Holiday rentals in Pingree Grove

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Top-rated holiday rentals in Pingree Grove

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Top guest favourite
A bright living area features a cozy sofa and an armchair, arranged around a small desk workspace. Sliding glass doors open to an outdoor patio area, allowing natural light to fill the room. Soft curtains frame the doors, enhancing the inviting atmosphere.
Flat in Elgin
4.99 out of 5 average rating, 96 reviews

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

Guest favourite
A spacious bed with plush pillows is positioned against a backdrop of exposed brick walls. Natural light filters in through a large window, adorned with elegant curtains. A bedside table with a lamp complements the cozy ambiance.
Loft in West Dundee
4.96 out of 5 average rating, 385 reviews

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.

Guest favourite
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.
Flat in West Dundee
4.93 out of 5 average rating, 114 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

Guest favourite
An outdoor patio area features a round table with four accompanying chairs. A large blue umbrella provides shade over the seating. Lush greenery and colorful flower beds surround the space, while a charcoal grill is positioned nearby for outdoor cooking.
Flat in Algonquin
4.9 out of 5 average rating, 29 reviews

Waterfront 2 Room Studio w/Kitchenette, Downtown

Casual Living - Prairie Trail Apartment Studio apartment overlooking the Fox River. Walking distance to downtown Algonquin with kitchenette and bathroom. Free business class 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. Relax, get a restful sleep, and enjoy your visit. Little touches & the extra effort assure you have an awesome stay.

Guest favourite
A cozy living area is furnished with a brown sofa adorned with decorative pillows. A small coffee table sits in front, complemented by a simple vase with dried flowers. The open layout reveals the kitchen and dining space in the background.
Flat in Sycamore
4.91 out of 5 average rating, 11 reviews

Charming 1BR Apt in Sycamore

This charming unit offers the best of both worlds: a peaceful, quiet retreat that’s just steps away from the heart of the action. Conveniently located near major shopping centers and within walking distance to popular restaurants and local stores, you’ll have everything you need at your fingertips. Whether you’re here for business, shopping, or a weekend getaway, this location provides unmatched convenience and comfort. This unit is on the main level with easy parking access short steps away.

Top guest favourite
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
4.98 out of 5 average rating, 404 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.

Guest favourite
A two-story barn-style structure is surrounded by lush green trees and manicured grass. The exterior features a combination of white siding and dark accents. A wooden deck and exterior stairs lead to the second floor, providing a welcoming entryway.
Barn in Elgin
4.96 out of 5 average rating, 28 reviews

Tranquility barn close to town

Discover the gorgeous natural landscape surrounds that this place has to offer . Close to town & all amenities About this space 2nd floor guest barn/ apartment , We offer 2 bedrooms and 1 full bathroom, and one reclining sofa . .Both bedrooms have a queen size beds fully stocked kitchen Our living room has a 55" Smart TV Garage: Parking only on the front of the 1 car garage or roundabout Outside: Our huge yard 2nd floor deck with a patio table and chairs, enjoy the sunrise

Top guest favourite
A vibrant game room is filled with various entertainment options, including arcade machines and foosball. Colorful chairs and a patterned rug enhance the playful environment, while decorative wall art and lights create a lively atmosphere. A ping pong table is positioned prominently in the space.
Home in Huntley
4.95 out of 5 average rating, 115 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!

Guest favourite
The exterior of the Victorian Sherwood House showcases its distinct pink siding accented with green trim. Stained glass windows add character, and multiple gabled roofs enhance its architectural design. A canopy of trees provides a natural backdrop to this charming residence.
Flat in Elgin
4.8 out of 5 average rating, 182 reviews

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.

Superhost
Home in Elgin
5 out of 5 average rating, 3 reviews

The Pea Pod

Nestled in a quiet, charming neighborhood, this modern two-story retreat offers the perfect blend of comfort, style, and convenience. Whether you're here for a weekend getaway or a longer stay, you'll feel right at home in this thoughtfully designed space. The home features a cozy fully equipped kitchen, dining area, finished basement with washer and dryer, dedicated workspace, private patio, porch swing, and garage/free street parking!

Guest favourite
A modern kitchen and dining area feature sleek cabinetry and stainless steel appliances. A round dining table with dark upholstery seats five, adorned with a center arrangement of white flowers. The living space includes a mounted television above a fireplace, enhancing the inviting ambiance.
Townhouse in Elgin
4.95 out of 5 average rating, 42 reviews

Fully Renovated and Updated Home

Escape to this inviting 3-bedroom townhome, your perfect Elgin retreat. Unwind in style with two plush queen beds and a comfortable full bed, ensuring restful nights. Two modern bathrooms offer convenience and privacy. Electric vehicle owners will appreciate the dedicated charger. Explore the vibrant city of Chicago, just a 45-minute drive away. With Route 90 just 5 minutes away, you're well-connected to explore the area.

Guest favourite
Flat in Saint Charles
4.85 out of 5 average rating, 143 reviews

Charming Private 2BD| River Trail, Forest Preserve

This space is nestled in the northern outskirts of Saint Charles, one block from a large gorgeous park (River Bend Community Park), and the Fox River Bike Trail. This is a 750 SF apartment, and is one of two in a duplex building (both units are on airbnb). There are no shared indoor spaces and the apartment has its own exterior entrance.

Popular amenities for Pingree Grove holiday rentals

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