Family-friendly holiday rentals in Pinetop-Lakeside

Centrally Chic Bear Bungalow with AC & Hot Tub

A Stylishly Unique 3 BR 2BA Home; The Bear Bungalow provides amenities, comfort and convenience to enjoy White Mountains to the fullest! Located just behind a local Brewery, you're also within paws reach to quickly get to local restaurants, outdoor excursions, shops & more. Find Your retreat year-round for Families, Groups, Couples and those that want to bring a pooch with a fully fenced yard. TVs in every room, A/C, Hot Tub, Kid Friendly & custom artisan touches with quality furnishings abound.

Fun+Cozy Cabin | 2 Kings, Bunks, Slide, Game Room

Relax at this boho cabin 5 min from lake, packed with comforts, surrounded by treed lots on all sides! Two luxe king bedrooms, each with a quiet work space and 14" king mattress. A 3rd room with toys, books, and 6 incredible built-in bunks with premium Beddys for snuggly sleep. Spacious great room, with cozy fireplace and dining area for 10+. Ample cook’s kitchen, with island and pantry including amenities of home. Plus garage game room--ping pong, foosball, & arcade basketball! Rest + recharge!

Mountain Cabin Getaway

Experience our Luxury Cabin Getaway in the pines! Take in the breathtaking view overlooking the Meadow while staying close to town. Our modern cabin/villa is ideal for a family looking for a peaceful trip to the mountains. King size bed, Queen size (sofa bed), large bathroom w/wet room, and a full size kitchen. Tons to do within walking distance including hiking, disc golf and fishing! Popular restaurants are just around the corner or order in and watch your choice of entertainment on two sma

Pet-Friendly Pinetop Chalet - Patio/Forest Views!

Escape to the cool pines of Northern Arizona inside the Pinetop Country Club area at our spacious, pet-friendly chalet—perfect for families, groups, or couples seeking adventure and relaxation. 🌲 2 Bedrooms/2 baths + Loft – sleeps up to 6 comfortably 🔥 New fire pit & fenced backyard – ideal for dogs / evening hangouts / yard games 📺 Smart TV + Wi-Fi – streaming & work-friendly 🏌️ Near golf, hiking & Sunrise Ski Resort: year-round activities close by. Your perfect escape to Northern AZ!

#AZPineCottage: Luxury Family Retreat (two-in-one)

WOW... This will be the first thought that enters your head when you step foot through the door of our one-of-a- kind cabin. Professionally designed from the ground up, this cabin features the following: - Main Cabin has three bedrooms, two bathrooms, and upstairs loft with six bunk beds that sleeps 12. - Detached garage has an arcade and game room. - Above the garage is a private studio with it's own kitchen, bathroom, king bed, and laundry that sleeps two (additional $97 charge for this).

🌿The Calico Cottage

Guest cottage in the woods. - Newly built in 2022 - Full kitchen w/ table & chairs - Queen bed w/ cotton linens - Living room w/ fireplace - Smart TV (guests use own hulu & netflix accounts) - Spacious bathroom - Covered porch - Quiet neighborhood - A/C & Wi-fi - Firepit - Pickleball Court (shared) ⭐️NO cleaning fee (guests strip their beds, empty the fridge, & wash their dishes). We do the rest! ⭐️NO pets or service animals (our family is allergic) ⭐️ NO smoking or vaping in/on premises.

The Bitty Bungalow

Welcome to The Bitty Bungalow, a charming tiny guest studio, perfect for those seeking cozy simplicity with all the comforts of home. It features a well-supplied mini kitchen, a deluxe redesigned bathroom, and a mini washer and dryer. My grandmother's antique roll-top desk and grandfather's original oil paintings complete the home's rustic look. While ideal for a solo or couple getaway, The Bitty Bungalow sleeps up to 6 guests, allowing families or groups to enjoy a modest retreat in the pines.

1/2 Acre Log Cabin w/ Fire Pit, Near Trails & Lake

Indulge in the tranquility of Pinetop at this 3-bed+loft, 1.5-bath log cabin surrounded by tall trees & nestled in a quiet community bordering the forest close to great dining, hiking, biking, fishing, skiing and more! The trailhead to Woodland Lake Park is located just steps from the property. Enjoy mornings sipping coffee on the porch while kids play on the play set. Spend nights w/ dinner on the grill, cozying up by the fireplace/TV, & roasting s'mores around the fire pit. High Speed WiFi!

Cozy cabin #1 with king bed near Rainbow Lake

Come enjoy the four seasons in the cozy cabin in the largest stand of Ponderosa Pine trees. The cabin is centrally-located. This cabin is near Rainbow Lake and a short distance from many area lakes. Outdoor activities include; hiking, mountain biking, cycling, fishing, kayaking and snow sports. Enjoy the entire cabin along with an outdoor area to enjoy grilling, dining, or relaxing by the firepit under the stars. additional cabin: https://www.airbnb.com/h/cozy-cabin-2-bear-bear-cabins

Cozy Cabin in the Woods

Cabin is 400 square feet in size located 35 feet from owner's residence. Cabin is located near the end of a dead-end street, in a quiet neighborhood. Rainbow Lake can be accessed from the north side, an approximate 5-minute drive. Movie theater, grocery store and restaurants are within 10 minutes of the cabin. Blue Ridge High School is 2 miles from cabin. I take extra care to disinfect frequently touched surfaces between reservations in addition to my typical disinfecting routine.

Fire Pit • Ping Pong • Obstacle Course • Views

Are you ready for luxury in the tall pines? Experience The Mountain Pad! Perched on the mountainside, this family-friendly cabin is a tranquil escape nestled on four acres of picturesque wilderness. With breathtaking views and a wide range of family-oriented amenities, it's the perfect retreat from the daily grind. This beautiful cabin sleeps up to 10 people with 3 bedrooms, a full kitchen, game room, outdoor dining, kids' obstacle course, clover lawn area, fire pit, and more!

Shoreline Cabin w/ Kayaks *Channel Front*

Shoreline Tiny home located on the channel of Rainbow Lake! This 600 sq. ft. 1 bedroom, 1 bathroom cabin has 1 queen bed and a futon couch bed. Perfect for a couple or small family. In the warmer months, launch a kayak right off the backyard into the channel and paddle around the beautiful lake! Afterward, wind down for happy hour and enjoy the gorgeous outdoors around a campfire on the shore, or enjoy the large wrap around patio with a gas firepit and ample seating.