Holiday Rentals in Hampshire

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Our top choices for Hampshire holiday rentals

9.6 out of 10, Exceptional, (33)
"We came from Florida to visit family. This house was exactly what we were looking for. Kids loved the game room. Beautiful backyard and comfortable beds. Will stay again. "
United States
Mary M.
The price is €357
includes taxes & fees
2 Jan - 3 Jan 2026
Chicago&O’Hare! King Bed+WiFi+Deck&Fence. New Bathroom

Holiday Home in South Elgin

Riverfront rental
9.8 out of 10, Exceptional, (34)
"Luci was an excellent host and our stay was great!"
United States
Michelle C.
The price is €179
includes taxes & fees
18 Jan - 19 Jan 2026
Riverfront rental
9.8 out of 10, Exceptional, (7)
"Our experience at this place was unique; the best relaxing get away I have had in many years. From check-in to total comfort and cleanliness to privacy and coziness. And “Friends-Themed”accents made our stay specially touching. It was a delight walking downtown to great restaurants and stores while admiring beautifully maintained new and old architectural gems that made us feel both amazed and nostalgic. And more than anything, a town we felt safe and welcomed everywhere. It is for sure one of...
United States
Sarah S.
The price is €185
includes taxes & fees
29 Dec - 30 Dec
F.R.I.E.N.D.S inspired studio in beautiful Barrington with WiFi, AC
10.0 out of 10, Exceptional, (1)
The price is €832
includes taxes & fees
4 Jan - 5 Jan 2026
Modern Suburban Oasis- 14 guest House. Family Friendly!
10.0 out of 10, Exceptional, (13)
"Great stay. The loft is situated in an area where it is easy to walk to interesting dining options and stroll the river walk."
United States
Angela D.
The price is €187
includes taxes & fees
30 Dec - 31 Dec
Hip Urban Loft-Small Town Charm - 124 LOFTS #1
10.0 out of 10, Exceptional, (12)
"We enjoyed the property and the location."
United States
Matthew L.
The price is €237
includes taxes & fees
29 Dec - 30 Dec
Charming Downtown Farmhouse Apartment #2
9.6 out of 10, Exceptional, (21)
"Great home and perfect location. "
United States
Steve B.
The price is €285
includes taxes & fees
29 Dec - 30 Dec
Spacious Ranch blocks away from downtown McHenry
10.0 out of 10, Exceptional, (20)
"Beautiful place! Every detail was thought of for their guest!"
United States
Libby M.
The price is €250
includes taxes & fees
4 Jan - 5 Jan 2026
- Beautiful Condo - King Bed - Free Waffle Breakfast -
10.0 out of 10, Exceptional, (37)
"We really enjoyed our stay here. The kitchen had everything we needed and the house was very nice. Finding the driveway was a bit tricky in the dark. Thank you for a welcoming place to call home while we were in town for a wedding. "
United States
Cathy
The price is €241
includes taxes & fees
4 Jan - 5 Jan 2026
- Fully-Equipped Condo - King Bed - Massive yard -
9.4 out of 10, Exceptional, (23)
"Great location for walking downtown and on 3rd street. Quiet, clean and nice touches. "
United States
Richard K.
The price is €233
includes taxes & fees
6 Jan - 7 Jan 2026
Close to 3rd St & Train to Chicago/ Pets w fee /WIFI/W&D/Park Free/PrivateEntry
9.4 out of 10, Exceptional, (32)
"We had a great stay in Geneva for the night. Our spot was very convenient to lots of places around town. I would definitely recommend staying at this location! "
United States
jennifer f.
The price is €223
includes taxes & fees
20 Jan - 21 Jan 2026
Keyless, KING bd, WIFI, desk, Fox River Bike Trail, near MetraTrain
10.0 out of 10, Exceptional, (2)
"Was nice would recommend staying with you folks"
United States
Richard W.
The price is €349
includes taxes & fees
30 Dec - 31 Dec
PROMO 10% WEEKLY 15% MONTHLYOFFCozy Family Retreat: King Beds, Garage, Fast WiFi

Holiday Home in Woodstock

The Tailor House
9.8 out of 10, Exceptional, (48)
"I really enjoyed the place "
United States
Ahmed A.
The price is €242
includes taxes & fees
5 Jan - 6 Jan 2026
The Tailor House
10.0 out of 10, Exceptional, (17)
"The perfect place for a quiet winter weekend getaway. Relax and enjoy!"
United States
Kelly F.
The price is €178
includes taxes & fees
29 Dec - 30 Dec
Little Fox Cottage - A Cozy Riverview Getaway
9.6 out of 10, Exceptional, (8)
"Very romantic getaway and me and my girlfriend felt like we belonged there! "
United States
Zachary G.
The price is €260
includes taxes & fees
1 Jan - 2 Jan 2026
Cozy 2 bd/1ba upper apt -Free WIFI, parking -1mi to Geneva 3rd & Chicago Metra
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!"
United States
Jamie S.
The price is €167
includes taxes & fees
29 Dec - 30 Dec
Sanctuary Woodland Guest House, located next to the conservation area!
9.8 out of 10, Exceptional, (18)
"Our stay was wonderful and was exactly as described. Able to walk into town and the games were a lot of fun."
United States
Christine C.
The price is €257
includes taxes & fees
7 Jan - 8 Jan 2026
The Main Event Game House on the Huntley Square!
9.8 out of 10, Exceptional, (9)
"This was a great spot to spend the night with our 2 Golden Retrievers. The house had everything you would find at your own home."
United States
Mike W.
The price is €316
includes taxes & fees
12 Jan - 13 Jan 2026
Pet Friendly ($50) 2b/1b Cottage with large yard just off the lake!
9.2 out of 10, Wonderful, (42)
"The property management team, maintenance and cleaning staff are excellent. Communication was thorough and response time was quick. We enjoyed the pool very much."
United States
Allison K.
The price is €1,265
includes taxes & fees
29 Dec - 30 Dec
HUGE Crystal Lake 7 Acre Ranch w/Pool & Hot Tub

Holiday Home in Cary

Spacious 3 Bedroom
2.0 star property
The price is €259
includes taxes & fees
3 Jan - 4 Jan 2026
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

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, apart-hotels, 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 favorite 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 depends 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 €179 per night. Entering your travel dates in the search wizard you might find 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?

Friends-Inspired 3 BDR Escape Vintage Vibes & Private Garden Near Chicago: This holiday home rental outside of Hampshire offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable 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. It offers a patio, a garden and a selection of games 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. Randall Oaks Golf Club and The Highlands of Elgin 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.