Vacation rentals in Middleton

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Top-rated vacation rentals in Middleton

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

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Guest favorite

Treehouse in Tishomingo

4.87 out of 5 average rating, 141 reviews

Fern Hollow Treehouse Escape, cozy romantic!

TericaRating, 5 stars2 weeks ago

Took a weekend to spend with my hubby. We wanted wooded area, fishing, hiking and relaxing. We got that at Debra’s. Place was perfectly decorated, clean and cozy. Easy to find and close to Tishomingo State Park. Due to the weather and our to do list, we didn’t get to enjoy the fire pit or hammocks. When the weather took a turn for the worse Debra messaged us and directed us to a safe place and checked on us. I would definitely recommend staying. Hubby caught more fish than me so we might have to come back for a rematch 😄

Guest favorite

A wooden deck is set under string lights, creating a serene outdoor gathering area. Two chairs are positioned near a small fire pit, with a tabletop view of the surrounding greenery and softly lit bamboo. A blue watering can rests nearby.

Cottage in Counce

4.92 out of 5 average rating, 222 reviews

Happy Hippies Place

AliciaRating, 5 stars5 months ago

Great location- easy to locate and access. We utilized both the indoor and outdoor space during our visit. The house was cozy, clean, and spacious. We are grateful for the opportunity to take all 5 of our dogs for the first time. The owner was extremely responsive, thoughtful, and professional. We look forward to using this spot again soon.

Top guest favorite

Home in Counce

5 out of 5 average rating, 28 reviews

Beautiful Updated Pickwick Home 4 Acres with Creek

SaraRating, 5 stars2 weeks ago

We loved staying at this house. This is our second stay at Kelly’s home, and we would highly recommend it. It’s very comfortable inside, has a great kitchen and we especially love the cute and comfy screened in back porch. We had very bad weather in the area and Kelly made sure we were okay which we really appreciated. It’s in a great neighborhood, and very convenient to Pickwick Landing State Park as well. I give 5 stars and 2 thumbs up.

Top guest favorite

An open floor plan is observed, featuring a modern kitchen with black seating and stainless steel appliances. A spacious living area includes a light-colored sofa and a table against the wall. Neutral colors and wood-like flooring enhance the clean aesthetic.

Tiny home in Iuka

5 out of 5 average rating, 22 reviews

Perfect Getaway in Iuka MS

TammyRating, 5 stars4 weeks ago

The perfect peace little get away !! You open the double doors and you’re right on the lake!! Totally feel in love with their Cat Ms. Kitty!! And made lots of duck friends I kept them fed😂! Life is definitely good on the lake!! Can’t wait to go back! The Host are extremely nice!

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What guests are saying

Relax lakehouse.

5 out of 5 average rating, 18 reviews2 months ago

I played chauffeur on this trip to a friend who recently had a stroke and could not travel long distances alone, so that he could attend a local ceremony for his brother. We needed a place to stay that was quiet, serene, and handicapped accessible. Michael's lodge was all that, and matched the photos in his listing to a tee. Beautiful lakeside grounds, complete with dock and a shoreline seating area with fire pit. I had the privilege of meeting Michael and his wife on arrival - they are friendly, very personable, polite, and extremely helpful - the best example of "southern hospitality" you could ask for. I would highly recommend this place for anyone who enjoys nature and the outdoors, especially if they enjoy fishing!

Home in Saulsbury

What guests are saying

Pickwick Lake Retreat- 1.8 miles to Marina & ramp

4.89 out of 5 average rating, 28 reviews2 months ago

This worked extremely well for our Scout troop to stay while we visited / hiked the Shiloh National Battleground. The cabin was very spacious and has enough room for leaders and scouts alike. We played the board games and really enjoyed the central kitchen to be able to gather at meal time.

Cabin in Iuka

What guests are saying

Updated Cabin with Hot Tub!

4.9 out of 5 average rating, 71 reviews2 months ago

We work in a rather hectic environment and were looking to get away in a secluded area; Jolynna's place was just what we wanted. The neighborhood was quiet, the house was cozy and clean with comfy beds, a well appointed kitchen and of course the relaxing hot tub overlooking the trees. My only regret was not waiting until it was warmer to enjoy the screened in patio, but I guess we'll just have to come back! Jolynna provided clear instructions, was readily available and clearly puts pride into offering a high-quality stay.

Cabin in Counce

What guests are saying

Serenity Blue

4.96 out of 5 average rating, 25 reviews5 days ago

Ginger’s place was super sweet and peaceful & they were pleasant hosts💙 The FRONT ROOM!!!! Felt like memories from my grandparents old home. The FLOORS! Amaaaaaazzziiiinggggg! Mega AC -where can I get one?! Oh the barn doors!! Love em! Perfect place for us! Outside area was way cool, calm, & exciting for those who like to photograph nature. I had one of the best Saturdays I had in a long time just my husband and I, running around like two little kids having fun, taking pictures and literally dealing with the hand we were dealt! I believe it was the place I was meant to spend my Easter weekend for many reasons which will be in my book later🤩 Really good vibe really great atmosphere! Sometimes there are places like home.

Cottage in Iuka

What guests are saying

Pickwick Fishing Screened Patio Boat Ramp, RV Park

5 out of 5 average rating, 7 reviews1 month ago

Jennie’s property was a peaceful retreat clean, well-maintained, and a pleasure to stay in. The serene surroundings made it the perfect place to unwind after long workdays. Everything was thoughtfully arranged, and the attention to detail was evident throughout the home. Communication with Jennie was smooth, and she was a gracious host. Whether for work or leisure, this is a fantastic place to stay. We highly recommend it and will be returning!

Home in Counce

What guests are saying

#1 Stay @ Happy Place near Downtown & Hwys 45/72

4.88 out of 5 average rating, 51 reviews2 months ago

A very sweet place to stay- an old house refurbished to a homey and cozy cottage. The decor is simple and pleasing. A full kitchen stocked with all you need, including a delicious surprise- a fresh loaf of homemade bread! My hubby was delighted! Christy is kind and considerate, making sure you have all you need, plus some. She’s committed for you to have a good stay. I recommend staying here.

Cottage in Corinth

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Popular amenities for Middleton vacation rentals

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Other great vacation rentals in Middleton

Guest favorite

The bathroom features wooden walls and stone-patterned flooring. A modern toilet is positioned beside a vintage vanity with a vessel sink and a decorative mirror. Natural light enters through a window, and a towel is hung nearby for convenience.

Cabin in Iuka

4.95 out of 5 average rating, 83 reviews

Town & Country Cabin - 1 Bedroom

TeresaRating, 5 stars5 days ago

Very comfortable bed and sheets were so soft. Place was ideal for a weekend for 2. Loved seeing the 2 horses out the kitchen window. Everything was perfect

Top guest favorite

A view of a tree-lined area revealing a wide, open space leading to water in the distance. The scene includes a paved road and grassy patches, complemented by a variety of trees providing shade. The image conveys a tranquil natural setting.

Home in Iuka

5 out of 5 average rating, 8 reviews

Mill Creek House

LuisRating, 5 stars4 months ago

great place to stay love it.

Guest favorite

A collection of trees is illuminated by vibrant lighting, showcasing shades of purple and blue against a dark sky. The surrounding landscape appears serene, with hints of grassy terrain visible beneath the illuminated branches.

Home in Counce

4.84 out of 5 average rating, 73 reviews

The Hideaway 8 beds, 4 bedrooms, lots of parking

DaraRating, 5 stars2 months ago

The host was super easy to work with, they had great communication. The house was beautiful and we enjoyed our stay. We would recommend this to others.

Superhost

A sandy beach area welcomes visitors with soft white sand leading to a calm lake. People are seen enjoying the water and sunbathing on towels. Lush green trees surround the lake, complementing the clear blue sky with a few white clouds.

Home in Reagan

4.94 out of 5 average rating, 17 reviews

Pretty Poplar

JeremyRating, 5 stars7 months ago

such a fantastic home! We loved every aspect of it. beautiful kitchen, the rooms were cozy, clean and modern. every bed was comfy, if I'm ever back in that part of tennessee I would GO OUT IF MY WAY to stay at this house again, super friendly for kids too If you have them

Top guest favorite

Home in Iuka

5 out of 5 average rating, 33 reviews

Bella Casa: Memories are Created Here.

BlairRating, 5 stars6 months ago

Just. Wow!! We, as a large 17 person family, have stayed at some of the larger, nicer Airbnb vacation rentals from the Carolina mountains to the Gulf of Mexico and beyond. We have definitely been snake bit by “creative marketing” in the past but Bella Casa was not one of them! This property is everything they say it is and then some! Gorgeous views, well thought out floor plan and amenities. We have eight adults and nine children in our close family circle, plus we are from the area and hosted an additional 12 family members one evening during our stay. Bella Casa was beyond capable to accommodate. We are also a family who is really into cooking and apparently so are the Owners! Every cooking utensil and appliance you need to cook fantastic meals for your whole crowd, not to mention three full size refrigerators and a dedicated ice maker! Patti and Scotty went above and beyond to make our stay, the trip of a lifetime. Our family made so many new memories and we will definitely be back!

Top guest favorite

A fire pit area is set among trees, featuring a circular arrangement of gray Adirondack chairs around a black fire pit. White gravel surrounds the seating, creating a cozy outdoor gathering space shaded by the lush greenery.

Home in Stantonville

4.96 out of 5 average rating, 25 reviews

The Dotson House

PatriciaRating, 5 stars2 months ago

Although the reason for our stay wasnt pleasant the home felt like a safe place to finalize my brothers estate. The surroundings were beautiful and it felt like home. Everything we needed was there and easy to find. My dog felt comfortable as well and this is definitely an animal friendly home. Pat Hanshew

Superhost