Holiday rentals in Middleburg

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Top-rated holiday rentals in Middleburg

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Guest favourite

Home in Middleburg

4.92 out of 5 average rating, 36 reviews

Country Ranch Retreat Entire House Pool RV Parking

Welcome our home is ideal for those wishing to escape the busy hustle of life and city noise . Beautiful country setting just 45 minutes from everything perfect gathering place for Family reunions, weddings huge back or just chill and relax enjoy a soak in the hot tub and take a nap pool side. Pool is heated winter season at 72 degrees, if you prefer to be warmer a fee will apply. The property is totally private and fully fenced in one acre. About a 15 drive to All 4 One Farms wedding venue.

11–18 Nov

£251 per night

Guest favourite

Guest suite in Middleburg

5.0 out of 5 average rating, 40 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.

25 Jan – 1 Feb

£81 per night

Guest favourite

Farm stay in Middleburg

4.93 out of 5 average rating, 177 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!

19–26 May

£101 per night

Guest favourite

Tent in Middleburg

4.97 out of 5 average rating, 112 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

9–16 Jul

£90 per night

Guest favourite

Home in Orange Park

4.89 out of 5 average rating, 129 reviews

Cheerful three bedroom home with a pool

Relax with the whole family at this peaceful place to stay. Have a pool party or just lay out in the pool area with friends. Have a bbq and enjoy family. Spacious backyard with two hammocks and a tree swing. Front porch has a nice sitting area and tree swing. Connect to your favorite streaming platforms on the smart TV's, tv room has karaoke and free WiFi. Board games in hall closet to enjoy with family. 3 miles from Orange Park Mall, AMC movie theatre and many restaurants just minutes away.

30 Sept – 7 Oct

£177 per night

Guest favourite

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!

11–18 Jul

£134 per night

Guest favourite

Home in Middleburg

5.0 out of 5 average rating, 17 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.

30 Oct – 6 Nov

£228 per night

Guest favourite

Guest suite in Middleburg

4.93 out of 5 average rating, 44 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!

2–9 Sept

£73 per night

Guest favourite

Guest suite in Jacksonville

4.93 out of 5 average rating, 60 reviews

Cozy Private Guest Room - Entire Studio Suite

This gorgeous and elegant Suite style room with a great Westside location. Very private, warm and Comfortable large Bedroom where you can have some privacy to work or just relax after a long day. Most of our guests are coming from all over the country for special events, or simply for a getaway as a couple. Brand new furniture’s, smart TV, WIFI, and Netflix. Electronic lock door and security measures, safety and friendly neighborhood You'll love this unique and romantic escape.

10–17 Jun

£70 per night

Guest favourite

Guest house in Saint Johns

4.98 out of 5 average rating, 207 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.

26 May – 2 Jun

£105 per night

Superhost

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.

20–27 Jul

£122 per night

Guest favourite

Guest suite in Saint Johns

4.92 out of 5 average rating, 169 reviews

Adorable studio with river access.

Relax with your friend or with family at this peaceful place with direct Saint John's river access. You can watch the beautiful sunset on the river. Bring your kayaks and fishing accessories. The river at the property is more than two and a half miles wide. You may fish or do a BBQ at the river. Motor home or RV parking is OK.

18–25 Aug

£98 per night

Holiday rentals for every style

Get the amount of space that is right for you

Popular amenities for Middleburg holiday rentals

Kitchen

Wifi

Pool

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 holiday rentals in Middleburg

Guest favourite

Flat in Macclenny

4.98 out of 5 average rating, 53 reviews

Cottage @ Freckled Face Farm

31 Jan – 7 Feb

£99 per night

Guest favourite

Home in Orange Park

4.91 out of 5 average rating, 81 reviews

*River Road Cottage* - Dock, Board Games, Wifi

2–9 Jan

£141 per night

Superhost

Flat in Middleburg

4.8 out of 5 average rating, 5 reviews

Queen Studio |Ravines |Full Kitchen| Dogs Ok|Porch

7–14 Oct

£162 per night

Guest favourite

Farm stay in Starke

5.0 out of 5 average rating, 78 reviews

Cute Cottage on 85-Acre Farm

12–19 Oct

£137 per night

Guest favourite

Cottage in Keystone Heights

4.89 out of 5 average rating, 75 reviews

Charming lake front cottage

17–24 Sept

£85 per night

Guest favourite

Home in Middleburg

4.87 out of 5 average rating, 23 reviews

Picturesque Middleburg Creek-view Vacation Home

25 Feb – 4 Mar

£507 per night

Guest favourite

Guest house in Orange Park

4.93 out of 5 average rating, 27 reviews

little dream

31 Aug – 7 Sept

£81 per night

Guest favourite

Home in Green Cove Springs

4.92 out of 5 average rating, 60 reviews

CozyHome Near Jacksonville&St.Augustine

7–14 Jan

£103 per night

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Quick stats about holiday 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

Holiday rentals in Middleburg

Top-rated holiday rentals in Middleburg

Home in Middleburg

Guest suite in Middleburg

Farm stay in Middleburg

Tent in Middleburg

Home in Orange Park

Farm stay in Middleburg

Home in Middleburg

Guest suite in Middleburg

Guest suite in Jacksonville

Guest house in Saint Johns

Home in Keystone Heights

Guest suite in Saint Johns

Holiday rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Middleburg holiday rentals

Stay near Middleburg's top sights

Other great holiday rentals in Middleburg

Flat in Macclenny

Home in Orange Park

Flat in Middleburg

Farm stay in Starke

Cottage in Keystone Heights

Home in Middleburg

Guest house in Orange Park

Home in Green Cove Springs

Quick stats about holiday rentals in Middleburg

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Destinations to explore