Some info is shown in its original language. Translate

Holiday rentals in Middleburg

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Middleburg

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

%{current} / %{total}1 / 1
Superhost
The exterior of the house features a two-story design with light blue shutters, a grand entrance, and well-maintained landscaping. A lush green lawn surrounds the property, with colorful plantings adding vibrancy to the setting. Ample natural light reflects off the front windows.
Home in Orange Park
4.88 out of 5 average rating, 8 reviews

Rococo Entire Home- 1 king bed 1 bath/ Game room

Rococo offers plenty of room couples to enjoy a relaxing stay. The home features 1 king bed and 2 sleeper sofas accommodating up to 4 guests comfortably. The master bedroom located on the first floor includes a walk in shower perfect for unwinding. You'll appreciate our recently updated kitchen and the open, spacious living room that's ideal for gathering and relaxation. The property includes a private driveway with ample parking space for your convenience. The garage is not available for use.

Guest favourite
A light-colored tent is situated on a wooden deck surrounded by lush greenery. Two wooden chairs with armrests are positioned on either side of the entrance. Potted plants are placed near the tent, enhancing the natural setting.
Tent in Middleburg
4.94 out of 5 average rating, 154 reviews

Tent 2-Relax,Retreat, Revive-boutique camping -A/C

-Experience nature with all the comforts of home-A/C keeps you cool! Heater keeps you warm! - Casper King size bed, deck,fire pit, coffee maker, kayaks -Private bathhouse - Located on Black Creek - Large above ground pool with deck - Grill - Less than 15 min from grocery stores/local restaurants - 40 min from downtown Jax - 50 min to St. Augustine If having difficulty booking your preferred date or you have a group, message us for more info on 1 additional tent and cabin on property .

Superhost
Two horses are seen within a barn, each housed in individual stalls crafted from wood. A wooden storage chest is positioned on the ground, with various items visible in the background, including containers and a gated outdoor area.
Farm stay in Middleburg
4.89 out of 5 average rating, 252 reviews

A Private Loft at Grand Landings Equestrian Center

Welcome to "The Loft" at Grand Landings LLC! Enjoy a taste of the country in our over-the-barn apartment, conveniently located on the outskirt of Jacksonville, Florida. Our recently renovated loft offers all the luxuries of home and comfortably sleeps 4 (with the option of a crib upon request). Enjoy a one-of-a-kind experience and go on a ride on our friendly horses, or venture out and enjoy easy access to nearby natural springs, beaches and restaurants. There's something here for everyone!

Guest favourite
Farm stay in Middleburg
4.97 out of 5 average rating, 221 reviews

Haystays Farm-Cozy, Charming, Country, Modern Home

Welcome to our special farm house! The home sits on 1.5 acres that is perfectly located on the Orange Park and Fleming Island line. Our location is ideal to everyone! We have plenty of space that makes our farmhouse so AMAZING! You will experience the feel of country living with all the perks of great restaurants, shopping and convenience of being near everything Jacksonville has to offer. Our home is super clean with many amenities to make you feel at home. We love it here and so will you!

Guest favourite
The kitchen features modern white cabinetry and stainless steel appliances, including a gas range and a large refrigerator. A spacious countertop provides ample preparation area, complemented by a stylish pendant light overhead. Natural light streams in through the window, highlighting the inviting space.
Guest house in Murray Hill
4.92 out of 5 average rating, 268 reviews

Large 1 bedroom Cottage with full kitchen

This is a full size one bedroom house with full brand new kitchen and private entrance. The entire place was renovated late 2021. A king size bed (inc tv) awaits you and a twin sized sofa bed for one adult or two kids. The kitchen has a full sized brand new oven, stove, microwave, dishwasher and fridge and is stocked with utensils etc so you can easily make full meals or stay for an extended time. There's one free off-street parking spot available and plentiful free street parking.

Top guest favourite
A spacious outdoor deck features comfortable seating arrangements with plush cushions and a dining table. Lush greenery surrounds the area, with views of Lake Asbury in the background. Strands of lights hang above, creating a relaxed atmosphere perfect for enjoying the scenery.
Home in Green Cove Springs
4.91 out of 5 average rating, 46 reviews

Lakeside, Water View, Kayak, BBQ Grill, Fire Pit

Save my home, click the <3 in the upper corner! NO cleaning fee! No surprise fees! >Lakeside Wonderland - Lake Asbury >Pet friendly with fee and restrictions >2 miles from Old Ferry Boat Ramp >Backyard + patio with stunning lake views >Minutes from St. Johns River >Sleeps 6 >Kayaks + SUP with waiver >Drip Coffee Maker + Nespresso >Wood burning fire pit >Propane BBQ >Washer + Dryer >Nearby restaurants and shopping >3 days of supplies (TP, trash bags, pods, etc.)

Guest favourite
A spacious sleeping area features a large bed adorned with a colorful coral-patterned quilt. Natural light floods the room through a window, highlighted by vibrant curtains. A small dining area with high chairs is visible, along with decorative accents like fresh flowers.
Guest suite in Orange Park
4.88 out of 5 average rating, 140 reviews

Guest Suite

Enjoy your stay at this vivid private space! This suite is a colorful paradise that is surrounded by nature on a 2 acre property. Guests will be surrounded by color and outdoorsy scenery. The designated parking area is to right at a colored bee post. As you walk up the steps that lead you to the patio, you will see the door that will lead you to your lively suite. Our Suite is attached to the main house, with everything private.

Guest favourite
A fluffy Highland cow stands in the foreground, gazing curiously. In the background, a teal cowboy pool is surrounded by colorful floats and retro umbrellas, while cozy seating areas invite relaxation amidst the vibrant outdoor setting.
Yurt in Middleburg
4.9 out of 5 average rating, 30 reviews

The Lazy Cow Yurt w/ Fluffy Cows, Alpacas & Sheep!

Get ready for a cuteness overload at The Lazy Cow Yurt! Imagine an adorable, fluffy Highland cow, playful sheep, curious alpacas, friendly ducks, and charming chickens all free-roaming around your uniquely designed yurt. And the best part? You can cool off and float in your very own teal cowboy pool right from your deck, waving hello to your cute, fluffy cow friends! It's the perfect blend of relaxation and farm animal fun.

Top guest favourite
A serene view of the North Prong of Black Creek is depicted, showcasing calm water reflecting lush greenery. Trees frame the scene, creating a peaceful atmosphere. Wooden docks are visible in the background, inviting moments of exploration and relaxation.
Guest suite in Middleburg
4.99 out of 5 average rating, 93 reviews

Secluded, Cozy Guest Suite on Black Creek

Come down the driveway and escape the world. Situated on the North Prong of Black Creek, this cute studio suite offers rural with benefits. There's something for all outdoor lovers- birdwatching, kayaking, fishing, paddle boarding, wildlife, and more. If you want to just listen to the birds and cicadas, that's ok, too. The apt has a microwave, Keurig, toaster, and small fridge. Wifi is fast for remote working.

Top guest favourite
A studio apartment featuring dark green walls and natural wood accents. A queen bed is adorned with a vibrant blue blanket, while lush plants and a cozy seating area enhance the ambiance. A kitchenette with dark cabinetry and nature-themed artwork offers a serene retreat.
Guest house in Riverside
4.96 out of 5 average rating, 311 reviews

Enchanted Forest: a Magical Luxury Studio

Lost to time, at the end of a long forgotten forest path, where dappled sunlight outline trees, moss, and stone. Enjoy the luxurious richness of satin, velvet, chandeliers and candles. Looking to escape, we’d love to share the path to this hidden destination in Historical Riverside. Equipped for work travel, date night, solo escapes, or longer vacations, this enchanted forest destination is right for you.

Top guest favourite
An open barn interior is illuminated by warm lighting, featuring a comfortable leather sofa paired with a modern armchair. A rustic coffee table sits in front, while a vintage truck and motorcycle add character to the space. Wood paneling enhances the cozy atmosphere.
Barn in Jacksonville
4.98 out of 5 average rating, 123 reviews

Studio styled barn on a Florida pecan farm.

Hosts live on-site, in the main house beside the barn. Located on a small pecan orchard, our barn was built to be a place of rest and creativity for our family and friends. One of our favorite things about where we live is being able to enjoy the open space of the country while being close to the vibrant city of Jacksonville and the beautiful beaches.

Guest favourite
A well-designed interior of the tiny home features warm wood paneling and natural light from large windows. A kitchenette with various cabinets and appliances is complemented by a cozy seating area, including a couch adorned with blue cushions. Dining space is available at a circular table with two chairs.
Tiny home in Jacksonville
4.92 out of 5 average rating, 159 reviews

Tiny House - Urban Sanctuary

Indulge in serenity at this cozy tiny home, nestled in a backyard community away from the city's hustle. Unwind while sipping your morning brew on the porch to the symphony of birdsong. With a functional kitchenette and full bathroom, it's the perfect home away from home. Book now and experience a harmonious blend of urban charm and tranquility.

Popular amenities for Middleburg holiday rentals

When is the best time to visit Middleburg?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$153 SGD$158 SGD$162 SGD$157 SGD$158 SGD$158 SGD$158 SGD$158 SGD$156 SGD$149 SGD$157 SGD$158 SGD
Avg. temp13°C15°C17°C20°C24°C27°C28°C28°C26°C22°C17°C14°C

Frequently Asked Questions

  • Do house rentals in Middleburg have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in Middleburg. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly vacation rentals in Middleburg?

    Middleburg has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for House Rentals in Middleburg?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Middleburg?

    Four-legged friends are welcome in Middleburg. Choose from more than 10 vacation rentals for guests traveling with pets.

  • Do house rentals in Middleburg have wifi?

    Absolutely! We offer over 10 house rentals with wifi in Middleburg. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Middleburg?

    Experience the best of Middleburg with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Middleburg have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in Middleburg. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Middleburg?

    Yes! Work meets play with ease at over 20 vacation rentals in Middleburg featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about holiday rentals in Middleburg

  • Total holiday rentals

    Explore 30 holiday rentals in Middleburg

  • Nightly prices starting at

    Middleburg holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 1,200 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Middleburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Middleburg rentals

  • 4.9 Average rating

    Middleburg stays are highly rated by guests – averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Florida
  4. Clay County
  5. Middleburg