We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Vacation rentals in Middleburg

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Middleburg

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

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Camper/RV in Middleburg

4.8 out of 5 average rating, 10 reviews

Delightful Camper in the Countryside

A delightful Camper in the Countryside to stay, sleep, cook and relax with all the amenities and privacy of home. Away from the bustle of the city at the end of the road You'll find a little slice of Old Florida paradise, Private trail around property leads to Pond and hiking in state forest adjoining property to flowing stream. Starlink internet ensures your connectivity with a great wifi mesh network. 2 HDTV Living and Bedroom, Parking for large vehicles, Large bathroom with twin vanities.

Mar 22 – 29

€ 62 per night

Guest suite in St. Augustine

5.0 out of 5 average rating, 186 reviews

Entire guest suite short walk to beach.

Enjoy exploring beautiful, historical St. Augustine then kick back and take it easy at this private, quiet beach retreat within a short walk to the beach. Separate keyless entry allows for self check-in. Queen size bed, fully furnished, with amenities including a Keurig coffee maker, iron, hair dryer, beach cruiser bicycles, beach chairs, towels, umbrella and gas grill for cooking out. Flat screen TVs in both the living room and bedroom with Netflix and Amazon Prime included and Free WiFi

Feb 2 – 9

€ 127 per night

Guest suite in Middleburg

5.0 out of 5 average rating, 41 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, toaster, small fridge, and there's also a propane grill to use. Wifi is fast for remote working. Continental breakfast or Happy Hour is an optional fee.

Oct 19 – 26

€ 95 per night

Farm stay in Middleburg

4.93 out of 5 average rating, 178 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!

May 8 – 15

€ 115 per night

Tent in Middleburg

4.97 out of 5 average rating, 113 reviews

2-Relax- Retreat-Revive-boutique camping -A/C-Pool

- If having difficulty booking your preferred date or you have a group, message us for more info on 2 additional tents located on property . -Experience nature with all the comforts of home-A/C keeps you cool! see below for special bundle options - Casper King size bed, deck,fire pit, coffee maker, kayaks - 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

Jul 27 – Aug 3

€ 105 per night

Farm stay in Middleburg

4.97 out of 5 average rating, 174 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!

Aug 18 – 25

€ 157 per night

Home in Jacksonville

4.98 out of 5 average rating, 108 reviews

Unwind. Cozy Creekside Cottage near Ortega/NAS

Enjoy this charming creekfront cottage in the heart of Jacksonville. Unwind as the sun sets over the water, relax under shady cypress trees while wildlife travel about the tidal creek, enjoy cocktails on the dock, engage in boating or try your luck fishing. A boat ramp is nearby for boat launching. (Plenty of room to park Boat/Trailer on the nearly 1 acre lot ) While this unique retreat provides a tranquil getaway, it is also centrally located making it convenient for you to get around.

Sep 10 – 17

€ 109 per night

Home in Middleburg

5.0 out of 5 average rating, 18 reviews

Creek House hideaway NEW HOT TUB !

Make some memories at this unique and family-friendly Creek house. Our 3 bedroom 3 bath offers water access on Black creek. Bring your boat, jet skis, kayaks and explore ! Main Street boat ramp is a little over mile away. The home is elevated 16 feet guests must be comfortable with stairs. the double staircase leading to the entry of home with large deck and pathway to upstairs boat house with the 3rd bathroom. large yard for parking and covered parking available for small boat or jet skis.

Jan 22 – 29

€ 267 per night

Guesthouse in Jacksonville

4.94 out of 5 average rating, 172 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 luxurious king size bed 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.

May 19 – 26

€ 121 per night

Guest suite in Middleburg

4.93 out of 5 average rating, 46 reviews

No cleaning fees, No chores! Just relax and enjoy!

Remember when AirBnb offered a fun alternative to hotels, with no chores or cleaning fees? Those days are back at beautiful North Fork Suites! Relax and enjoy historic Middleburg in our 2 room Guest Suite offering a private entrance, separate living and bedroom areas, a comfortable king size bed, and a private bathroom in our rural home. See horses across the street, but still be within 3 miles of many shops and restaurants, all with friendly hosts normally on site. Welcome home!

Oct 7 – 14

€ 85 per night

Guesthouse in Saint Johns

4.97 out of 5 average rating, 208 reviews

Entire Cottage in St Johns, FL with a Water View

We are an easy 35-minute drive to downtown Jacksonville and 45 minutes to historic St. Augustine. Our property is nestled in a serene, tree-lined neighborhood on a canal that flows into the St. Johns River. The cottage is thoroughly cleaned and sanitized before your arrival with a minimum of 24 hours between bookings. The nightly rate INCLUDES St Johns County's bed tax, but Florida sales tax will be added to your booking fees by Airbnb.

Jun 23 – 30

€ 123 per night

Home in Keystone Heights

4.86 out of 5 average rating, 105 reviews

Lake house - Kayaks and Fishing Poles

Awesome sunsets - Silver Sands is one of the few area lakes that is full and natural spring fed. Water is crystal clear and soft yes soft. 2 private decks, laundry room, and 2 carports. Two kayaks, Lake front swimming and fishing - come relax. 5 minute drive to groceries and gas. New fast WiFi , interior paint and metal roof. Pets are welcome but don’t we do charge a fee. We also charge a late checkout fee.

Jan 11 – 18

€ 140 per night

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 Middleburg vacation rentals

Free parking on premises

Air conditioning

Stay near Middleburg's top sights

Dalton's Sports Grill4 locals recommend

Zaxby's Chicken Fingers & Buffalo Wings3 locals recommend

Bono's Pit Bar-B-Q3 locals recommend

Other great vacation rentals in Middleburg

Home in Orange Park

4.9 out of 5 average rating, 30 reviews

Dogwood Stay: Near the Lake

Dec 17 – 24

€ 168 per night

Guesthouse in Orange Park

4.93 out of 5 average rating, 27 reviews

little dream

Jul 25 – Aug 1

€ 79 per night

Home in Middleburg

4.92 out of 5 average rating, 36 reviews

Country Ranch Retreat Entire House Pool RV Parking

Mar 5 – 12

€ 323 per night

Guest suite in Jacksonville

4.93 out of 5 average rating, 61 reviews

Cozy Private Guest Room - Entire Studio Suite

Oct 6 – 13

€ 82 per night

Home in Green Cove Springs

5.0 out of 5 average rating, 3 reviews

GovernorsFishCamp for 7/ Boating

Jun 29 – Jul 6

€ 153 per night

Farm stay in Starke

5.0 out of 5 average rating, 80 reviews

Cute Cottage on 85-Acre Farm

Jul 14 – 21

€ 154 per night

Home in Green Cove Springs

4.92 out of 5 average rating, 60 reviews

CozyHome Near Jacksonville&St.Augustine

Jan 27 – Feb 3

€ 121 per night

Home in Jacksonville

4.93 out of 5 average rating, 15 reviews

"Off the beaten ranch" New build 3/2 home

Dec 14 – 21

€ 143 per night

Quick stats about vacation rentals in Middleburg

Total rentals
30 properties
Wifi availability
20 properties include access to wifi
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
720 reviews

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 free parking, over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, 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 10 vacation rentals in Middleburg featuring dedicated workspaces. Stay connected and productive in your home away from home.

Destinations to explore