Holiday houses in Tupelo

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Top-rated holiday rentals in Tupelo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Home in Ada
5.0 out of 5 average rating, 15 reviews

Quiet, comfortable & extensively updated

Home is just east of Ada - 6 minutes from Mercy Hospital, 13 from Chickasaw Nation Medical, 12 from downtown Ada. 2 bedrooms, 2 bathrooms Parking for large trucks Primary bedroom is spacious with ensuite and queen bed. There is space for an inflatable mattress and pack and play (both included). Secondary bedroom offers two extra-long twin beds, with a bathroom next door in the hall. Large living room offers plenty of space. Kitchen is fully furnished - air fryer, toaster, coffee pot, Keurig, +.

Top Guest favourite
A rustic cabin exterior is presented, featuring wooden siding and a blue metal roof. A covered porch provides shade, with a stone pathway leading to the entrance. Lush grass surrounds the cabin, and tall trees offer additional greenery in the peaceful rural setting.
Farm stay in Ada
4.87 out of 5 average rating, 189 reviews

Banks Valley Guest Ranch - 1 Bed/1Ba Guest house

Guest Cabin on top of a hill overlooking our working cattle ranch. The cabin is updated and clean and fully stocked with everything you need to spend one night or a whole month. The completely private space includes cable and internet as well as a washer and dryer. The 600 acre ranch has fishing ponds and hiking trails which our guests are welcome to enjoy. There are no events or parties allowed in the guest cabin. You are welcome to host your family for a BBQ or meal if they are local.

Top Guest favourite
A charming entrance to the cottage is framed by wooden steps leading up to a covered porch. Flower boxes adorn the windows, adding greenery. A grill sits to the side, surrounded by natural landscaping, creating a serene outdoor environment.
Tiny home in Wanette
4.98 out of 5 average rating, 824 reviews

Sage Guest Cottage! Very Private (COOL) HotTub!

Sage Cottage is located in the beautiful Pottawatomie County in our own Oaklore Forest. The cottage sleeps two on our queen size bed, Has a mini-kitchen and 3-piece bathroom with stand-up shower. The kitchen is equipped with a small bar sink, double hot plate, toaster, microwave, coffee pot, kuerig, toaster oven, small fridge and cooking essentials. There is a bistro table, picnic table, grill & breakfast table inside! Free Wi-Fi, Hot tub open all year, robes, see "other things to note"

Top Guest favourite
A spacious living area features two armchairs and a comfortable sofa, with warm lighting enhancing the cozy atmosphere. A coffee table occupies the center space, while a stone fireplace adds a rustic touch. Wall art and decorative elements contribute to the room's inviting design.
Home in Ada
4.95 out of 5 average rating, 63 reviews

James Bundy’s Hideout

Papa James Bundy (Bun) was not a bandit. Although, he always had a cigarette in hand and gambling was his passion. I hope you feel as welcome as I did when I walked into his home. This hideout is on the edge of town but centrally located between the hospitals. Decorated with a ranch style with interesting pictures of famous bandits. Start your day on the porch and watch the sunrise. End with a whirlpool bath and sit by the fire. Extra attention has been given to end your day in comfort.

Top Guest favourite
Home in Ada
5.0 out of 5 average rating, 16 reviews

The Dog House (tiny house perfect for him or her)

Take it easy at this unique and tranquil getaway tucked away in the edge of the woods, overlooking a wooded creek area. We have designed this space to feel cozy and homey with the earth tone decor and modern rustic style. Everyone visited this site during it's preparation, from visiting friends to the electricians, plumbers and others, fell in love with it. Many joked that this is where they wanted to stay if they got in the "dog house" with their wife; hence the nickname that stuck.

Top Guest favourite
Home in Ada
4.94 out of 5 average rating, 52 reviews

Parkside Retreat

Parkside retreat is a 5 BR, 3 BA oasis just steps from Wintersmith Park. Equipped with 4 king beds and 4 twin bunks, this home sleeps up to 12, providing comfort for all. All bedrooms are on the ground floor except one king bedroom is upstairs. Enjoy walking or biking around the park, lounging by the pool (open May-Sept) or enjoying a movie on the 75 inch TV. A separate gaming area for the kids is an added bonus. This spacious home is ideal for celebrating life’s greatest moments.

Top Guest favourite
The two-story log cabin, set amidst lush greenery, features a sloped roof and large windows, allowing natural light to fill the interior. A stone pathway leads to a shaded outdoor seating area, enhancing the connection with the surrounding nature.
Cabin in Ardmore
4.97 out of 5 average rating, 254 reviews

Log Cabin w/Pond, Keg, Patio, FirePit, Huge Yard

A unique, two-story cabin in the center of adventure-Lake Murray, Turner Falls, & Lake Arbuckle. Take some R&R by enjoying the jetted bathtub, sitting by the fire pit, or cards at the game table. Have a beer from the keg. All rooms equipped with smart TVs. You have 3 acres of yard for parking and pets, all fenced. Propane for grill and fire pit provided. Within 10-15 minutes:Downtown Ardmore, Restaurants, Shopping, Hospital 25 Minutes: Lake Murray, Lake Arbuckle, Turner Falls

Guest favourite
The exterior of the villa features a modern design with dark wood siding and a sloped roof. A small set of stairs leads to the double front doors, which are flanked by planters. Lush greenery surrounds the base, creating a serene atmosphere.
Tiny home in Sulphur
4.9 out of 5 average rating, 322 reviews

Windsong Villas

Convenient in town location. Enjoy the vaulted living room area, one bedroom, one bath villa decked out in an industrial décor, from reclaimed boxcar flooring wood countertops with steel trim to sliding barn doors. Everything you need to make your stay in Sulphur pleasant as possible at a budget friendly price. You are close to Chickasaw Recreation (Platt National Park) area, a unique downtown, arts centers and casinos as well as multiple fine restaurants.

Top Guest favourite
Cabin in Atoka
5.0 out of 5 average rating, 35 reviews

Country Cabins

Escape to Southern Oklahoma’s Hidden Gem 🌲 Nestled just off US 69/75 in the peaceful town of Atoka, Oklahoma, you’ll find a rustic retreat of three log cabins. These offer serene views, fresh country air, and warm hospitality. Our charming cabins are the perfect blend of comfort and simplicity, where guests can unwind and enjoy the slower pace of small-town living. “The Tack Room” Cabin #1 “The Bunkhouse” Cabin #2 “Granny’s” Cabin #3

Guest favourite
A serene view of a cabin by the water's edge is framed by tall grasses and reeds. Clear water reflects the surrounding greenery, while a gentle slope of trees creates a peaceful backdrop under a bright blue sky.
Cabin in Stonewall
4.92 out of 5 average rating, 61 reviews

Dos Equis Ranch Lake Cabin- Your Private Excape

Enjoy 1155 acres of beautiful rolling hills, timber, 16 ponds, and 2 clear spring creeks. Deer, turkey, feral hogs, fox, bobcat, and many forms of birds are common. Whether it is fishing, hiking, horseback riding, sightseeing, 4 wheeling, cooking out, or just getting away you will enjoy your own private ranch. Welcome to the Dos Equis Ranch.

Guest favourite
A serene landscape features a private lake surrounded by lush green grass. The calm water mirrors the clear blue sky, while the sun casts a warm glow over the scene. Trees are visible in the distance, enhancing the natural setting.
Cottage in Sulphur
4.95 out of 5 average rating, 278 reviews

Cottage By The Lake

Welcome to Cottage By The Lake – a newly renovated, rustic farmhouse retreat nestled on 40 peaceful acres just outside Sulphur, Oklahoma. Perched above a private 15-acre fishing lake, this cozy getaway offers stunning water views, abundant wildlife, and the perfect mix of seclusion and modern comfort.

Guest favourite
The charming exterior of the cottage is characterized by a welcoming porch, framed by decorative plants and subtle outdoor seating. A stone pathway leads to the entrance, which is highlighted by large glass doors that allow natural light through.
Home in Atoka
4.95 out of 5 average rating, 149 reviews

Dairy Ln Cottage

Cute and cozy cottage in Atoka, home of Reba’s place, Atoka and McGee Creek lakes, Atoka Trails Golf Course, Confederate Museum and many great places to eat and visit. We are also a 30 minute drive south to Choctaw Casino in Calera, Ok and 20 minute drive north to Choctaw Casino in Stringtown, ok.

Popular amenities for Tupelo holiday rentals