Holiday houses in Pontotoc

4.96 out of 5 average rating, 283 reviews

Guesthouse in Ecru

The Doughboys Cottage

Private full bath Queen Bed Cottage near Natchez Trace Park & Mississippi's premier biking destination, Tanglefoot Trail. Perfect for single or double occupancy. 25 miles from Elvis Presley Birthplace 35 miles from The University of Mississippi and Rowan Oak, the home of William Faulkner. Enjoy a fresh pan of The Doughboys Fresh Baked Cinnamon Sticky Buns $13.00. Delivered to your door in a.m. Local venues: Great Mexican Restaurant 2 miles Walmart 3 Miles Convenient Store 1/4 mile

4.91 out of 5 average rating, 197 reviews

Cottage in Tupelo

Cozy Cottage with Fenced Backyard!

Work remotely or simply relax at this peaceful and centrally-located cottage in one of Tupelo’s most sought after residential areas. Our home is perfect for a morning walk, remote work with high speed internet and located close to everything. We are an 8 minute drive to Elvis’ birthplace and Furniture Market. 5 minute drive to downtown, 45 minutes to Oxford and an hour to Starkville. In the evening, relax under the stars and string lights with dinner and cocktails on our back porch.

4.99 out of 5 average rating, 149 reviews

Cottage in Blue Springs

WindSong NO Cleaning Fees Long Stay 15% & 45% Disc

“Windsong” Spacious studio cottage. Everyone raves... "It feels like home." "It's so cozy." "I could live here." Keurig with K cups ready to enjoy. Lg oversized queen bed is just as comfy as it looks. FiberOptic internet with 43" smart TV with Roku Channel movies and live tv—a firepit for your enjoyment while surrounded by beautiful towering trees and a view of the lake. Roll away twin bed if requested… must request upon booking. 2 Cottages available...great for 2 families get away.

Superhost

Cabin in Tupelo

4.84 out of 5 average rating, 102 reviews

The Lakehouse at Colline Rouge (Red Hill)

Lake house Living with this spacious 4 Bedroom 2 Bath Location right on the edge of Tupelo,MS. Enjoy watching Deer and Turkey from the Back porch with Fireplace Both Inside and Out with Beautiful View of the 16 Acre Lake. Roomy Kitchen, Great for Family outings or Couples Gettaway. There are King size beds in 2 Bedrooms and a Queen Sized in the 3rd. In the 4th BR there are 2 Separate Bunks Beds.....(Full on bottom, twin on top with easy access steps, the 2nd bunk has a Full & Twin.

4.96 out of 5 average rating, 109 reviews

Barn in Oxford

The Barn- Luxurious & Unique farmstay getaway

RETREAT, RELAX, ESCAPE-10 easy minutes to the Square, our 2/2 Barn is a rare experience in peaceful setting. It has a K BR w/en suite bathroom. 2nd bedroom is a Full. There's a fully furnished kitchen, coffee/tea bar, a deep south facing back porch with fire pit & grill for your outdoors hang out. We have an outdoor saloon bar & movie/projector facilities in the open end of the barn. Everything you could wish for is provided. Staying at The Barn is a unique experience to be treasured

4.9 out of 5 average rating, 616 reviews

Cottage in New Albany

The Cottage in Downtown New Albany, MS

Come and enjoy The Cottage in Downtown New Albany, MS! This newly renovated property boasts detailed interiors and modern luxuries, while still maintaining the cozy comforts of a weekend cottage. Only a short stroll away from the vibrant shops and restaurants of Downtown New Albany, which was recently voted "Best Small Town in the Southeast" by USA Today. For bicycle enthusiasts looking to take advantage of the Tanglefoot Trail, please enjoy the convenience of our location!

Superhost

Loft in New Albany

4.86 out of 5 average rating, 153 reviews

Sugaree's Loft

Sugaree's Loft is located above Sugaree's Bakery in the heart of downtown New Albany, MS steps away from the 44-mile Tanglefoot Trail. Our well appointed apartment has everything guests need for a comfortable weekend stay. Prepare to fall in love with the character & charm of the space with its exposed brick, cozy fireplace, & local folk art. You can take advantage of the kitchen or simply enjoy the restaurants, boutiques and bike trail located right outside the door.

4.84 out of 5 average rating, 102 reviews

Guesthouse in Tupelo

Beach house

Adorable tiny home behind the main house in the backyard; quiet neighborhood in the heart of Tupelo. One bedroom/loft, full bathroom with small kitchen. A Living room with tv. Sip coffee on the porch with breakfast table. Enjoy your evening by the fire pit or on the deck. Many dining and shopping options nearby or take a stroll downtown just 5 minutes away. See Elvis’ birthplace and museum 10 minutes away or enjoy a walk at the park! All within a 10 mile radius!

4.97 out of 5 average rating, 313 reviews

Historic Charm Near Downtown Tupelo

Newly remodeled historic home less than a mile from Downtown Tupelo where you can enjoy shopping and plenty of tasty restaurants. The house has been thoughtfully furnished in a fun, midcentury modern style. The beds are very comfortable and the master bathroom has a giant shower and separate soaking tub to enjoy after a long day. Please note the house is close to the famous downtown train so you may hear the engine horn at night.

4.98 out of 5 average rating, 383 reviews

The Tupelo Honey House Historic & Renovated - 2BR

Enjoy a stylish and comfortable experience located in Tupelo, MS. Whether you’re here for work or just for fun, our hope is that you can kick back and relax in this calm space. We are just minutes from I-22, the birthplace of Elvis and downtown Tupelo. There is plenty of parking at the Tupelo Honey House too. We love Tupelo and are happy to answer any questions.

4.95 out of 5 average rating, 191 reviews

Farm stay in Tupelo

The Apiary

Our private homestead is the perfect setting for your getaway. You’ll have the best of both worlds—with 20 acres of privacy with all the excitement of Tupelo just miles away. While here, you can relax in the serene outdoors while watching our farm animals graze. You can also gather eggs and enjoy them for breakfast!

4.99 out of 5 average rating, 479 reviews

Guesthouse in Tupelo

Cozy Guest House in Downtown Tupelo

Private cozy one bedroom with a bathroom guesthouse available. It is conveniently located in downtown Tupelo. Private entrance and includes wifi, roku tv, microwave, mini fridge, and Keurig coffee maker. Within walking distance to downtown Tupelo with great Restaurants.

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Other great holiday rentals in Pontotoc

4.92 out of 5 average rating, 259 reviews

Apartment in New Albany

A Carriage Apartment at Possumhaw

ChristyRating, 5 stars1 week ago

My husband and I needed a quick getaway before our summer gets really busy and this was the perfect getaway! We spent most of Saturday at the beautiful pool. It was very relaxing and a great way to reset. The owners were super friendly and helpful. They didn’t make it awkward with us being on their property which is one thing I worried about. Thank you!

4.92 out of 5 average rating, 13 reviews

Tiny home in Shannon

Pontocola Pines Off Natchez Trace. Pontocola Rd.

KalynRating, 5 stars5 months ago

my second stay here and I cannot wait to go back! I absolutely love this small, but cozy cabin! Me and my 2 kids and our dog had the best time here on Christmas! we don't have family to celebrate Christmas with, but this airbnb definitely made up for it! Thank you so much, Roger, for allowing us to stay in your cozy, peaceful cabin. We will definitely be back!

4.9 out of 5 average rating, 29 reviews

Apartment in New Albany

Turtle Lodge

DebRating, 5 stars2 weeks ago

The Turtle Lodge was the perfect place for us to stay for our visit to see our son, very pregnant (expecting any day)daughter in law, and 3.5 yr old grand daughter. Mark was very accommodating which provided us flexibility in checking in, and throughout our stay. The beds were very comfortable and the place was clean and spacious. We will definitely be back!

4.8 out of 5 average rating, 10 reviews

Cul-de-sac

BoRating, 5 stars1 month ago

We were in town for an art fair and this place suited our needs well!

4.86 out of 5 average rating, 51 reviews

Guesthouse in Tupelo

Garage Guest Suite

CarolineRating, 5 stars1 week ago

Shane's place is located in a beautiful historic downtown neighborhood, close to anything one chooses to do in Tupelo. Shane was very responsive whenever we had a need or question. The space was private and peaceful. The bed was comfortable and restful. We'll definitely use Shane's place again if ever the need arises. The price beats the local hotels! I recommend it!

5 out of 5 average rating, 14 reviews

Home in Saltillo

Charming Saltillo Stay

ShaunRating, 5 stars1 week ago

This is a great place to stay our group loved this house.

4.98 out of 5 average rating, 63 reviews

Unwind at Swallow Lane

LynetteRating, 5 stars1 week ago

Hi.. we enjoyed our stay at Anthony's airbnb.. great communication & house lovely & clean... would of liked a Electronic Jug to boiling for water for coffee & tea...but apart from that a great stay. Cheers Lyn