Holiday houses in Chaffee

4.99 out of 5 average rating, 278 reviews

Cabin in Alto Pass

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

Cute and country remodel done in 2019. Recent new appliances, furnishings, flooring, heat & A/C, washer & dryer. Cabin is secluded and quiet plus 1/2 mile from Alto Pass Lookout Point and right in the middle of many award-winning wineries. 15 miles from Carbondale 4 miles from Giant City 30 miles from Garden of the Gods 6 lakes within 10-mile radius Hundreds of miles of hiking trails in nearby Shawnee National Forest 6 miles from Bald Knob Cross Please, no dogs! No smoking in cabin!

4.98 out of 5 average rating, 414 reviews

Beautiful Historic Boulevard District Apartment

This beautiful, private upstairs apartment is located on a favorite street in Cape Girardeau’s Historic Boulevard District. It is walking distance to SEMO University, Capaha Park, and the downtown riverfront. Recently remodeled for laundry, spacious rooms offer private bedroom spaces and a cozy den for watching movies or reading. The kitchen is fully equipped with amenities. This quiet neighborhood setting even has a front porch swing and sitting area where you can enjoy your morning coffee.

4.82 out of 5 average rating, 113 reviews

Home in Cape Girardeau

Herman’s Corner Cottage

Tucked in historic Cape Girardeau, this charming cottage offers comfort and convenience. Enjoy the cozy back deck with a privacy fence—perfect for relaxing or grilling. With ample off-street parking, your stay is stress-free. The home is equipped with essentials for a smooth, hassle-free visit. Book the entire house for added privacy, providing a peaceful retreat for you and your guests. Experience the perfect blend of comfort, affordability, and convenience during your Cape Girardeau getaway.

Guest suite in Cape Girardeau

4.97 out of 5 average rating, 151 reviews

MAINSTAY CAPE [downtown]

Nestled in the heart of the Downtown Historic District, this suite is centrally located as a prime destination for any and all travelers alike. With parking available, this space offers a unique & trendy “midwest boho” vibe. ~WALKABLE~ Our studio is 1 block from the bustling Southeast Missouri State University, 1 block from the gorgeous Capaha Park, and 2 blocks from Mercy Hospital. If you are interested in night life, this space is simply a 5-10 minute walk to all DT bars and restaurants.

4.95 out of 5 average rating, 245 reviews

Brand new 2 bedroom unit right in downtown Cape.

This special place is close to everything, making it easy to plan your visit. Walking distance to restaurants, the river and nightlife. Property includes wifi, full kitchen, laundry, deck and private parking for one. One king bed room and a twin bed room in addition to a roll out twin bed along with a 60 inch smart television. Dog bed and bowls included along with board games! Property is conveniently located across the street from "The Bar" the famous spot from the movie "Gone Girl" .

4.86 out of 5 average rating, 606 reviews

Unique Design | Walk Downtown/River | .5 mile SEMO

At our Adventurous 2 Bedroom Suite you’ll first arrive at a Brightly decorated Space with Artsy Walls and Bold Decor. Designed with its History in mind & a twist of Creativity, you will Immerse Yourself within your Stay; from our Stocked Kitchen, Reading Area with Indoor Swing to Themed & Cozy Bedrooms. Enjoy being near Downtown/the River with a short Bike Ride or Walk and when you are ready to Tuck in at night, Sink into our 10” Memory Foam mattress with Plush Pillows and feel at Ease.

Treehouse in Cape Girardeau

4.99 out of 5 average rating, 140 reviews

Twisted Sassafras Treehouse

A custom-built treehouse located on 10 acres with a water view that you can take in from the hot tub on the deck! It is nestled high in the trees and is the perfect romantic getaway for two! Feel like you are away from it all without being away from it all! This treehouse is located on a county road just minutes from Cape Girardeau. Enjoy catch and release fishing on site, local wineries, shopping in historic downtown Cape Girardeau, local restaurants, gambling, historical sites & more!

4.85 out of 5 average rating, 124 reviews

Home in Cape Girardeau

5 Bed Home in Great Neighborhood - Sleeps 10

Looking for a comfortable and spacious Airbnb in Cape Girardeau? 🏡✨ This 3 bedroom, 2 bathroom home in a great neighborhood is the perfect spot for your next group stay. This home features great living areas to relax and unwind including a living room with a large sectional and 70 inch TV. The game room features an air hockey table, dart board, and other board games. It will sleep 10 comfortably. Make this your destination for your next girls trip, sports tournament, or SEMO event.

4.96 out of 5 average rating, 195 reviews

Barn in Cape Girardeau

Under the Stars - Farmhouse

Enjoy the tranquility of this modern farmhouse charmer! Custom built minutes from downtown Cape. Relax outside around the fire pit, roast marshmallows and watch the sunset. Finish the night with a long soak in the hot tub. Start the morning on the front porch rocking chairs and take in a sunrise. Open concept, fully equipped kitchen, 3 Bd. including King master/full bath, 2 Queens with full guest bath. Near Trail of Tears and walking distance to classic dive bar/burger joint

Guesthouse in Cape Girardeau

4.94 out of 5 average rating, 514 reviews

Downtown Guesthouse- Romantic Getaway

The guesthouse seamlessly blends modern amenities with historic charm in a cozy, compact space. The antique claw foot tub/shower combo offers a charming, yet snug, spot for a relaxing soak—true to its historic roots, the bathroom could be best described as a quaint water closet. After a day of exploring unwind in the patio. Play a favorite record, and savor your coffee while daydreaming about new experiences. Despite its small size, it provides all the modern comforts you need.

4.91 out of 5 average rating, 258 reviews

Cabin in Cape Girardeau

Log Cabin w/ Hot tub - Near Casino & Downtown Cape

THE BEST GETAWAY HERE IN CAPE! Have a relaxing staycation here in Cape Girardeau Perfect for a QUICK GETAWAY for couples, families or friends 5 MINS to the casino, country club and downtown cape Very unique log home with a private bedroom queen size bed, pull-out queen size futon in the living room and twin size hide away SLEEPS 4. Pool table, darts, and a hot tub.There is a large deck and fire pit which has the feel of being in the woods.

4.98 out of 5 average rating, 413 reviews

Home in Cape Girardeau

The Hamilton House

Majestic, Two Story Home. A Great Place for Making Memories. BEFORE YOU BOOK: So there are no misunderstandings. Please read our rules, and understand our pricing, because there is an extra guest fee after the first 2 guests and weekends are priced different than weekdays. 2 Night Min. Stay on Weekends Only - 1 Night Stays Sun. - Thurs. No Parties-No Smoking-No Animals

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Other great holiday rentals in Chaffee

5 out of 5 average rating, 56 reviews

Guesthouse in Dexter

The Cottage at Evergreen

JamieRating, 5 stars4 months ago

Adorable little cottage nestled behind the main house. I felt very welcomed and safe. It was clean and had everything you need, hosts were darling. 10/10 recommend.

4.95 out of 5 average rating, 42 reviews

Downtown Condo on the River

GrahamRating, 5 stars3 months ago

Michael's place in Cape G is a perfect place to stay while you visit. It's a block from the main drag with plenty of food and bars (check out the record lounge around the corner). There's a garage space, and the balcony on the top floor has views of the Mississippi. The apartment is clean and comfortable, it would be a good medium or long term stay if desired. The bed is comfortable, and the kitchen and bathroom are modern. We'd stay again if visiting.

4.85 out of 5 average rating, 26 reviews

Home in Advance

Willow Acres- 2BD/2BA w/ BBQ and outdoor patio

LoraRating, 5 stars3 weeks ago

CLEAN. Beautiful. Plenty of room. Exactly what we needed. 7 minutes from the grocery store. Very private. We happened to be there when the fireflies were very active. We were surrounded! It was magical!

5 out of 5 average rating, 7 reviews

Farm stay in Jackson

The Cabins 1

AndreaRating, 5 stars2 weeks ago

Loved our stay and will definitely book again next time we visit the area!

5 out of 5 average rating, 69 reviews

Dome in Cobden

The Dome At Blueberry Hill

MiraRating, 5 stars3 days ago

⭐️⭐️⭐️⭐️⭐️ A Magical Getaway at The Dome at Blueberry Hill! Our stay at The Dome at Blueberry Hill was absolutely unforgettable! From the moment we arrived, we were blown away by the attention to detail—everything was thoughtfully designed and beautifully maintained. The dome itself was such a unique and cozy experience—a perfect blend of rustic charm and modern comfort. It felt so peaceful, quiet, and secluded, like our own little slice of paradise tucked away in nature. One of the highlights was definitely the scavenger hunt—what a fun and creative touch! It added a playful and adventurous element to our stay that made it even more memorable. And let’s talk about the amenities—wow! Every little detail, from the comfy linens to the stocked kitchen (with local coffee and honey) and relaxing outdoor spaces, made us feel completely taken care of. Local recommendations!!! Highly recommend for anyone looking to escape, unwind, and enjoy a truly special retreat. Can’t wait to come back!

4.89 out of 5 average rating, 79 reviews

Yurt in Fredericktown

St Francis River: The Blue Yurt and Hot Tub

KierstenRating, 5 stars1 month ago

My husband and I stayed for the week for a little anniversary trip and it was the perfect place. Sitting on the deck and enjoying the hottub were personally my favorite part of it. The yurt was clean and cozy and the bathrooms were really nice and clean. There were a couple of issues we ran into that wasn't their fault but both hosts were quick to respond back and help us out. Would recommend to anyone and would most definitely visit again.