A calm lake surrounded by autumn-colored trees.

Hampshire Vacation Rentals

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Check prices for these dates

In two weeks
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

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.
The price is AED 455
AED 911 total
includes taxes & fees
7 Oct - 8 Oct
The Main Event Game House on the Huntley Square!
Dining

2. Downtown Comfort – 4 Guests & Basement

Downtown Comfort – 4 Guests & Basement
Sycamore
The price is AED 479
AED 722 total
includes taxes & fees
29 Sep - 30 Sep
Downtown Comfort – 4 Guests & Basement
Interior

3. Riverfront rental

Riverfront rental
South Elgin
10.0 out of 10, Exceptional, (50 reviews)
"Incredible host and property."
United States
John V.
The price is AED 624
AED 895 total
includes taxes & fees
27 Sep - 28 Sep
Riverfront rental
Exterior

4. The Tailor House

The Tailor House
Woodstock
9.8 out of 10, Exceptional, (56 reviews)
"Thank you. Would definitely stay again."
United States
Brandon B.
The price is AED 470
AED 899 total
includes taxes & fees
1 Oct - 2 Oct
The Tailor House
1 bedroom, desk, iron/ironing board, WiFi

5. 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.
The price is AED 709
AED 872 total
includes taxes & fees
27 Sep - 28 Sep
124 Lofts #1 - Downtown Dundee - Walk to Dining
Property grounds

6. Kildahl House - Boutique Farmhouse Suite #2

Kildahl House - Boutique Farmhouse Suite #2
West Dundee
10.0 out of 10, Exceptional, (18 reviews)
"Always a pleasure to stay here when visiting my son!"
United States
Jen C.
The price is AED 768
AED 938 total
includes taxes & fees
27 Sep - 28 Sep
Kildahl House - Boutique Farmhouse Suite #2
Terrace/patio

7. - Fully-Equipped Condo - King Bed - Massive yard -

- Fully-Equipped Condo - King Bed - Massive yard -
Geneva
10.0 out of 10, Exceptional, (47 reviews)
"Nice place for family visit. Made good use of the wrap-around porch to enjoy the lovely weather."
United States
Mark O.
The price is AED 413
AED 979 total
includes taxes & fees
30 Sep - 1 Oct
- Fully-Equipped Condo - King Bed - Massive yard -
1 bedroom, desk, iron/ironing board, WiFi

8. 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
The price is AED 709
AED 872 total
includes taxes & fees
29 Sep - 30 Sep
124 Lofts #4 - Downtown Dundee - Walk to Dining
Outdoor dining

9. Little Fox Cottage - A Cozy Riverview Getaway

Little Fox Cottage - A Cozy Riverview Getaway
Fox River Grove
10.0 out of 10, Exceptional, (19 reviews)
"Host and amenities were great!"
United States
Jeff P.
The price is AED 489
AED 772 total
includes taxes & fees
27 Sep - 28 Sep
Little Fox Cottage - A Cozy Riverview Getaway
Exterior

10. 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.
The price is AED 551
AED 662 total
includes taxes & fees
27 Sep - 28 Sep
Lovely 1-bedroom apartment with AC in charming Woodstock
Smart TV

11. Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Geneva
9.6 out of 10, Exceptional, (27 reviews)
"The location is amazing! What a cute place. Just right for two people."
United States
Shara B.
The price is AED 460
AED 1,098 total
includes taxes & fees
27 Sep - 28 Sep
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
Property grounds

12. 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
The price is AED 768
AED 938 total
includes taxes & fees
27 Sep - 28 Sep
Kildahl House - Boutique Farmhouse Suite #1
Coffee/tea maker, fridge, microwave, oven

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

✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Elgin
9.0 out of 10, Wonderful, (2 reviews)
"Great place"
United States
Sthendall M.
The price is AED 467
AED 1,196 total
includes taxes & fees
5 Oct - 6 Oct
✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
Outdoor dining

14. 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.
The price is AED 392
AED 1,077 total
includes taxes & fees
5 Oct - 6 Oct
Spacious 3 Bedroom
Smart TV, books

15. Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Geneva
9.4 out of 10, Exceptional, (36 reviews)
"This is our second time at this property and we will be back. Cita the host is top notch and bent over backwards for every request. lovely neighborhood for walking and quiet. The space is perfect for a quiet dinner with our grown kids. Thank you Cita and the cleaning crew who made it beautiful!"
United States
Gail F.
The price is AED 485
AED 1,166 total
includes taxes & fees
20 Oct - 21 Oct
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
Private kitchen

16. 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
The price is AED 1,010
AED 1,343 total
includes taxes & fees
28 Sep - 29 Sep
Charming 2-bedroom house with WiFi, AC in fabulous Woodstock
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

17. 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.
The price is AED 503
AED 728 total
includes taxes & fees
25 Oct - 26 Oct
Sanctuary Woodland Guest House, located next to the conservation area!
Terrace/patio

18. - Beautiful Condo - King Bed - Free Waffle Breakfast -

- Beautiful Condo - King Bed - Free Waffle Breakfast -
Geneva
9.8 out of 10, Exceptional, (28 reviews)
"Best hosts on VRBO. They were so fast to address questions, and put in so many thoughtful touches. I wish all hosts were like them!!!!!"
United States
Nikki G.
The price is AED 845
AED 1,448 total
includes taxes & fees
20 Oct - 21 Oct
- Beautiful Condo - King Bed - Free Waffle Breakfast -
House | 2 bedrooms

19. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is AED 593
AED 1,777 total
includes taxes & fees
28 Sep - 29 Sep
King bed Crystal Lake Mchenry Cary Cozy
Property grounds

20. Kildahl House - Boutique Farmhouse Suite #4

Kildahl House - Boutique Farmhouse Suite #4
West Dundee
10.0 out of 10, Exceptional, (19 reviews)
"Wonderful place to stay and the host was very welcoming and easy to work with!"
United States
Kevin B.
The price is AED 768
AED 938 total
includes taxes & fees
27 Sep - 28 Sep
Kildahl House - Boutique Farmhouse Suite #4
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

Hampton Inn & Suites Chicago/Hoffman Estates

Hampton Inn & Suites Chicago/Hoffman Estates

10/10 Excellent
"Outstanding staff"
Daniel 6-night trip
Posted 13 hours ago
Hampton Inn & Suites Chicago/Hoffman Estates

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?

The Tailor House: This vacation home near Hampshire is located in the city center and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.