Holiday rentals with a pool in Cloudcroft

Bear's Eye View

Welcome to Bear's Eye View. Come stay in our newly furnished, completely renovated condo with great mountain views. Bear's Eye View sleeps 6 & has 2 bdrms (comfortable beds) 1.5 baths w/a Queen size sofa sleeper. A/C throughout. GREAT LOCATION!! We are located just 1/2 mile from mid-town Ruidoso where you will find plenty of shopping & dining & Approx. 10 minutes from the turnoff to Ski Apache. During the summer months there is a heated outdoor pool, horseshoe pit & BBQ grill in the common area

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!

White Sands Retreat|Indoor Pool|Minigolf|Game Rm

Escape to the desert retreat in this stunning, modern Alamogordo New Mexico casita, just ~20 mins from the surreal beauty of White Sands NP & 30 mins from Ski Cloudcroft. Accomodates 10 guests, this oasis offers year-round luxury with an indoor heated swimming pool, mini golf putt-putt & game room. This home sits atop a hill, with stunning 360-degree views of the surrounding landscape. Whether exploring the dunes or unwinding in your private retreat, this is a perfect getaway for your group.

Vaquero Vista 5 Minutes To Downtown

Vaquero Vista, is a completely renovated, spacious 2400 square foot condo that boasts cedar planked ceilings and hardwood floors throughout, 6 TVs, with colorful furnishings and decor. The three levels provide room for everyone to enjoy and includes 4 bedrooms, 3 1/2 baths, two living areas with fireplaces, a large, fully equipped kitchen and furnished deck to enjoy direct views of Sierra Blanca. The entire space has been created to truly feel like a home-away from home! Come enjoy!

Little Lone Star

Experience comfort and convenience in this beautifully renovated 2-bedroom, 2-bathroom, 2nd floor condo featuring a spacious layout with a full-size kitchen, an in-unit full-size washer and dryer, and a private patio complete with a propane grill. At this family-friendly complex, guests have access to a range of amenities including a heated pool, a 9-hole golf course, stocked fishing ponds, and courts for tennis, basketball, and pickleball. Additionally, there is an on-site restaurant.

Walk to Dtwn Ruidoso: Mtn-View Condo w/ Pool!

'Ruidoso Retiro' | Located in Lookout Estates | BBQ Ready | Near Shopping & Dining Perfect for families, friends, and adventure-seeking groups, this 2-bedroom, 1.5-bath vacation rental offers a cozy mountain retreat with easy access to Ruidoso’s top sights! Sip your morning coffee on the deck, then stroll through Midtown, try your luck at Billy the Kid Casino, or hit the slopes at Ski Apache. As evening falls, unwind at the condo with a comforting meal and a movie to top off your night!

Desert Oasis with heated pool, hot tub & game room

Forget your worries in this spacious and serene space. This 4 bedroom, 2 bathroom home is the perfect get away for your stay in Alamogordo, located on the golf course. If you are traveling for the local activities, this home is centrally located to White Sands and The Space Hall. Both Lincoln and Sacramento forests are close for your hiking and outdoor experiences. If you prefer to relax on vacation this home has a heated pool opened year round, hot tub and game room with games

The Altitude Adjustment

Bring the whole family to this great place with lots of room for fun. The Altitude Adjustment is centrally located in Ruidoso, just a few minutes from midtown shopping, 10 minutes from the race track, 10 minutes from the casinos and 10 minutes from the base of Ski Run Road. Our guest has access to the Lookout Estates swimming pool and can relax in our private HOT TUB. This spacious condo will sure to be added to your favorite places to stay in Ruidoso. Dog Friendly w/approval

Innsbrook Village! 4 adults + Kids! Amenities!

Four Adults plus kids welcome! Welcome to fun & comfort at Innsbrook Village Country Club & Resort! This remodeled 2 bedroom, 2 bathroom condo offers Wifi, Central AC/Heat, Smart TVs and pull-out couch bed. While you stay, experience free unlimited access to a manicured 9-hole Par 3 Golf course, stocked fishing pond, Swimming Pool (seasonal), Pickleball and Tennis Courts, Basketball, Club House games and playground! Enjoy elk, deer, and horses frequently! Centrally located!

Victorian pool, game room, firepit, White Sands

Your desert basecamp awaits. 20 min to White Sands, private pool (rare here), and a game room the kids won't want to leave. Spend your days on the dunes, your afternoons in the pool, your nights at the firepit under a million stars. Arcade, shuffleboard, ping pong, pool table, putting green, all yours. Fully stocked kitchen. Easy parking. Sleeps large groups. Perfect for White Sands explorers and families visiting Holloman AFB. Book before it's gone.

The Lazy Elk

Wake up to the peaceful pines and crisp mountain air in this charming 2‑bedroom, 2‑bath condo perfectly situated for a relaxing Ruidoso getaway. Designed for comfort and simplicity, the space sleeps up to 4 guests and offers everything you need for a stress‑free stay—whether you’re here for outdoor adventure or quiet downtime. All amenities included! 9-hole, par 3 golf, pickleball, seasonal pool, trout fishing and more!

Desert Oasis Near White Sands w/ Pool & Game Room

Step into your New Mexico escape in Alamogordo, where warm desert light spills across cozy, colorful rooms and boho details invite you to instantly feel at home. This spacious five-bedroom, two-bath retreat sleeps up to 10 guests, perfect for families and groups. Pops of color, textured textiles, and Southwest-inspired decor make this feel like your own desert sanctuary.