A calm lake surrounded by autumn-colored trees.

Hampshire Vacation Rentals

Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Hampshire vacation rentals

Exterior

1. 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.
$260 nightly
The price is $276
Sep 1 - Sep 2
Total with taxes and fees
The Main Event Game House on the Huntley Square!
Room

2. 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.
$208 nightly
The price is $231
Sep 1 - Sep 2
Total with taxes and fees
124 Lofts #1 - Downtown Dundee - Walk to Dining
Property grounds

3. Kildahl House - Boutique Farmhouse Suite #2

Kildahl House - Boutique Farmhouse Suite #2
West Dundee
10.0 out of 10, Exceptional, (17 reviews)
"Always a pleasure to stay here when visiting my son!"
United States
Jen C.
$239 nightly
The price is $266
Sep 1 - Sep 2
Total with taxes and fees
Kildahl House - Boutique Farmhouse Suite #2
Room

4. 124 Lofts #3 - Downtown Dundee - Walk to Dining

124 Lofts #3 - Downtown Dundee - Walk to Dining
West Dundee
10.0 out of 10, Exceptional, (28 reviews)
"Lovely stay! Great location!"
United States
David K.
$208 nightly
The price is $231
Sep 1 - Sep 2
Total with taxes and fees
124 Lofts #3 - Downtown Dundee - Walk to Dining
Private kitchen

5. Charming 2-bedroom house with WiFi, AC in fabulous Woodstock

Charming 2-bedroom house with WiFi, AC in fabulous Woodstock
Woodstock
8.0 out of 10, Very Good, (1 review)
"I was very surprised that the property was by itself on a 2 lane road. We initially drove past it because there was nothing on the side of the road with the address. It was next to an odd and ugly"building." It was less than 10 minutes frim town, which was good. The house was clean, but REEKED of mildew. We bought stuff to help with the smell (which we left for future guests), but it was still bad. There was no toaster or microwave, and there was someone elase's Culver's in the freezer....
United States
Anonymous traveler
$362 nightly
The price is $384
Sep 1 - Sep 2
Total with taxes and fees
Charming 2-bedroom house with WiFi, AC in fabulous Woodstock
Interior

6. Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (49 reviews)
"Cozy home, perfect for a relaxting time away "
United States
Phoenicia
$244 nightly
The price is $259
Oct 1 - Oct 2
Total with taxes and fees
Riverfront rental
Property grounds

7. Kildahl House - Boutique Farmhouse Suite #1

Kildahl House - Boutique Farmhouse Suite #1
West Dundee
9.8 out of 10, Exceptional, (17 reviews)
"This is a lovely place to call “home base” while visiting Chicago and surrounding communities. Comfortable, clean, quiet and nicely decorated. My little dogs even had a welcome basket! I wish I could have stayed a bit longer"
United States
Thea
$220 nightly
The price is $245
Sep 23 - Sep 24
Total with taxes and fees
Kildahl House - Boutique Farmhouse Suite #1
House

8. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
$449 nightly
The price is $476
Sep 1 - Sep 2
Total with taxes and fees
King bed Crystal Lake Mchenry Cary Cozy
Interior

9. Modern Suburban Oasis- 14 guest House. Family Friendly!

Modern Suburban Oasis- 14 guest House. Family Friendly!
Elgin
6.0 out of 10, (2 reviews)
$911 nightly
The price is $965
Sep 1 - Sep 2
Total with taxes and fees
Modern Suburban Oasis- 14 guest House. Family Friendly!
Exterior

10. The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (56 reviews)
"Amazing stay. So close to everything!"
United States
Brittany H.
$253 nightly
The price is $268
Sep 1 - Sep 2
Total with taxes and fees
The Tailor House
Room

11. 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, (26 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.
$183 nightly
The price is $194
Sep 1 - Sep 2
Total with taxes and fees
Sanctuary Woodland Guest House, located next to the conservation area!
Private kitchen

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

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Elgin
8.0 out of 10, Very Good, (1 review)
"Everything was great except not enough pots n pans and ac unit is very loud."
United States
Phuong N.
$349 nightly
The price is $370
Sep 8 - Sep 9
Total with taxes and fees
✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Property grounds

13. Kildahl House - Boutique Farmhouse Suite #3

Kildahl House - Boutique Farmhouse Suite #3
West Dundee
10.0 out of 10, Exceptional, (22 reviews)
"We had a really nice stay. The place was clean and quiet. We walked around the river in the evening with our 2 dogs. Lots of restaurants in walking distance. Would stay again if ever back in the area. Thank you!!"
United States
Jennifer W.
$239 nightly
The price is $266
Sep 1 - Sep 2
Total with taxes and fees
Kildahl House - Boutique Farmhouse Suite #3
Private kitchen

14. 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, (2 reviews)
"Cute little apartment over the top of a boba shop. There is a little hidden bedroom with a twin bed on the other side of the living room that was so cozy. In the bedroom there is a King size bed with a very comfortable mattress and plenty of closet space. The bathroom is small but easy to use, and the kitchen is large and roomy. We didn’t get to spend much time at the place but we enjoyed the location and the quiet neighborhood. On site workers were also so helpful when we needed an extension...
United States
Callie C.
$172 nightly
The price is $182
Sep 1 - Sep 2
Total with taxes and fees
Lovely 1-bedroom apartment with AC in charming Woodstock
Property grounds

15. Kildahl House - Boutique Farmhouse Suite #4

Kildahl House - Boutique Farmhouse Suite #4
West Dundee
10.0 out of 10, Exceptional, (19 reviews)
"We were in town for two granddaughters high school graduations and stayed eight days at the Kildahl House. It is an amazing place to stay with comforts of home. Furnishings were tastefully done, climate easily controlled and the bed was so comfortable. We will be staying here again!"
United States
Robert W.
$239 nightly
The price is $266
Sep 1 - Sep 2
Total with taxes and fees
Kildahl House - Boutique Farmhouse Suite #4
Outdoor dining

16. Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
10.0 out of 10, Exceptional, (18 reviews)
"Host and amenities were great!"
United States
Jeff P.
$181 nightly
The price is $191
Sep 2 - Sep 3
Total with taxes and fees
Little Fox Cottage - A Cozy Riverview Getaway
Room

17. 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
$208 nightly
The price is $231
Sep 1 - Sep 2
Total with taxes and fees
124 Lofts #4 - Downtown Dundee - Walk to Dining
Living area

18. Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
Geneva
9.6 out of 10, Exceptional, (10 reviews)
"Great location for shopping! Very cute apartment. Easy check in and checkout. "
United States
JONICA R.
$309 nightly
The price is $341
Sep 1 - Sep 2
Total with taxes and fees
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
Outdoor dining

19. Spacious 3 Bedroom

Spacious 3 Bedroom
Cary
8.0 out of 10, Very Good, (1 review)
"Conveniently located near restaurants and downtown. Apartment was clean. Nicely decorated. Cute coffee station. Big table in dining area."
United States
Kim B.
$335 nightly
The price is $355
Sep 2 - Sep 3
Total with taxes and fees
Spacious 3 Bedroom
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 Hampshire Hotel Reviews

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

10/10 Excellent
"Everything was excellent"
Maria 2-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Chicago - Hoffman Estates by IHG

Find out more about Hampshire

Everything you need to know about Hampshire 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 Hampshire 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 Hampshire vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Hampshire vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Hampshire. 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 Hampshire 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 $194 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 Hampshire rentals

At Expedia, we put the best Hampshire 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 Hampshire 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 Hampshire 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 Hampshire. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in Hampshire?

Yes, you can find vacation rentals close to well known sights in Hampshire, or you can choose a more remote option if you're looking for a relaxing stay. Hampshire is known for its restaurants.

What's the top vacation rental that Hampshire has to offer?

5-bedroom Lakefront Getaway on Private Wonder Lake – Sleeps 8: This vacation home rental near Hampshire offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, an oven, and a microwave, so you can cook with friends or family.

What’s there to see and do in Hampshire?

While exploring the area, visit family-friendly sights like Illinois Railway Museum, or get outside and enjoy nature at Elgin Sports Complex. Algonquin Historic Village Hall and Hemmens Cultural Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Hampshire?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Hampshire. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip.