A calm lake surrounded by autumn-colored trees.

Hampshire Holiday 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 holiday rentals

A two-story house with a front porch, a stone exterior on the right side, and a green door.

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 HK$973
HK$2,012 total
includes taxes & fees
5 Oct - 6 Oct
The Main Event Game House on the Huntley Square!
A kitchen with a gas stove, microwave, and a ceiling fan.

2. Downtown Comfort – 4 Guests & Basement

Downtown Comfort – 4 Guests & Basement
Sycamore
The price is HK$1,059
HK$1,521 total
includes taxes & fees
29 Sept - 30 Sept
Downtown Comfort – 4 Guests & Basement
A staircase with a wooden handrail and black metal railings, leading to an upper floor.

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 HK$1,333
HK$1,970 total
includes taxes & fees
24 Sept - 25 Sept
Riverfront rental
A white house with a porch and a chimney, surrounded by a grassy area and a brick path.

4. 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.
The price is HK$1,004
HK$1,921 total
includes taxes & fees
1 Oct - 2 Oct
The Tailor House
A hotel room with a bed, a desk, a lamp, a TV, and a framed artwork.

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.
124 Lofts #1 - Downtown Dundee - Walk to Dining
A wicker tray with a pitcher and glasses on a wooden table on a porch.

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 HK$1,639
HK$2,060 total
includes taxes & fees
27 Sept - 28 Sept
Kildahl House - Boutique Farmhouse Suite #2
A covered porch with wicker furniture, a coffee table, and a potted plant.

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 HK$953
HK$2,274 total
includes taxes & fees
27 Sept - 28 Sept
- Fully-Equipped Condo - King Bed - Massive yard -
A bedroom with a brick wall, a bed, a desk, and a window with a view.

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 HK$1,890
HK$2,300 total
includes taxes & fees
24 Oct - 25 Oct
124 Lofts #4 - Downtown Dundee - Walk to Dining
An outdoor patio with stone flooring, a wooden table and chairs, a stone wall, and a fire pit.

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 HK$1,229
HK$1,892 total
includes taxes & fees
27 Sept - 28 Sept
Little Fox Cottage - A Cozy Riverview Getaway
A red house with a porch, a wooden staircase, and a flag.

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 HK$1,177
HK$1,413 total
includes taxes & fees
3 Oct - 4 Oct
Lovely 1-bedroom apartment with AC in charming Woodstock
A modern living room with a sofa, coffee table, and bar stools. There is a kitchen area with cabinets and a countertop.

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 HK$1,173
HK$2,697 total
includes taxes & fees
30 Sept - 1 Oct
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
A wicker tray with a pitcher and glasses on a wooden table on a porch.

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 HK$1,639
HK$2,060 total
includes taxes & fees
27 Sept - 28 Sept
Kildahl House - Boutique Farmhouse Suite #1
A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in oven, and a microwave.

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 HK$1,079
HK$2,790 total
includes taxes & fees
30 Sept - 1 Oct
✨ Newly Remodeled 3BR Home Sleeps 6 Family Friendly
A wooden deck with a table and chairs, surrounded by lush greenery and trees.

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 HK$811
HK$2,381 total
includes taxes & fees
5 Oct - 6 Oct
Spacious 3 Bedroom
A modern living room with a wooden dining table, two brown leather chairs, a green sofa, and a coffee table. A flat-screen TV is mounted on the wall, and a forest mural is visible.

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 HK$1,035
HK$2,607 total
includes taxes & fees
19 Oct - 20 Oct
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

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 traveller
The price is HK$2,157
HK$2,951 total
includes taxes & fees
24 Sept - 25 Sept
Charming 2-bedroom house with WiFi, AC in fabulous Woodstock
A bedroom with a large bed, two bedside tables with lamps, and a tapestry depicting a waterfall.

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 HK$1,091
HK$1,605 total
includes taxes & fees
27 Sept - 28 Sept
Sanctuary Woodland Guest House, located next to the conservation area!
A covered outdoor deck with wicker furniture, a glass-top table, and a potted plant.

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 HK$988
HK$2,228 total
includes taxes & fees
29 Sept - 30 Sept
- Beautiful Condo - King Bed - Free Waffle Breakfast -
A modern kitchen with white cabinets, stainless steel appliances, a large window, and a bar stool.

19. King bed Crystal Lake Mchenry Cary Cozy

King bed Crystal Lake Mchenry Cary Cozy
2.0 star property
Cary
The price is HK$1,359
HK$3,892 total
includes taxes & fees
28 Sept - 29 Sept
King bed Crystal Lake Mchenry Cary Cozy
A wicker tray with a pitcher and glasses on a wooden table on a porch.

20. 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.
The price is HK$2,063
HK$2,510 total
includes taxes & fees
24 Oct - 25 Oct
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

Holiday Inn Chicago Northwest-Elgin by IHG

Holiday Inn Chicago Northwest-Elgin by IHG

10/10 Excellent
"The hotel staff was amazing! I loved the restaurant staff and the food was great! Will definitely stay there again."
TaMara 2-night trip
Posted 7 hours ago
Holiday Inn Chicago Northwest-Elgin by IHG

Find out more about Hampshire

Search for holiday rentals in Hampshire on Expedia! You can easily find your home rentals, villas, holiday apartments in Hampshire using one of the methods below:

  • View our selection of featured holiday rentals in Hampshire
  • Use the map to find apartments and other holiday homes in the Hampshire neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Hampshire while they last

Look no further and take a look at our great range of rental properties in Hampshire!

Frequently asked questions

Are there holiday rentals in Hampshire?

Yes, there are holiday rentals close to the most popular sights in Hampshire, or you can select a more secluded option if you're looking for a relaxing stay. Hampshire is known for its restaurants.

What are some of the best holiday rentals that Hampshire has to offer?

The Tailor House: This holiday home rental outside of Hampshire is located in the city centre, and has a fireplace, a patio and a BBQ 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 1 hot tub so that you can immerse yourself in your holiday.

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 wider area.

What are holiday rentals like in Hampshire?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Hampshire. Holiday rentals feature extras such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a clean environment, a holiday rental can offer a sense of security away from shared hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for family trips.