Simpson Holiday Rentals

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Holiday Rentals in Simpson

Private kitchen
Rustic Cabin - Jetted Tubs - Wi-Fi - Wonderful Views - Grill - Firepit - Porch
10.0 out of 10, Exceptional, (157)
"Great visit"
Rustic Cabin - Jetted Tubs - Wi-Fi - Wonderful Views - Grill - Firepit - Porch
Property grounds
Spacious Lakefront Home with Hot Tub and Views!!
10.0 out of 10, Exceptional, (29)
"House had everything we could possibly need or want to have a wonderful weekend. The screened porch was great for relaxing, kayaks were fun, nice little dock for fishing or stargazing. We even went for a swim! Perfectly clean and in good condition, and was near enough to go to Metropolis and Paducah for entertainment. There's a dollar store in Brookport for all of the items one inevitably forgets to pack. XD"
Spacious Lakefront Home with Hot Tub and Views!!
Exterior
Lifetime memories, WIFI, Hot tub, Fire Pit, Gas Grill, High Chair, Bird Watching
9.8 out of 10, Exceptional, (257)
"It was amazing, we enjoyed the view and the hot tub. It was clean and quite.we had a great and relaxing time. thank you."
Lifetime memories, WIFI, Hot tub, Fire Pit, Gas Grill, High Chair, Bird Watching
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View from property
Lakefront property with private heated indoor pool and hot tub!
10.0 out of 10, Exceptional, (83)
"Everything was great!"
Lakefront property with private heated indoor pool and hot tub!
Exterior
Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub
9.8 out of 10, Exceptional, (334)
"Such a cute cozy stay, great for a little relaxation. Plenty to do near by. Everything was clean and as listed. Highly recommend!"
Secluded Rental Cabin on Southern Illinois Wine Trail, Private Hot Tub
Lake
Quiet Lakefront Cabin with Hot tub! On the serene Hohman Lake.
9.8 out of 10, Exceptional, (102)
"We loved our time in this cottage. It was a getaway for our anniversary and it was the first time without any kids in about 8 years.. This property met all expectations and even exceeded some The cottage was clean and equipped with everything we needed for our stay. The mist rising over the lake in the mornings was absolutely beautiful. We enjoyed the kayaks, fishing, the hot tub and the quiet of the lake. I would highly recommend this accommodation. The property was clean and communication...
Quiet Lakefront Cabin with Hot tub! On the serene Hohman Lake.
Property grounds
Down Time on Lake of Egypt! Fishing, boating, wineries, hiking, relaxing!
10.0 out of 10, Exceptional, (79)
"It was a nice house. Michelle was very communicative and helpful. Covered boat dock was great."
Down Time on Lake of Egypt! Fishing, boating, wineries, hiking, relaxing!
Pool
Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail
9.8 out of 10, Exceptional, (257)
"Cabin was perfect location, centralized to all the wineries. Very quiet, loved looking out to the pond early in the morning while enjoying our coffee. The cabin was very clean and we loved relaxing in the hot tub after dinner."
Secluded, Log Rental Cabin, Private Hot Tub,on Southern Illinois Wine Trail
Fridge, microwave, coffee/tea maker, toaster
Ferne Clyffe Tiny Cabin near Lake of Egypt with Hot Tub
10.0 out of 10, Exceptional, (17)
"I absolutely loved this place I will most definitely be back!! It’s so homey and beautiful perfect for someone looking for a quiet getaway and there so many things to do around the area!!"
Ferne Clyffe Tiny Cabin near Lake of Egypt with Hot Tub
Fridge, microwave, oven, stovetop
Next door to Wildlife Mgmt Area. Full kitchen, washer/dryer.
9.8 out of 10, Exceptional, (23)
"The owner was very good at communicating. She made sure that the air matress we needed was already pumped up and made up before we got there. This was a huge added help for us, because we ended up getting in super late. The place was peaceful, clean, and gave a country vibe. I highly recommend this place."
The price is NZ$278
per night
28 May - 29 May
Next door to Wildlife Mgmt Area. Full kitchen, washer/dryer.
Property grounds
Beautiful, LAKEFRONT Home at Lake of Egypt! Private dock, boat house and Beach!
9.8 out of 10, Exceptional, (95)
"As my son said when I sent him a photo from the deck, “Speaking as a lake scientist, I can say with certainty that (that) is a very pretty lake.” He’s right. Nice lake with a nice lake home. Location is great for hitting the area hiking highlights. Saw eagles flying over the lake - friendly neighbors - good place to stay. Thanks!"
Beautiful, LAKEFRONT Home at Lake of Egypt! Private dock, boat house and Beach!
Exterior
Castle Cove Lakefront Home
9.6 out of 10, Exceptional, (7)
"Scott was great to work with. Very quick to respond and helpful with all questions. House was very clean and everything we needed was provided. Beds were comfortable and most everything was maintained well. Outside was maintained, grill worked great, fishing off dock was nice. Few little things that can be bit better. Shower heads are low, some of us are taller and that made it hard. Kuerig didn’t work. Overall would definitely stay there again."
Castle Cove Lakefront Home
Exterior
Sailor’s Hideaway
10.0 out of 10, Exceptional, (1)
"Our stay at sailor's hideaway was amazing. We stayed from May 10th through May 15th 2024. The property is situated on a 2 lot corner lot with a frontdeck. Porch has a barbecue and a nice table to sit at to watch the sunset and sunrise. Birds were seeing we saw multiple. Dear mother, dear and not very many books. The property was not really decorated outside but again. They had some bad weather and flowers are just now. Starting to Bloom. The inside is decorated in a rustic beautiful relaxing...
The price is NZ$492
per night
28 May - 29 May
Sailor’s Hideaway
Property grounds
Cozy Cabin in the Woods ,Pet-Friendly! Treehouse feel on the large deck!
9.0 out of 10, Wonderful, (12)
"The house was great. Nestled at the end of the road back yard in the woods. Lots of fire pits and even a hot tub. I would recommend this property."
Cozy Cabin in the Woods ,Pet-Friendly! Treehouse feel on the large deck!
Smart TV, fireplace
Lake Front. Large shaded deck with Covered Dock access. Fire pit.
9.8 out of 10, Exceptional, (53)
"This is the third year in a row that we have stayed with Brad. The place just gets better every year. Always clean, perfect location, and you can't beat Brad as a host."
Lake Front. Large shaded deck with Covered Dock access. Fire pit.
View from property
NEW! The Blue View Cabin - A Winery and Outdoor Recreation Get Away
10.0 out of 10, Exceptional, (37)
"We stayed last year and had such a great experience, we decided to stay again!! Beautiful location with everything you need for a great stay. Highly recommend staying here if you are in the area!"
NEW! The Blue View Cabin - A Winery and Outdoor Recreation Get Away
Exterior
The Hickory Hollow Log Cabin by Garden of Gods in the Shawnee National Forest
9.8 out of 10, Exceptional, (82)
"We enjoyed our stay in this cute cabin and were especially grateful that it is a pet-friendly resort. The area has so many "must sees"...we had fun exploring several sites while there."
The Hickory Hollow Log Cabin by Garden of Gods in the Shawnee National Forest
Property grounds
Lake of Egypt lake front with large two level deck
9.8 out of 10, Exceptional, (127)
"Very nice quiet neighborhood with beautiful lake front property."
Lake of Egypt lake front with large two level deck
Smart TV
Big Tree Little Cabin
10.0 out of 10, Exceptional, (93)
"Enjoyed our stay. Very quiet and peaceful place to stay. Well stocked with the essentials."
The price is NZ$317
per night
28 May - 29 May
Big Tree Little Cabin
Property grounds
Comfy Clean & Cute
9.8 out of 10, Exceptional, (16)
"First time I’ve stayed somewhere other than a motel. Very nice quiet would recommend."
The price is NZ$328
per night
29 May - 30 May
Comfy Clean & Cute
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See all available properties in Simpson
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other types of properties in Simpson you may be interested in

Lobby
Drury Inn & Suites Marion
3.0 star property
9.4 out of 10, Exceptional, (1002)
"Very nice hotel. Offered us free breakfast AND dinner with 3 free drinks at the bar, a night. Room was clean. 10/10 experience"
The price is NZ$239
per night
27 May - 28 May
Drury Inn & Suites Marion
Desk, iron/ironing board, rollaway beds, free WiFi
Baymont by Wyndham Marion
2.5 star property
8.0 out of 10, Very good, (1003)
"Actually I didn't even realize that I was in a hotel I was so comfortable "
The price is NZ$145
per night
27 May - 28 May
Baymont by Wyndham Marion
Exterior
Best Western Marion Hotel
2.5 star property
8.2 out of 10, Very good, (1002)
"Clean, comfortable room."
The price is NZ$181
per night
3 Jun - 4 Jun
Best Western Marion Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Simpson holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Simpson. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Simpson. Seeing all the best attractions is bound to make you fall in love with Simpson. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Simpson short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Simpson?

Yes, there are holiday rentals close to the most popular sights in Simpson, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Simpson has to offer?

Spacious Lakefront Home with Hot Tub and Views!!: This holiday home rental outside of Simpson is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

What can I see and do in Simpson?

Dixon Springs State Park and Shawnee National Forest are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Hogg Hollow Winery and Tunnel Hill State Trail.

What are holiday rentals like in Simpson?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Simpson. Holiday rentals feature amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of safety away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for a family getaway.

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