
Holiday rentals in Hampshire
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Top-rated holiday rentals in Hampshire
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Hampshire
Top guest favourite

Home in DeKalb
5 out of 5 average rating, 15 reviewsThe Gurler House
KarenRating, 5 stars3 weeks ago
Amy and Shane have done a great job of honoring the history of the house while providing modern comforts for a great stay. Great location for exploring DeKalb area. Quiet neighborhood.
Guest favourite

Private room in Woodstock
4.93 out of 5 average rating, 395 reviewsMini Suite in the House of Odd
CraigRating, 5 stars2 weeks ago
The House of ODD is a truly unique and memorable experience. The space is full of personality, creativity, and thoughtful details that make it stand out. Matthew was very responsive and accommodating throughout—his communication made everything smooth from start to finish. Overall, a great experience. If you're looking for something out of the ordinary, this is the place.

Home in Streamwood
5 out of 5 average rating, 4 reviewsModern & Cozy | Work & Relax
JoshRating, 5 stars1 week ago
Ann’s place was a very nice stay! The neighborhood was quiet, friendly, and safe! Which was very important for our family as we had children staying with us! Ann was also very friendly, responsive, and flexible with any accommodations. Ann’s place was very welcoming and clean. It felt right at home when we walked through the door! If you have a family or even a friend group, I highly recommend staying here!

Home in Sycamore
4.7 out of 5 average rating, 10 reviewsHeart of Sycamore
BrandenRating, 5 stars2 weeks ago
Beautiful place extremely well located
Guest favourite

Flat in Burlington
5 out of 5 average rating, 5 reviewsBurlington Guest House
BlakeRating, 5 stars8 months ago
Great hosts. Coffee shop below will be open soon which will make it a very rare set up. It’s walkable for weddings at the local venue down the road. Host went over and beyond any expectations

Cottage in South Elgin
4.8 out of 5 average rating, 44 reviewsRelaxing home on the Fox river
PeriRating, 5 stars3 weeks ago
This location is a great stay outside of the city. It has beautiful views of the river including plenty of wildlife. The host is very considerate in providing a LOT of firewood, bottled water, blankets, and towels for guests (we did not take advantage of the tackle). The home does have a very strong smell (patchouli or lavender maybe) which I don’t particularly care for but grew used to after some time. The shower was a bit funky to use and didn’t get especially hot. Host also says there is a full kitchen (I believe in the description somewhere) but there is no oven so we had gotten a take&bake pizza prior to our arrival which we couldn’t bake 😅. A problem easily solved but it would be good to add a complete list of appliances for future reference. Bridget is very kind and responsive, we had no issues.
Top guest favourite

Farm stay in Union
5 out of 5 average rating, 33 reviewsTwin Brook Dairy Farm
MollyRating, 5 stars1 week ago
One of the best Airbnbs we have stayed at. The house is well equipped. The setting is beautiful and the cows are a plus. The house is actually more updated than the pictures. Bathrooms have all been remodeled. Amazing place, great space to entertain and beautiful location. I highly recommend this place if you are in the area. Bonus there is a Metra train to take you right into Chicago so you can avoid the traffic.
Top guest favourite

Home in Elgin
4.89 out of 5 average rating, 19 reviewsUltimate Game House with Pool Table, Piano & More!
MicheleRating, 5 stars2 days ago
Was described well. Read the reviews before hand and seems he fixed and listened to them all. Yes there's face towels. Stiars to basement are steep, but it's and older house and so well taken care of for the area. I especially liked the option to use the garage and there's food if needed. [No need to buy salt, pepper, noodles (as emergency).] Overall was friendly and let me know when fence guys came to put for more privacy in backyard. I appreciated allowing animals so we could vacation with ours.
Destinations to explore
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- Millennium Park
- Wrigley Field
- Navy Pier
- United Center
- Oak Street Beach
- Shedd Aquarium
- Six Flags Great America
- Humboldt Park
- Guaranteed Rate Field
- 875 North Michigan Avenue
- The Field Museum
- Lincoln Park
- Alpine Valley Resort
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Willis Tower
- Geneva National Resort & Club
- Lincoln Park Zoo
- Wicker Park
- Illinois Beach State Park
- Brookfield Zoo
- The 606
- Grand Geneva Resort & Spa
- Moraine Hills State Park