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North Shore Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for North Shore vacation rentals

A wooden deck with a table and chairs, surrounded by lush greenery and trees.

1. Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
9.4 out of 10, Exceptional, (3 reviews)
"Nice quiet spot to rest a Travelers head"
United States
Dan K.
$286 nightly
The price is $304
Oct 28 - Oct 29
Total with taxes and fees
Spacious 3 Bedroom
A white house with a porch and a chimney, surrounded by a grassy area and a brick path.

2. The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (58 reviews)
"Thank you. Would definitely stay again."
United States
Brandon B.
$238 nightly
The price is $252
Nov 1 - Nov 2
Total with taxes and fees
The Tailor House
A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

3. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
$429 nightly
The price is $454
Nov 2 - Nov 3
Total with taxes and fees
King bed Crystal Lake Mchenry Cary Cozy
A red house with a porch, a wooden staircase, and a flag.

4. Lovely 1-bedroom apartment with AC in charming Woodstock

Lovely 1-bedroom apartment with AC in charming Woodstock
Woodstock
8.0 out of 10, Very good, (3 reviews)
"Everything was great! The property is close to everything and was easy to access. The only drawback was the air conditioning in the bedroom was very loud. Other than that no problems."
United States
Beth B.
$170 nightly
The price is $180
Oct 28 - Oct 29
Total with taxes and fees
Lovely 1-bedroom apartment with AC in charming Woodstock
A two-story house with a front porch, a stone exterior on the right side, and a green door.

5. The Main Event Game House on the Huntley Square!

The Main Event Game House on the Huntley Square!
Huntley
10.0 out of 10, Exceptional, (21 reviews)
"Our stay was very comfortable and the game room was great for our big family. The kids didn't want to leave and always ask about going back."
United States
BENJAMIN B.
$242 nightly
The price is $256
Nov 4 - Nov 5
Total with taxes and fees
The Main Event Game House on the Huntley Square!
An outdoor patio with stone flooring, a wooden table and chairs, a stone wall, and a fire pit.

6. Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
9.8 out of 10, Exceptional, (20 reviews)
"Host and amenities were great!"
United States
Jeff P.
$223 nightly
The price is $236
Nov 15 - Nov 16
Total with taxes and fees
Little Fox Cottage - A Cozy Riverview Getaway
A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

7. ✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Elgin
9.4 out of 10, Exceptional, (3 reviews)
"Great place"
United States
Sthendall M.
$319 nightly
The price is $338
Nov 3 - Nov 4
Total with taxes and fees
✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Living area

8. Wonder Lake Elegance: Serene 2BR Townhome Retreat

Wonder Lake Elegance: Serene 2BR Townhome Retreat
Wonder Lake
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and comfortable. Quiet neighborhood."
United States
Ken S.
$345 nightly
The price is $366
Oct 28 - Oct 29
Total with taxes and fees
Wonder Lake Elegance: Serene 2BR Townhome Retreat
A bedroom with a brick wall, a bed, a desk, and a window with a view.

9. 124 Lofts #4 - Downtown Dundee - Walk to Dining

124 Lofts #4 - Downtown Dundee - Walk to Dining
West Dundee
9.8 out of 10, Exceptional, (20 reviews)
"Awesome loft. Perfect for an overnight stay. Convenient parking and lots of restaurants to choose from."
United States
Shannon
$194 nightly
The price is $216
Oct 28 - Oct 29
Total with taxes and fees
124 Lofts #4 - Downtown Dundee - Walk to Dining
A hotel room with a bed, a desk, a lamp, a TV, and a framed artwork.

10. 124 Lofts #1 - Downtown Dundee - Walk to Dining

124 Lofts #1 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (17 reviews)
"Fantastic hosts, fantastic spot!"
United States
Haggard A.
$194 nightly
The price is $216
Oct 28 - Oct 29
Total with taxes and fees
124 Lofts #1 - Downtown Dundee - Walk to Dining
A wicker tray with a pitcher and glasses on a wooden table on a porch.

11. Kildahl House - Boutique Farmhouse Suite #1

Kildahl House - Boutique Farmhouse Suite #1
West Dundee
9.8 out of 10, Exceptional, (19 reviews)
"We had a wonderful stay at the Kildahl House! It is clean, cozy, charming. The location is perfect and accessible to to the river and downtown. I loved the connections Andy and Suzanne have made with local businesses to make your stay even more enjoyable!"
United States
Elise L.
$238 nightly
The price is $265
Oct 28 - Oct 29
Total with taxes and fees
Kildahl House - Boutique Farmhouse Suite #1
A kitchen with a dark wooden table, white cabinets, and a sliding barn door.

12. Terrific 3-bedroom family-friendly house close to everything in charming McHenry

Terrific 3-bedroom family-friendly house close to everything in charming McHenry
McHenry
8.6 out of 10, Excellent, (13 reviews)
"Nearby lots of restaurants and business as well as a nice park."
United States
Cj D.
$336 nightly
The price is $356
Oct 28 - Oct 29
Total with taxes and fees
Terrific 3-bedroom family-friendly house close to everything in charming McHenry
A wicker tray with a pitcher and glasses on a wooden table on a porch.

13. Kildahl House - Boutique Farmhouse Suite #4

Kildahl House - Boutique Farmhouse Suite #4
West Dundee
10.0 out of 10, Exceptional, (20 reviews)
"Wonderful place to stay and the host was very welcoming and easy to work with!"
United States
Kevin B.
$238 nightly
The price is $265
Oct 28 - Oct 29
Total with taxes and fees
Kildahl House - Boutique Farmhouse Suite #4
A two-story house with a stone chimney, a front porch with steps, and a flag.

14. Quaint Bungalow, near Great Lakes Naval Base

Quaint Bungalow, near Great Lakes Naval Base
Mundelein
9.8 out of 10, Exceptional, (76 reviews)
"We had a great stay! The area was peaceful and felt safe. "
United States
Yoselin V.
$333 nightly
The price is $353
Oct 31 - Nov 1
Total with taxes and fees
Quaint Bungalow, near Great Lakes Naval Base
A bedroom with a large bed, two bedside tables with lamps, and a tapestry depicting a waterfall.

15. Sanctuary Woodland Guest House, located next to the conservation area!

Sanctuary Woodland Guest House, located next to the conservation area!
Harvard
10.0 out of 10, Exceptional, (28 reviews)
"The property is so cute and it was the perfect, quiet place to stay! The owner was super friendly as well!"
United States
Jamie S.
$189 nightly
The price is $200
Nov 15 - Nov 16
Total with taxes and fees
Sanctuary Woodland Guest House, located next to the conservation area!
A modern living room with a dining area, a sofa, a TV, and a fireplace.

16. Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago

Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
Elgin
10.0 out of 10, Exceptional, (25 reviews)
"This was a great house with a beautiful property!"
United States
Malcolm S.
$456 nightly
The price is $457
Oct 28 - Oct 29
Total with taxes and fees
Pet/Family Friendly Farmhouse: Sleeps 10, Firepit, 1 Hour from Chicago
A cozy living room with a sectional sofa, a wooden coffee table, and a fireplace.

17. Spacious Creekside Suite Near Chicago

Spacious Creekside Suite Near Chicago
barrington hill
$299 nightly
The price is $302
Oct 31 - Nov 1
Total with taxes and fees
Spacious Creekside Suite Near Chicago
A two-story house with a balcony, a flag, and outdoor seating.

18. This is a VACATION spot with a million dollar view!

This is a VACATION spot with a million dollar view!
fox lake
9.8 out of 10, Exceptional, (34 reviews)
"Great location!! Beautiful place!!!"
United States
Jason C.
$310 nightly
The price is $329
Oct 28 - Oct 29
Total with taxes and fees
This is a VACATION spot with a million dollar view!
A two-story house with a swimming pool, outdoor seating, and a stone chimney.

19. HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
McHenry
9.2 out of 10, Wonderful, (47 reviews)
"This place was amazing. We had a large group and it did not disappoint. The place was clean and well stocked. The host was so accommodating and the communication was great. We would stay here again for sure."
United States
Darlene C.
$1,266 nightly
The price is $1,342
Oct 28 - Oct 29
Total with taxes and fees
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub
A kitchen with a view of a lake, wooden cabinets, a dining area with a table and chairs, and a kitchen island.

20. 5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8

5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8
Wonder Lake
9.4 out of 10, Exceptional, (13 reviews)
"Place was really nice and hosts were very friendly and helpful."
United States
Olivia F.
$672 nightly
The price is $712
Nov 2 - Nov 3
Total with taxes and fees
5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8
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 North Shore Hotel Reviews

Elgin Inn

Elgin Inn

10/10 Excellent
"Great location. Recommend it"
Peggy 2-night trip
Posted 7 hours ago
Elgin Inn

Find out more about North Shore

Everything you need to know about North Shore vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the North Shore vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect North Shore vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

North Shore vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in North Shore. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit North Shore in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $236 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on North Shore rentals

At Expedia, we put the best North Shore vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top North Shore rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream North Shore vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around North Shore. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Are there vacation rentals in North Shore?

Yes, there are vacation rentals close to top sights in North Shore, or you can go with a secluded option if you're looking for relaxation.

What are some of the best vacation rentals in North Shore?

Pleasant 3-bedroom house with occupied basement separate entrance.: Visitors like this North Shore vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop, and a microwave.

What can I see and do in North Shore?

Explore the area and family-friendly sights such as Illinois Railway Museum, or get out into nature at a spot like Main Beach. Three Oaks Recreation Area and Bull Valley Golf Club are a couple of places you'll find in the larger area.

What are vacation rentals like in North Shore?

Vacation rentals are privately owned properties you can book for a few days or a quick weekend in North Shore. Vacation rentals feature amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for family gatherings.