
Holiday houses in Tupelo
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Top-rated holiday rentals in Tupelo
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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, +.
FamilyLocationAccuracy
5.0 out of 5 average rating, 18 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.
ValueLocationDecor
4.88 out of 5 average rating, 199 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.
ValueFamilyQuiet
4.95 out of 5 average rating, 66 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.
LocationFamilySleep quality
4.95 out of 5 average rating, 62 reviews
Unique Log Cabin w/Pond, Keg, 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
LocationFamilySolo travel
4.97 out of 5 average rating, 265 reviews
Giraffe Hotel
Come stay in your very own unique safari room! Come stay the night with over 100 exotic animals from around the world! We are an exotic animal encounter experience! With our Giraffe Airbnb you will be staying the night with our giraffe Yoshi! There is also a fire pit, playground, and a ton of hiking! You can even see a lot of other animals from outside your Airbnb! This is a very family oriented environment! You are encouraged to just relax and spend time with your family!
FamilyLocationView
4.98 out of 5 average rating, 42 reviews
Peaceful Retreat w/ Hot Tub, Fire Pit, Dock & Pond
Ada Pond Lodge is where Ada’s history meets modern comfort. Set on 1+ acre and just 2 blocks from Mercy Hospital, enjoy a private hot tub, fire pit under Oklahoma stars, and a stocked private pond for bass fishing. Grill smash burgers on the grill/griddle combo, then explore the gallery hallway showcasing Ada’s history. Family-friendly, full of character, and just 5 minutes from Wintersmith Park.
ValueFamilyOutdoor spaces
4.98 out of 5 average rating, 42 reviews
Peaceful Acre - Cozy house with beautiful backyard
Welcome to Peaceful Acre, your home away from home! This cozy getaway is perfect for a family vacation, couples’ retreat, or group trip with friends. Or, if your work takes you away from home, this is an excellent choice. Whether you’re here to relax and recharge or play and explore, book your stay today and experience the perfect blend of comfort, charm, and relaxation.
FamilyLocationHospitality
4.94 out of 5 average rating, 16 reviews
Tower House
This cozy home provides a great blend of comfort and privacy, making it a great space to unwind. The local airport and downtown of Ada are only minutes away, and the neighborhood is extremely friendly. The space has recently been renovated to match all of your needs, including a fully equipped kitchen and full washer and dryer. We look forward to your stay!
FamilyValueQuiet
4.89 out of 5 average rating, 98 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.
FamilyValueKitchen
4.93 out of 5 average rating, 67 reviews
French Country Retreat on Private Acreage
Escape to a peaceful French Country retreat on private acreage. This thoughtfully designed home features 3 bedrooms, each with its own ensuite bath—perfect for families or groups. Enjoy a full kitchen, cozy living space, and quiet surroundings just minutes from ECU, Mercy Hospital, Wintersmith Park, and downtown Ada.
LocationFamilyCleanliness
5.0 out of 5 average rating, 10 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.
FamilyLocationDecor
4.95 out of 5 average rating, 282 reviewsPopular amenities for Tupelo holiday rentals
Other great holiday rentals in Tupelo

Cozy comfortable home with patio
FamilyLocationHospitality
4.94 out of 5 average rating, 18 reviews
The Attic Loft at Pecan Grove
LocationFamilyCleanliness
4.97 out of 5 average rating, 62 reviews
The Dragonfly Inn
LocationFamilyOutdoor spaces
4.98 out of 5 average rating, 46 reviews
Aunt Barb’s house
LocationValueDecor
4.88 out of 5 average rating, 42 reviews
Country Cabins
FamilyValueComfort
4.98 out of 5 average rating, 42 reviews
High Country Retreat
LocationFamilyComfort
4.93 out of 5 average rating, 54 reviews
Rustic Grace Cabin (near Tishomingo, Oklahoma)
LocationFamilyNearby
5.0 out of 5 average rating, 33 reviews
20:24 Ranch
LocationFamilyKitchen
5.0 out of 5 average rating, 15 reviews




