Vacation rentals in Chaffee

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Top-rated vacation rentals in Chaffee

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

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Guest favorite

A covered patio features a dining table with cushioned chairs under a white umbrella. Potted plants and the cabin’s vibrant entrance are visible, surrounded by trees that create a serene outdoor setting. Natural light filters through, enhancing the inviting atmosphere.

Cabin in Black River Township

4.99 out of 5 average rating, 70 reviews

Well-Designed Wooded Cabin near lake and hiking

CarolRating, 5 stars3 weeks ago

If you are seeking peace and a quiet surroundings, this is the place to stay. There are lakes and lots of areas to hike. The kitchen is stocked with the equipment for some serious cooking and there is a grill and a firepit outside. The internet service is fast, the cable service has plenty to watch and the cabin is stocked with board games. If you are looking for lots of restaurants and high end grocery stores, this is probably not the best area for you.

Top guest favorite

A hot tub is illuminated with soft blue lighting, surrounded by a wooden deck. String lights hang above, creating a gentle glow in the evening. A grill is positioned nearby on the patio, enhancing the outdoor relaxation space.

Home in Cobden

4.93 out of 5 average rating, 60 reviews

Wine trail, views, hot tub, pool…

RichardRating, 5 stars1 week ago

Had a great time at Lisa's ABB. Lisa was very proactive in providing the code before check-in (didn't need to ask) and provided things to do in the area after we arrived. The house has awesome views which we were able to enjoy. Definitely will look to book again in the future.

Top guest favorite

A wooden deck features a round table surrounded by four metal chairs, set against a backdrop of trees. The quiet outdoor space offers ample room for relaxation, with a parasol positioned at the table, allowing for comfortable shade.

Cabin in Alto Pass

4.99 out of 5 average rating, 272 reviews

Ma's Cabin, Alto Pass, IL. Fine country lodging.

JosephRating, 5 stars4 days ago

THANK YOU AGAIN SO MUCH! We had a fantastic weekend. Ma's Cabin was the perfect "home-base" for our hiking adventures. Was so peaceful to relax after hiking all the trails. Everything we needed for our getaway. Sid and Patty were so friendly and of course Lillie stole the show ❤️. Thank you again!

Top guest favorite

A rustic treehouse stands above a gently flowing creek, framed by bare trees. The building features large windows that reflect the surrounding landscape, showcasing its harmonious connection to nature. A serene ambiance is created by the calm water and earthy tones of the setting.

Treehouse in Marble Hill

5 out of 5 average rating, 5 reviews

Crooked Creek Treehouses (Stony Branch Loft)

TaraRating, 5 stars1 week ago

My husband and I celebrated our 17th wedding anniversary with an amazingly peaceful stay! We arrived to the cutest welcome sign wishing us a “Happy Anniversary” along with celebratory drinks. There was absolutely everything we needed and more! We met Roger when he checked in to see if we needed anything! Barb was always very quick to respond and overly helpful! We have already started making plans for our return hopefully next year! Thanks again ❤️

Top guest favorite

A spacious roof deck is highlighted, featuring a wooden surface and metal railing. Two woven chairs and a small table are positioned to allow for relaxing moments while enjoying expansive views of the river and surrounding greenery.

Apartment in Cape Girardeau

4.97 out of 5 average rating, 135 reviews

Downtown Penthouse w/ Amazing River View!

JuliaRating, 5 stars1 week ago

This was a great place to stay within walking distance to downtown Cape. Lots of shops and restaurants within walking distance. It was a spacious apartment. The host had great communication and responded quickly to questions.

Top guest favorite

Two tall trees stand alongside a road, their branches spread wide against a clear blue sky. The greenery of surrounding foliage enhances the natural setting, providing a backdrop of different shades of green in the landscape.

Home in Alto Pass

4.99 out of 5 average rating, 121 reviews

The Farmhouse in Rhine Valley

TrentRating, 5 stars4 days ago

Host was quick to answer questions and check in was easy. Place was very clean, had a lot of space and well stocked for stay. Was ten minutes from Bald Knob Cross and about 25 minutes from Carbondale. Had breakfast at Iron Whisk in Cobden and was great.

Guest favorite

A spacious covered porch is contained within a traditional wooden rail. A comfortable swing with soft pillows faces a scenic view of rolling hills and a pond. Green foliage surrounds the landscape, while the sky is filled with soft clouds.

Cabin in Fredericktown

4.98 out of 5 average rating, 281 reviews

Sunset View, King Bed, Bon Fire, Fishing, Hiking

DianeRating, 5 stars3 weeks ago

This little cottage is a gem. The perfect place to getaway for a few days. Peaceful and picturesque surroundings. The front porch with rocking chairs is great for relaxing. I came for an artist retreat to work on my art. Will definitely come back. Plus I felt totally safe.

Guest favorite

Home in Lost Creek Township

4.87 out of 5 average rating, 94 reviews

Camp Bluegill Lake House

LisaRating, 5 stars3 weeks ago

this has become our new home away from home. My girlfriends and I metal detect at a local event each year and this will certainly be where we will be staying each year. Thanks so much to Josh and his wife for creating a beautiful place to stay.

Top guest favorite

A new hot tub sits within a screened porch, surrounded by views of trees. Gentle water bubbles are visible, creating a relaxing atmosphere ideal for unwinding and enjoying the natural setting.

Cabin in Carbondale

4.97 out of 5 average rating, 150 reviews

Couple's Retreat with HOT TUB

ChristenRating, 5 stars4 days ago

Another great stay on the property. We love the location and proximity to everything. Also, the property is accomodating for our fishing boat. Tom-tom (the cat) was a fantastic little amenity at the cabin. He greeted us upon our return and joined us for our morning coffee. Give him all the love!

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What guests are saying

Carbondale country home: Portas Caeli, 3

4.85 out of 5 average rating, 72 reviews1 month ago

Our stay was just what we were looking for. It was a nice, cozy, quiet place for a getaway. Location was very close to Shawnee National Forest, and Giant City State Park. Amenities were great, and had everything we needed for cooking. The house was clean, tidy, and comfortable. Communication with the host was excellent!!

Cottage in Carbondale

What guests are saying

Alto Cabin-1/2 mile from 3 wineries!

4.95 out of 5 average rating, 59 reviews1 week ago

We LOVE Alto Cabin! Gorgeous scenery and very relaxing. The house is ADORABLE with something for everyone! Wrap around porch, game area for the kids, and an idyllic back patio, campfire seating all beautifully landscaped and decorated inside and out! We enjoyed yoga on the deck, a dip in the hot tub and games at the table (with plenty of seating for gamers which was a big reason I picked Alto Cabin). We each had our own rooms AND bathrooms which was another WIN! Saw some wildlife in the forest including deer and maybe even Big Foot?! LOVED IT!!! Thank you to our hosts for sharing this little slice of heaven!

Home in Alto Pass

What guests are saying

Centrally Located Historical Gem

5 out of 5 average rating, 4 reviews4 months ago

This home is an absolute GEM! From the time we booked our trip to the time we checked out, Wes and Janet were so thoughtful, kind, responsive, and helpful. From the decor to the amenities, and everything in between (e.g. ice stocked in the freezer, tons of appliances, amazing shower products, notes all around the house with details, toys for children upstairs), they have truly thought of it all. Their house was an absolute pleasure to stay at. It was child-friendly and we all (two families staying together) felt right at home. It truly had everything we could possibly have needed. Wes and Janet are incredible hosts, and this is an amazing place to stay! Highly, highly recommend!

Home in Cape Girardeau

What guests are saying

Cozy/2 King Bed 2 Bath Single Level

4.81 out of 5 average rating, 16 reviews1 month ago

Andy was an excellent host. He was responsive and accommodating. The house was clean and well stocked (e.g. shampoo, conditioner, and body shower in the bathrooms; plenty of towels; dishes and cutlery available). If you are visiting Poplar Bluff, this is a great place to stay!

Apartment in Poplar Bluff

What guests are saying

Lake front getaway for 2!

4.86 out of 5 average rating, 29 reviews6 months ago

Ashley and her lakefront rental were both amazing! She made check in and out so seamless and easy , place was juys wayt we needed As makanda girl I really enjoyed the peaceful private yet safe neighborhood feel a lot It was wonderful to sit on that bench and watch the sunset over the lake and was so serene Hope to stay there again sometime Ashley was great

Apartment in Murphysboro

What guests are saying

Double Decker/Sleeps 12

4.84 out of 5 average rating, 56 reviews1 month ago

The house was beautiful, and it was exactly what we needed. Misty was a great communicator and was friendly and quickly responsive when I had questions or needed to communicate. I was staying here on a school trip with several teenagers for a Student Council Convention when Poplar Bluff was hit by intense storms and tornadoes. The house was perfect and we felt safe and secure in the basement. We had no problems during our stay and will gladly stay again if the opportunity presents itself!

Home in Poplar Bluff

What guests are saying

Havisham House - Main House

4.95 out of 5 average rating, 60 reviews9 months ago

The house is a wonderful combination of historic charm and modern convenience. It is beautiful while being comfortable and welcoming. We found the furniture comfortable and the provided supplies and amenities ready to meet all our needs. The grounds are gorgeous and although the house is conveniently located off a main road - you feel as though you have escaped to a beautiful haven. Jerri was a great host that helped answer all our question before and during our visit- Thank you Jerri! We had a few small issues when we were at the place, but these were all resolved quickly and did not impact our overall positive experience. When we arrived, the lock was not working and ultimately it needed batteries changed. This required a 20-30 min wait to get. We also had a few maintenance issues, but again Jerri was extremely responsive to these and got everything working quickly. We would not hesitate to stay here again or at any property managed by Jerri!

Home in Alto Pass

What guests are saying

Wine Tour Getaway

5 out of 5 average rating, 28 reviews3 weeks ago

The house was perfect. My family met here from Chicago, IL, Nashville TN, Providence, KY because we are big fans of the local wine trail. The master bedroom had THE softest bed. I slept perfectly both nights. The house is literally everything you need and we had the best time. 🙂 can’t wait to come back.

Cabin in Makanda

What guests are saying

Peacock On Poplar

4.95 out of 5 average rating, 21 reviews1 week ago

Friends and I had a great stay. Beautiful old home that is nicely updated. We used Wrightway travel to get a shuttle to wineries, and this was a great home base. Would stay here again. A couple quirks to keep in mind while you’re planning your trip: there’s no real TV room. So, if your group intends to watch something as a group, keep that in mind. No full oven but does have a nice countertop air fryer. Lots of plates, glassware, and kitchen and condiment basics are included. The hot tub was nice! Also, we ate brunch at The Iron Whisk nearby and really enjoyed our food!

Home in Cobden

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Popular amenities for Chaffee vacation rentals

Kitchen

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Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Chaffee

Guest favorite

A large barn style building is depicted, featuring a wooden exterior accented by dark trim. Large windows and glass doors allow natural light to enter. A grassy area surrounds the structure, with a tree and natural stones visible in the foreground, enhancing the serene outdoor setting.

Cabin in Jackson

4.93 out of 5 average rating, 30 reviews

The Cabin at Timber Creek

JakeRating, 5 stars2 weeks ago

I'm feeling like I should keep this gem to myself. What a find. perfect spot. great up to date look and feel. lots of comfortable furniture. bed was amazing, couch could fit 10 people. love this place.

Superhost

An illuminated hot tub sits on a wooden deck, surrounded by twinkling string lights. Nearby, a spacious table and several chairs provide a social seating area, inviting relaxation and enjoyment of the serene night landscape.

Cabin in Alto Pass

5 out of 5 average rating, 10 reviews

Big Sky Cabin on Wine Trail with Hot Tub Private

JennyRating, 5 stars1 month ago

Had the best time for a bachelorette party! Great deck and hot tub to relax. Had a bus pick us up and explore the Shawnee wine trail! Convenient distance to all local wineries!

Top guest favorite

The spacious kitchen features cream-colored cabinetry and a large island with seating. Pendant lights provide illumination, highlighting the stainless-steel appliances and tile floor. An adjoining dining area with wooden chairs and a large table is visible in the background, bathed in natural light from nearby windows.

Home in Jackson

4.94 out of 5 average rating, 177 reviews

*County Club 439*

ThomasRating, 5 stars1 week ago

This house is a favorite of my family. We chose to stay here again because of the avaible space and the area to entertain my large family. Krista is a great host and does a great job at promptly responding to any question I have. I cannot wait to use this property again.

Guest favorite

The tranquil scene captures a cozy retreat illuminated at twilight, surrounded by lush trees. A serene pond reflects the soft glow of the deck lights, with a spacious beach area and outdoor seating visible along the shoreline.

Cabin in Dongola

4.95 out of 5 average rating, 37 reviews

HotTub! FirePit, Private Pond, GameRoom! Slps12+

AlyssaRating, 5 stars3 weeks ago

We enjoyed exploring the many beautiful parks in the region, relaxing on the huge deck, playing pool in the game room, cooking together in the large kitchen, kayaking, frisbee golf practice, and hiking the property. We had a great stay with no issues and made family memories at this beautiful house. The house is set up well for visitors (e.g., light switches labeled) and has all the amenities one would expect when booking an Air BnB. Thanks for hosting, Mark!

Guest favorite

A cozy outdoor seating area is featured, highlighted by a large umbrella and surrounded by a wooden deck. Softly glowing string lights adorn the wooden wall, creating a welcoming ambiance for evening relaxation.

Home in Makanda

4.87 out of 5 average rating, 55 reviews

Cedar Lake Retreat

ThersaRating, 5 stars4 days ago

We really enjoyed our stay. It was a quick overnight stay but it had everything we needed. the patio is so cute. Wish we had more time to use the firepit.

Top guest favorite

A contemporary kitchen is highlighted by a large granite island with seating. Stainless steel appliances are present, complementing the white cabinetry. Open stairs lead to a loft area with seating, visible through a glass railing. The space is well-lit by modern lighting fixtures.

Home in Marion

5 out of 5 average rating, 17 reviews

Amenity loaded golf course retreat!

SamRating, 5 starstoday

Fabulous big home. Comfy beds. Great fireplace out back. Good condition. The only thing I’d change is a few comfy chairs in the main living room.

Guest favorite

The cozy cabin is viewed at night, featuring a wraparound porch illuminated by string lights. Surrounding trees cast gentle shadows, while vehicles are parked near the entrance. The warm glow from interior lights enhances the inviting appearance of the red exterior.

Cabin in Silva

5 out of 5 average rating, 17 reviews

The Cozy Cabin

DanielRating, 5 stars2 weeks ago

The Cozy Cabin is amazing! The home is beautiful, and the setting is great. We were well pleased with our stay. We would very happily stay there again!

Top guest favorite

An aerial view of a sprawling rural property is displayed, featuring a vibrant landscape of lush greenery and trees. A red barn and several outbuildings are positioned near a winding road, with garden beds visible on the ground, creating an inviting outdoor atmosphere.

Cabin in Carbondale

5 out of 5 average rating, 23 reviews

Cabin on hobby farm.

JenniferRating, 5 stars4 days ago

My son and I very much enjoyed our stay. Both Jill and Danny were very responsive to any of our questions, and we really loved the trail that we were able to access for our private use. The animals were so much fun to be around.

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Vacation rentals in Chaffee

Top-rated vacation rentals in Chaffee

Carbondale country home: Portas Caeli, 3

6 Bed 2 Bath Home in Quiet Neighborhood - Sleeps 9

Alto Cabin-1/2 mile from 3 wineries!

Centrally Located Historical Gem

The Cabins 2

Located near downtown and casino

Cozy/2 King Bed 2 Bath Single Level

Lake front getaway for 2!

Double Decker/Sleeps 12

Havisham House - Main House

Wine Tour Getaway

Peacock On Poplar

Vacation rentals for every style

Popular amenities for Chaffee vacation rentals

Other great vacation rentals in Chaffee

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