Kid-friendly holiday rentals in Cloudcroft

4.95 out of 5 average rating, 125 reviews

Updated 4BR/2BA Cabin, Close to Midtown, Hot Tub

Recently remodeled 4 bedroom, 2 bath cabin that accommodates up to 10 guests in a quiet Ruidoso neighborhood. Relax with the family after enjoying all that Ruidoso has to offer. 5-minute drive to Midtown for shopping and restaurants. Brief drive to Grindstone Lake and casinos. Enjoy a soothing soak in the hot tub or use the gas grill and dine outdoors with your group. Unwind inside with all the comforts of a cozy cabin including a wood burning fireplace, full kitchen, free WiFi and washer/dryer.

4.96 out of 5 average rating, 191 reviews

Townhouse in Ruidoso

Midtown Modern Mountain Getaway

Come and experience comfort and convenience in our charming 3-bedroom, 2-bathroom townhome located in the bustling Midtown area. Our home is tastefully furnished with 2 spacious king-size beds and a bunk bed comprised of a double and a twin, making it an ideal choice for families. Step outside and enjoy the fresh mountain air and breathtaking wildlife views from either our porch or deck. The excitement of Midtown is just a short stroll away, while Wingfield Park, the venue for many community eve

4.86 out of 5 average rating, 138 reviews

Home in Ruidoso Downs

Cool Pines Retreat , 3 bed 2 bath home relaxing

Spacious 3 bedroom, 2 bathroom home . Master has king bed, ceiling fan, en-suite with double vanity, separate shower/soaking tub. TV . 2 bedroom has queen, ceiling fan & TV. 3rd bedroom has a full size bed, ceiling fan twin bunk beds & TV. Fully stocked kitchen pots, pans, dishes, microwave, keurig coffee maker. Dining room has large dining table meals and board games. Living room love seat & sofa, TV fireplace. All TVs have a Roku or are smart . DVD player & dvds. Front porch has a bbq grill.

4.96 out of 5 average rating, 114 reviews

Mountain Merlot Cabin

Truly a cozy & cool cabin in the pines! Bottom level has mud room, storage for ski's etc., bunk beds, fireplace w/insert, bedroom with king bed and a downstairs new bath. Upstairs has the living/dining, breakfast bar, wood burning stove, awesome kitchen, 2 bedrooms with king beds & new bath. Great deck overlooking forest & breathtaking panoramic views. Large cement circular driveway! Awesome furnishings & totally decked out! You will love your stay at Mountain Merlot Cabin.

4.99 out of 5 average rating, 155 reviews

THE PINES: hot tub, central A/C, near downtown

central A/C and heating! its clean, cozy, and family friendly. What more could you want? Well maybe a hot tub, fire place, and fire pit? (we have those) A tv in every room? we think you should have that too! Close to town? less than a mile away on a paved road no less. Swing on the porch, breathe in the mountain air and you will feel like new. For the mamas we've got you covered, pack n play, high chair, toys and games for the kids and plenty for the grown "kids" to do!

4.84 out of 5 average rating, 330 reviews

Cozy Knotty Bear Cabin Perfectly Located w/Hot Tub

This perfectly located rustic, cute 1 bedroom 1 bathroom with hot tub cabin is perfect for a couple , or small family. This cabin is close to everything. Knotty Bear is in the heart of Upper Canyon close to Midtown where are the shops and restaurants located. Wildlife roam this cabin daily so have your camera ready, Knotty Bear Cabin is surrounded by many other cabins but you’ll still find peace and quiet for a relaxing stay. You won’t regret booking this sweet cabin.

4.87 out of 5 average rating, 180 reviews

Home in Ruidoso

Cree Meadows Golf Club House with hot tub

A comfortable home near the heart of Ruidoso! Newly remodeled in 2020. It sleeps 10 comfortably, has open living room, and a great kitchen with all the essentials. Less than 3 minutes from downtown and about 35 min from New Mexico’s best ski resort! You’ll have access to CreeMeadows Country Club. Please, No Pets and No smoking, persons doing reservation needs to be 21 or older and be responsible for their guest, No Exemptions.

4.89 out of 5 average rating, 104 reviews

Home in Ruidoso

*Brady Cabin* WIFI*Grill

Welcome to Brady Cabin. Centrally located in beautiful Ruidoso. This small 1970's cabin has been recently updated. Kitchen is well equipped to enjoy a nice dinner in or fresh ground coffee in the morning. Home has open living/dining with Roku TV in the living room, master bedroom and guest room. Nice front deck to enjoy the deer, Elk, nice views and grill up a nice meal. The small backyard is fully fenced. Come make memories.

4.85 out of 5 average rating, 136 reviews

Cute 3 bedroom Midtown Getaway

Your family will be close to everything when you stay at this centrally-located place. Midtown Ruidoso is a 5 minute walk. Midtown offers local shops, local wine tasting, local restaurants, and a tap room for the adults. After a 3 minute walk you can be in Wingfield park which offers a local farmers market in the summer, frisbee golf, and also hosts numerous festivals. Grindstone lake is a 5 minute drive, away.

4.86 out of 5 average rating, 132 reviews

Cozy Midtown Retreat - Hot Tub, A/C, Pets Welcome!

Welcome to Ruidoso’s Midtown Retreat! Step into history and comfort with this beautifully remodeled 100+-year-old 1BR/1BA pet-friendly cabin. Nestled in the heart of Midtown Ruidoso, it perfectly blends rustic charm with modern luxury, offering a peaceful retreat just minutes from shops, dining, and attractions. Perfect for your next getaway—and same-day bookings are available!