Family-friendly holiday rentals in Pinetop-Lakeside

4.99 out of 5 average rating, 146 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, 198 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!

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, 116 reviews

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!

4.99 out of 5 average rating, 148 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, 190 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, 123 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.

A spacious living room is furnished with a large brown sectional sofa, a cozy fireplace, and a ceiling fan. Sleek stainless steel appliances are visible in the nearby kitchen, which features modern cabinetry in soft green. Ample lighting creates a welcoming ambiance.

4.88 out of 5 average rating, 146 reviews

Modern Family Lake Retreat ~ Playground & Fire pit

Escape to our newly renovated family lake retreat, which is nestled on a half-acre lot surrounded by pine trees. Enjoy complete privacy, modern design, and easy access to Rainbow Lake and local restaurants. With brand new furniture, appliances, and thoughtful amenities, our property promises a comfortable stay. HIGHLIGHTS - Spacious patio - Playground - Fire pit - Ample parking - 45 mins to Sunrise Ski Resort - Near Rainbow Lake - Modern amenities Discover your perfect getaway and book now!

4.97 out of 5 average rating, 389 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

The living area features a leather sofa and two recliner chairs arranged around a brick fireplace. A wood table and a TV can be seen in the background, while natural light enters through the front door and windows, illuminating the wooden beams above.

4.95 out of 5 average rating, 108 reviews

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

Escape to the cozy rustic charm of Pinetop at this 3-bed + loft, 1.5-bath log cabin nestled among tall pines in a quiet, forest-bordered community. Just steps from Woodland Lake Park trails and minutes from dining, hiking, biking, fishing, and skiing. Enjoy slow mornings with coffee on the porch while kids play on the playset, and unwind with evenings of grilling, fireplace lounging, and s’mores around the fire pit under the stars. High-speed WiFi included for streaming or remote work.

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, 121 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!

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, 100 reviews

Modern Mountain Getaway | AC | Hot Tub | Pets

NEW: CENTRAL AIR CONDITIONING Nestled amidst the serene pines, our spacious 2,100 sq. ft. cabin, offers a tranquil retreat on a half-acre plot. Recently renovated in November 2024, our cabin boasts a brand new eat-in kitchen, modern bathrooms, and a year-round hot tub for ultimate relaxation. With all principal rooms on the first floor, our dedication to comfort is evident in the luxurious linens, designer mattresses, and Crate and Barrel furnishings that adorn every corner.

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.

4.93 out of 5 average rating, 229 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

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

5 out of 5 average rating, 7 reviews

Home in Show Low

HOZHO Estate at the Lodge Stunning Views & Hot Tub

4.95 out of 5 average rating, 19 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.

4.87 out of 5 average rating, 55 reviews

Luxury Waterfront Retreat w/Game Room & Hot Tub

A rustic cabin is situated within a natural setting, featuring a green metal roof and wooden siding. A stone pathway leads to the entrance, which is flanked by landscaping and outdoor seating. Surrounding trees provide a peaceful backdrop.

5 out of 5 average rating, 35 reviews

Tranquil Quiet Get-Away Cabin

A spacious outdoor area is featured, surrounded by trees and greenery. Colorful chairs are arranged around a stone fire pit, with a paved patio that extends from the cabin's back entrance. A table and grill are visible, providing options for outdoor dining.

4.98 out of 5 average rating, 93 reviews

Gorgeous 3 bedroom cabin with hot tub and fire pit

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, 77 reviews

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

A spacious living area features a large sectional sofa adorned with decorative pillows. Natural light filters through a skylight and windows, complemented by a cozy fireplace. Wooden beams cross the ceiling, while a neutral color palette creates a serene environment.

5 out of 5 average rating, 13 reviews

Emerald Pines - Cabin w/ Hot Tub

A hot tub is positioned on a stone patio, surrounded by tall pine trees. The expansive forest landscape serves as a serene backdrop, creating a peaceful outdoor setting. Nearby, a fire pit and seating area are visible, enhancing the outdoor experience.

4.97 out of 5 average rating, 64 reviews

Hot Tub, Gas Fire Pit, Game Room & Forest Access

Family- and pet-friendly home rentals

A spacious living area features vaulted ceilings and wooden accents, with oversized leather furniture arranged around a coffee table. A rustic stone fireplace serves as a focal point, complemented by a flat-screen TV and work desk nearby. Natural light is provided through several windows.

4.98 out of 5 average rating, 122 reviews

Mountain Living at its Finest!

4.89 out of 5 average rating, 361 reviews

A snow-covered street is flanked by tall pine trees, their branches heavy with white snow. The scene is brightened by a clear sky, with scattered clouds visible above. A residential home can be seen at the end of the road, partially obscured by the snow-draped trees.

Home in Pinetop-Lakeside

Peaceful Pines

A welcoming living room showcases a black fireplace with a wooden mantel and a large TV mounted above. Two orange armchairs with white cushions are arranged around a wooden coffee table, while natural light enters through windows framed by greenery. A vintage poster adorns the wall.

4.97 out of 5 average rating, 103 reviews

Cool Retro White Mountain Cabin

Home in Lake of the Woods

The exterior of the house is framed by tall pines, featuring a light grey façade and multiple windows. A covered porch area is furnished with a dining table and chairs, offering an inviting space for outdoor relaxation.

4.94 out of 5 average rating, 18 reviews

Cute home Wi-Fi, w/yard for pups

A covered deck area presents a dining table with chairs surrounded by trees, with sunlight filtering through the branches. A small table with a potted plant is positioned nearby, enhancing the outdoor ambiance. A pathway leads into the natural surroundings.

4.96 out of 5 average rating, 122 reviews

Relax & Recharge in Cozy Pinetop 2BR Retreat

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, 107 reviews

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

4.94 out of 5 average rating, 140 reviews

The living area features comfortable seating, including two leather armchairs and a floral-patterned couch. A rustic wooden coffee table holds decorative items, and a small wood stove adds warmth. Natural light filters through the large window, framed by floral drapes, creating a cozy atmosphere.

Home in Lakeside

Casita sin Gusanos house near Show Low Lake

4.94 out of 5 average rating, 103 reviews

A charming tiny cottage is nestled among tall pine trees. The building features a porch with white railings and steps leading to a lower patio area. Sunlight filters through the branches, highlighting the natural stone path that leads to the entrance.

Cottage in Show Low

Luxurious 1 bed + loft cozy cottage with WIFI

Family-friendly home rentals with a pool

4.84 out of 5 average rating, 19 reviews

Flat in Pinetop-Lakeside

Pinetop 2 Bdrm Condo Resort

Flat in Pinetop-Lakeside

New place to stay

Pinetop 1 Bedroom

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

An outdoor swimming pool is surrounded by lush trees, with lounge chairs and tables featuring umbrellas nearby. The clear blue water reflects the sunlight, while various poolside amenities enhance the leisure environment.

5 out of 5 average rating, 3 reviews

Wyndham Pinetop Resort | 2BR/2BA King Suite w/ Blc

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

The exterior of a charming cottage is visible, featuring a covered porch supported by rustic wooden beams. A small table and two chairs are situated on the concrete patio, with a barbecue grill positioned nearby. Lush greenery surrounds the entrance, enhancing the tranquil atmosphere.

Arizona Pines Condo VIP PERKS @ Pinetop, AZ

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