Holiday houses in Dawson

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Top-rated holiday rentals in Dawson

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Top Guest favourite
The exterior of a charming historic home is displayed, featuring a welcoming porch, a gravel driveway, and well-maintained landscaping. Large trees provide shade, and an American flag is gently waving. A spacious garage is located adjacent to the house.
Farm stay in Springfield
5 out of 5 average rating, 101 reviews

More Than a Place to Stay, It’s An Experience!

Welcome to your one-of-a-kind, historic experience located in the countryside just 1 mile east of Springfield city limits. You will experience our finely furnished family home with modern technology & conveniences, originally the one-room North Round Prairie country school from 1875 to 1945. Deluxe features include nature trails, wildflowers, sitting areas, full garage access, and a working cattle farm provide a one-of-a-kind, quality experience. A 3rd bedroom suite upstairs was added in '22!

Top Guest favourite
An inviting interior features a rustic design with wooden accents and a cozy double bed covered in a patterned blanket. A wooden staircase leads to additional sleeping space. A flat-screen TV is mounted on the wall, and details of nature-themed decor can be seen throughout.
Tiny home in Springfield
4.98 out of 5 average rating, 571 reviews

Tiny Home Cabin - No Cleaning Fee

You won’t forget the peaceful surroundings of this rustic destination. It maybe small at 375 sf, but it has all the features of most hotels with one queen bed and a full bed in the loft. Located near downtown Springfield, IL and many Abraham Lincoln attractions. Deer often walk around the property which is on a quiet dead-end residential street. The kitchen has most everything you need to cook meals. Plenty of towels, soap, shampoo, and extra pillows. Watch Netflix, Hulu, and Disney also.

Top Guest favourite
An aerial view reveals the restored cottage surrounded by expansive green fields. The property includes a well-maintained lawn, a covered seating area, and the vineyard in the distance, providing a serene rural atmosphere.
Home in Elkhart
4.96 out of 5 average rating, 163 reviews

Relaxing Vineyard Cottage on a Peaceful Farm

Discover the charm of our beautifully restored cottage, once the caretaker's home on the historic farm in Elkhart, IL. Ideal for retreats, vacation rentals, or photoshoots, this getaway offers a unique blend of history and comfort. The cottage features three spacious bedrooms, two full baths, and a fully equipped kitchen with an on-site washer and dryer. Unwind on the inviting front porch, where you can soak in the serene views of this tranquil oasis. Book now for a one-of-a-kind destination!

Top Guest favourite
Home in Springfield
5 out of 5 average rating, 26 reviews

The Getaway at Sandgate

Welcome to The Getaway at Sandgate. Thoughtfully designed with a blend of modern farmhouse style and timeless country charm, this home offers the perfect balance of comfort, style, and serenity. Whether you’re escaping the city, visiting loved ones, or simply craving a quiet weekend to recharge, The Getaway at Sandgate feels like coming home — only better. With hotel-quality amenities and personal touches throughout, you’ll find everything you need to relax and unwind in effortless comfort.

Guest favourite
Home in Springfield
4.97 out of 5 average rating, 127 reviews

Historic West Side Bungalow

Make some memories at this unique & family-friendly place. You will feel at home in this 3 bedroom/1 bath home. Two main level bedrooms offer king beds, loft offers queen bed & living space. Living room & bedrooms equipped with streaming tv. Xfinity stream & wi-fi is provided. Fully furnished home, well equipped kitchen for many cooking options. You can relax on the rooftop deck or get a little competitive in the LL game room. Onsite laundry. 3 off street parking spots. Conveniently located.

Top Guest favourite
Home in Springfield
4.99 out of 5 average rating, 159 reviews

Chic, Comfy, & Serene Retreat

Every inch of 809 Haven exudes restorative relaxation, and you will feel welcomed and at home the moment you step into this serene space with its magazine-worthy décor. Fully equipped and filled with thoughtful touches, this gracious home epitomizes comfort and coziness. Guests rave about its pristine quality, responsive hosts, and attention to detail resulting in having everything you need for a delightful stay – all in the heart of Springfield and close to the best the city has to offer.

Superhost
Guest suite in Springfield
4.82 out of 5 average rating, 185 reviews

Modern 1BR/1BA Suite | Near Downtown & Hospitals

This historic home has the charm of the old house with the new Modern style set up. It is 3 mins drive from downtown Springfield. Within 5 mins drive to the medical district and the historical sites. This basement unit offers a full-sized memory foam mattress with a private bathroom. 55” TV. A dedicated work space, a romantic dining area. It has microwave, coffee machine,toaster and portable stove,front-load Samsung washer & dryer. (Washer & dryer are shared with main floor unit guests!)

Guest favourite
The exterior of a charming cottage features a white facade with yellow awnings above the windows. A small porch is adorned with blue chairs and a yellow bicycle, complemented by a neatly manicured lawn and vibrant lavender flowers along the front edge.
Home in Decatur
4.83 out of 5 average rating, 312 reviews

Beach Vibes in the City | Family & Pet-Friendly

Soak up summer vacation vibes all year long at our breezy beach-themed cottage! 🌴 Fully fenced backyard is perfect for kids & fur babies to safely play. 3 minutes to Millikin University & Fairview Park 8 minutes to Memorial Hospital 15 minutes to Caterpillar & ADM Gas, groceries, and Walgreens are just around the corner. Check out family-owned local faves - Diamond's Family Restaurant & Krekel's Kustard Kick off your shoes and relax—you’ve found your home away from the shore! 🐚

Guest favourite
The living room is filled with natural light, featuring a red sofa and a floral-patterned chaise lounge. A wooden TV stand with a television is present, while various framed artworks and decorative items adorn the walls. A large area rug adds comfort to the space.
Apartment in Springfield
4.93 out of 5 average rating, 752 reviews

The Purple Awning House at Lincoln Park

Charming two bedroom apartment overlooking scenic Lincoln Park. The only person closer to Abe will be Mary. Whether you are traveling solo or as part of a group, the Purple Awning House's spacious bedrooms, comfortable couch and a large inflatable bed (if needed) ensures everyone will have a good night's rest. * Note that this is a main floor apartment with another separate apartment upstairs (different entry). Please smoke outside and do not bring the butts inside.

Guest favourite
The living area showcases a spacious design with light hardwood floors. A large window allows natural light to fill the space. Two comfortable sofas frame a wooden coffee table, which features decorative elements. A television is positioned on a console opposite the seating.
Apartment in Springfield
4.85 out of 5 average rating, 67 reviews

Springfield Haven - Charming

Your family will be close to everything when you stay at this centrally located place. This cozy 2-bedroom, 1-bath apartment in Springfield, Illinois, offers hardwood floors, a fully equipped kitchen, and a comfortable living space with a smart TV. It's pet-friendly and near downtown amenities and public transit, perfect for a comfortable, convenient lifestyle. The apartment was fully renovated with new kitchen, bathroom, floors, windows, paint, and everything else.

Top Guest favourite
A welcoming living room features a light-colored sofa paired with a cozy armchair. A television sits on a white media console, and a decorative plant adds a touch of greenery. Warm wood flooring complements the neutral color scheme.
Farm stay in Sherman
5 out of 5 average rating, 55 reviews

The Homestead at Pumpkin Creek

Have you ever wished you could stay overnight at the pumpkin patch?! Come out and enjoy the farm in the "off season". We have some of our fan favorites like the corn bin, swings, the stadium, and goat feeding available for guests to enjoy as well as a beautiful, stocked pond for fishing. The view out the double eight foot sliding doors or off the deck overlooks the pond and the rolling hills with a beautiful view for your enjoyment. Come out and enjoy the farm!

Guest favourite
A welcoming front porch is enclosed with large windows, allowing natural light to enter. An American flag is displayed prominently, while purple irises and green plants line the porch. Two blue pots add a touch of color to the grassy yard.
Home in Oak Ridge
4.87 out of 5 average rating, 127 reviews

The Perfect Spot

Enjoy a stylish experience at this centrally-located home in the heart of the medical district. I have designed this home specifically to be an Airbnb. It would be ideal for the visiting travel nurse or doctor or someone wanted to see the Lincoln sites. Within 1 mile of the home are two springfield hospitals, the state capital building, Lincoln’s Tomb, the presidential library and museum, grocery stores, coffee shops, restaurants and many other places of business.

Popular amenities for Dawson holiday rentals

  1. Airbnb
  2. United States
  3. Illinois
  4. Sangamon County
  5. Dawson