Holiday rentals in Dundee

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Top-rated holiday rentals in Dundee

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Top 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, 387 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, 117 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
A well-defined stone pathway leads to the entrance of the prairie-style home, bordered by lush green grass and neatly trimmed hedges. Hanging flower baskets add vibrant touches above the cozy seating area, surrounded by the serene backdrop of towering oak trees.
Guest suite in Riverwoods
4.95 out of 5 average rating, 435 reviews

Master qtr close to nature & easy urban facilities

This amazing prairie style home sits on 2 acre land surrounded by lush lawn and majestic oak trees - a nature lover's dream with unparalleled serenity. Vacation-like setting blends country-like quiet with nearby conveniences including shopping, trains, restaurants, highways, Ravinia (18 MINs drive). 5 MINs to I 294. 20 MINS to O'HARE; 5 Mins to Discover, Baxter; 10 MINs to Walgreens Deerfield campus, TRINITY INT'L UNIVERSITY; 15 MINS to Lake Forest Academy. 25 MINs to Great Lakes Navy Base.

Guest favourite
Flat in Carpentersville
5 out of 5 average rating, 12 reviews

Little lady on Lincoln- Fully stocked coffee bar

Relax in style at this peaceful, centrally located retreat. Designed with a modern and chic touch, this home offers a clean, cozy atmosphere with a hint of luxury. Just minutes from the scenic Riverwalk and the lively downtown filled with dining, and nightlife. For nature lovers, Raceway Woods offers the perfect escape for jogging and biking. Attending a wedding? You’ll love being only 2 minutes from the beautiful Brix on the Fox venue. A refined yet cozy stay perfect for any occasion!

Guest favourite
A serene garden features a flower-filled barrel planters, a stone birdbath, and lush greenery. A calm river is visible in the background, bordered by a wooden bridge and adjacent seating areas, creating a peaceful outdoor space for relaxation.
Flat in Algonquin
4.81 out of 5 average rating, 134 reviews

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. 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. Private Bathroom and Kitchen.

Top guest favourite
Private room in Elgin
4.91 out of 5 average rating, 107 reviews

Private Room in Elgin Treehouse

Feel like you are in a treehouse in this cozy Mid Century home nestled on a hill on 3 acres of wooded property in a quiet, private neighborhood right outside Chicago. This space offers a private bedroom and private bathroom. It is 0.5 miles from Interstate 90, 3 miles from the Metra station that goes straight to downtown Chicago, and 25 miles from O’Hare international airport. This home backs up to Tyler Creek Forest Preserve, so enjoy the privacy and wildlife!

Superhost
Private room in Crystal Lake
4.88 out of 5 average rating, 137 reviews

Cozy, Peaceful, and Beautiful Private Room

This beautiful, private and cozy room is located in a mid-to-high end neighborhood. You will find the Fox River and its beaches just minutes away, and several conservation areas including Moraine Hills State Park within minutes distance. Nearby you will find many recreational activities such as boating, fishing, paddle boating, kayaking, tube floating and boat rental. In addition, there are several restaurants and grocery stores nearby for your convenience.

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, 183 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.

Top guest favourite
A stylish bedroom showcases a decorative white fireplace beneath a large flat-screen TV. Dark wood cabinets flank the fireplace, while contemporary artwork is displayed on the walls. A plush black chair with a decorative pillow sits on a soft area rug, creating a cozy reading nook.
Flat in East Dundee
5 out of 5 average rating, 19 reviews

Enjoy the Blacksmith Suite!

This charming 2nd floor apt. is located in a thriving culinary district. This cozy space features 2 bedrooms, a fireplace, balcony & 3 large-screen TVs. Enjoy the convenience of a full kitchen, eating area, washer & dryer, coffee bar, 2 parking spaces, WiFi, and more. Local restaurants and shops -all within walking distance- include Italian, Mexican and American dining, whiskey bar, breweries, coffee shops, taverns, and local music venue.

Guest favourite
Home in Elgin
4.86 out of 5 average rating, 7 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!

Top guest favourite
The exterior of the apartment is shown, featuring a light gray siding and a covered porch. Lush green grass surrounds the building, highlighted by well-maintained flower beds with blooming plants. Large windows allow natural light to flow into the living space.
Flat in Cary
5 out of 5 average rating, 179 reviews

A Peaceful Get-Away

Come and enjoy the quiet of nature. We are located off the beaten path, near the Fox River, but less than three miles from the Metra station (into Chicago); and less than five miles from the Norge Ski Club. Within driving distance, there are golf courses, hiking paths, and shopping. Our fully furnished apartment is attached to our main house and offers you a private entrance and driveway parking for one vehicle.

Top guest favourite
A covered outdoor living space features a large dining table surrounded by soft lighting from hanging bulbs. Potted greenery adds a vibrant touch, while natural stone accents enhance the atmosphere. The space is designed for relaxation and socializing, with an inviting layout.
Cottage in Fox River Grove
4.96 out of 5 average rating, 82 reviews

Little Fox Cottage - A Cozy Riverview Getaway

A cozy getaway in the Northwest Suburbs of Chicago. Located 40 miles from the city and just 1.25 miles from the Fox River Grove Metra stop. Get away from the city or 'work from home' in our 1 bedroom cottage with a giant covered outdoor space tucked against the slope of a beautifully terraced hill.

Popular amenities for Dundee holiday rentals

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