Holiday rentals in Baldwyn

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Top-rated holiday rentals in Baldwyn

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

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Top guest favourite
A modern living area is highlighted by a comfortable gray sofa and a round wooden coffee table. A kitchenette with essential appliances is visible in the background, along with a decorative Elvis Presley poster on the wall, adding a touch of local history.
Guest house in Tupelo
4.94 out of 5 average rating, 108 reviews

Central Tupelo Guesthouse with Pool

Centrally located in one of Tupelo’s historic neighborhoods, just minutes away from local eateries, parks, shops, Cadence Bank Arena, Tupelo Regional Airport, and the birthplace of Elvis Presley. Our space is complete with a large kitchen area, queen size bed, a spacious walk-in shower, bidet, as well as TV in both the living space and the bedroom so you can relax your way. You also have first access to our pool during the warmer months. This stay was originally known as Duckingham Palace 🖤

Top guest favourite
Cabin in Ripley
4.97 out of 5 average rating, 109 reviews

The Outskirts

Take a break and unwind at this peaceful oasis. Quiet country studio cabin located on the outskirts of Ripley. Conveniently located 5 miles from The Red Barn event venue, 8 miles from Ripley's First Monday Flea Market and 15 miles from Blue Mountain Christian College. Only minutes away from Bennet Lake Hunting club and Dumas Lake. For dining: Enjoy a delicious meal at Simmer on Down Steak house 3.5 miles away. For Essentials: Dollar General and Clarks Country Store are only 3 miles away.

Top guest favourite
A well-lit bedroom features a wooden queen bed with a light-colored quilt and decorative pillows. Two nightstands with lamps are positioned beside the bed, and a mirror sits atop a dresser. Natural light filters through windows adorned with soft gray curtains.
Home in Booneville
4.99 out of 5 average rating, 145 reviews

Cozy Getaway Booneville, MS

You will feel right at home! Super cozy and we are 1 minute from the local park! You can walk to the park via the sidewalk in 2 minutes! Large dining and living room for tons of family time! Newly renovated spacious kitchen for all those family meals! Front porch with swing in a peaceful neighborhood for extra relaxation! Fully fenced in backyard for the kids to play in! TVs in all 3 bedrooms with Chromecast and wifi! Large tv in living room with Chromecast! 2 car carport with extra parking.

Top guest favourite
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
4.99 out of 5 average rating, 179 reviews

Large Studio Cottage/Quiet & Peaceful 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.

Superhost
Cabin in Tupelo
4.84 out of 5 average rating, 131 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.

Guest favourite
A spacious living room is highlighted by a large, dark sectional sofa and a wooden coffee table. A stone fireplace serves as a focal point, complemented by light-colored walls and natural light filtering through large windows adorned with sheer curtains. A neutral area rug covers the hardwood floor.
Home in Tupelo
4.98 out of 5 average rating, 107 reviews

Spacious Oasis in East Tupelo on 5 acres

Welcome to our fully remodeled, spacious oasis. This house is located 4 minutes from Elvis Presley's Birthplace and 7 minutes from the downtown area. It has a wrap around driveway that can accommodate all of your parking needs. We have the back patio for any kind of gathering. We have the fools ball table, card games, and cornhole boards avaibale. The living room area is perfect to just sit, relax, and watch a movie. The kitchen is the perfect spot for all the home cooked meals.

Guest favourite
Cottage in New Albany
4.9 out of 5 average rating, 673 reviews

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!

Guest favourite
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
4.99 out of 5 average rating, 149 reviews

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!

Top guest favourite
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
4.92 out of 5 average rating, 245 reviews

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.

Top guest favourite
The exterior of a historic home features a covered porch with American flag accents. Potted ferns hang from the ceiling, flanking two chairs and a small table. A stone walkway leads to the entrance, surrounded by landscaped greenery and blooming flowers.
Home in Tupelo
4.98 out of 5 average rating, 430 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.

Top guest favourite
The charming stone exterior of the cottage is highlighted, featuring a welcoming porch with wooden seating. Large windows provide natural light, while the door showcases a classic wooden finish. The surrounding greenery contributes to a serene rural setting.
Cottage in Burnsville
4.99 out of 5 average rating, 205 reviews

The Beekeeper's Cottage- Character, Charm, HOT TUB

Authentic 1940's farm cottage in rural Tishomingo county. The home has two bedrooms, one bath, a fully stocked kitchen, and an abundance of character! The HOT TUB is available year round! 20 minutes from: Bay Springs Lake, Pickwick Lake, Corinth, Booneville, Tishomingo State Park 60 minutes-ish from: Florence, AL, Tupelo, Shiloh, Dismals Canyon, Cane Creek Canyon, Ivy Green etc.

Top guest favourite
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
4.96 out of 5 average rating, 250 reviews

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!

Popular amenities for Baldwyn holiday rentals

  1. Airbnb
  2. United States
  3. Mississippi
  4. Prentiss County
  5. Baldwyn