Family-friendly holiday rentals in Pinetop-Lakeside

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.

4.99 out of 5 average rating, 140 reviews

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.

A cozy sitting area features a wooden bench adorned with a blue and white patterned cushion. Above, a sign displays '#AzStoneCabin Pinetop, Arizona.' Four children in matching red pajamas are seated, enjoying each other's company, creating a sense of warmth and togetherness.

4.94 out of 5 average rating, 307 reviews

#AzStoneCabin- Finest Luxury Cabin in Pinetop!

Are you ready for luxury in the tall pines? Experience the #AzStoneCabin, the finest luxury cabin in Pinetop- Lakeside! Tucked away in the woods of Pinetop with the most modern amenities and less than 30 minutes from Sunrise Ski Resort. This beautiful cabin sleeps up to 12 people with 3 bedrooms and a loft, full kitchen, and everything you need for your dream getaway in the woods. Book your trip to discover why many of our guests have said “This is the NICEST” AirBnB I have ever stayed at!”

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, 190 reviews

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!

4.99 out of 5 average rating, 188 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.

4.96 out of 5 average rating, 105 reviews

The cozy living area features a mix of seating options, including a sofa and dining table. Windows line the walls, allowing natural light to brighten the space. A decorative area rug adds warmth, complemented by an antique desk and lively artwork.

Tiny home in Wagon Wheel

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.

4.97 out of 5 average rating, 360 reviews

A charming cabin exterior is framed by tall Ponderosa Pine trees, featuring a welcoming front door adorned with a wreath. A clear pathway lined with wooden planters leads to the entrance, showcasing a rustic, nature-inspired aesthetic.

Cabin in Lakeside

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

4.95 out of 5 average rating, 170 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.

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.

4.93 out of 5 average rating, 530 reviews

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.

An outdoor space is defined by a covered area supported by wooden beams. Two hanging chairs provide seating, while a fire pit is positioned nearby. Surrounding areas feature a seating arrangement with Adirondack chairs, and trees offer a natural backdrop.

5 out of 5 average rating, 115 reviews

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!

Townhouse in Pinetop-Lakeside

A spacious room is highlighted by a king-size bed dressed in soft bedding. A futon is placed near a large area rug featuring intricate floral patterns. A television and dresser occupy one side, while a ceiling fan provides circulation. Soft, natural light filters through window treatments.

4.84 out of 5 average rating, 131 reviews

Pinetop Terrace - Nice 1 Bedroom Unit in Pinetop

Remodeled one bedroom close to downtown Pinetop. One king size bed and a futon that turns into a bed. This unit has a KITCHENETTE, (NOTE: IT DOES NOT HAVE A STOVE TO COOK ON), it has a small refrigerator with a small freezer section for ice, Keurig coffee maker and microwave oven. Close to hiking trails, fishing and other outdoor activities. Close to many great restaurants and coffee shops. Less than one mile from The Gathering Place. This is an upstairs non-smoking unit.

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, 105 reviews

The Monarch

Pets approved on a case by case basis! Please inquire. Escape the desert to enjoy the beauty and peace of the white mountains! The Monarch is conveniently located near local dining, lakes, and scenic hiking trails. Whether you are gathering to go skiing at Sunrise, reuniting with family for the holidays, or escaping the heat of the valley we are happy to accommodate your needs to make for a fun vacation! With a game room and other fun amenities, you will not be disappointed!

The entrance is framed by two neatly trimmed hedges and vibrant potted flowers. A welcoming porch features a sturdy black door with decorative features, alongside a small hanging planter. This space is designed for ease of access, leading into the guesthouse.

4.96 out of 5 average rating, 378 reviews

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.

Popular amenities for Pinetop-Lakeside family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a 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.

4.67 out of 5 average rating, 6 reviews

Shoreline Village Cabin 2

4.98 out of 5 average rating, 90 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, 122 reviews

Pvt Pickleball- Hot Tub-Game Rm-Playground

A quaint cabin is surrounded by tall trees, with a wooden porch featuring a simple railing. A pathway of pine needles leads to the entrance, and the natural landscape is visible beyond the cabin, enhancing the outdoor setting.

4.75 out of 5 average rating, 20 reviews

Northwoods (#6) Cabin in the Pines

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.

4.93 out of 5 average rating, 15 reviews

Woodsy Cabin Oasis w/ Hot tub

A spacious living area features vaulted wooden ceilings and large windows that invite abundant natural light. A cozy arrangement of sofas surrounds a low wooden coffee table, while a textured area rug adds warmth to the hardwood floor. Decorative accents and neutral tones contribute to a serene atmosphere.

4.96 out of 5 average rating, 97 reviews

Modern Mountain Getaway | AC | Hot Tub | Pets

A modern living area features a comfortable brown leather sofa and a rustic wooden coffee table. Light wood paneling lines the ceiling, while the kitchen area showcases wooden cabinets and sleek appliances. Two bar stools are positioned at the kitchen counter, creating a welcoming space.

4.78 out of 5 average rating, 110 reviews

Hot Tub + pet friendly in the heart of Pinetop

An A-frame cabin with a striking black exterior is framed by tall trees in a forested area. The large windows reveal warm interior lighting, creating a welcoming ambiance. A gravel driveway leads to the front entrance, with natural stones lining the outdoor space.

5 out of 5 average rating, 73 reviews

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

Family- and pet-friendly home rentals

A stylish chalet is positioned among tall pine trees, showcasing a wide gravel driveway leading to a two-car garage. The space is flanked by a basketball hoop and several trees, providing a serene and natural setting for guests.

4.86 out of 5 average rating, 112 reviews

Pet-Friendly Pinetop Chalet - Patio/Forest Views!

A view from the cabin's back porch reveals a lush landscape of trees and greenery. Sunlight filters through the branches, illuminating the natural terrain. The frame of the porch offers a warm contrast to the dense forest beyond, inviting moments of relaxation in this serene environment.

4.91 out of 5 average rating, 183 reviews

Private Cabin on Billy Creek with 2 acres!

The cabin is set among tall pine trees, surrounded by a blanket of freshly fallen snow. Large windows showcase the inviting interior, while a broad deck provides access to the outdoors. A spacious garage is visible adjacent to the cabin.

4.9 out of 5 average rating, 141 reviews

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

A light brown cabin exterior is framed by tall greenery, set on a gravel driveway. A two-car garage with a teal door is visible on the left side, while a welcoming porch with a bench is seen in the front, inviting relaxation in a natural setting.

4.96 out of 5 average rating, 177 reviews

Cozy cabin in Pinetop, AZ

A rustic A-Frame cabin is illuminated at dusk, showcasing a large front deck with seating. The facade features tall windows adorned with wooden accents, surrounded by lush trees that enhance the tranquil setting.

4.95 out of 5 average rating, 100 reviews

A-Frame | King • Fenced Yard • Firepit • Deck • Ta

4.96 out of 5 average rating, 139 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)

4.93 out of 5 average rating, 103 reviews

A spacious balcony showcases expansive views of lush greenery and distant treetops, framed by a rustic wooden railing. Clear skies highlight the serene surroundings, providing a peaceful outdoor space for relaxation.

Apartment in Show Low

Spacious 2BR/2BA w/Great Views by Fool Hollow Lake

The exterior of the cabin features a rustic wooden facade, surrounded by tall pines. A gravel driveway leads to a two-car garage. A covered porch extends across the front, providing an inviting entryway into the home.

4.79 out of 5 average rating, 273 reviews

The Bear Cabin // 30 Min to ⛷ // Pet Friendly

Family-friendly home rentals with a pool

Serviced apartment in Pinetop-Lakeside

4.84 out of 5 average rating, 19 reviews

Pinetop 2 Bdrm Condo Resort

5 out of 5 average rating, 39 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!

Apartment 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

Serviced apartment in Pinetop-Lakeside

The image showcases two rustic-style buildings set among tall pine trees, featuring a mix of light and dark wood exteriors. A winding pathway leads through manicured grass, connecting the structures while providing access to stairs and entranceways.

Charming 2BR Getaway in Scenic Pinetop!

Apartment 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 2 bd

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, 60 reviews

Torreon Cozy Dream Cabin w/ Casita & Amazing Views

Townhouse in Pinetop-Lakeside

A wooded area featuring tall pine trees with a mix of sunlight and shade on the ground. A rocky border outlines the foreground, creating a natural separation from the surrounding forest floor, which is covered in dry grass and scattered pine needles.

4.83 out of 5 average rating, 30 reviews

Gorgeous 2 story 2bd 2ba condo!