Holiday rentals in Dundee

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Top-rated holiday rentals in Dundee

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

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Guest favourite
The spacious sleeping area features a king-size bed with crisp white linens, complemented by two bedside tables with lamps. Exposed brick walls add character, while a large window provides natural light, framed by dark curtains. A stylish area rug completes the look.
Loft in West Dundee
4.97 out of 5 average rating, 497 reviews

Hip Urban Loft-Small Town Charm - 124 LOFTS #2

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. Loft 2 is our most spacious

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, 116 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 favourite
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, 263 reviews

Rustic River House W/Firepit, Tire Swing & Grill

The holidays are around the corner! Come visit our family's 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.

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.

Top guest favourite
A spacious bedroom features a queen bed dressed in crisp white linens, accompanied by decorative pillows. Soft lighting is provided by a bedside lamp, while an accent rug adds warmth to the wood floor. A built-in shelf displays various decorative items.
Guest suite in Saint Charles
5 out of 5 average rating, 301 reviews

Peaceful Private Coach-House in St. Charles

Enjoy our cozy and peaceful Coach-house , private entrance with everything you need for a wonderful stay. Newly renovated and updated throughout. Queen bed with mattress topper, studio area includes Smart TV, water station, Keurig coffee machine and quick-set lock. Even though you are less than a mile from downtown St. Charles and 4 miles to the Geneva train station you have a private area. You may see deer out your window overlooking the pool and tennis. Not suitable for children or pets.

Guest favourite
Flat in Carpentersville
5 out of 5 average rating, 10 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 spacious living area features a large sectional sofa adorned with decorative pillows and accompanied by a wooden coffee table. A plant sits at the center of the table. Natural light filters through the window, illuminating the room's neutral tones and artwork on the wall.
Home in Carpentersville
4.86 out of 5 average rating, 44 reviews

Emerald spacious 3 bedroom 5 bed one king

Forget your worries in this spacious and serene space. The modern emerald a very cozy ambiance for you, your family or friends. A group of 8 can enjoy the stay comfortably. Master bedroom with a king size bed, full bath and 43” Tv, Second and third bedrooms offering queen sized beds and 43” Tv in each. Sofa bed in family room Make your self home with cozy layout. Watch 50” tv in the family room, enjoy ! The large back yard with a furnished patio. Garage not include at this moment.

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
4.8 out of 5 average rating, 133 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.

Superhost
A cozy living area features a black leather sofa paired with decorative pillows. A glass coffee table sits atop a patterned rug, complemented by a lamp and a small plant. The staircase leads to an upper level, with a wall map artwork enhancing the space.
Townhouse in Hoffman Estates
4.89 out of 5 average rating, 356 reviews

a SIMPLE place

Booking the entire house with 100% privacy. It has 2 driveway parking spaces and street parking. Garage may be available. CHECK-IN and OUT are flexible. I set checkout at 11am (text me if you need late checkout). The space is perfect for a family of 4. It is located about 20 minutes from O'Hare airport and 40 minutes from Chicago downtown. Infants and pets are welcome (please text me for over size pets or more than 2 pets) Play pan is available upon request.

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, 16 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
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.

Popular amenities for Dundee holiday rentals

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