Holiday rentals with a fireplace in Ruidoso

*Toasty Timbers - Near Midtown-Covered Deck- 2BDRM

Toasty Timbers is a fully remodeled cabin located just 1 mile from midtown Ruidoso in the Upper Canyon district. This cozy cabin will have you ESCAPING the hustle & bustle as you enjoy the large covered deck in the cool pines w/ a glass of wine or cup of coffee! Enjoy the deer, elk & horses that frequent this cabin!Toasty features beautiful wood accents throughout so you never feel like you've left the outdoors. Enjoy the comforts of home w/ A/C, wifi, fireplace, full kitchen & tv in ea bedroom!

Spacious, Near Midtown w/ Grill+Deck+Views+Arcade

Your Ruidoso Retreat Awaits! Escape to our 2-bedroom, 2.5-bath hilltop haven in Lookout Estates. Sunrise Views: Sip coffee on your private balcony, gazing at the Sierra Blanca mountains. Lakeside Bliss: Stroll to Grindstone Lake for kayaking & fishing. Pool Relaxation: Dive into the heated pool just steps away - Open Memorial Day to Labor Day. Casino Thrills: Test your luck at Billy the Kid Casino. Midtown Magic: Explore boutiques, cafes, and local flavors. Book now and create lasting memories!

Rustic “Casa Bonita” w/Hot Tub

Bring friends or family to this rustic & charming cabin with lots of space. This updated cabin has all the amenities you will need during your stay. “Casa Bonita” feels cozy but is the perfect retreat for some rest & relaxation. This single level cabin sleeps up to 4 comfortably & consists of 2 bedrooms & 2 bathrooms. This cabin has a double deck for enjoying the outdoors. This cabin includes a hot tub on the lower deck to truly relax & enjoy the mountain air. This cabin is minutes from town!

Jameson's Overlook

Become one with nature in the heart of the Rockies at the unique modern hideaway that is Jameson's Overlook. Situated just minutes from mid-town Ruidoso, Jameson's Overlook offers spectacular views of Sierra Blanca and its neighboring peaks from a truly unique vantage point elevated high above the surrounding terrain. Whether you're cozying up on the couch, laying in bed, sipping coffee in the dining area or enjoying the fresh mountain air on the patio, the views are stunning from every room.

Modern Mountain River Cottage Upper Canyon

BY THE GRACE OF GOD (and maybe a bit of my sheer grit) this little lady is standing post 2024 fires/floods……..She is still and will continue to be a pristine cozy cottage on the Rio Ruidoso that offers an historic Upper Canyon stay. To be clear the neighborhood does show remnants of its former self but in no time will be stunning again……Further I want to thank all my former guests for their outpouring of love and support through this most surreal time……..awesomely good people in this world!

Clean Mtn Chalet-Hot tub, KING beds, AC, close2twn

Gorgeous southwest style chalet on top of the mountain! TWO KING bedrooms and one Queen bedroom-great for couples! Central Heat & AC -a rare find in Ruidoso! HUGE wraparound deck! Private outdoor hot tub which often offers great wildlife viewing! People report many deer and elk in the area! Please note that the driveway is steep and not suitable for motorcycles or low clearance sports cars. Check-in time is 4 PM or later and checkout time is by 11 AM - contact us for an earlier Checkin

Midtown cabin w/arcade & spa bath. NO EXTRA FEES!

Step into our contemporary and inviting home, featuring a family-friendly game room. Your family will enjoy convenient access to all amenities, with a short stroll to Midtown for shopping, dining, and nightlife. Cozy up by the fireplace on chilly evenings for an added touch of warmth and comfort. Unwind in a luxurious bath with picturesque wooded views. Plus, there are NO SERVICE/CLEANING FEES with the nightly rate! Please note, no pets are allowed...we strive to be an allergen free home.

*Couples Getaway! AC/Heat- fire pit-fenced yard!*

Welcome to the Grinning Grizzly Cabin! This rustic modern cabin creates a environment that makes you feel right at home. Where your only a few miles from great food, midtown and grindstone lake! This perfect cabin is where you can enjoy time with family and friends and make memories that last a lifetime. With amenities ranging from free wi-fi, parking in back and front, updated appliances, coffee bar, washer and dyer usage, fireplace and a large yard to enjoy outdoor activities!

Redwood in the Historic Upper Canyon

Redwood was designed for romantic weekend getaways or extended stays. It offers two covered decks; one over looks the tall ponderosa pines off of the main living area with seating and gas fire table, The second Covered deck offers a private Hot Tub, seating around the gas fire table and a Gas BBQ Grill – two level - 3 steps up to cabin entrance and main level, several steps to upper bedroom level - Wi-Fi in cabin - Roku - DVD/CD player-cabin side parking.