Family-friendly holiday rentals in Pinetop-Lakeside

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.

5.0 out of 5 average rating, 142 reviews

Pvt Pickleball- Hot Tub-Game Rm-Playground

Welcome to a peaceful and FUN White Mountain setting! Secluded and updated cabin nestled in the tall pines on 2+ acres. 5 bdrms 3 baths Private Pickle Ball & Detached Game Room. New A/C -Heat units in every room. Sleeps 16 comfortably with parking for 10+cars and RV onsite. Cabin is less than a mile from shopping and restaurants but once you are on property you will feel like you have the forest to yourselves. Very family friendly with multiple gathering areas. Perfect for large and small group

4.93 out of 5 average rating, 187 reviews

The exterior of the house features a light brown facade with two stories, surrounded by tall trees. A covered porch is furnished with a rocking chair, offering a peaceful spot to enjoy the outdoors. The gravel driveway and landscaped shrubs enhance the natural setting.

Home in Pinetop-Lakeside

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.

4.98 out of 5 average rating, 166 reviews

Cabin

#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).

4.96 out of 5 average rating, 156 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.

4.85 out of 5 average rating, 157 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!

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.

4.98 out of 5 average rating, 422 reviews

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

A vibrant green lawn features a hammock strung between two trees, providing a relaxing spot. In the background, a log-sided cabin is visible, along with outdoor seating under a shaded umbrella. String lights hang overhead, enhancing the outdoor ambiance.

4.91 out of 5 average rating, 141 reviews

*Special* Groups~PlayArea~Pinetop Mtn Escape

⭐Aug/Sept Special⭐Families love it! "The kids especially loved the zip line & playground." Rachael '24 "Loved the hiking trail at the end of the street for trail running & hiking." Jalyn '25 Perfect retreat for large gatherings. Spacious 5-bd/4.5-bth home. Entertainment-pool table, ping pong, bikes, toys/games, ensuring everyone has a blast! Outside, enjoy the stunning deck, outdoor seating/dining, fire pit, BBQ, playground & zip line. Close to restaurants, shopping & outdoor activities

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, 238 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

Tiny home in Pinetop-Lakeside

Two kayaks, one orange and one yellow, are positioned on a sandy shore beside a calm channel. Bright blue Adirondack chairs are visible nearby, surrounded by pine trees and rocky terrain. The water reflects the clear blue sky, enhancing the serene outdoor setting.

4.93 out of 5 average rating, 180 reviews

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.

A circular fire pit is surrounded by six red Adirondack chairs, offering a cozy gathering space. The cabin, framed by tall pine trees, showcases large windows reflecting the evening light. String lights drape above, enhancing the outdoor setting for nighttime relaxation.

4.86 out of 5 average rating, 312 reviews

New AC! | King Bed | Horseshoes | Quiet Cabin

Christmas Tree Cabin is designed to inspire the feeling of togetherness that comes from being with your friends & family during the holidays. This 1973 built cabin is located in Pinetop, AZ, has been updated and designed to accommodate 12 guests. The cabin is surrounded by pine trees on a cul-de-sac in the exclusive Pinetop Lakes Country Club. Christmas Tree Cabin is 1550 sq ft & sleeps 12 and is well stocked to make your stay perfect. 4 bedrooms and 2 baths.

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, 113 reviews

Cool Retro White Mountain Cabin

Have fun with the whole family in the White Mountains at this brand new fully renovated 1960's bungalow cabin. HUGE front & rear decks for enjoying the cool mountain air, the bungalow was transformed into a mid-century modern oasis in the woods just minutes from hiking, fishing, lakes, & rivers. The cabin features a full kitchen & bonus stand-alone game room with classic air hockey & infinity table! Well behaved woof woof's welcome, at no additional charge!

An inviting outdoor area features a rustic wooden cabin, surrounded by tall trees. Red Adirondack chairs are arranged around a fire pit, with warm lights strung overhead, enhancing the cozy ambiance. A picnic table sits nearby, creating a welcoming space for gatherings.

4.94 out of 5 average rating, 99 reviews

The Breezy Pines Cabin By Rainbow Lake

Your next High Country escape awaits upon booking this cozy Pinetop-Lakeside vacation rental. Nestled in a quiet neighborhood in the Apache-Sitgreaves National Forest - under 2 miles from the town’s main drag - this classic wood cabin provides a quiet and convenient location for enjoying the great outdoors and exploring unique attractions. Located near Rainbow Lake, venture out to trek scenic hiking trails, or treat yourself at local restaurants.

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

A spacious living area features two comfortable brown armchairs with plush cushions. Natural light floods the room through large windows, illuminating a decorative area rug. A stylish dining table and chairs are visible in the background, alongside an inviting kitchen space.

4.84 out of 5 average rating, 120 reviews

Luxury Pinetop Cabin | Spa & Game Room Retreat

4.99 out of 5 average rating, 151 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 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, 104 reviews

Luxury Cabin in Country Club | Hot Tub + Pets + AC

A rustic sign prominently displays the name 'Hidden Rest Cabins,' conveying a welcoming atmosphere. Tall pine trees frame the entrance, and the surrounding landscape features open space and greenery, suggesting a serene environment for guests.

4.8 out of 5 average rating, 103 reviews

Cabin 8 with Hot Tub

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.

5.0 out of 5 average rating, 83 reviews

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

Guesthouse in Pinetop-Lakeside

A well-lit living space is defined by natural wood accents and a cozy couch adorned with decorative pillows. A polished wooden coffee table sits centrally, while a red front door and large window invite ample light.

4.72 out of 5 average rating, 138 reviews

Heart of Pinetop-Lakeside + Hot Tub + Dog Friendly

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.

4.88 out of 5 average rating, 59 reviews

Luxury Waterfront Retreat w/Game Room & Hot Tub

4.79 out of 5 average rating, 33 reviews

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.

Home in Pinetop-Lakeside

Northwoods (#6) Cabin in the Pines

Family- and pet-friendly home rentals

A welcoming living area is highlighted by a stone fireplace and wooden beams overhead. A decorated Christmas tree stands beside a large window, allowing natural light to fill the space. Cozy furnishings include a brown leather sofa and a checkered armchair, complemented by a rustic wooden coffee table.

4.98 out of 5 average rating, 106 reviews

Quintessential Cozy Cabin in the Pines

An open living space features a sleek stone wall with a mounted large-screen TV. A wooden table with a chair provides a dedicated workspace. Art and decor are displayed on the walls, while natural light fills the room through the entrance and windows.

4.96 out of 5 average rating, 157 reviews

Luxury Mountain Escape!

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.

5.0 out of 5 average rating, 205 reviews

Fun+Cozy Cabin | 2 Kings, Bunks, Slide, Game Room

An open-concept living area features a spacious seating arrangement with a light-colored sectional sofa and a rustic coffee table. A modern fireplace is centered on a textured wall, while a dining table is seen nearby. Large windows allow natural light to fill the space.

4.99 out of 5 average rating, 106 reviews

Lux Family Cabin • Fire Pit • Bunkroom + EV outlet

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.

4.92 out of 5 average rating, 193 reviews

Private Cabin on Billy Creek with 2 acres!

4.94 out of 5 average rating, 109 reviews

The exterior of the chalet is illuminated by warm lights, showcasing multiple large windows that reveal a welcoming interior. A spacious deck features seating areas beneath a gently sloping roof, while a lush green lawn enhances the outdoor space surrounded by tall trees.

Chalet in Show Low

Mountain Chalet • 2 Primary Suites • Monthly Stays

A traditional cabin exterior is showcased with log construction and a stone foundation. American and Norwegian flags are displayed on the porch. Surrounded by tall pine trees, the structure features large windows and a welcoming entryway with a stone walkway.

5.0 out of 5 average rating, 122 reviews

Little Norway RIGHT ON Rainbow Lake!

A serene lakeside view features a grassy area with tall greenery, some bushes, and a small boat resting on the shore. A dog is seen exploring the grass near the water's edge, surrounded by the tranquil atmosphere of the lake.

4.97 out of 5 average rating, 104 reviews

RUBY'S ON RAINBOW LAKE

Family-friendly home rentals with a pool

An outdoor swimming pool is surrounded by tall pine trees, with lounge chairs and umbrellas arranged on a deck. The water appears inviting, and nearby tables accommodate guests. The setting reflects a relaxed atmosphere, ideal for enjoying the natural surroundings.

4.89 out of 5 average rating, 18 reviews

Wyndham Pinetop Resort | Queen Studio w/ Balcony

5.0 out of 5 average rating, 41 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, 28 reviews

Super Fun Large Cabin w/ Room For The Whole Family

Apartment in Pinetop-Lakeside

A charming wood exterior defines a spacious building nestled among tall pine trees. Large windows allow natural light to fill the interior, while a curved pathway invites guests to explore the entrance.

4.86 out of 5 average rating, 7 reviews

Pinetop - 2BR

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.

5.0 out of 5 average rating, 6 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

Pinetop - Lakeside Arizona - 1Bedroom Suite