Hampshire Holiday Rentals

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Holiday Rentals in Hampshire

Fox River Retreat

9.8 out of 10, Exceptional, (22)
"I loved this little house and the view of the Fox River. Since I grew up in the area, it's the perfect spot to stay when i come down from Wisconsin to visit family. "
Fox River Retreat

Near Chicago & O’Hare/ King Bed + Game room

10.0 out of 10, Exceptional, (22)
"We had 5 people stay. 3 bedrooms and the two couches that fold out into beds. We hung out on the deck each night, but never ended up using the fire pit. Was a warm night anyway. Great stay. "
The price is NZ$740
includes taxes & fees
1 Dec - 2 Dec
Near Chicago & O’Hare/ King Bed + Game room

Pet-Friendly Bartlett Farmhouse w/ Deck!

9.6 out of 10, Exceptional, (5)
"My mother and aunt LOVED the decor."
Pet-Friendly Bartlett Farmhouse w/ Deck!

Geneva Island Park Retreat

10.0 out of 10, Exceptional, (23)
"Perfect home to accommodate our family. It’s a well appointed home, in a splendid location to walk to town. "
Geneva Island Park Retreat

Riverfront rental with fun activities

10.0 out of 10, Exceptional, (22)
"Great place, awesome host. Would definitely recommend. "
The price is NZ$382
includes taxes & fees
1 Dec - 2 Dec
Riverfront rental with fun activities

1Blk to 3rd st / Pets / 400Mb wifi, W&D, Free reserved parking!

9.2 out of 10, Wonderful, (9)
"It was quaint. Quiet neighborhood. Very close to tons of shopping and restaurants."
The price is NZ$410
includes taxes & fees
4 Dec - 5 Dec
1Blk to 3rd st / Pets / 400Mb wifi, W&D, Free reserved parking!

Charming King Bed, Wi-Fi St. Charles

10.0 out of 10, Exceptional, (2)
"While the yard lacked care & maintenance the inside was super clean & provided many upscale features. Soft linens on firm beds, kitchen amenities with brand name, not generic, products. VRBO photos match - it is as shown."
The price is NZ$986
includes taxes & fees
10 Dec - 11 Dec
Charming King Bed, Wi-Fi St. Charles

The Main Event Game House on the Huntley Square!

9.6 out of 10, Exceptional, (10)
"We had an amazing time during our stay! The house had a lot of character with antique details, like an old record player, tv and radio. There were many modern updates as well. The kitchen seemed pretty new and all of the appliances worked great! The house was clean and there was a lot of attention to detail. The hot and cold water are flipped in the shower, so beware! It is an older house, so be prepared for occasional creaking and settling noises. The game room is detached from the house and in...
The price is NZ$492
includes taxes & fees
25 Nov - 26 Nov
The Main Event Game House on the Huntley Square!

Great location-King beds-Kids playroom

10.0 out of 10, Exceptional, (17)
"We did enjoy our stay in this beautiful home. We had everything we needed to be comfortable. The location was perfect fou our needs."
Great location-King beds-Kids playroom

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

9.6 out of 10, Exceptional, (29)
"The spacious, well-maintained home was perfect for our group. The bedrooms were roomy, and the living areas provided plenty of space to relax and enjoy time together. The fully equipped kitchen made meal prep easy. A highlight was the neighboring estate with horses. The children loved it! The outdoor spaces were ideal for relaxation, with patios for morning coffee. Overall, this rental was the perfect setting for a memorable getaway. "
The price is NZ$2,066
includes taxes & fees
26 Nov - 27 Nov
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

Cheerful 2 bedroom townhouse with free parking.

Cheerful 2 bedroom townhouse with free parking.

Peaceful and Relaxing Water Front Home with Outdoor Pool Sleeps 12

10.0 out of 10, Exceptional, (14)
"Three family’s came from 3 states for a wedding, and it was the perfect place for us to visit and enjoy one another! Thank you to the host who is terrific! "
Peaceful and Relaxing Water Front Home with Outdoor Pool Sleeps 12

Spacious and comfortable 5 bedroom, 2 1/2 bath two miles from down town Geneva

8.8 out of 10, Excellent, (30)
"We enjoyed this lovely home in a wonderful area. We recommend visiting Geneva. It has a lot to see and do. "
Spacious and comfortable 5 bedroom, 2 1/2 bath two miles from down town Geneva

6 bd Country Estate on 28 Acres near Lk Geneva w/ Ponds, Trails, Fenced Dog-park

9.4 out of 10, Exceptional, (23)
"This house was exceptional! From the price, to the amount of bedrooms/space, to the distance/Location, amenities, the exceptionally Large backyard, even down to having enough parking for our cars – my Large family and I greatly appreciate finding this gem and had a great weekend! We are saving this home as a favorite for our future family gatherings. Although we didn’t use the paddle boat, our 1-year-old babies to our 85-year-old grandparents had a blast! A Walmart only being a 10-minute drive...
6 bd Country Estate on 28 Acres near Lk Geneva w/ Ponds, Trails, Fenced Dog-park

Cozy 3 bedroom river cottage w/ indoor fireplace

9.8 out of 10, Exceptional, (13)
"Very cute comfortable house. They had everything we needed. We met for a girls weekend and had a great time. "
Cozy 3 bedroom river cottage w/ indoor fireplace

2 BR remodeled home near Cary/Crystal Lake/McHenry

9.6 out of 10, Exceptional, (33)
"My husband and I were there for our son’s wedding. After the wedding we brought our 2 grandkids back to the house for 2 nights. There was a comfy bed for them to sleep. Our 7 year old grandson said, “I like this house”. It was everything we needed. Thankyou. "
2 BR remodeled home near Cary/Crystal Lake/McHenry

Charming 4 Bedroom home in the heart of Elgin

9.8 out of 10, Exceptional, (21)
"Had a high school friends getaway. House was perfect for hanging out and close to areas we wanted to travel. Couldn’t be happier with the choice to stay here."
Charming 4 Bedroom home in the heart of Elgin

Downtown Charming Farmhouse Apartment #3

10.0 out of 10, Exceptional, (9)
"I have stayed at the K-House a couple of times now, and it is consistently excellent. "
The price is NZ$352
includes taxes & fees
10 Dec - 11 Dec
Downtown Charming Farmhouse Apartment #3

Minutes to Downtown Saint Charles, Cozy/Chic Home

10.0 out of 10, Exceptional, (4)
"This beautiful home was perfect.. Beautiful home!!! Strictly designed for sleeping only. No space for entertaining. Neighbors very hospitable... VERY LIMITED PARKING. Town overall was a must see, everything beautiful! Downtown St. Charles, IL is definately a must see. Loved everything about the area and the beautiful home "
Minutes to Downtown Saint Charles, Cozy/Chic Home

Log Cabin with HGTV Style Backyard INCREDIBLE property

8.2 out of 10, Very good, (18)
"We had an absolute blast during our stay here. The best place for a bachelor party getaway, a total and complete man cave in every way possible. We loved it and Larry was such an amazing host. He was very helpful and we can't wait to come back. We decided we are going to make this stay a yearly man trip with the guys."
Log Cabin with HGTV Style Backyard INCREDIBLE property
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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Other types of properties in Hampshire you may be interested in

Super 8 by Wyndham Hampshire IL

2.0 star property
6.2 out of 10, (115)
"It's pretty okay for the cost👍"
The price is NZ$132
includes taxes & fees
8 Dec - 9 Dec
Super 8 by Wyndham Hampshire IL

Hyatt Place Chicago/Hoffman Estates

3.0 star property
8.4 out of 10, Very good, (1003)
"Nice clean hotel. Pleasant staff."
The price is NZ$181
includes taxes & fees
8 Dec - 9 Dec
Hyatt Place Chicago/Hoffman Estates

Country Inn & Suites by Radisson, Hoffman Estates, IL

3.0 star property
8.0 out of 10, Very good, (1003)
"Decent. Not the best, but not the worst."
The price is NZ$137
includes taxes & fees
17 Dec - 18 Dec
Country Inn & Suites by Radisson, Hoffman Estates, IL
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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?

Fox Valley Farmhouse Overlooking The Fox River! : This holiday home rental outside of Hampshire is equipped with a selection of games, air conditioning and laundry facilities to help you feel comfortable during your stay.

What’s there to see and do in Hampshire?

While exploring the area, visit family-friendly sights like Santa's Village, or get outside and enjoy nature at Elgin Sports Complex. Randall Oaks Golf Club and Algonquin Historic Village Hall 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.