Vacation rentals with outdoor seating in Tupelo

5 out of 5 average rating, 213 reviews

A screened porch offers a relaxed seating area with comfortable chairs and a dining table dressed in a red and white checkered tablecloth. Views of the lake and surrounding greenery are visible through the screens, enhancing the connection to the outdoor setting.

Home in Amory

Riverside Escape at Sunset Point

Relax in clean comfort on Aberdeen Lake and the Tenn-Tom Waterway. Whether fishing in warm months or just watching the geese and ducks in the winter, it is quiet and cozy. It has a large screened porch, electric fireplace, pier, shady fenced yard, rockers, a swing, fire pit, gas and charcoal grills. The kitchen is well equipped and the home is handicap accessible with a porch lift, grab bars and ramps. Columbus (16 mi), Tupelo (38 mi), MSU/Starkville(45 mi) & River Birch Golf Course (10mi)

4.96 out of 5 average rating, 304 reviews

A cozy outdoor area features a circular stone fire pit surrounded by four comfortable chairs. A small sign indicating parking is visible in the foreground, with a quaint cottage set among lush greenery in the background.

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

4.98 out of 5 average rating, 136 reviews

A pathway of stone steps leads from the lush green lawn to the entrance of the rustic carriage house. A wooden swing hangs nearby, providing a place to relax. The exterior features a combination of brick and wood, surrounded by trees.

Cottage in Amory

The Nook (on the Tenn-Tom)

Located on the Tenn-Tom River just 1 mile from DownTown, this 500 sq ft upstairs carriage house will relax you with its waterfront view. The exterior is rustic continuing with cottage charm inside. You can relax on the sofa in the comfort of the living room, take a quiet nap in the bedroom or enjoy a game of PacMan. Try grilling with a great water view on the porch or swing. For a change of pace, 2 kayaks & a canoe are for your enjoyment! 🛶 (Twin bed w/trundle downstairs for another guest).

4.99 out of 5 average rating, 171 reviews

A comfortable leather sofa adorned with decorative throw pillows is positioned near a wooden coffee table. A small mirror reflects warm light from two lamps, while a vase of fresh flowers adds a touch of nature. A compact desk is visible in the background.

Cottage in Blue Springs

Nov Discount Book 2 Get 1 FREE WS

“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.

4.98 out of 5 average rating, 121 reviews

The exterior of a newly renovated home features a charming front porch supported by decorative columns. Large windows allow natural light to illuminate the space, while a well-maintained lawn and neatly arranged shrubs enhance the welcoming entryway.

Home in New Albany

The Queen on Cleveland

Come and enjoy The Queen on Cleveland in Downtown New Albany, MS! This new AirBNB is a sister property to “The Cottage”. This newly renovated home boasts detailed interiors and modern luxuries. 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!

4.89 out of 5 average rating, 177 reviews

A rustic treehouse is illuminated by warm lights, nestled among tall trees. A well-defined gravel pathway leads to the entrance, bordered by greenery. The surrounding area features a cozy outdoor seating arrangement under an umbrella, enhancing the natural setting.

Treehouse in Tishomingo

Fern Hollow Treehouse Escape, cozy romantic!

You'll love this unique and romantic escape.❤️❤️❤️ we are pet friendly Treehouse is very rustic. Sawmill or reclaimed wood This is a glamping experience kinda place. If you love outdoors you will love it here in this natural setting. The kitchen/dinning is in the first building up the stairs across a catwalk is the bed/bathroom. OUTDOOR SHOWER There is a pond in the field if you like to fish. Other properties available: airbnb.com/h/thegypsyqueen airbnb.com/h/cbliss

4.87 out of 5 average rating, 136 reviews

The entryway features a door marked 'Beach House,' leading to a living area with a soft gray couch. A flat-screen TV is mounted on the wall, while natural light enters through a nearby window. Wood paneling adds warmth to the space.

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!

4.91 out of 5 average rating, 220 reviews

A cottage with dark blue siding is framed by neatly trimmed bushes and green grass. A covered porch features a bench alongside the main entrance, while tall trees provide shade in the background. A gravel driveway leads up to the home, adding to its inviting curb appeal.

Cottage in Tupelo

Cozy Dog-Friendly Cottage Near Downtown Tupelo

Settle into comfort at this cozy, dog-friendly cottage near Downtown Tupelo and Elvis’ Birthplace. With fast WiFi, same-day check-in, and a peaceful neighborhood, it’s ideal for remote workers, family visits, and travelers headed to the coast. Enjoy reliable Superhost care, safe parking, and home-style amenities close to restaurants, shops, and Tupelo’s top attractions—a welcoming space designed for easy living and stress-free stays.

4.99 out of 5 average rating, 140 reviews

The exterior of the guest home addition is shown, featuring a neatly landscaped garden with shrubs and flowers. The driveway is paved, leading up to a garage on the right. Large, arched windows enhance the facade, allowing natural light to enter the rooms.

Guesthouse in Amory

Honey Pot

I think you will enjoy staying at our beautiful guest home addition on Riverbirch golf course. You can walk or run in our safe neighborhood or bring your clubs for an evening of golf. Pets may be allowed for a small additional fee - Please discuss with me prior to your booking. I enjoy social media and provide high speed internet

4.96 out of 5 average rating, 223 reviews

An open-concept living and dining area is showcased, featuring a spacious seating area with a light-colored couch. A dining table with seating for multiple guests is positioned near the kitchen, which includes modern appliances. A flat-screen TV is mounted on the wall, complemented by warm lighting.

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!

The exterior of a spacious brick home is displayed, featuring a welcoming front porch and well-maintained landscaping. A manicured lawn with colorful shrubs complements the structure. The driveway provides access to parking in front of the home under a clear blue sky.

4.89 out of 5 average rating, 174 reviews

The Bristow Bungalow - Great Location & Backyard

FRESH, CLEAN, & MODERN AIRBNB! This space has everything you need: Gorgeous kitchen, hardwood floors, amazing deck w/ large backyard, and beautifully designed bedrooms. Down the street from a cute park & minutes away from downtown, restaurants, & stores!

4.96 out of 5 average rating, 112 reviews

A comfortable living room is presented, featuring two sofas positioned around a central area rug. A mantle with decorative items frames a wall-mounted television displaying a cozy fireplace scene. Natural light filters through windows covered by dark blinds, enhancing the inviting space.

Home in Pontotoc County

Farm house near I22

Relax with the whole family at this peaceful place to stay. Centrally located right off I22 and 4 lane Hwy 9 between New Albany, Pontotoc, and Tupelo. Spacious yard and pet friendly, quiet, safe, country neighborhood.

Popular amenities for Tupelo outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A welcoming front porch features a classic bench positioned against a white brick facade. Lush greenery is lined along the pathway, interspersed with decorative stones and solar lights. Flower pots add a touch of color, enhancing the inviting atmosphere of the entrance.

5 out of 5 average rating, 111 reviews

The Heights - Town & Country Living

4.96 out of 5 average rating, 24 reviews

A spacious living area is illuminated by natural light, featuring a comfortable arrangement of light-colored sofas and a coffee table. A wall-mounted TV is positioned above a dark fireplace, and large windows provide views of the outdoors, while plants add a touch of greenery.

Home in Saltillo

Charming Saltillo Stay

5 out of 5 average rating, 49 reviews

A charming 1950s cottage features a yellow exterior and a welcoming front porch adorned with potted plants. The manicured lawn is spacious, bordered by a variety of greenery, creating a serene outdoor setting. Windows allow natural light to brighten the living spaces.

Home in Pontotoc

Buttercup Cottage LLC

The entrance features an inviting front door framed by two decorative planters. A covered porch provides shelter, highlighting the architectural details of the sloped roof and large windows that enhance natural light. Lush greenery surrounding the property adds to the welcoming ambiance.

4.97 out of 5 average rating, 92 reviews

Unwind at Swallow Lane

4.92 out of 5 average rating, 39 reviews

A well-lit living area features a spacious cream-colored sofa and a stylish chandelier overhead. A large dark fireplace is complemented by a mounted television. A dining area with light wood chairs can be seen in the background, with greenery adding a natural touch to the space.

Home in Shannon

The Legacy 662 | Modern Retreat w/ Pond Views

The front exterior of a charming single-story home is highlighted, featuring a light gray siding and a welcoming navy blue door. A neatly trimmed lawn with shrubs and a path leads to the entrance, while an American flag adds a touch of character.

4.98 out of 5 average rating, 172 reviews

Spacious, historic downtown bungalow. Sleeps 10!

4.95 out of 5 average rating, 21 reviews

A comfortable living area is showcased with a light grey sofa positioned against a soft green wall. A wooden coffee table sits nearby, and a wall-mounted television is visible. Natural light filters through the separated window treatments, enhancing the space's inviting feel.

Home in Amory

Little Brick House

The exterior of the home is presented, displaying a charming facade with light gray siding and brick accents. A single-car garage, framed by neatly arranged shrubs, is visible, along with a concrete driveway leading up to the entrance.

4.86 out of 5 average rating, 49 reviews

Sweet Escape

Apartment rentals with outdoor seating

Superhost

A cozy interior features wooden walls and a central dining table set for two. A futon couch sits in the foreground, complemented by decorative cushions. Open doors lead to additional spaces, while a small kitchen area with light blue cabinets is visible in the background.

Apartment in Iuka

4.78 out of 5 average rating, 58 reviews

Midway Short Stay location 1.

Apartment in New Albany

New place to stay

Tanglefoot Flat, Historic retreat near Oxford MS

5 out of 5 average rating, 6 reviews

A spacious bed is adorned with a vibrant pink blanket featuring Elvis Presley imagery, complemented by decorative pillows. The walls display abstract art with pink splashes, while a colorful throw hangs nearby, enhancing the room's eclectic character.

Apartment in Tupelo

Heart Break Hound Dog Bungalow - Downtown

A spacious two-story home is viewed from a distance at dusk. Soft outdoor lighting highlights the architecture and landscaped front yard, while the darkening sky gradually transitions from blue to purple. Surrounding trees create a serene backdrop, enhancing the sense of privacy.

Apartment in Mooreville

5 out of 5 average rating, 4 reviews

Quiet Home Outside Tupelo

Other vacation rentals with outdoor seating

4.94 out of 5 average rating, 17 reviews

The exterior of the home is characterized by a brick façade and a sloped metal roof, surrounded by well-maintained grass and landscaping. The covered carport allows for protected parking, and several large windows bring natural light to the interior.

Home in New Albany

Aunt Mary's House

4.92 out of 5 average rating, 93 reviews

A serene sunset over Beaver Lake is depicted, with vibrant orange and purple hues reflected on the water's surface. A covered dock is visible in the foreground, accompanied by bare trees and open grass nearby, enhancing the tranquil lakeside setting.

Home in Fulton

Waterway Getaway!

5 out of 5 average rating, 20 reviews

A spacious green lawn surrounds a wooden cabin, featuring a covered porch with wooden steps. Potted plants hang from the beams, while trees provide a natural backdrop, enhancing the sense of privacy and tranquility.

Cabin in Bruce

Hidden private cabin on lake!

5 out of 5 average rating, 100 reviews

An inviting exterior of the cabin is surrounded by lush greenery, featuring a spacious outdoor area with several Adirondack chairs arranged around a fire pit. String lights are hung above, creating a cozy ambiance for evening gatherings.

Cabin in Bruce

The Cabin at Brookwood

4.97 out of 5 average rating, 36 reviews

The exterior of a charming blue house is viewed from the front, featuring a gable roof and a wooden door at the center. Two large windows flank the door, and the porch area is bordered by gray stone under a canopy of trees.

Home in Tishomingo

Sonic Tree House