
Holiday rentals in Pinetop-Lakeside
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Top-rated holiday rentals in Pinetop-Lakeside
Guests agree: these stays are highly rated for location, cleanliness and more.

The Happy Haven - Cozy Cabin w/fireplace
The Happy Haven is a newly decorated cabin in Showlow, Arizona! Just 3 hours from Phoenix, you and your family can escape to the white mountains to make new memories in the cool pines. The cabin is walking distance to hiking trails, a playground and only a mile from Fool's Hollow Lake! At the cabin enjoy drinking coffee on the deck, playing games and cooking in the well stocked kitchen. Enjoy the winter months with our cozy fireplace. NFL Sunday ticket included Follow us @happyhavenshowlow

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.

#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).

đżThe 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) âď¸NO cleaning fee (guests strip their beds, empty the fridge, & wash their dishes). We do the rest! âď¸NO pets or service animals (our family is allergic) âď¸ NO smoking or vaping in/on premises.

Sequoia Mtn Hm, TOP 1%, PupFriendly, 1/2acre, View
Built 2021 SINGLE level, pup friendly 1/2 acre in Woodland Lake area. Relax and rejuvenate in the tall Pines viewed from the front and back decks or through the floor to ceiling windows in the vaulted Great Room boasting a cozy fireplace and 65" Smart TV. The kitchen is fully equipped with even a slow cooker to throw in your meal before heading off to ski slopes or hiking one of the numerous nearby trails. Comfy sleeping for 8 plus 1 add'l rollaway. Minutes from everything in Pinetop.

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

Honey Bearâs 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 itâs 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.

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.

Cozy vintage mountain home
Relax with the whole family at this peaceful and beautifully treed lot on a quiet cul-de-sac street at the back of Blue Ridge Loop. This vintage mobile home features new kitchen appliances, and a pleasant 16x12 screened-in deck that creates the perfect outdoor living room. Easy access to all the outdoor activities the White Mountains are known for. Our home has two bedrooms and two separate futons for sleeping. In total, the home can comfortably accommodate up to 6 guests.

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, Darbiâs Cafe!

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.

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.
Popular amenities for Pinetop-Lakeside holiday rentals
Other great holiday rentals in Pinetop-Lakeside

Forest Escape in Pinetop | 3BR Golf Course Retreat

A Cozy Cabin in Pinetop w/ wood burning fireplace

Modern Cabin | EV Charging | Wildlife Views

Your Mountain Retreat! Golf & Ski Paradise

Luxurious 1 bed + loft cozy cottage with WIFI

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

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

Cozy 2-bedroom cabin nestled in the pines
When is the best time to visit Pinetop-Lakeside?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $189 SGD | $182 SGD | $175 SGD | $179 SGD | $200 SGD | $191 SGD | $206 SGD | $199 SGD | $186 SGD | $190 SGD | $190 SGD | $200 SGD |
| Avg. temp | 2°C | 5°C | 9°C | 13°C | 18°C | 23°C | 26°C | 25°C | 21°C | 14°C | 7°C | 2°C |
Frequently Asked Questions
What are the best places to stay in Pinetop-Lakeside?
Pinetop-Lakeside has inviting cabins, cozy lodges, and vacation rentals near wooded areas and scenic lakes. Many travelers choose stays around the town center or close to the forests for easy access to outdoor activities.
What are the best things to do in Pinetop-Lakeside with kids?
Explore nature trails, visit local parks, and try fishing at nearby lakes. Many families enjoy seasonal activities like paddle boating and wildlife spotting around forested recreation areas.
What are some of the best things to do in Pinetop-Lakeside?
Stroll through forested trails, go boating or fishing on scenic lakes, and discover local shops with crafts and regional goods. Pinetop-Lakeside has a welcoming atmosphere for outdoor recreation and relaxation.
How is the weather in Pinetop-Lakeside?
Pinetop-Lakeside experiences cool winters with temperatures from 22â50°F (â6â10°C), and warm summers often reaching 64â95°F (18â35°C). Rain is more common in late summer, while spring and autumn feature mild afternoons.
What are the best places to visit in Pinetop-Lakeside?
Woodland Lake Park is frequently suggested for outdoor recreation, while the townâs shops and art galleries display local character. The surrounding forests and lakes invite visitors to explore natural scenic beauty.
What are some hiking trails in Pinetop-Lakeside?
Follow the paths at Woodland Lake Park or hike the trails in the Apache-Sitgreaves National Forest for a range of experiences in pine woodlands. These routes are known for lakeside views and easy access to nature.
What are some family activities we can do in Pinetop-Lakeside?
Families often enjoy fishing at Woodland Lake Park, picnicking in forested areas, and biking along easy trails. Seasonal activities like paddle boating and local events add to the fun for visitors of all ages.
What are some of the best day trip ideas from Pinetop-Lakeside?
Explore surrounding national forests, discover nearby lakes, or visit small towns with local eateries and art shops. A day spent in nature or browsing cultural spots contributes to a relaxing experience.
Are there any pet friendly accommodations available in Pinetop-Lakeside?
Pinetop-Lakeside has a variety of pet-friendly stays, including cabins and vacation rentals near parks or forest trails. These options make it easy to enjoy outdoor activities with companion animals.
What are some local tips for visiting Pinetop-Lakeside?
Dress in layers, as temperatures can shift during the day, and bring sunscreen for sunny afternoons. Locals often suggest early morning hikes and supporting independent shops for authentic finds.
What is Pinetop-Lakeside known for?
Pinetop-Lakeside is known for pine forests, scenic lakes, and easy access to outdoor adventures such as hiking, fishing, and boating. The townâs laid-back vibe and welcoming local businesses often attract visitors seeking relaxation.
What are the best hidden gems to explore in Pinetop-Lakeside?
Seek out quieter trails in the surrounding forest, visit small galleries with regional art, or explore local farmersâ markets when available. Some visitors enjoy early morning lake scenes with fewer crowds.
What are the best foods to try in Pinetop-Lakeside?
Enjoy meals featuring Southwestern flavors, locally caught trout, and homemade pies. Restaurants and cafes often highlight seasonal ingredients and family recipes in a relaxed setting.
What should I bring for a trip to Pinetop-Lakeside?
Bring layered clothing for cool mornings and warm afternoons, sturdy shoes for outdoor exploration, and sun protection. A reusable water bottle and insect repellent are also helpful for forested areas.
What is the nightlife in Pinetop-Lakeside like?
Nightlife in Pinetop-Lakeside is relaxed, with local pubs, casual restaurants, and occasional live music events. Many visitors enjoy evening walks under the pine trees or dining at family-owned eateries.
What are the most popular events or festivals in Pinetop-Lakeside?
Seasonal festivals, arts and crafts fairs, and summer concerts are frequently suggested, especially during holiday weekends and late spring. Farmersâ markets and community gatherings also draw locals and visitors.
Are there family friendly vacation rentals in Pinetop-Lakeside?
Pinetop-Lakeside has many vacation rentals suitable for families, including cabins and lodges near parks and lakes. These accommodations often feature spacious layouts and easy access to outdoor activities.
When is the best time to visit Pinetop-Lakeside?
Late spring through early autumn is often recommended for pleasant weather and lush landscapes, with warmer temperatures ideal for hiking and lake activities. Winter attracts visitors interested in snow play and festive events.
Quick stats about holiday rentals in Pinetop-Lakeside

Total holiday rentals
Explore 680 holiday rentals in Pinetop-Lakeside

Nightly prices starting at
Pinetop-Lakeside holiday rentals start at $39Â SGD per night before taxes and fees

Verified guest reviews
Over 23,510 verified reviews to help you choose

Family-friendly holiday rentals
490 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 270 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
350 properties have a dedicated workspace

Wifi availability
660 of Pinetop-Lakeside holiday rentals include wifi access

Popular amenities for guests
Guests love Self check-in, Gym and BBQ grill across Pinetop-Lakeside rentals

4.8 Average rating
Pinetop-Lakeside stays are highly rated by guests â averaging 4.8 out of 5!
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