North Side holiday lettings
We found 594 holiday rentals — enter your dates for availability
Select from 161 houses, 48 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:27 Nov - 4 Dec

Exceptional
(67 reviews)
AVERY STREET BEACH HOUSE. SLEEPS TWELVE! SIX BEDROOMS! FOUR BATHS!
South Haven
£8,202
for 7 nights, 1 home
£1,172 per night
includes taxes & fees

Exceptional
(32 reviews)
Casa de Sarno. Short Walk to Lake Michigan Beach. Dog Friendly.
South Haven
£4,546
for 7 nights, 1 home
£649 per night
includes taxes & fees

Exceptional
(106 reviews)
INDIANA AVENUE BEACH HOUSE 5 BDRMS. 4 BATHS. ACCOMMODATES TWELVE GUESTS!
South Haven
£2,927
for 7 nights, 1 home
£418 per night
includes taxes & fees

Exceptional
(110 reviews)
Fun Haven sleeps 12. All season pool and hot tub. Walk to beach. Pet friendly.
South Haven
£2,474
for 7 nights, 1 home
£353 per night
includes taxes & fees

Exceptional
(39 reviews)
THE OAKLAND NORTH! ACCOMMODATES TEN GUESTS! 4 BDRMS/3 BATHS! NORTH BEACH!
South Haven
£3,247
for 7 nights, 1 home
£464 per night
includes taxes & fees

Exceptional
(189 reviews)
Lake Michigan Beach & Heated Pool 1 King BR+ Cottage Sleeps 3
South Haven
£1,328
for 7 nights, 1 cottage
£190 per night
includes taxes & fees

Exceptional
(37 reviews)
Escape to South Haven…
South Haven
£1,929
for 7 nights, 1 home
£276 per night
includes taxes & fees

Exceptional
(64 reviews)
Fun inside or out with game room, fenced yard and 1/2 mile to beach or town.
South Haven
£1,303
for 7 nights, 1 home
£186 per night
includes taxes & fees

Exceptional
(76 reviews)
5 minute walk to beach or town Sabinas Sandcastle
South Haven
£2,455
for 7 nights, 1 home
£351 per night
includes taxes & fees

Exceptional
(84 reviews)
Newly Remodeled Apartment in Downtown South Haven
South Haven
£794
for 7 nights, 1 apartment
£113 per night
includes taxes & fees

Exceptional
(107 reviews)
2 blocks from Lake Michigan family friendly
South Haven
£1,627
for 7 nights, 1 apartment
£232 per night
includes taxes & fees

Exceptional
(200 reviews)
Overlook South Haven Harbor steps from South Beach and Downtown
South Haven
£1,186
for 7 nights, 1 home
£169 per night
includes taxes & fees

Exceptional
(66 reviews)
Family friendly walk to the beach and town.
South Haven
£1,627
for 7 nights, 1 apartment
£232 per night
includes taxes & fees

Exceptional
(101 reviews)
Book your Summer vacation! Walk to downtown, 3 minutes drive to beaches!
South Haven
£1,743
for 7 nights, 1 home
£249 per night
includes taxes & fees

Exceptional
(97 reviews)
MICHIANA APARTMENT #3 ONE BDRM/ONE BATH BETWEEN DOWNTOWN AND SOUTH BEACH!
South Haven
£1,270
for 7 nights, 1 apartment
£181 per night
includes taxes & fees

Exceptional
(186 reviews)
Newly Renovated Cozy Efficiency
South Haven
£1,120
for 7 nights, 1 apartment
£160 per night
includes taxes & fees

Exceptional
(140 reviews)
Michiana Apartment #2: Two bedroom one bath apartment in downtown South Haven!
South Haven
£1,233
for 7 nights, 1 apartment
£176 per night
includes taxes & fees

Exceptional
(18 reviews)
Beach Front, Pool, Short walk to Downtown. Look No more! Peaceful Paradise
South Haven
£1,862
for 7 nights, 1 apartment
£266 per night
includes taxes & fees

Exceptional
(65 reviews)
Summer Fling 3rd Floor Downtown Studio
South Haven
£1,305
for 7 nights, 1 apartment
£186 per night
includes taxes & fees

Exceptional
(130 reviews)
MICHIANA #4: Second floor two bedroom one bath in downtown South Haven!
South Haven
£1,781
for 7 nights, 1 apartment
£254 per night
includes taxes & fees

Exceptional
(31 reviews)
321 Michigan Avenue Historic One Bedroom, One Full Bath Apartment!
South Haven
£1,246
for 7 nights, 1 apartment
£178 per night
includes taxes & fees

Exceptional
(82 reviews)
Summer Fling 2nd Floor Downtown Suite
South Haven
£1,305
for 7 nights, 1 apartment
£186 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - North Side

Beachfront Luxury Home-NEW Private Heated Pool, Lake View, Firepit, Game Room
Sleeps 16 · 6 bedrooms · 4 bathrooms

beachfront-reallly really, on big lake amazin views.
Sleeps 14 · 7 bedrooms · 4 bathrooms

Beach Glass Cottage on North Beach w/Hot Tub - Unforgettable Views
Sleeps 14 · 4 bedrooms · 3+ bathrooms

Elegant Home on Semi-Private Beach in South Haven
Sleeps 16 · 5 bedrooms · 3+ bathrooms

Luxury Home on North Beach-NEW Heated Pool & Hot Tub, Firepit, Game Room & More!
Sleeps 16 · 6 bedrooms · 4 bathrooms

Coastal Blue | Beachfront • Luxe 4BR • Arcade!
Sleeps 12 · 4 bedrooms · 4 bathrooms
Top rated rentals - North Side

Fabulous !
Beach home was beautiful , modern , clean and perfectly positioned . The town is a ten minute walk away and a large supermarket a few minutes drive . We watched the gorgeous sunset and had a good walk on the beach every morning . Check in was easy and we had Anne and Greg’s number if we needed it . We didn’t as everything was wonderful .
Susan W.
Stayed Sept 2018
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore 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.
