Vacation rentals in Pontotoc County

A clean and well-maintained bathroom is featured, showcasing a modern toilet and a shelving unit stocked with neatly folded towels and rolls of toilet paper. A small rug is placed on the floor, adding a touch of comfort.

Apartment in Pontotoc

Beautiful studio apartment

Beautiful studio apartment in Pontotoc city limits.Newly renovated spot Commercial business in front. Near downtown, highways, restaurants, tea shop, boutiques, walmart,grocery store, dry cleaner,North Mississippi Medical Center Sleeps 2 and can accommodate up to 3. Full amenities. Very relaxing and peaceful. The apartment entrance is on the side of the build red door, nothing is shared,everything is private and contained to the apartment space. Very close to Tupelo, Oxford and New Albany.

4.96 out of 5 average rating, 279 reviews

A charming cottage is set amidst a grassy area, with several seating options arranged around a fire pit. A path of brick pavers leads to the entry, and American flags adorn the surroundings. A designated parking sign is placed nearby.

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

A welcoming entrance features a wooden front door adorned with a wreath, flanked by blooming roses and lush ferns. A pair of red metal chairs is placed on the porch, inviting relaxation amid a serene setting.

5 out of 5 average rating, 42 reviews

Buttercup Cottage LLC

History Heritage, & Hospitality! Located on S. Main St. within walking distance of the Tanglefoot Trail and downtown shopping. The 1950s cottage was renovated and kept the original charm and features an eclectic mix of antiques. Relax in the recliner in front of the big screen tv with streaming services and a strong wi-fi signal or use the work space to catch up on emails. The lot is wooded in the back and across the street, so it is peaceful and safe. Located midway between Tupelo & Oxford.

4.95 out of 5 average rating, 44 reviews

A well-appointed bathroom features a spacious soaking tub positioned against a textured wooden wall. Natural light enters through a small window, while a wooden tray rests on the tub's edge, holding personal items. Soft lighting creates a relaxing environment.

Home in Randolph

Glen’s Getaway

Whether you’re visiting family & friends or just wanting to stay in the heart of Pontotoc’s Amish Community, Glen’s Getaway has everything you & your family need for a few nights away from home. This is a comfortable, spacious manufactured home built in 2019. While here, you can tour the Amish community & purchase any of their handmade goods. You’re only a short 12-minute drive from many popular boutiques, Pontotoc Farmer’s Market, a variety of local restaurants & food trucks, Walmart, etc

A modern kitchen features white cabinets and marble countertops, providing a clean and spacious atmosphere. Stainless steel appliances, including a refrigerator and stove, are complemented by a patterned area rug on the polished floor. Ample natural light filters through the window.

5 out of 5 average rating, 33 reviews

Highland House

Experience Southern charm and modern comfort at Highland House. Located just 32 miles from Ole Miss, 23 miles from Elvis Presley's birthplace, and a stone's throw from the Tanglefoot Trail, this stylish property offers the perfect blend of convenience and relaxation. Whether you're here for a weekend retreat or an extended vacation, Highland House is your home away from home in the heart of the south. Create unforgettable memories and experience the charm of Pontotoc.

Tiny home in Pontotoc County

An outdoor gathering area is depicted, featuring a wooden structure with a roof, surrounded by a gravel pathway. Multiple gray Adirondack chairs are arranged in a circle on the lawn, offering a space for relaxation among the tall, green trees in the background.

4.96 out of 5 average rating, 25 reviews

Cedar - NEW Tiny Cottage @ Moon Lake Farm

Custom designed tiny cottage. Stare at the stars while you relax in the hot tub! Reconnect with nature at this unforgettable escape. Catch at bass out of the lake. Kayak with your favorite ❤️ Enjoy the animals at the farm! Chickens, mini donkeys, horses, and more! Stay in luxury and have every amenity! A full kitchen, three beds, a sofa sleeper, washer/dryer, fiber internet, and more! Have a friend book the Cypress Cottage and have an unforgettable experience!

A dining area is positioned adjacent to the kitchen, featuring a wooden table surrounded by six black chairs. A light fixture hangs above, casting gentle light on a decorative table runner. The fresh green walls provide a calming backdrop to the visually inviting space.

4.4 out of 5 average rating, 5 reviews

Southern Charm Home

Relax with the whole family at this peaceful quiet home. Enjoy the countryside of town while also having access to the city. This home is in the heat of downtown Pontotoc. In walking distance of the Tanglefoot trail, 35 min from Oxford MS home to Ole Miss, and 25 min from Tupelo, MS the birthplace of Elvis Presley. Whether you are here for work or just to unwind, this beautiful, updated home is the perfect place to stay.

A covered porch features a polished wooden floor with two red chairs and a bench. A small table is positioned between the chairs. Bright sunlight filters through large arches, illuminating the space, while a decorative piece stands near the entrance.

4.97 out of 5 average rating, 33 reviews

South Centerpoint

Whether you're visiting family and friends or staying close to Ole Miss, you and your family will have everything you need here for a few nights away from home. This comfortbale and spacious manufactured home was built in 2002. While here, enjoy our many local restaurants, visit Ole Miss, or enjoy Pontotoc's farmers market. We're also 10 miles from the Amish community and 20 miles from Elvis Presley's birth place.

A modern bathroom is characterized by a white vanity with a circular mirror above it. Natural light enters through a window adorned with horizontal blinds. The space features a dark striped rug, neatly arranged towels in a basket, and a sleek toilet.

4.92 out of 5 average rating, 12 reviews

The Parsonage

Make yourself at home at the former McGregor Chapel Parsonage - just 20 miles from Oxford and Tupelo. Or stay local and explore Pontotoc’s bustling Amish community. Ride or hike your way on the Tanglefoot Trail - Mississippi’s longest rail-to-trail conversion from New Albany to Houston! The Parsonage is located close enough to Highway 6 to be convenient, but tucked away for a peaceful retreat.

5 out of 5 average rating, 4 reviews

Home in Thaxton

Thaxton Meadows

Bring the whole family to this great place with plenty of space to spread out. The house is 4225 square feet heated/cooled set on 7 acres 20 minutes to Ole Miss and all the amenities of Oxford. 15 minutes to New Albany or Pontotoc and 40 minutes to Tupelo. Seasonal pool is open June 1st-August 31. (Garage access is NOT included)

4.98 out of 5 average rating, 46 reviews

A well-equipped kitchen features modern cabinetry, a stainless steel oven, and a large sink with a sleek faucet. Black utensils and dishware are organized on a pegboard, while a coffee maker and a dish towel add functionality. Natural light fills the space, highlighting wood-like flooring.

Home in Thaxton

Small Town Charm near Oxford, Tupelo, New Albany

Make some memories at this unique and family-friendly place. Enjoy this fully renovated old country store that has been a landmark in this small town for many years. The location is perfect- centrally located between Oxford, Tupelo, and New Albany. We also welcome your well- behaved pets at no extra charge

A two-story house with a green metal roof is surrounded by an expansive lawn. Tall trees outline the perimeter, and the sky is filled with soft clouds, creating a serene backdrop for the home.

Home in Tupelo

4.92 out of 5 average rating, 13 reviews9 months ago

Cul-de-sac

Forget your worries in this spacious and serene space. Get away from the city and enjoy a beautiful sky full of stars with the sound of nature. Or simply spend time with your family indoors. • 5 minutes from Natchez Trace Pkwy • Center of Tupelo and Pontotoc • 40-50 minutes from Oxford/Ole Miss University

0 of 0 items showing

What guests are saying

Beautiful 3BR2B(Entire Home) 30 mins Oxford, MS

This is a lovely home in a great spot if you are visiting Pontotoc—especially if you are there to bike the trail. The beds and furniture are comfortable, the kitchen is well stocked, and the surrounding are just beautiful and peaceful. Great value for a great home!

Home in Algoma

What guests are saying

Moon Lake Farm - The Lakeside Suite

4.9 out of 5 average rating, 21 reviews1 week ago

The experience with our 4 year old is priceless. Getting to walk around the property and have him be able to feed the animals was a life experience for us who don't get to do that normally. Having a place you can peacefully sleep afterwards on the same property is even better. The host's couldn't be more polite. The view is unbeatable too!

Private room in Tupelo

What guests are saying

By His Grace Cozy Cabin-no pet fee

5 out of 5 average rating, 12 reviews9 months ago

Michelle and Kerry were wonderful. The photos and decor are exactly what we are in to so it felt like coming home to friends we didn’t know we had. Peaceful. Quiet. Very accomodating. My wife is in a cast with a broken foot and we had no issues getting her around inside or out. Loved seeing all the pics. Definitely staying here again and again and again! God bless yall and thank you!

Apartment in Pontotoc

1 of 8 pages

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Pontotoc County vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Pontotoc County

Tiny home in Pontotoc County

A hot tub is situated beneath a wooden pavilion, surrounded by trees. The structure features an open design that allows natural light to filter in, while the bubbling water invites relaxation and enjoyment in a tranquil outdoor setting.

5 out of 5 average rating, 12 reviews

Cypress - NEW Tiny Cottage @ Moon Lake Farm

JolynnRating, 5 stars2 weeks ago

We had the best time here . My husband and I wanted a peaceful night away and that’s exactly what we got . Beautiful, quiet place to get away and spend some quality time together .

5 out of 5 average rating, 12 reviews

Double doors with decorative handles are framed by woven screens, offering an inviting entrance. Potted plants with vibrant pink flowers are positioned on either side, complemented by greenery in stylish containers. A welcoming entryway is provided by a smooth concrete surface.

Apartment in Pontotoc

By His Grace Cozy Cabin-no pet fee

MikeRating, 5 stars9 months ago

Michelle and Kerry were wonderful. The photos and decor are exactly what we are in to so it felt like coming home to friends we didn’t know we had. Peaceful. Quiet. Very accomodating. My wife is in a cast with a broken foot and we had no issues getting her around inside or out. Loved seeing all the pics. Definitely staying here again and again and again! God bless yall and thank you!

4.95 out of 5 average rating, 44 reviews

Home in Randolph

Glen’s Getaway

Home in Tupelo

Cul-de-sac

Apartment in Pontotoc