Holiday rentals with outdoor seating 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!

Rios Lakeside Retreat - 4 bed 2 bath on 1/2 acre

Nice and comfortable 4 bedroom 2 bath house with 2 living areas situated on a 0.5 acre lot with a huge fenced in backyard. You will love the cabiny feel of this place with hardwood floors and cabin decor. Within a very short walk from Woodland Lake, playgrounds and miles of hiking trails. Walking distance to liquor store, coffee shop, restaurant and bar and a short drive to some of the coolest places in Pinetop as well as the casino! Also within about a 30 minute drive of Sunrise Ski resort.

#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.

Sequoia Mtn Hm, TOP 1%, PupFriendly, 1/2acre, View

Built 2021 SINGLE level, pup friendly 1/2 acre in Woodland Lake area. Relax and rejuvenate in the tall Pines viewed from the front and back decks or through the floor to ceiling windows in the vaulted Great Room boasting a cozy fireplace and 65" Smart TV. The kitchen is fully equipped with even a slow cooker to throw in your meal before heading off to ski slopes or hiking one of the numerous nearby trails. Comfy sleeping for 8 plus 1 add'l rollaway. Minutes from everything in Pinetop.

Cabin Home in the Ponderosa Pines! 2 acre lot!

Richardson Lane Retreat. Come and relax in this 2590 sq. ft (4bd, 3bth) cabin home in the tall pines on a 2 acre lot (good distance from neighbors!). Cozy up next to the wood burning stove in the great room or hang out under the trees on the back porch. Has the best features of a cabin (e.g. knotty pine wood/wood burning stove) and a mountain house (e.g. garage, comfortable furniture, laundry room, etc. Small cozy front porch with rocking chairs; larger back yard porch with seating for 9+.

Cozy cabin #2 near Rainbow Lake with king bed

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-1-bear-bear-cabins

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?

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!

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.