Family-friendly holiday rentals in Pinetop-Lakeside

4.99 out of 5 average rating, 131 reviews

An outdoor entertainment area features a hot tub under a wooden pergola, surrounded by red Adirondack chairs arranged around a fire pit. The space is illuminated with string lights, and a nearby evergreen tree adds greenery to the setting.

Home 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.

The great room features a floor-to-ceiling rocked fireplace, a large sectional sofa, and a modern entertainment unit. Natural light pours in through expansive windows, illuminating the wooden ceiling and floor. A stylish chandelier hangs above the seating area, complemented by decorative plants.

4.99 out of 5 average rating, 177 reviews

Fall Family Fun | 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!

4.99 out of 5 average rating, 125 reviews

The cabin, constructed of dark wood and large windows, is set amidst towering pine trees. The front porch features a sleek railing, while the detached garage showcases wooden doors. The modern design emphasizes a harmonious blend with nature, inviting a peaceful atmosphere.

Cabin in Arizona

#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).

4.99 out of 5 average rating, 179 reviews

A guest cottage is nestled among trees, featuring a wooden porch with stairs. A gravel path leads to the entrance, where a few outdoor chairs are arranged. A light-colored exterior contrasts with the surrounding greenery, creating a serene woodland setting.

Cottage in Lakeside

🌿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.

4.92 out of 5 average rating, 274 reviews

A scenic view features a vibrant sunset over a calm body of water. Silhouettes of trees are visible against the colorful sky, which transitions from deep orange to soft purple. A grassy area borders the water, with a fence creating a clear boundary in the foreground.

Home in Pinetop-Lakeside

Sunset View

Come and enjoy the tranquility of our adorable home located in a beautiful mountain setting. Countless options are available for various types of activities or if you choose..nothing at all. Either way Sunset View has a little something to offer everyone. If you want to just chill at the cottage..you can relax on the covered back porch, or I offer board games, a smart tv with Netflix, and a dvd player along with dvd's. Please note..I do not provide any form of live tv, cable or satellite.

4.96 out of 5 average rating, 160 reviews

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.

4.95 out of 5 average rating, 134 reviews

A vibrant sunset displays a dramatic array of orange, pink, and purple hues across the sky, casting warm colors over the landscape. Silhouettes of trees and distant structures are visible, creating a serene backdrop to the impressive natural scene.

Apartment in Show Low

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.

4.96 out of 5 average rating, 206 reviews

A cozy living area features wooden walls and a wooden ceiling. A leather sofa with decorative cushions sits across from a dark armchair. A vintage trunk serves as a coffee table, and a rug with subtle designs is placed on tiled flooring. The kitchen is visible in the background.

Cabin in Lakeside

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?

4.93 out of 5 average rating, 525 reviews

An open cabin interior showcases a kitchenette with wooden cabinets and essential appliances, including a microwave and refrigerator. A dining table for two is positioned next to the bed, which is situated against the back wall. Natural light filters through the windows, illuminating the space.

Cabin in Navajo County

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.

4.85 out of 5 average rating, 139 reviews

A welcoming living area features a large sectional sofa and a flat-screen TV mounted above a stone fireplace. Large windows allow natural light to fill the space, with blue curtains framing the view. A cozy reading nook, complete with an armchair and bookshelf, is visible.

Condo in Navajo County

Modern Pinetop Condo Retreat

Relax with the whole family at this newly remodeled affordable retreat. Peaceful and spacious 3 bedroom condo centrally located in the Pinetop Country Club. Well established rental under new ownership. Short 5 minute walk to Pinetop Lakes Golf & Country Club which is open to the public and offers dining, golf, tennis and pickle ball. Enjoy festivals, art shows, live music, car shows, Pinetop days and much more in the cool mountain weather. Only a 30 minute drive to Sunrise Ski Resort.

An A-frame cabin stands amidst towering ponderosa pines, featuring large windows that allow natural light to fill the space. The exterior is accented by wooden decks on either side, leading to a welcoming entryway framed by a pathway of stones.

4.94 out of 5 average rating, 212 reviews

modern • family friendly • A Frame In The Pines

A Pinetop paradise perfect for your family and friends to enjoy! Nestled in the towering ponderosa pines near the Pinetop Country Club, we invite you to enjoy over 1,500 square feet of living space that sleeps 12 of your closest friends and family. Whether you are enjoying the brand new gourmet kitchen, the crackling fire, or the multiple outdoor decks, we hope our cabin is a cozy home-base for you and your family to create lasting memories! Follow us on IG @aframeinthepines

Townhouse in Pinetop-Lakeside

An open living area features a high vaulted ceiling with exposed wooden beams. A spacious gray sofa and a light-colored armchair are arranged around a wooden coffee table. A modern kitchen with stainless steel appliances is visible, enhancing the contemporary style of the cabin.

4.88 out of 5 average rating, 136 reviews

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!

Popular amenities for Pinetop-Lakeside family-friendly rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A cozy cabin nestled among tall Ponderosa Pines features a green metal roof and a spacious deck. A gas BBQ stands beside a set of chairs, inviting outdoor dining. Sunlight filters through the trees, illuminating the rustic wooden facade.

4.89 out of 5 average rating, 111 reviews

Rustic 2 Bedroom Cabin #2, Great Decks & Hot Tub!

Tiny home in Lake of the Woods

A comfortable living area features a dark sectional sofa adorned with orange pillows. A geometric area rug covers the floor, while a small electric fireplace adds warmth. The space includes modern kitchen amenities and a large TV mounted on the wall, providing a cozy and functional environment.

5 out of 5 average rating, 4 reviews

Shoreline Village Cabin 2

4.98 out of 5 average rating, 80 reviews

Cabin in pines w/Hot Tub/KingBeds/Fire Pit/Game Rm

A spacious living area is highlighted by a wooden ceiling with exposed beams. A large stone fireplace serves as a focal point, flanked by windows that allow natural light to fill the room. Comfortable seating includes leather sofas and accent chairs, creating an inviting space for gatherings.

5 out of 5 average rating, 107 reviews

Pvt Pickleball- Hot Tub-Game Rm-Playground

A cabin with a rustic log exterior is surrounded by tall pine trees. The covered deck features wooden railing and seating areas, providing a serene vantage point. The combination of dark and natural wood tones enhances the cabin's connection to the forest environment.

4.78 out of 5 average rating, 49 reviews

Cowboy Cabin- Hot Tub & Tall Pines

4.91 out of 5 average rating, 11 reviews

A cabin surrounded by tall pine trees showcases a spacious deck adorned with flags. Natural light filters through the foliage, creating a serene outdoor setting. The cabin's structure highlights a blend of wood and stone, contributing to a rustic mountain retreat ambiance.

Home in Pinetop-Lakeside

Woodsy Cabin Oasis w/ Hot tub

The tranquil shoreline is lined with tall trees, reflecting softly on the calm water. A private dock is positioned near the edge, alongside several boats. The warm hues of the sunset cast a serene glow over the entire scene.

4.86 out of 5 average rating, 51 reviews

Luxury Waterfront Retreat w/Game Room & Hot Tub

5 out of 5 average rating, 69 reviews

The cabin's striking A-frame design is highlighted against a backdrop of tall pine trees. Expansive glass windows reveal a cozy interior, while a long driveway leads to the entrance. The natural landscape complements the cabin's modern architecture, creating an inviting outdoor setting.

Cabin in Navajo County

Midnight Pines - Black A Frame w/ Hot Tub and AC

Family- and pet-friendly home rentals

The exterior of the cabin built in 2021 is presented, featuring a two-car garage and a paved driveway. Surrounding landscaping includes small shrubs and stones. The tall pine trees in the background enhance the natural setting, providing a serene environment.

4.99 out of 5 average rating, 131 reviews

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

The spacious cabin features a rustic wooden exterior surrounded by towering pine trees. A gravel driveway leads to the front entrance, flanked by a stone wall. The two-story structure showcases multiple gables and large windows, inviting natural light into the interior.

4.98 out of 5 average rating, 102 reviews

The Monarch

Tiny home in Navajo County

A modern living space features a sectional sofa in muted gray, set against a warm-toned wall. A wooden sliding barn door adds character, while a round wall clock and a framed record player photo complement the decor. A coffee table holds a collection of magazines.

4.87 out of 5 average rating, 84 reviews

Private Modern Guest House in the Forest

A cabin exterior is framed by tall pine trees, showcasing large windows that invite natural light. A spacious deck features seating arrangements and a patio umbrella, enhancing the connection to the surrounding forest environment.

4.91 out of 5 average rating, 139 reviews

35 mins to ski 3BR 3BA+loft(2 ensuites,king bed)

A spacious living area features a large gray sectional sofa with accent pillows, complemented by a coffee table. Large windows provide views of the surrounding trees and mountains. A light wood ceiling is paired with modern ceiling fans, and a kitchen area is visible in the background.

5 out of 5 average rating, 108 reviews

Fire Pit • Ping Pong • Obstacle Course • Views

4.96 out of 5 average rating, 134 reviews

An inviting living room features a spacious sofa and a large circular chair, all arranged around a central coffee table. Natural light enters through two windows adorned with light drapes. A decorative fireplace is set against a patterned wall, completing the cozy atmosphere.

Home in Navajo County

Cabane De Joie (Cabin of Joy)

4.94 out of 5 average rating, 112 reviews

An expansive deck is shown, featuring a wooden surface with various seating arrangements, including a glass table and plush chairs. A grill is positioned in one corner, with surrounding greenery and tall trees visible in the background.

Cabin in Navajo County

Pine Paradise, Spacious Deck, Walk to Rainbow Lake

An A-frame cabin is nestled among tall pine trees, showcasing a dark exterior and large wrap-around deck. The entrance features a red door and steps that lead up to the main deck, enhancing the nature-inspired setting of the property.

4.74 out of 5 average rating, 117 reviews

Snowed Inn A-frame! A Quirky&Dainty little place!

Family-friendly home rentals with a pool

Apartment in Pinetop-Lakeside

4.84 out of 5 average rating, 19 reviews

Pinetop 2 Bdrm Condo Resort

5 out of 5 average rating, 38 reviews

A spacious living area features a large sectional sofa arranged around a coffee table. Natural light filters through multiple windows, illuminating the wood-paneled ceiling. A cozy area rug lies beneath the seating, complementing the modern decor of the room, which is open to the kitchen in the background.

Home in Show Low

Stylish Home w/ Expansive Deck in Show Low!

The cabin's exterior is showcased under a twilight sky, featuring a wooden facade and expansive covered balconies. Illuminated windows reflect a warm glow, while the surrounding tall pines enhance the serene atmosphere. A welcoming entryway is framed by greenery, inviting guests into the space.

4.93 out of 5 average rating, 27 reviews

Super Fun Large Cabin w/ Room For The Whole Family

Condo in Pinetop-Lakeside

An outdoor swimming pool is surrounded by tall pine trees, providing a serene atmosphere. Comfortable seating areas with umbrellas are visible nearby, inviting relaxation. The pool features clear water and well-maintained concrete decking, enhancing the outdoor recreational space.

5 out of 5 average rating, 5 reviews

Pinetop, AZ, 2 Bedroom Z #1

Condo in Pinetop-Lakeside

Wooden cabin-style buildings are nestled among tall pine trees, showcasing a harmonious blend of nature and architecture. The exteriors feature warm wood tones, balconies, and an inviting pathway lined by a wooden fence, leading to a serene forested setting.

Worldmark Pinetop 2bd

5 out of 5 average rating, 24 reviews

An open-concept living area features a stone fireplace and large windows offering views of the landscaped outdoors. Comfortable seating is arranged around a light-colored area rug, while a dining table seats eight. Two modern chandeliers provide illumination in this spacious environment.

Home in Show Low

Retreat at Whispering Pines- Torreon Luxury Cabin

A spacious modern home is captured from above, showcasing a large deck with outdoor seating. The two-story structure features extensive glass windows, allowing natural light to flood the interior while providing views of the surrounding trees and landscape.

4.85 out of 5 average rating, 55 reviews

Torreon Cozy Dream Cabin w/ Casita & Amazing Views