Hampshire Vacation Rentals

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Vacation Rentals in Hampshire

Home2 Suites by Hilton Dekalb

Home2 Suites by Hilton Dekalb

3 out of 5
575 S ANNIE GLIDDEN RD, DeKalb, IL
The price is $167 per night from Dec 14 to Dec 14
Situated in DeKalb, this aparthotel is within 1 mi (2 km) of Huskie Stadium and Northern Illinois University. NIU Convocation Center is 1.4 mi (2.2 km) ...
4.6/5 Exceptional! (28 reviews)
"Beautiful and new- staff was A1. Easy access. Bed was clean and comfortable. Full of room. Dog friendly and the grounds were clean."

Reviewed on Nov 21, 2021

Home2 Suites by Hilton Dekalb
The Yellow Queen Room

The Yellow Queen Room

Huntley, IL
The price is $85 per night from Dec 5 to Dec 5
Located in a rural location, this family-friendly vacation home is within 9 mi (15 km) of Northwestern Medicine Huntley Hospital, Donley's Wild West Town, and ...
5/5 Exceptional! (3 reviews)
Bright and welcoming
"I stayed 10 days and it quickly became a home away from my home. The scenery surrounding the home is beautiful and the property is just quiet and peaceful. The room I was in (and the others I saw while there) are all kept in tip top shape. One of my personal FAVORITE things was how well lit the room ..."

Reviewed on Oct 23, 2021

The Yellow Queen Room
Camper in the Country.

Camper in the Country.

Barrington, IL
The price is $120 per night from Dec 4 to Dec 4
Located on a river, this family-friendly apartment building is within 6 mi (10 km) of Arboretum of South Barrington, Santa's Village, and Baker's Lake Nature ...
Camper in the Country.
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"The Estates" 2 Comfy Rooms in our Home, Hot Tub/Office Space & More

"The Estates" 2 Comfy Rooms in our Home, Hot Tub/Office Space & More

Hoffman Estates, IL
Situated in a rural location, this romantic vacation home is within 3 mi (5 km) of Schaumburg Medieval Times, Advocate Health Care, and Bridges of Poplar Creek ...
5/5 Exceptional! (2 reviews)
A memorable weekend!
"Lovely and warm home decorated beautifully. The homeowners thought of everything to make you feel at home even down to providing robes and slippers for the hot tub. We were blessed to of met the owners and we will surely be back. Gracias J&E!"

Reviewed on Nov 17, 2021

"The Estates" 2 Comfy Rooms in our Home, Hot Tub/Office Space & More
The Red King Room

The Red King Room

Huntley, IL
The price is $95 per night from Dec 5 to Dec 5
Located in a rural location, this family-friendly vacation home is within 9 mi (15 km) of Northwestern Medicine Huntley Hospital, Donley's Wild West Town, and ...
The Red King Room
House in Hoffman Woods - KILLER views + 1GB WIFI

House in Hoffman Woods - KILLER views + 1GB WIFI

Hoffman Estates, IL
The price is $399 per night from Dec 6 to Dec 6
Located in Hoffman Estates, this family-friendly vacation home is 1.9 mi (3.1 km) from NOW Arena, and within 6 mi (10 km) of Santa's Village and Grand Victoria ...
4.9/5 Exceptional! (7 reviews)
Mecum car auction
"The house was perfect and communication with the owner was great"

Reviewed on Oct 24, 2021

House in Hoffman Woods - KILLER views + 1GB WIFI
Historic Cottage in the heart of downtown Geneva IL

Historic Cottage in the heart of downtown Geneva IL

Geneva, IL
This family-friendly cottage is located in the city center, within 2 mi (3 km) of Geneva History Center and Fabyan Villa Museum & Japanese Garden. Arcada Theater ...
5/5 Exceptional! (3 reviews)
Lovely in-town cottage, awesome host!!!
"We used this cozy cottage for a long reunion weekend. The home is even more charming than the pictures, every detail so well thought out…. so relaxing and comfortable. Kristi was a great host, helped us during planning and so many thoughtful touches and amenities in the home for our stay. Great location ..."

Reviewed on Oct 22, 2021

Historic Cottage in the heart of downtown Geneva IL
Quiet Riverfront House Near St. Charles, IL

Quiet Riverfront House Near St. Charles, IL

South Elgin, IL
The price is $135 per night from Dec 13 to Dec 13
Situated on the waterfront, this romantic vacation home is within 6 mi (10 km) of Fine Line Creative Arts Center, Grand Victoria Casino, and Arcada Theater. ...
5/5 Exceptional! (3 reviews)
Great alternative to a hotel
"Space and laundry and streaming TV all on site with full kitchen, so much better that a hotel."

Reviewed on Nov 29, 2021

Quiet Riverfront House Near St. Charles, IL
Woodstock's Newest and Oldest VRBO on the Square

Woodstock's Newest and Oldest VRBO on the Square

Woodstock, IL
The price is $155 per night from Dec 5 to Dec 5
Situated in Woodstock, this vacation home is within a 5-minute walk of Woodstock City Hall, Woodstock Opera House, and Old Courthouse Arts Center. Woodstock ...
5/5 Exceptional! (3 reviews)
Woodstock
"The property was very well kept. It is an extremely convenient location for visiting Woodstock. The town square is an easy walk."

Reviewed on Sep 20, 2021

Woodstock's Newest and Oldest VRBO on the Square
DontLeafMe Autumn Getaway WonderCozy

DontLeafMe Autumn Getaway WonderCozy

Wonder Lake, IL
Located on the waterfront, this family-friendly cottage is within 9 mi (15 km) of McCullom Lake, Richmond Hunting Club, and Petersen Park Beach. McHenry County ...
5/5 Exceptional! (6 reviews)
Wonderrific
"Words can't even describe this experience, all I can say is WOW."

Reviewed on Dec 1, 2021

DontLeafMe Autumn Getaway WonderCozy
Entire Apt, Keyless entry, KING bd, WIFI, desk, Fox River Bike Trail, near Train

Entire Apt, Keyless entry, KING bd, WIFI, desk, Fox River Bike Trail, near Train

Geneva, IL
Located in the heart of Geneva, this apartment building is within 2 mi (3 km) of Fabyan Villa Museum & Japanese Garden, Geneva History Center, and Batavia Depot ...
5/5 Exceptional! (1 review)
Cute rental in Geneva
"Everything was neat, clean, and well-stocked. The owner was very responsive, and the location is not far at all from downtown Geneva, so it was perfect for us."

Reviewed on Sep 13, 2021

Entire Apt, Keyless entry, KING bd, WIFI, desk, Fox River Bike Trail, near Train
3 Bedroom Suite

3 Bedroom Suite

Huntley, IL
Located in a rural location, this family-friendly vacation home is within 9 mi (15 km) of Northwestern Medicine Huntley Hospital, Donley's Wild West Town, and ...
5/5 Exceptional! (1 review)
Outstanding
"If you are looking for a quiet, comfortable stay in the country with modern amenities, look no further than Huntley’s Harmony Inn. Friendly owners, large bedrooms and laundry facilities. Acres of oak trees to wander or just sit by the fire on one of the patios and watch the chickens and ducks."

Reviewed on Aug 20, 2021

3 Bedroom Suite
Newly Renovated 2Br 1.5Ba Close to Barrington

Newly Renovated 2Br 1.5Ba Close to Barrington

Barrington, IL
This family-friendly Barrington vacation home is within 3 mi (5 km) of Advocate Good Shepherd Hospital and Village Square Shopping Center. Breezewald Park and ...
4.8/5 Exceptional! (5 reviews)
Barrington home
"This 2 bedroom apartment was perfect for 2 couples. The place is spotless and well equipped. Barr"

Reviewed on Sep 30, 2021

Newly Renovated 2Br 1.5Ba Close to Barrington
Dawson Mill Village is a great 2 bedroom Townhome 2 car garage English basement,

Dawson Mill Village is a great 2 bedroom Townhome 2 car garage English basement,

Algonquin, IL
Situated in Algonquin, this vacation home is within 3 mi (5 km) of Indian Trail Beach, Algonquin Historic Village Hall, and Terrace Hill Golf Course. Randall ...
Dawson Mill Village is a great 2 bedroom Townhome 2 car garage English basement,
Idyllic Country Living

Idyllic Country Living

Geneva, IL
Situated on a river, this vacation home is within 6 mi (10 km) of Delnor Community Hospital, Batavia Depot Museum, and Fabyan Villa Museum & Japanese Garden. ...
Idyllic Country Living
Beautifully Restored 1890s Farmhouse in Hampshire, Illinois

Beautifully Restored 1890s Farmhouse in Hampshire, Illinois

Hampshire, IL
Situated in a rural location, this vacation home is within 12 mi (20 km) of AMITA Health Saint Joseph Hospital Elgin, Fresenius Medical Care at Provena St. Joseph ...
4.8/5 Exceptional! (4 reviews)
Peaceful and Relaxing.
"We were in town with out adult children for a family wedding. This was the perfect home base for us. Beautifully updated. Quiet, peaceful surroundings. Nicely appointed kitchen--we were almost late for the wedding because we lingered too long at brunch in the screened in porch (using the fresh eggs ..."

Reviewed on Sep 29, 2021

Beautifully Restored 1890s Farmhouse in Hampshire, Illinois
Lakefront oasis

Lakefront oasis

Wonder Lake, IL
Situated in Wonder Lake, this vacation home is within 9 mi (15 km) of McCullom Lake, Petersen Park Beach, and McHenry City Hall. Northwestern Medicine McHenry ...
Lakefront oasis
Mid-Century Modern Luxury Cabin

Mid-Century Modern Luxury Cabin

Bull Valley, IL
Set in McHenry, this family-friendly vacation home is within 6 mi (10 km) of Northwestern Medicine McHenry Hospital, McHenry County Fairgrounds, and McCullom ...
5/5 Exceptional! (4 reviews)
Spacious and very remote (A GOOD thing!)
"We arrived at the location and it was a beautiful drive up to the property that sits off the road. The yard was very well maintained and nice landscaping. Inside the house was very clean and lots of room, we had 2 couples with 3 adult children and there was plenty of room. The host left wine and ..."

Reviewed on Sep 7, 2021

Mid-Century Modern Luxury Cabin
Massive 7 Acre Ranch w/Pool & Huge Indoor Hot Tub

Massive 7 Acre Ranch w/Pool & Huge Indoor Hot Tub

McHenry, IL
Set in McHenry, this family-friendly vacation home is within 6 mi (10 km) of Moraine Hills State Park, McHenry Shores Beach Park, and McHenry City Hall. Northwestern ...
Massive 7 Acre Ranch w/Pool & Huge Indoor Hot Tub
Newly Renovated Home 2 Blocks from Town Square

Newly Renovated Home 2 Blocks from Town Square

Woodstock, IL
Located in the heart of Woodstock, this historic vacation home is within a 5-minute walk of Woodstock City Hall and Woodstock Opera House. Old Courthouse Arts ...
Newly Renovated Home 2 Blocks from Town Square
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See all available properties in Hampshire
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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.

Choosing the perfect Hampshire rental

Instead of staying at a crowded hotel, book your vacation rental at a private residence for more personal space.

All visitors will appreciate the uniqueness of this rural forested location, including history buffs, bargain hunters, and business travelers. Family vacationers can have fun trying activities like horseback riding and camping—as well as checking out nearby attractions like the theme park and castle.

Sightseeing around Hampshire

Families shouldn't miss the chance to visit McHenry County Fairgrounds. Unwind in the green spaces with stops at Buffalo Park Forest Preserve and Crystal Lake Park.

Packing for your Hampshire trip

Whether your trip is short or long, you can use the following seasonal average temperatures to decide what to bring.

  • January–March: 27°F
  • April–June: 59°F
  • July–September: 69°F
  • October–December: 38°F

Booking your rental on Expedia

Book your vacation rental in Hampshire easily and safely on Expedia. We can even help you contact the property owner to make special arrangements. With the convenience of a short-term rental, you're sure to have a memorable trip.

Frequently asked questions