Family-friendly vacation rentals in Pinetop-Lakeside

4.99 out of 5 average rating, 119 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.

4.99 out of 5 average rating, 168 reviews

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.

Cabin in Show Low

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, 105 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, 166 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.

Superhost

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.

4.9 out of 5 average rating, 110 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!

An elevated deck features a circular table surrounded by six grey chairs. A fire pit is centered on the table, with flames gently flickering. Pines create a natural backdrop, and a sunset casts warm light through the trees, enhancing the serene setting.

4.97 out of 5 average rating, 118 reviews

Elevated Deck Sunsets, fire pit, quiet, tall pines

This newly built (2023) 3-bedroom, 2-bath hillside retreat offers stunning views of the pines and breathtaking evening sunsets. Each room is equipped with its own A/C, heater, and fan—so you can easily set the perfect comfort level and enjoy peaceful, quiet nights. Relax on the elevated deck around the 6-seat fire pit table for sunsets and cozy evenings with friends or family. Close to everything, this is your perfect base to explore and unwind in Pinetop-Lakeside Az. STR-00534 | TPT-21527786

4.96 out of 5 average rating, 145 reviews

A rustic wood cabin is framed by tall pine trees, showcasing a large front porch with a ceiling fan. The structure features a combination of log and wood paneling, with expansive windows that provide ample natural light. Landscaping includes small shrubs and gravel pathways.

Cabin in Show Low

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.

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.

4.92 out of 5 average rating, 124 reviews

Summer Special-Pinetop Cabin-Great 4 Family

Escape to Pinetop and experience the perfect retreat for large gatherings with this spacious 5-bedroom, 4 1/2-bathroom home. Entertainment options abound with a pool table, ping pong, bikes, toys, and games, ensuring everyone has a blast. Outside, enjoy the stunning outdoor space featuring a deck, outdoor seating, dining, fire pit, BBQ, playground, and even a zip line. Close to restaurants, shopping, and outdoor activities this rental promises an unforgettable mountain retreat for all.

A cabin nestled among tall trees is framed by vibrant autumn foliage. Sunlight filters through the branches, casting a warm glow on the wooden exterior and creating a peaceful atmosphere. The porch features a railing and seating area, enhancing the inviting outdoor space.

4.98 out of 5 average rating, 132 reviews

Black Bear Lodge Pinetop

Quiet cabin in the cool pines at 7,000 ft elevation in Pinetop, AZ. Duplex with private entrance into the 2BR, 1BA, kitchenette with 2nd story loft living area, 1300 sq ft of space. Large front porch with grill is perfect for outdoor cooking . Amazing location backs to reservation land, with hundreds of miles of trails in the nearby national forest. Many restaurants, golf courses, ski resort, snowshoeing, biking trails nearby. Lakes for fishing and mountains for climbing await you!

The front porch is lined with colorful Adirondack chairs, inviting relaxation and conversation. A pathway leads to the porch, framed by well-maintained landscaping and a lawn. The modern cabin exterior features a combination of wood and stone, complemented by large windows.

4.97 out of 5 average rating, 123 reviews

Cozy-Modern Family Cabin - Sleeps 17

"Very cozy and comfortable...impeccably clean" (July '25) "Wonderful stay for two families" (July '25) - Designed for slow mornings, big laughs, and quiet nights under the stars, Retreat on the Rim is the perfect place for families to reconnect and relax. You'll love our: -Large gathering spaces -Fenced-in front yard -Big front porch (with a view!) -Well-stocked kitchen -Cozy bedrooms -Games, books, and puzzles -Quiet neighborhood We're happy to share our happy place with you!

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.