Vacation rentals in Hampshire

4.99 out of 5 average rating, 75 reviews

An outdoor patio area features four woven chairs surrounding a small table, set on a gravel floor beneath a wooden overhang. Green shrubbery is visible in the background, offering a natural view, while soft lighting is provided by string lights along the ceiling.

Apartment in Elgin

Peaceful Elgin APT King Bed

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

Apartment in Crystal Lake

A spacious outdoor area is featured, with several patio tables and chairs arranged around a central fire pit. The two-story building, painted in warm tones, includes outdoor seating on a deck that overlooks a sandy beach and lush greenery in the background.

4.96 out of 5 average rating, 116 reviews

Farmhouse Chic Home with a view. Downtown

Charming Historic Apartment in Downtown Crystal Lake Spacious second-floor apartment overlooking Downtown Crystal Lake, located in a vintage 1875 farmhouse. Steps away from over 100 restaurants, shops, coffee spots, and bars, all within a 2-minute walk. Enjoy updated bedding, modern comforts, and vintage finishes in a quiet space with no shared walls or upstairs neighbors. One parking space included, with additional lot park CHECKOUT OUR OTHER PROPERTIES HERE: www.airbnb.com/p/breganproperties

4.96 out of 5 average rating, 369 reviews

The entrance to the loft is seen through an open door marked with 'One.' A narrow hallway features warm hardwood flooring, exposed brick walls, and several framed art pieces on the walls. Natural light enters from windows at the end of the corridor.

Loft in West Dundee

Hip Urban Loft-Small Town Charm - 124 LOFTS #1

Luxury one-bedroom loft in the heart of downtown Dundee. Newly renovated 125-year-old building with timber ceilings, exposed brick walls and beautifully restored hardwood floors. Tastefully decorated and features a king-size Beautyrest mattress, luxury bed linen, private bathroom, kitchenette with under counter refrigerator, Kuerig coffee maker and lightning fast Wi-Fi for streaming your favorite shows on the 60” LED smart TV. 124 LOFTS offers 4 separate luxury lofts. Book one Loft or all four.

4.97 out of 5 average rating, 73 reviews

A nightstand with a wood finish features a textured lamp made from ceramic. Power outlets are provided, situated along the wall behind the furniture. A soft throw pillow can be seen on a spacious bed, enhancing the room's comfort.

Apartment in West Dundee

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

4.89 out of 5 average rating, 44 reviews

The spacious Great Room features high ceilings with decorative lighting and an open-concept layout. Comfortable seating is provided by a large sectional sofa, accompanied by a coffee table. The modern kitchen is visible, showcasing dark cabinetry and a dining area with a table and chairs.

Farm stay in Clare

Haven Estates_: Cozy Barn, Hot Spa & heated Pool

Enjoy a peaceful countryside retreat at this charming Barndominium set on 6.5 private acres, accommodating up to 8 guests This spacious getaway features an 18' x 36' private pool with a hot spa and a solar-heated pool room for year-round relaxation. The Great Room offers open-concept living with comfortable seating, recreation space, and four sleeper sofas. The cozy bedroom includes a king-size bed, while the fully equipped chef’s kitchen boasts an oversized island & a stove with an air fryer.

4.99 out of 5 average rating, 659 reviews

The exterior of the home features light-colored siding and red shutters, complemented by neatly trimmed shrubs. A stone pathway leads to a white front door, flanked by large windows that allow for ample natural light. Lush green grass surrounds the entrance.

Guest suite in Geneva

A Suite within a Cozy cottage in Geneva Illinois.

Cozy private suite in the lower level. Guests have the suite to themselves. The bathroom is adjacent to the room and is private. There is a small fridge, a coffee maker, and a microwave oven. We are in Geneva, Illinois. We are LGBTQ+friendly. Our space is ideal for shorter stays and visitors on the go . Not suitable for staycations. Quiet area. Hosts live on the upper level and guests pass through our space to get to the suite. In a bind we can accommodate a 3rd guest and a pet. Welcome.

Farm stay in Cherry Valley

A well-lit bathroom features a spacious vanity with multiple drawers and a sink. A frosted glass shower stall is positioned in the corner, while decorative toiletries are placed on the countertop. Neutral-colored tiles cover the floor, and a mirror reflects the room's light.

4.97 out of 5 average rating, 365 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.

4.79 out of 5 average rating, 121 reviews

A spacious deck is seen with a blue umbrella providing shade over a table surrounded by several chairs. A view of the Fox River is visible, showcasing boats moored along the shore and greenery lining the opposite bank.

Apartment in Algonquin

Waterfront Stay w/ Walk to Downtown Entertainment

Apartment overlooking the Fox River. Walking distance to downtown Algonquin. Free wifi & cable TV. Don't impose on family or friends, or settle for the bland experience of a box hotel. Instead, book a comfortable stay with great amenities and enjoy the river and downtown entertainment. (be sure to see our guidebook!) You'll be able to relax, get a restful sleep, and enjoy your visit. You'll also notice the little touches and the extra effort made to assure you have an awesome stay.

5 out of 5 average rating, 18 reviews

A driveway is shown, featuring two parked vehicles. A black pickup truck is positioned prominently, with its bed visible. The exterior of a home can be seen in the background, partially obscured by greenery along the edges of the driveway.

Apartment in Sycamore

Hidden Gem of Sycamore

Keep it simple at this peaceful and centrally-located place. Located just 3 blocks/5 minute from downtown. Walking distance to Blumen Gardens and The Regale Center. Apartment is above garage in the historic district of Sycamore. Private laundry room is available to guests and free of charge. If you’re coming for the car show in July we are just 1 block from where the car display starts. Sycamore Steam Show is approximately 7miles/15 minutes. City park is 1 block from apartment.

4.79 out of 5 average rating, 169 reviews

A vintage dining area is framed by intricate woodwork and a stained glass window, allowing soft light to filter through. A round table, covered with a lace tablecloth, is surrounded by two chairs. In the corner, a green upholstered chaise lounge offers additional seating.

Apartment in Elgin

Sherwood House

Enjoy the ambience of the Sherwood House, an 1884 Victorian built for Judge David Sherwood. Use of entire first floor apartment including a full kitchen is perfect for longer term stays. Original features include multiple stained glass windows, beautiful wood work, multiple decorative fireplaces and hardwood floors. Located just blocks from downtown Elgin, walk to shops, restaurants, the casino, bike trail or Metra. WiFi and off street parking.

5 out of 5 average rating, 6 reviews

A modern kitchen features white cabinetry, a large island with seating for two, and stainless steel appliances. A decorative light fixture hangs above the island, while a window allows natural light to brighten the space. A vase with flowers adds a touch of color to the countertop.

Home in Crystal Lake

In Ground Pool, Full Ranch Home

In ground pool!! Rent this entire home, experienced hosts, near town, 5 min drive to Crystal Lake main beach OR Three Oaks Beach/Recreation. Clean, Updated Home, with fenced in yard and pet friendly. 4 beds total (3 bedrooms) and 1 full bath. Fully stocked kitchen with all cooking supplies that you need. Basketball hoop in driveway, bags set in yard, great summertime home! Walk to Marianos/CVS/Walgreens, near it all!

5 out of 5 average rating, 16 reviews

A comfortable, gray recliner is positioned next to a small side table and a floor lamp. A decorative rug with intricate patterns lies on the wooden floor. The background features a wooden staircase and a glass display case, adding a touch of elegance to the seating area.

Home in Sycamore

Warm & Peaceful 2BR Home, Heart of Sycamore

This peaceful home is located in central Sycamore one block from Blumen Gardens and close to Sycamore's charming downtown historic district. Shopping, restaurants and bars are just a short distance away awaiting your exploration. It's also only a short driving distance to NIU!

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Popular amenities for Hampshire vacation rentals

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Other great vacation rentals in Hampshire

5 out of 5 average rating, 40 reviews

The historic home is illuminated softly at night, highlighting the welcoming front porch with white columns and steps. Lush greenery surrounds the entrance, while warm light emanates from the windows, creating an inviting atmosphere for guests.

Private room in Elgin

Ashiana #3 Private Bedroom Private Bathroom

SamanthaRating, 5 stars2 months ago

I felt drawn to this listing the moment I set eyes on it. Nazneen & Mehtab went above & beyond as hosts. From staying up late to welcome me into their home even after my schedule was delayed, to sparking engaging conversations over breakfast in the morning, to inviting me to sit in on their family’s Zoom wedding—their hospitality & flexibility is unmatched. I thoroughly enjoyed staying here and won’t hesitate to do so again the next time I’m in Elgin. Nikah Mubarak to Areeb & Zoha!

4.86 out of 5 average rating, 155 reviews

Private room in Elgin

Room 2, Historic Elgin Gold Coast Estate

CarlosRating, 5 stars1 week ago

I just stood here for a week, but would’ve stayed longer if it wasn’t booked already. Paul was such a great host, very kind, friendly and responsive. Totally worth it to stay here and hopefully I’ll come back again.

Private room in Woodstock

A spacious backyard features a fire pit surrounded by a circular stone design, with benches positioned around it. Lush green grass covers the area, and trees provide natural shade, creating an inviting outdoor space for gatherings.

4.93 out of 5 average rating, 393 reviews

Mini Suite in the House of Odd

CraigRating, 5 stars1 week 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.

Private room in Crystal Lake

A wooden deck is showcased, featuring a pergola overhead supported by wooden beams. A charcoal grill is positioned near the back railing, and a set of wooden chairs is arranged along the edge. Lush greenery surrounds the area, adding a sense of privacy.

4.89 out of 5 average rating, 155 reviews

Master Bedroom w/Bathroom - safe and cozy

ReneRating, 5 stars1 week ago

This was my third stay - it’s an awesome place and I felt right at home. Highly recommend!

4.9 out of 5 average rating, 96 reviews

A modern kitchen features stainless steel appliances, including a microwave and a large refrigerator. Light-colored cabinetry lines the walls, complemented by a decorative tiled backsplash. Counter space is available for food preparation, with additional small appliances placed for convenience.

Private room in DeKalb

Private room 1 at Avi and Anita’s home

KathleenRating, 5 stars2 weeks ago

I had a very restorative stay at Avi’s place and would definitely stay again. The room was extremely comfortable and cozy. Avi also provided me with some helpful suggestions about seeing Chicago since this was only my second time to visit.

4.85 out of 5 average rating, 61 reviews

A spacious living area features a large sectional couch adorned with decorative pillows. Natural light filters through window blinds, creating a warm ambiance. The open layout provides a view of the kitchen area, where seating is arranged at a bar counter, and stairs lead to an upper level.

Private room in Bartlett

My House is Your House

EricRating, 5 stars3 weeks ago

Debbie was very nice and the place was very clean. Would stay there again.

Private room in West Chicago

A light-filled living area is shown, featuring a plush couch with decorative pillows, a coffee table, and an area rug with intricate patterns. Mirrors are positioned on either side of the room, and a dining area is visible in the background, highlighted by a chandelier.

4.89 out of 5 average rating, 62 reviews

Stay Long Term @ The Resting Place - Narragansett

LuckyRating, 5 stars2 weeks ago

Great place to stay -- Was greeted by a super friendly cat! Awesome walk in kitchen to use, nice room -- felt like in a hotel suite! Nice living space to relax and bathroom nearby if needed. Loved the additional code lock on the bedroom door for privacy! Overall great place, great hosts as well -- recommend checking out their local guidebook for Food as well. Highly Recommended.