Family-friendly holiday rentals in Oliver

Hot Tub Suite at a Vintage Motel (21)

Creekside Retreat is a quaint,1950's roadside motel. The units are not upscale accommodations. They are good, clean, nicely decorated units with great grounds for your enjoyment. We are located in Downtown Hollister, MO right across the street from Historic Downing Street. There are restaurants, taphouse, a couple coffee shops, a pizza place, shopping, all right outside your motel door. We are located 1 mile to downtown Branson, and the Branson Landing as well. Thunder Ridge Nature Arena and Tab

Sweet Life Cabin, Branson Cedars Resort Fun, Pool

Welcome to Sweet Life Cabin in the Branson Cedars Resort! Nestled amidst the serene beauty of the Ozarks, the Sweet Life Cabin offers a perfect blend of rustic charm and modern comfort for your getaway. This cozy 2-bedroom, 2-bath retreat is ideal for a romantic escape or a small family adventure, surrounded by nature's tranquility and resort amenities that cater to every whim. Pools, hot tub, disc golf, playgrounds, trails and close to all Branson has to offer. Super close to Thunder Ridge!

Branson Cabin! | Indoor+Outdoor pools | Hot Tub!

Welcome to Camp Andrew - In Tall Timbers Camp - Branson’s largest outdoor pool - indoor pool - basketball/pickleball courts - hiking trails - stocked lake - tree house - food trucks - Lazy River coming soon! - 14 miles from Silverdollar city - 5 miles from Table Rock State Park - 12 miles from Branson theatre district - 1 King bed – 2 sets of twin over twin bunkbeds - 1 Queen pull-out sofa bed - 2 Full bathrooms - Wi-Fi - Hot Tub - Arcade games - Starter kits given for each stay

2 Pools, Private HotTub, Pool Table, NO Pet Fee!

Welcome to Rustic Retreat a stunning 6/4 home nestled in Branson Canyon. Swimming pools are open! Only mins from Branson attractions, Thunder Ridge Amphitheater, Table Rock Lake & world class golf courses. . Space & privacy for all! Relax with family & friends around the dining table, or on the screened porch. Amenities include a private hot tub, pool table, propane grill, a fully stocked kitchen, 2 community pools & splash pad. Boat parking is available. We decorate for Christmas!

Forest Garden Yurts

Glamping at its finest! Forest Garden Yurts are wooden yurts designed and built by Bill Coperthwaite in the 1970s for Tom Hess and Lory Brown as home and pottery studio. Tucked away in 4 acres of Ozark forest, the yurts are simple in nature yet abound with artistic details. The home yurt has a kitchen, bedroom, and a nook living room. The bathroom yurt is separate but has a covered walk. Unconventional and unique, with hobbit hole doors and low clearances in places.

Beautiful LAKEVIEW!! BRAND NEW KID CAVE w/Slide!!

Lakeview Luxury is the perfect spot for your much needed vacation! This beautiful home has been recently redecorated with nautical decor to add to that luxury feel and lakehouse relaxation you've been desiring! It's perfect spot at the top of the neighborhood provides you with a beautiful view of Table Rock lake as you soak in those vacation vibes from the upper back deck! Then, all the many attractions Branson has to offer are just a short drive away!

Sum Deals! Brand New, #1 Location, Arcade, Mt View

Welcome to the New Chasing Vineyards, your perfect Branson getaway! Conveniently located just minutes from Branson’s most popular attractions and only steps from the pool, this beautifully and thoughtful designed condo is perfect for families and groups: ✦Centrally Located ✦Pool ✦ Luxurious fireplace ✦ Fully loaded coffee bar ✦ Arcade game ✦ Spacious patio with entertainment seating ✦ Ozark Mountain View’s ✦ Smart TVs in each room

Sleeps 19 · Game Room · Arcade · Pool · Hot Tub

Spacious Branson Canyon lodge for up to 19 guests plus little kids. Enjoy a year-round private hot tub, seasonal 2-level pool with splash pad, and a game room with pool table, arcade & more. Multiple decks with Ozark Mountain views, large kitchen, and dining for big groups. Just minutes to Table Rock Lake, Branson Landing, golf, and Silver Dollar City. Perfect for family reunions, multi-family getaways, and retreats.

Private 1 bedroom guest house with creek front.

Take it easy at this unique and tranquil getaway. This one bedroom cabin overlooking a creek is minutes away from restaurants and entertainment yet secluded enough for privacy and peace. It has a full kitchen, 50 inch tv, WiFi, coffee bar, deck and much more! You now have the option as a two bedroom if you need more space check out our other listing with the original creekside log cabin! Book your stay today!

Secluded Treehouse in the Woods 10 min to SDC

Escape to Tree Hugger Hideaway, a custom-built treehouse with unmatched seclusion. Perfect for romantic getaways or family retreats, this treetop escape sits on 48 private acres of Ozark beauty, with private hiking trails and a pond. Proudly featured in Missouri Life Magazine, our treehouse has been recognized as one of Missouri’s most unique stays. Just 7 miles from Branson Landing & Silver Dollar City.

Lakewood Cabin 2

NO CLEANING FEE! Cozy, quiet, and only 3 minutes from all the latest and greatest concerts at Thunder Ridge! Lakewood Cabins is a great place for a romantic getaway or a Branson vacation. Located on 5 wooded acres with 3 other cabins, we're just a stone's throw away from Long Creek Marina, Big Cedar Lodge, Black Oak Amphitheater, Dogwood Canyon, Branson Landing, and more.

Luxury Lake Retreat|Heated Pool Now Open & Hot Tub

Modern. Luxurious. One-of-a-Kind. 🌟 Wake up to breathtaking lake views through floor-to-ceiling windows and unwind in the hot tub or our custom container heated pool (open from April 2026 to Labor Day weekend 2026) . Enjoy 360° mountain and lake views from the rooftop deck—perfect for stargazing, sunsets, and even catching fireworks from Big Cedar & Thunder Ridge.