Hampshire Holiday Rentals

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Holiday Rentals in Hampshire

Spacious Ranch blocks away from downtown McHenry

9.8 out of 10, Exceptional, (16)
"Very nice place and host is great "
The price is AU$491
includes taxes & fees
16 Oct - 17 Oct
Spacious Ranch blocks away from downtown McHenry

Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!

10.0 out of 10, Exceptional, (5)
"A pleasant and welcoming vibe near the lake. Very clean. Lots of special touches. Caring and attentive host. We would stay here again. "
The price is AU$516
includes taxes & fees
13 Oct - 14 Oct
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!

St. Charles Riverview Retreat

10.0 out of 10, Exceptional, (26)
"Very comfortable house and near downtown St Charles. We were only there 2 nights attending a family function. "
St. Charles Riverview Retreat

"St Geneva" Private With River View! 7 min to the Q Center

10.0 out of 10, Exceptional, (82)
"This home was very clean and comfortable. Lots of extras provided in the kitchen and bathroom. Such a nice location right on the river. And the host was very communicative which was very helpful. Would definitely stay here again!"
"St Geneva" Private With River View! 7 min to the Q Center

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

9.2 out of 10, Wonderful, (41)
"Very comfortable… enjoyed the property to the upmost.."
The price is AU$1,975
includes taxes & fees
13 Oct - 14 Oct
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

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

9.4 out of 10, Exceptional, (30)
"Our stay was great. Had an issue with the breaker but was able to get a hold of the host and fix the issue with no problems. "
The price is AU$424
includes taxes & fees
22 Oct - 23 Oct
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain

Cozy 3 bedroom river cottage w/ indoor fireplace

9.8 out of 10, Exceptional, (22)
"This was our second time here and was great as the first time. Its the prefect location for our event at Canlan Sports. We've already booked for next year even!Thanks!"
Cozy 3 bedroom river cottage w/ indoor fireplace

Riverfront rental

9.8 out of 10, Exceptional, (32)
"Cute little place. Plenty of beds. Very comfy."
The price is AU$384
includes taxes & fees
9 Oct - 10 Oct
Riverfront rental

Minutes to Downtown Saint Charles, Cozy/Chic Home

9.8 out of 10, Exceptional, (10)
"We had a very nice stay at this property. Farrah was easy to work with on entrance into the property, etc. "
Minutes to Downtown Saint Charles, Cozy/Chic Home

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

10.0 out of 10, Exceptional, (23)
"The property is so cute and it was the perfect, quiet place to stay! The owner was super friendly as well!"
The price is AU$291
includes taxes & fees
9 Oct - 10 Oct
Sanctuary Woodland Guest House, located next to the conservation area!

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

9.4 out of 10, Exceptional, (20)
"Nice little apartment. We enjoyed our stay. We even enjoyed the setting area outside."
The price is AU$415
includes taxes & fees
28 Oct - 29 Oct
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry

Newly Remodeled 2BR 2BA Home ★ Close to Barrington

10.0 out of 10, Exceptional, (31)
"Convenient to Barrington. Easy to travel between locations for our events over the weekend."
Newly Remodeled 2BR 2BA Home ★ Close to Barrington

2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail

9.8 out of 10, Exceptional, (27)
"Property was well described. "
The price is AU$406
includes taxes & fees
21 Oct - 22 Oct
2CHICAGO Train 1MI/WIFI/KING/Free parking/Fox River Bike Trail

Beautiful Fox River Waterfront House Getaway

10.0 out of 10, Exceptional, (15)
"The house was amazing! They have everything you need even down to the details! This is such a nice summer house that I’d highly recommend!"
Beautiful Fox River Waterfront House Getaway

In-ground pool, private! In town location near it all. Updated, Clean!

10.0 out of 10, Exceptional, (2)
"We enjoyed the time at Pat’s home "
In-ground pool, private! In town location near it all. Updated, Clean!

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

9.6 out of 10, Exceptional, (7)
"The place was just like it was described and it’s pictures. Clean, cozy, and in a nice quiet area. Would stay again! "
The price is AU$419
includes taxes & fees
3 Nov - 4 Nov
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra

The Tailor House

10.0 out of 10, Exceptional, (44)
"As advertized. Cozy and clean. Good food near by."
The price is AU$424
includes taxes & fees
14 Oct - 15 Oct
The Tailor House

Luxury Boutique Style 1 Bdrm Condo in Downtown Location

8.4 out of 10, Very good, (5)
"The apartment was perfect. Had everything one could need. Was walking distance to downtown restaurants and bars. We will stay there again. Added bonus there was a craft show in the street below. "
Luxury Boutique Style 1 Bdrm Condo in Downtown Location

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

10.0 out of 10, Exceptional, (34)
"Nice place. Just close enough to walk to 3rd Street. Comfortable beds. Would stay again."
The price is AU$434
includes taxes & fees
15 Oct - 16 Oct
- Fully-Equipped Condo - King Bed - Massive yard -

Charming Downtown Farmhouse Apartment #2

10.0 out of 10, Exceptional, (12)
"The location was perfect for my stay. Charming and very clean! Hope to be back again soon on my next visit to the Chicago area, thanks!"
The price is AU$373
includes taxes & fees
4 Nov - 5 Nov
Charming Downtown Farmhouse Apartment #2
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

Find out more about Hampshire

Find out more about Hampshire

Everything you need to know about Hampshire holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Hampshire holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Hampshire holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Hampshire holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Hampshire holiday rentals we have selected for you start as low as AU$291 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Hampshire rentals

At Expedia, we put the best Hampshire holiday 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 holiday.

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. 

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?

St. Charles Riverview Retreat: This holiday home rental outside of Hampshire is located on a river, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that 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. Randall Oaks Golf Club and Epic Air Trampoline Park 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.