North Side holiday lettings

We found 583 holiday rentals — enter your dates for availability
Select from 161 houses, 49 flats and other holiday rentals to find the perfect place for your stay in North Side. Holiday rentals offer the amenities that you expect for your stay with friends, family or just your pet, such as parking and a washer and dryer. You'll be able to choose a property to rent to meet everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – North Side

Showing deals for:18 Dec - 25 Dec

Living area
Custom natural oak wood trim on the fireplace surround.
The Avery Street Beach House accommodates twelve (12) guests maximum.
The foyer and master suite are located adjacent to the Living Room.
Exceptional
(68 reviews)

AVERY STREET BEACH HOUSE. SLEEPS TWELVE! SIX BEDROOMS! FOUR BATHS!

South Haven

8% off
£8,363
for 7 nights, 1 home
£1,195 per night
includes taxes & fees
AVERY STREET BEACH HOUSE. SLEEPS TWELVE! SIX BEDROOMS! FOUR BATHS!
Corner house, this side faces Kalamazoo Street
Pass through from kitchen to dining room
Bedroom #2, 2nd floor, primary bedroom-Queen memory foam mattress, and futon
Brand new wraparound deck and railings
Exceptional
(47 reviews)

Prime location! Dog friendly; close to beach, restaurants, shops! New kitchen!

South Haven

8% off
£2,315
for 7 nights, 1 home
£331 per night
includes taxes & fees
Prime location! Dog friendly; close to beach, restaurants, shops! New kitchen!
Front Sitting Room
Back Deck
Stairs down to Main Level
Front Sitting Room
Exceptional
(32 reviews)

Casa de Sarno. Short Walk to Lake Michigan Beach. Dog Friendly.

South Haven

8% off
£4,570
for 7 nights, 1 home
£653 per night
includes taxes & fees
Casa de Sarno. Short Walk to Lake Michigan Beach. Dog Friendly.
Farmhouse style dining table
The riverwalk is great for viewing the many boats visiting the harbor.
New patio added in 2018 connecting garage to pool to back yard to side yard.
Remodeled kitchen has stunning quartz countertops and stainless steel appliances
Exceptional
(54 reviews)

Perfect for Family - HEATED POOL thru early Oct, WALK to Downtown/Beach, HOT TUB

South Haven

8% off
£3,054
for 7 nights, 1 home
£436 per night
includes taxes & fees
Perfect for Family - HEATED POOL thru early Oct, WALK to Downtown/Beach, HOT TUB
Aspiring and seasoned cooks have reason to rejoice in the beautiful kitchen!
Wide and gentle stairs from the driveway to the side door.
Sitting room beyond the family room.
Natural travertine tile flooring is installed throughout the kitchen.
Exceptional
(106 reviews)

INDIANA AVENUE BEACH HOUSE 5 BDRMS. 4 BATHS. ACCOMMODATES TWELVE GUESTS!

South Haven

8% off
£3,004
for 7 nights, 1 home
£429 per night
includes taxes & fees
INDIANA AVENUE BEACH HOUSE 5 BDRMS. 4 BATHS. ACCOMMODATES TWELVE GUESTS!
Gourmet kitchen with bar seating for 6
Back deck, firepit/chairs (on left), dining table, grill, bench seating
View of kitchen and dining from large family sitting area
River view from ground level deck back of house
Exceptional
(98 reviews)

Walk to Beach & Downtown • River + Lake Views • Huge 3-Level Home Sleeps 16

South Haven

8% off
£2,650
for 7 nights, 1 home
£379 per night
includes taxes & fees
Walk to Beach & Downtown • River + Lake Views • Huge 3-Level Home Sleeps 16
New build with community pools and clubhouse, walking distance to lake/beaches.
Large dining table flowing into luxurious kitchen.
Ready for you to cook and enjoy time with the family.
Glass enclosure with heaters allows pool to be all-season and retracts in summer
Exceptional
(110 reviews)

Fun Haven sleeps 12. All season pool and hot tub. Walk to beach. Pet friendly.

South Haven

8% off
£2,409
for 7 nights, 1 home
£344 per night
includes taxes & fees
Fun Haven sleeps 12. All season pool and hot tub. Walk to beach. Pet friendly.
Private kitchen
Private kitchen
Dining
Beach
Exceptional
(39 reviews)

THE OAKLAND NORTH! ACCOMMODATES TEN GUESTS! 4 BDRMS/3 BATHS! NORTH BEACH!

South Haven

8% off
£3,346
for 7 nights, 1 home
£478 per night
includes taxes & fees
THE OAKLAND NORTH! ACCOMMODATES TEN GUESTS! 4 BDRMS/3 BATHS! NORTH BEACH!
1st Flr living rm with
flat screen tv
Kids Corner - Park
Front of home . 224 Monroe
Front Porch
Exceptional
(77 reviews)

5 minute walk to beach or town Sabinas Sandcastle

South Haven

8% off
£2,752
for 7 nights, 1 home
£393 per night
includes taxes & fees
5 minute walk to beach or town Sabinas Sandcastle
Living area
Property grounds
Interior
Property grounds
Exceptional
(66 reviews)

Fun inside or out with game room, fenced yard and 1/2 mile to beach or town.

South Haven

9% off
£1,325
for 7 nights, 1 home
£189 per night
includes taxes & fees
Fun inside or out with game room, fenced yard and 1/2 mile to beach or town.
TV area
Marina
Living area
View
Exceptional
(85 reviews)

Newly Remodeled Apartment in Downtown South Haven

South Haven

8% off
£759
for 7 nights, 1 apartment
£108 per night
includes taxes & fees
Newly Remodeled Apartment in Downtown South Haven
Exterior
Pool
Private kitchen
Dining
Exceptional
(9 reviews)

Relax and play at Indigo Haven--spacious home close to beach and pools!

South Haven

8% off
£1,809
for 7 nights, 1 home
£258 per night
includes taxes & fees
Relax and play at Indigo Haven--spacious home close to beach and pools!
Crimson Sun, 
Where the Sidewalk Ends!
Property grounds
Private kitchen
Dining
Exceptional
(201 reviews)

Overlook South Haven Harbor steps from South Beach and Downtown

South Haven

9% off
£1,219
for 7 nights, 1 home
£174 per night
includes taxes & fees
Overlook South Haven Harbor steps from South Beach and Downtown
Exterior
Beautiful backyard
Room
Master Bath Entrance
Exceptional
(107 reviews)

2 blocks from Lake Michigan family friendly

South Haven

9% off
£1,633
for 7 nights, 1 apartment
£233 per night
includes taxes & fees
2 blocks from Lake Michigan family friendly
Interior
Exterior detail
Terrace/patio
Property grounds
Exceptional
(101 reviews)

Book your Summer vacation! Walk to downtown, 3 minutes drive to beaches!

South Haven

15% off
£1,737
for 7 nights, 1 home
£248 per night
includes taxes & fees
Book your Summer vacation! Walk to downtown, 3 minutes drive to beaches!
Kitchen leading to outdoor entrance with shared deck
Kitchen
Property grounds
Front of house
Exceptional
(66 reviews)

Family friendly walk to the beach and town.

South Haven

9% off
£1,633
for 7 nights, 1 apartment
£233 per night
includes taxes & fees
Family friendly walk to the beach and town.
Room
Outdoor dining
Exterior detail
Dining
Exceptional
(8 reviews)

Private, Firepit, Walk to Town & <1 Mi to Beach

South Haven

12% off
£1,584
for 7 nights, 1 home
£226 per night
includes taxes & fees
Private, Firepit, Walk to Town & <1 Mi to Beach
studio bedroom
back yard
apartment c
studio kitchen
Exceptional
(188 reviews)

Newly Renovated Cozy Efficiency

South Haven

9% off
£1,101
for 7 nights, 1 apartment
£157 per night
includes taxes & fees
Newly Renovated Cozy Efficiency
Living area
Spacious Entry Foyer with the laundry closet behind the six panel oak door.
Private kitchen
Living area
Exceptional
(32 reviews)

321 Michigan Avenue Historic One Bedroom, One Full Bath Apartment!

South Haven

9% off
£1,239
for 7 nights, 1 apartment
£177 per night
includes taxes & fees
321 Michigan Avenue Historic One Bedroom, One Full Bath Apartment!
View of Lake Michigan from the Living room
Totally Remodeled Kitchen
Comfortable living room with View of Lake Michigan
View From the Patio
Exceptional
(18 reviews)

Beach Front, Pool, Short walk to Downtown. Look No more! Peaceful Paradise

South Haven

8% off
£1,854
for 7 nights, 1 apartment
£265 per night
includes taxes & fees
Beach Front, Pool, Short walk to Downtown. Look No more! Peaceful Paradise
Exterior
South Haven has several beautiful parks and incredible flowers in the Summer.
Living area
Kitchen with dishwasher, self cleaning gas range and space maker microwave.
Exceptional
(142 reviews)

Michiana Apartment #2: Two bedroom one bath apartment in downtown South Haven!

South Haven

8% off
£1,175
for 7 nights, 1 apartment
£168 per night
includes taxes & fees
Michiana Apartment #2: Two bedroom one bath apartment in downtown South Haven!
Vintage Victorian details have been preserved of the exterior front entry.
Aerial photo of South Haven showing the Black River opening into Lake Michigan.
Michiana #3 kitchen includes all major appliances and cooking utensils.
Convenient outdoor beach shower below back deck stairs with hot and cold water.
Exceptional
(97 reviews)

MICHIANA APARTMENT 3 ONE BDRM/ONE BATH BETWEEN DOWNTOWN AND SOUTH BEACH!

South Haven

8% off
£1,056
for 7 nights, 1 apartment
£151 per night
includes taxes & fees
MICHIANA APARTMENT 3 ONE BDRM/ONE BATH BETWEEN DOWNTOWN AND SOUTH BEACH!
Living area
Interior
Interior
Interior
Exceptional
(84 reviews)

Summer Fling 2nd Floor Downtown Suite

South Haven

8% off
£1,297
for 7 nights, 1 apartment
£185 per night
includes taxes & fees
Summer Fling 2nd Floor Downtown Suite
Interior
Interior
Room
Private kitchen
Exceptional
(65 reviews)

Summer Fling 3rd Floor Downtown Studio

South Haven

8% off
£1,297
for 7 nights, 1 apartment
£185 per night
includes taxes & fees
Summer Fling 3rd Floor Downtown Studio
  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

How much does it cost to rent a holiday home in North Side?
Prices for holiday rentals in North Side vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in North Side to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for North Side holiday house rentals?
You can find great discounts on house rentals in North Side on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any North Side holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in North Side with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in North Side?
A long-stay holiday rental in North Side is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit North Side for a holiday rental?
The peak season for visiting North Side, Michigan, falls between June and August, with July being the most popular month for holiday rentals. This vibrant period attracts families and outdoor enthusiasts eager to partake in a variety of activities, from swimming and fishing to hiking along the picturesque trails that wind through the area's natural beauty. The warm summer temperatures, typically ranging from 20 to 30 degrees Celsius, create the ideal setting for enjoying the great outdoors and engaging with the local community during summer festivals.For those seeking a more tranquil experience, consider planning your visit in November. While this month sees fewer tourists, it offers a unique opportunity to enjoy the area's peaceful atmosphere and the beauty of late autumn. You'll find that holiday rentals are often more affordable during this time, allowing you to immerse yourself in the local culture without the crowds.Ultimately, your ideal time to visit North Side will depend on whether you prefer the lively summer buzz filled with outdoor activities or the serene, quieter charm of late autumn.
How early should I book a North Side holiday rental?
Book your North Side holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in North Side, Michigan, United States of America?
In North Side, Michigan, visitors can enjoy a variety of attractions that highlight the area's natural beauty and cultural offerings. The neighbourhood is known for its proximity to the stunning Lake Michigan shoreline, where outdoor enthusiasts can partake in activities such as hiking, biking, and water sports. The nearby Lincoln Park offers expansive green spaces and picnic areas, making it a popular spot for families and nature lovers alike.Cultural attractions can be found at the Chicago History Museum, which provides insights into the city's rich past, while the vibrant streets of Lincoln Park are lined with charming boutiques, vibrant restaurants, and lively bars. Additionally, the North Side is home to some beautiful parks, such as the expansive Montrose Beach and the picturesque Welles Park, which host various community events throughout the year.
Can I change or cancel my North Side home rental booking on Vrbo?
To find North Side holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the North Side holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.