Kingsbury Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Kingsbury

Suite 1 - Three Bedroom | 3 bedrooms, premium bedding, memory foam beds, blackout drapes
The Neighborhood Hotel - Grand Beach

The Neighborhood Hotel - Grand Beach

4.0 star property
New Buffalo
9.6 out of 10, Exceptional, (64)
"Great stay for a large family, stayed in the 3 bedroom suite. "
United States
Mario-Julie
The Neighborhood Hotel - Grand Beach
Exterior
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!

Michigan City
9.6 out of 10, Exceptional, (121)
"the house was very spacious and clean. "
United States
Haley G.
Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!
Pool
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.

Michigan City
9.6 out of 10, Exceptional, (243)
"House had everything we needed, great resort neighborhood for kids "
United States
Kathryne I.
Beautiful Family Cottage in Beachwalk-Grill-AC-Free Wifi-Kids Haven.
Interior
Stay in downtown Three Oaks overlooking the main street!

Stay in downtown Three Oaks overlooking the main street!

Three Oaks
9.8 out of 10, Exceptional, (161)
"Easy check-in and perfect location!"
United States
Christine S.
The price is ￥23,813
￥47,354 total
includes taxes & fees
Dec 7 - Dec 8
Stay in downtown Three Oaks overlooking the main street!
Property grounds
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.

Michigan City
9.4 out of 10, Exceptional, (125)
"The location was PERFECT. Just a 5 minute walk down a sandy path to a beautiful beach and Lake Michigan! The tiny cottage was perfect for two people. The bed however is very very hard. If you’re young you’d be okay, but us older folks don’t do well on firm beds lolOther than that our weekend stay was perfect!"
United States
Natasha W.
The price is ￥13,762
￥31,173 total
includes taxes & fees
Nov 16 - Nov 17
BEACHFRONT/HOT TUB/STEAM ROOM/MASSAGE CHAIR/PINBALL/BIKES/KAYAKS/PADDLEBOARDS.
Microwave, oven, stovetop, dishwasher
Designer Loft Within Walking Distance to Restaurants, Bars & Beach! Pet Friendly

Designer Loft Within Walking Distance to Restaurants, Bars & Beach! Pet Friendly

Michigan City
9.4 out of 10, Exceptional, (13)
"Great space!"
United States
Matt D.
The price is ￥20,875
￥51,436 total
includes taxes & fees
Nov 16 - Nov 17
Designer Loft Within Walking Distance to Restaurants, Bars & Beach! Pet Friendly
Outdoor dining
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants

New Buffalo
10.0 out of 10, Exceptional, (79)
"Our stay at Red Oak was wonderful! The house was beautiful! Mary was an excellent host!"
United States
Kelly D.
Red Oak-5 bedroom with in ground pool, fireplace-walk to restaurants
Smart TV, fireplace, foosball, books
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach

Michigan City
9.4 out of 10, Exceptional, (31)
"Nice"
United States
Maryellen W.
The price is ￥10,979
￥53,688 total
includes taxes & fees
Nov 17 - Nov 18
Sand & Sun Getaway | 4BR w/ Game Room + 2 Living Areas |Game Room | Minutes to Beach
Fridge, microwave, oven, stovetop
Beachwalk - 7 bedrooms near the beach. Hot tub & golf cart. Great family house

Beachwalk - 7 bedrooms near the beach. Hot tub & golf cart. Great family house

Michigan City
10.0 out of 10, Exceptional, (244)
"Great house for a Blue Chip weekend with friends"
United States
Kyle W.
Beachwalk - 7 bedrooms near the beach. Hot tub & golf cart. Great family house
Interior
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards

Michigan City
9.8 out of 10, Exceptional, (149)
"My family has rented this property for a number of years now and always enjoy our time. Plenty of space and amenities for all. We were blessed with great weather, which always adds to vacation time. We will do it again!"
United States
Mari S.
Lifetime Memories*Big Beach Front House*Fire Place/Pit*Free WiFi*Paddle Boards
Terrace/patio
Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!

Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!

Downtown New Buffalo
10.0 out of 10, Exceptional, (182)
"Great house for our family! It was clean and spacious and very convenient to everything fun in New Buffalo!"
United States
Amelia F.
Warm late summer dates still open in Sept 2025: 1-4, 7-11, 15-19, 21-26. Enjoy!
Outdoor pool, a heated pool
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!

VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!

Michigan City
8.8 out of 10, Excellent, (23)
"Good location great pool host was nice to deal with. Had a good time"
United States
T H.
The price is ￥18,695
￥80,341 total
includes taxes & fees
Nov 17 - Nov 18
VIP! LUXURY 4BD 5min to Lake Michigan beach Big Pool with heater!!
Property grounds
Modern Farmhouse Retreat-10 Min Walk to Lake Michigan-Hot Tub-Sauna

Modern Farmhouse Retreat-10 Min Walk to Lake Michigan-Hot Tub-Sauna

Michigan City
10.0 out of 10, Exceptional, (118)
"The house was great! The only issue was getting there with Apple Maps. It took me to the wrong place, but once I was there it was a fantastic place to stay!"
United States
Allyson L.
Modern Farmhouse Retreat-10 Min Walk to Lake Michigan-Hot Tub-Sauna
A heated pool
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart

Michigan City
10.0 out of 10, Exceptional, (204)
"Super host, great amenities and really nice home for 6 adults and 4 children. "
United States
Judith M.
Family Retreat-Beachwalk-Grill-AC-Free WiFi-Pool Table-Bikes-Grill-Golf Cart
Fridge, microwave, oven, stovetop
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!

Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!

Michigan City
9.8 out of 10, Exceptional, (34)
"We had a wonderful stay at the Penthouse. It was the perfect location for everything we wanted to. Many things in walking distance which was super convenient. We definitely hope to return for another long weekend!"
United States
Katie E.
The price is ￥21,494
￥52,995 total
includes taxes & fees
Dec 1 - Dec 2
Uptown Penthouse on Pine: By Lake Michigan, Shopping & Casino!
Sport court
Secluded Retreat w/ Hot Tub, Pickleball/Basketball Court, Putting Green, Arcade

Secluded Retreat w/ Hot Tub, Pickleball/Basketball Court, Putting Green, Arcade

New Buffalo
10.0 out of 10, Exceptional, (2)
"Had a mini vacation with our Son’s family. Oldest grandson lived on the basketball court, grand daughter lived at the fire pit. Youngest grandson was in the hot tub as long as we would let him. Recreation room was awesome, saw two football games on 2 TVs. Played pool and hand shuffleboard. Many arcade games! Bedrooms were awesome! Kitchen had everything we needed. Loved the screened in porch. House was secluded, loved the privacy! Hope to return. "
United States
susan c.
Secluded Retreat w/ Hot Tub, Pickleball/Basketball Court, Putting Green, Arcade
Fridge, microwave, oven, stovetop
Brand New Cottage Walkable to All Downtown Michigan City & Beach!

Brand New Cottage Walkable to All Downtown Michigan City & Beach!

Michigan City
9.6 out of 10, Exceptional, (15)
"We really enjoyed our stay. The home was very comfortable and close to downtown. We were minutes away from the mall, casino and breweries. The owner was very responsive to all our needs. We would definitely stay here again. "
United States
Phillip M.
The price is ￥18,092
￥47,280 total
includes taxes & fees
Nov 16 - Nov 17
Brand New Cottage Walkable to All Downtown Michigan City & Beach!
On the beach
Spacious home for travelers. Big discount for monthly renters.

Spacious home for travelers. Big discount for monthly renters.

Michigan City
7.8 out of 10, Good, (27)
"Nice place to stay while on fishing trip"
United States
Grant P.
The price is ￥18,788
￥39,402 total
includes taxes & fees
Nov 16 - Nov 17
Spacious home for travelers. Big discount for monthly renters.
Outdoor pool
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk

Michigan City
9.6 out of 10, Exceptional, (49)
"House was immaculately clean, well appointed & extremely comfortable. By far, our best rental at Beachwalk Resort!"
United States
Kathy B.
The price is ￥27,694
￥65,136 total
includes taxes & fees
Nov 15 - Nov 16
Sweet Inn Coach House near beautiful beach on Lake Michigan in Beachwalk
TV, fireplace, books, stereo
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach

Michigan City
8.6 out of 10, Excellent, (88)
"The house is 1930,s. Plenty of room for a large family. Six bedrooms were adequate! Negative- 30 steps to climb to access the house. Some repair and updating is needed."
United States
Lois W.
The price is ￥61,697
￥124,347 total
includes taxes & fees
Nov 30 - Dec 1
View of the lake from 2 decks in this 6BR Lake Shore Dr home, steps to the beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kingsbury Hotel Reviews

Pine Lake Resort and Banquets

Pine Lake Resort and Banquets

10/10 Excellent
"Great stay"
Tiffany 2-night trip
Posted 4 days ago
Pine Lake Resort and Banquets

Find out more about Kingsbury

Search for holiday rentals in Kingsbury on Expedia! You can easily find your home rentals, villas, holiday apartments in Kingsbury using one of the methods below:

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Look no further and take a look at our great range of rental properties in Kingsbury!

Frequently asked questions

Are there vacation rentals in Kingsbury?

Yes, we have vacation rentals near top local attractions in Kingsbury, or you can go with a secluded option if you're looking for relaxation.

What are some of the best vacation rentals that Kingsbury has to offer?

Big Family House 5 Minutes from Lake Michigan/Blue Chip Casino/Brewery/Wineries!: This vacation home rental outside of Kingsbury is located on a lake and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

What can I see and do in Kingsbury?

Explore the area and family-friendly sights such as Hesston Steam Museum, or get out into nature at a spot like Holmes Island. Pine Lake Plaza and Pine Lake are a couple of places you'll find in the larger area.

What are vacation rentals like in Kingsbury?

Vacation rentals are privately owned properties you can book for several days or more in Kingsbury. Vacation rentals feature amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for family trips.