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.

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

#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.

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

Honey Bear’s Cabin in the White Mountains

This rental is right between Showlow and Pinetop. The woodsy cabin is perfect for an individual, couple as well as small group or family. The cabin is pet friendly. The upstairs loft is a hit with children and additional sleepers. Guests may access the clubhouse and it’s immenities. The two seating areas inside as well as outdoor firepit allow for diversity of gathering. The community is quiet, friendly and highly wooded. Smart tvs and starlink Wi-Fi, and Firepit. Central ac and heating.

Brand New! Lakeview Studio

You will love the amazing views from the studio. From the balcony you can sit and listen to the trickling of water from the lakes. And out the windows by the bed you overlook a beautiful pond. Wildlife are abundant and so fun to watch. The Sunsets and Sunrises are unreal! The studio is fresh, bright and clean! We have been Superhosts with 2 of our previous property’s and hope to earn that again with this special place. You won’t be disappointed! *please note this is an upstairs studio.

Lazy Bear Cabin

Nice, cozy cabin in the high pines. Bring your family or friends and relax in the cool White Mountains! Minutes away from shopping, antiques, hiking trails, fishing, great restaurants and only 35 miles from Sunrise Ski Resort. Enjoy all the things the mountain has to offer or simply stay in and relax, play a game or do a puzzle. This cabin is fully equipped with wi-fi, 3 TVs and a computer along with a washer and dryer. Book your stay and pack your bags...what are you waiting for?

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.

Hummingbird House Cottages B

A beautiful little cottage style townhome located right in the heart of Pinetop. Come visit the great outdoors that are right out your window. During the summer enjoy fishing, swimming, biking or hiking. During the winter enjoy sledding areas close by or skiing or snowboarding at Sunrise Ski resort just 30 miles away! Hungry? Enjoy breakfast at The Picnic Basket located in the same parking lot. Or, walk across the street and you can enjoy one of our favorites, Darbi’s Cafe!

Twin Spruce Guesthouse

Available Year-Round, Conveniently Located in Downtown Pinetop in the White Mountains of Arizona. 512 sq ft., 1 bdr, 1 full bath. FAST NEW 5G WiFi. Walk to The Lion's Den, Charlie Clark's Steakhouse & Eddie's Country Store. Summer months bring Festivals and live music. Winter brings fun at Sunrise Ski Park, opens Dec 12th, 2025! Apache-Sitgreaves National Forest, just at the end of the street. Doggy Door, Pups welcome w/additional charge, send info with inquiry.

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.