Vacation rentals in Hampshire

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Top-rated vacation rentals in Hampshire

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Apartment in Elgin
4.99 out of 5 average rating, 108 reviews

Peaceful Elgin APT King Bed

Located in a sleepy suburban neighborhood, this freshly renovated apartment offers everything for a weekend getaway, business trip, or extended stay with a full kitchen, open living space & bedroom. Enjoy peace & nature while still being minutes away from restaurants, shopping, outdoor activities & all the Chicago suburbs have to offer. The Tipi BNB is a walkout lower-level basement APT that provides guests with the privacy and accessibility of a separate entrance and self check in/check out

Top guest favorite
A charming red cottage is nestled in a lush green yard, surrounded by tall trees. A tire swing hangs from a large oak, and a set of blue lawn chairs is positioned near the riverbank, providing an inviting space to relax and enjoy nature.
Home in South Elgin
4.97 out of 5 average rating, 294 reviews

Red River Cottage w/firepit, Blackhawk on the Fox!

Summertime in 3, 2, 1.... Hello Airbnb folks! Come visit our wonderful riverfront cottage, ready and waiting. A two bedroom 750 sqft house with 1 bathroom on just under an acre property. A special place to relax, do some fishing, grilling, and roasting marshmallows on the fire. Located in a secluded unincorporated Fox River neighborhood in Kane County just a half mile from Blackhawk waterfall via bike path. The subdivision is hidden between the Jon J. Duerr and Blackhawk forest preserves.

Top guest favorite
A bright living area features a comfortable sofa arranged around a modern coffee table. A work desk is positioned near the window, with natural light spilling in. Artwork adorns the walls, and greenery adds a touch of life to the space, enhancing the welcoming atmosphere.
Apartment in West Dundee
4.93 out of 5 average rating, 162 reviews

Charming Riverfront Stay | Heart of Downtown

Welcome to The Riverfronts! Three boutique hotel rooms perfectly situated along the river in downtown West Dundee, offering scenic views and modern comforts. ✔ Riverfront Location: Enjoy the scenic riverwalk just steps away. ✔ Prime Downtown Spot: In the heart of downtown Dundee, minutes from top attractions and dining. ✔ Exclusive Group Booking: Reserve just one or all three units for your entire party. ✔ Outdoor Firepit: Unwind by the firepit, perfect for evening gatherings. ✔ Sleeps 4: Each

Top guest favorite
The image showcases a serene riverbank along the Fox River, with manicured green grass leading to the water's edge. Two decorative stone vases sit beside a paved area that meets the river, and trees line the opposite bank under a clear blue sky.
Home in South Elgin
4.91 out of 5 average rating, 302 reviews

Riverfront rental

Riverfront Rental Sits on a quiet street in downtown South Elgin. This home gives you complete access to the Fox River. The bedrooms are on the main level, along with a beautiful kitchen featuring cherry cabinets and an island with breakfast bar, and an awesome four-season porch overlooking the backyard and the beautiful river setting. The second-level loft has great natural light . Outside, you'll find concrete patio and walkway, and stairs leading down to the river and firepit. no pets

Top guest favorite
A treehouse elevated above ground showcases a wooden exterior with a balcony. An inviting staircase leads to the entrance, surrounded by lush greenery and vibrant leaves creating a natural setting. The sturdy structure is supported by wooden beams, blending harmoniously with the surrounding trees.
Treehouse in Schaumburg
4.94 out of 5 average rating, 865 reviews

Enchanted Garden Treehouse (Amenity*)

Spring is here, the flowers out, the treehouse warm and cozy, and the hot tub ready! Relax on cool evenings in our luxurious, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall cuts thru snow into the koi pond, and the fire table and torches blaze. The running stream makes this a wildlife refuge, with tons of birds, squirrels, rabbits, foxes and hawks. We are 420 friendly. Come experience the magic and make a special memory!

Top guest favorite
A spacious outdoor area features a fire pit surrounded by seating. In the background, a large barn with a green and white exterior is visible, set against a serene landscape of lush grass and trees.
Farm stay in Cherry Valley
4.97 out of 5 average rating, 443 reviews

Bed and Breakfast with Horse Hotel at VRR

Victory Reigns Ranch Horse Hotel and Bed and Breakfast boasts a beautiful ranch setting close to Deer Run Forest Preserve, Oak Ridge Forest Preserve and other equestrian trails. *Come with or without your horse. We also have an RV hookup if needed along with spacious trailer and RV parking. *If interested in horse boarding during your stay a 12 x 12 barn stall is $35 per night. Private pasture turn out available for $25 per horse per night. Trailer hook up is $35 per night per trailer.

Top guest favorite
A spacious living area features a corner sectional sofa with soft cushioning and a cozy throw. Large windows provide natural light and city views. A simple coffee table sits in front, with light-colored carpet underfoot, enhancing the comfortable atmosphere.
Apartment in Aurora
4.98 out of 5 average rating, 249 reviews

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Top guest favorite
Home in Huntley
4.95 out of 5 average rating, 163 reviews

The Main Event Game House on the Huntley Square!

Step into the Main (Street) Event at The Huntley Square and experience a perfect fusion of historic charm and contemporary luxury. Our meticulously renovated 1920s gem, updated in 2023, promises an unforgettable getaway. Whether it's a special occasion or a gathering with loved ones, our Airbnb, located just one block from the delightful historic Huntley Square, offers endless activities. Explore the town or enjoy our expansive Main Event Game Enclave right at home!

Top guest favorite
Loft in West Dundee
4.96 out of 5 average rating, 406 reviews

124 Lofts #1 - Downtown Dundee - Walk to Dining

124 Lofts is a boutique collection of modern, design-forward lofts set within a beautifully restored historic building in downtown West Dundee. This listing is for Loft #1, a one-bedroom space featuring exposed brick, timber ceilings, and clean finishes that feel both character-driven and easy to enjoy. Each loft includes a king bed, private bath, kitchenette, fast Wi-Fi, and a 60" smart TV, just steps from restaurants, shops, and the Fox River.

Top guest favorite
The living area features a comfortable seating arrangement with a sofa and two armchairs. A round coffee table sits in the center on a patterned area rug. Soft lighting enhances the neutral wall tones, while a decorative plant adds a touch of greenery.
Apartment in Warrenville
4.94 out of 5 average rating, 110 reviews

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

Top guest favorite
A spacious, light blue building stands on a well-maintained asphalt surface. Large windows are visible, allowing natural light to fill the interior. Surrounding flower beds add greenery, with a driveway leading to a large overhead door at the front.
Barn in DeKalb
4.85 out of 5 average rating, 114 reviews

Barn loft near NIU AquavivaWinery Blumen Gardens

The property is 4 miles from downtown which features plenty of restaurants, shopping, antique shops. Built in 1850, the farmhouse was constructed and owned by the Clausen family until 1990. I purchased it in 2001. 5 acres with an arbor, winding walking path, fire pits, decks and a beautiful view of the country. Privacy.

Top guest favorite
A log home is set against a bright sky, featuring a spacious covered porch with wooden railing and several potted plants. Large windows flank the entrance, while natural stone accents the chimney. A grassy area surrounds the home, enhancing its tranquil ambiance.
Home in Geneva
4.93 out of 5 average rating, 123 reviews

New Modern Log Home Retreat in the Heart of Geneva

Located minutes from bustling downtown Geneva, this authentic log home is nestled on a quiet residential street on a nature filled half acre. Built in 2007, this home will be yours to use as a homebase for downtime or as you explore the many sights, eateries, and shopping of Geneva and the surrounding area.

Popular amenities for Hampshire vacation rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Kane County
  5. Hampshire