remote enough to provide some privacy and some well-deserved quiet time. Two levels of living space with a rooftop deck for outdoor seating. Enjoy the clubhouse with an indoor heated pool, hot tub, and fitness room. GREAT VALUE. We kindly request that guests refrain…...

Downtown Convenience

Location: New Buffalo, Michigan
Property Type: Condo
from $300 /nt
2
2
6

DURING PEAK SEASON(MID. JUNE-MID. AUG) SUNDAY-SUNDAY RENTALS ONLY New Buffalo Bridgewater unit with 2 bedrooms and 2 bathrooms located within walking distance to everything downtown New Buffalo has to offer. Completely updated 2nd. floor unit with an open floor plan feel. Bridgewater condos offer an indoor pool, outdoor pool, gym, and a secured parking lot. The building is well constructed so no noise from guests below or above you. If…...

Grand Beach Golf and More

Location: Grand Beach, Michigan
Property Type: House
from $800 /nt
6
7
16

HEATED POOL OPEN UNTIL OCT. 15TH EACH YEAR JUST OPENED 2025 (SAT-SAT RENTALS ONLY IN THE SUMMER) Elegant 6-bedroom home on one acre in Grand Beach Michigan. Five full baths and two half baths add to the convenience and comfort of this well-appointed vacation home. You never have to leave the house with a large heated pool, hot tub, fire pit, family rec room, and outdoor grill island. But if…...

Heart of New Buffalo

Location: New Buffalo, Michigan
Property Type: Condo
from $300 /nt
2
2
6

(2025 JUST OPENED) (Sat.-Sat. Booking only Mid. June-Late. Aug.) Perfect Location! Located two levels up from the parking lot with easy access via stairs or the elevator. Walk to everything and if needed take the train to Chicago with ease. The unit is a two bedrooms with three beds offering varying accommodations for couples to families with children. The building offers gated secured parking, an indoor and outdoor pool, and…...

Hidden Gem in Union Pier

Location: Union Pier, Michigan
Property Type: Cottage
from $300 /nt
3
2
6

(2025 JUST OPENED!!!) Peak season rentals: (Sunday - Sunday with one-week minimum stay, Mid June-Late Aug.) Delightful, cedar-sided 3BR/2BA Union Pier cottage located just 3 blocks from beautiful Lake Michigan in the heart of Harbor Country. Single-level living with open concept floor plan. Fully appointed kitchen with beautiful cherry cabinets, stainless steel appliances, carrion countertops, large breakfast island, and dining table with seating for up to 8. Vaulted ceilings with…...

Just Off the Beaten Path

Location: New Buffalo, Michigan
Property Type: Farmhouse
from $300 /nt
3
2.5
8

2025 JUST OPENED ! (Sat.-Sat. Rentals only in the summer from mid. June-late Aug.) Charming 3 bedroom, 2.5 bathroom Farmhouse style home just minutes from downtown New Buffalo. With its open floor plan, screened-in porch, and hot tub nestled on a wooded lot this is a great place for a family getaway. This home is conveniently located near Four Winds Casino Resort and downtown New Buffalo with all it has…...

Lake Time @ New Buffalo

Location: New Buffalo, Michigan
Property Type: Condo
from $275 /nt
2
2
6

(2025 JUST OPENED!!) ( Sun.- Sun. Rentals Only mid June-mid Aug. ) Relax you’re on lake time. There is no need to worry about parking -- plenty of it. If commuting from Chicago on AMTRAK, leave the car at home -- this condo is just a short walk from the train platform and walking distance to shops, restaurants, marina, and the beach. This condo has everything your family needs to…...

Magician Lake Breeze

Location: Dowagiac, Michigan
Property Type: House
from $600 /nt
4
2
12

2025 JUST OPENED!!! (FRIDAY-FRIDAY RENTALS ONLY IN THE SUMMER MONTHS) 2024 FALL SPECIALS (2 night min) Experience the perfect lakefront getaway at this four-bedroom, two-bath home on the highly sought-after Magician Lake in the Sister Lakes area. With a private dock for your boat or jet ski, you'll have easy access to the water's edge. This single-family retreat is designed for making lasting memories -- immerse yourself in luxury with…...

Meant to Beach

Location: Union Pier, Michigan
Property Type: Cottage
from $375 /nt
3
2
7

(Mid June-Late Aug. Fri-Fri. stays only) ) Charming, well-appointed 3 bedrooms, a 2-bath cottage on a secluded private lane one block from Lake Michigan and McKinley's Beach. A 5-minute walk to the heart of Union Pier's Market and shops/food/coffee. This bright and beautiful home also boasts a large flat and private yard with plenty of sunny and shaded areas and ample room for yard games and outdoor entertainment. Picnic table,…...

Michiana Cottage Perfect for Four

Location: Michiana Shores, Indiana
Property Type: Cottage
from $250 /nt
2
1
5

This charming vintage 1940s cottage is one of the original homes built in the beach community that would become Michiana Shores. Attracted by a beautiful combination of woods and lake, residents from Chicago, Indiana, and Michigan have made their way to this serene spot for rest and relaxation for many years. Today, the cottage has been updated to provide the cozy comforts you desire, while maintaining the knotty pine interior…...

Myrtle Beach Coastal Charm

Location: Myrtle Beach, South Carolina
Property Type: Condo
from $130 /nt
2
2
4

JUST LISTED AS A RENTAL AS OF 10/01/2024 Saturday - Saturday only during peak season (May 17th-Aug. 2nd. 2025) Myrtle Beach Coastal Charm is a newly renovated, two-bedroom, two-bath condominium offering the best of South Carolina coastal living. Located on the first floor of Ocean Creek Tower North, you’ll enjoy easy access—no waiting for elevators. Wake up to stunning panoramic views of the ocean, saltwater creek, marshes, and dunes from…...

New Buffalo Rooftop Retreat

Location: New Buffalo, Michigan
Property Type: Townhome
from $275 /nt
3
3
8

NOW OPEN 2025!! (SUMMER RENTALS ARE SAT.-SAT. ONLY) Charming town-home just a stone's throw away from downtown New Buffalo and the stunning shores of Lake Michigan. Nestled in a serene setting, New Buffalo Rooftop Retreat offers a tranquil retreat after a day at the beach or a day of exploration. With three levels of living space and a rooftop deck, soak up the summer sun in style. Plus, indulge in…...

North Beach Oasis

Location: North Myrtle Beach, South Carolina
Property Type: Condo
from $200 /nt
3
2.5
6

(Sunday to Sunday rentals only during peak summer months) NEW RENTAL ON THE MARKET(STARTING FEB. 1ST. 2025) North Beach Oasis invites you to experience comfort and convenience in the heart of . This beautifully appointed 3-bedroom, 2.5-bath townhome offers two levels of living space designed for relaxation and togetherness. Upstairs, you’ll find all three bedrooms, providing a peaceful retreat after a day of fun. The main floor features an open-concept…...

Ocean Creek Condo

Location: Myrtle Beach, South Carolina
Property Type: Condo
from $200 /nt
3
3
7

(2025 CALENDAR JUST OPENED. SAT.-SAT. RENTALS ONLY IN THE SUMMER MONTHS) ASK ABOUT OUR WINTER DEALS FOR STAYS LONGER THEN 14 DAYS All Recent Reviews !! Complete Remodel !!! Not just a little paint and some art work. ALL 3 full bathrooms, floors, kitchen appliances, furniture, is all new. Three Bedroom Three Full Bathroom condo in Ocean Creek. Ocean Creek is a gated community with 24/7 security on the north…...

Second Chance Retreat – Camp Buffalo Cottages

Location: New Buffalo, Michigan
Property Type: Cottage
from $525 /nt
3
2
8

(LAST MINUTE OPENING AUG. 24TH-30TH 2024 FOR 6 NIGHTS) 2025 JUST OPENED!!(SAT.-SAT. RENTAL ONLY MID JUNE-LATE AUG.) Newly constructed 3 bedrooms, 2-bathroom home in one of the most desirable neighborhoods in New Buffalo. The Camp Buffalo Cottages area offers its guests a communal pool, outdoor theater, and clubhouse for guest use. The property also offers a private 6-person hot tub that is open year-round. The property is less than three…...

Tallgrass Cottage – Walden Woods

Location: New Buffalo, Michigan
Property Type: Cottage
from $300 /nt
3
3
6

(Sun.-Sun. Rentals ONLY Memorial Day thru Labor Day) Tucked away in the wooded Walden cottage enclave sits Tallgrass Cottage, a healing sanctuary for you and your family for a week or weekend. Surrounded by nature, but within walking distance of the quaint downtown of New Buffalo, and less than a mile from the New Buffalo beach, Tallgrass is a short 70 miles from Chicago. Once here, you'll immediately notice how…...

WAYA’s DEN – Riverfront Rental

Location: New Buffalo, Michigan
Property Type: Cabin
from $550 /nt
4
3.5
14

2025 JUST OPENED! 20% OFF LISTED RATED FOR MID WEEK STAYS(MON.-THURS.) Peak Season 2025 Rentals: This property rents from Saturday - Saturday in the summer months( mid-June thru late-August). Log cabin on six beautiful acres of land with over 500 feet of Galien River wrapping around the property. Conveniently located -- less than a 10-minute drive to Four Winds Casino in New Buffalo, Journeyman Distillery in Three Oaks, area beaches,…...