Holiday Rentals in Middleburg

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Our top choices for Middleburg holiday rentals

Country living at its best!

Country living at its best!
Middleburg
9.0 out of 10, Wonderful, (2 reviews)
"We spent one night with our dogs the property is fabulous quiet and wide open space . Home is clean and lots of space I would recommend this property "
United States
Kris C.
Country living at its best!

Private Loft at a Working Show Barn ~ Pets Welcome!

Private Loft at a Working Show Barn ~ Pets Welcome!
Middleburg
9.6 out of 10, Exceptional, (22 reviews)
"We were in town for our oldest grandson's graduation. Our younger grandsons loved coming to see the horses and learning about them. This property is perfectly located, convenient to everything, yet quiet and private. Perfect stay, will be back when visiting in the future!"
United States
Susan G.
Private Loft at a Working Show Barn ~ Pets Welcome!

Quaint 1-bedroom cabin with AC in Jacksonville

Quaint 1-bedroom cabin with AC in Jacksonville
2.0 star property
Arlington
The price is €121
includes taxes & fees
12 Jan - 13 Jan
Quaint 1-bedroom cabin with AC in Jacksonville

Riverfront House With Breathtaking Views, Grill, King Bed, Near Jaguars Stadium!

Riverfront House With Breathtaking Views, Grill, King Bed, Near Jaguars Stadium!
Northwest
10.0 out of 10, Exceptional, (11 reviews)
"Great location "
United States
Robert L.
The price is €219
includes taxes & fees
25 Jan - 26 Jan
Riverfront House With Breathtaking Views, Grill, King Bed, Near Jaguars Stadium!

Magical Midsummer Night Glamping Loft w Bikes

Magical Midsummer Night Glamping Loft w Bikes
2.0 star property
Northwest
10.0 out of 10, Exceptional, (5 reviews)
"The property was great & in a good location. It was very nicely decorated and was in excellent condition. It was updated completely & very well taken care of by owners. The garden was very nice. The only problem I had was the stairs - I’m almost 70 & had a little trouble. I wouldn’t recommend for elderly & handicap persons. "
United States
Frances
The price is €123
includes taxes & fees
12 Jan - 13 Jan
Magical Midsummer Night Glamping Loft w Bikes

2B1BA Central - Airport, Riverside, Zoo, Beach

2B1BA Central - Airport, Riverside, Zoo, Beach
2.0 star property
Northwest
8.4 out of 10, Very good, (10 reviews)
"Quiet, and very nice home to enjoy a getaway. Will stay here again"
United States
Mc H.
The price is €168
includes taxes & fees
14 Jan - 15 Jan
2B1BA Central - Airport, Riverside, Zoo, Beach

Cosmic Quarters in a Galaxy far, far away.

Cosmic Quarters in a Galaxy far, far away.
2.0 star property
Westside
10.0 out of 10, Exceptional, (4 reviews)
"Place was great and host was very helpful! Very cool for Star Wars fans! Will stay again when i come back!"
United States
Trey O.
The price is €331
includes taxes & fees
12 Jan - 13 Jan
Cosmic Quarters in a Galaxy far, far away.

Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

Charming 3-bedroom House with AC and WiFi in lovely Jacksonville
2.0 star property
Northwest
9.0 out of 10, Wonderful, (14 reviews)
"This was such a cute quaint home that so cozy! Great location that was close to so many unique places and restaurants! It was surprisingly quiet for being so close to the interstate and train but overall a wonderful stay! "
United States
Courtney C.
The price is €172
includes taxes & fees
12 Jan - 13 Jan
Charming 3-bedroom House with AC and WiFi in lovely Jacksonville

Cozy Entire Suite / Studio Completely Private / Mandarin Area

Cozy Entire Suite / Studio Completely Private / Mandarin Area
Jacksonville
8.6 out of 10, Excellent, (7 reviews)
"Place was clean and as advertised. One or two people fits comfortably. I really only slept there after spending the days traveling or with my father at River Gardens which was easy walking distance. Great sports/hookah bar, Pizza Joint, sushi spot and taco shoppe nearby. "
United States
Whit H.
The price is €137
includes taxes & fees
19 Jan - 20 Jan
Cozy Entire Suite / Studio Completely Private / Mandarin Area

Open & Bright - 5 min drive to TIAA Bank field

Open & Bright - 5 min drive to TIAA Bank field
Urban Core
10.0 out of 10, Exceptional, (6 reviews)
"Close and very convenient to downtown business "
United States
Mike R.
Open & Bright - 5 min drive to TIAA Bank field

San Marco/Downtown Modern Suite

San Marco/Downtown Modern Suite
2.0 star property
San Marco
9.8 out of 10, Exceptional, (8 reviews)
"Great place, great location! "
United States
Meghan C.
The price is €158
includes taxes & fees
12 Jan - 13 Jan
San Marco/Downtown Modern Suite

Heart of San Marco • Porch • BBQ • Bikes

Heart of San Marco • Porch • BBQ • Bikes
2.0 star property
San Marco
10.0 out of 10, Exceptional, (4 reviews)
"Good location. Nice property."
United States
Steve H.
The price is €204
includes taxes & fees
19 Jan - 20 Jan
Heart of San Marco • Porch • BBQ • Bikes

Soul O Studio - Walkable Riverside w Bikes

Soul O Studio - Walkable Riverside w Bikes
2.0 star property
Northwest
10.0 out of 10, Exceptional, (1 review)
"A lovely place to stay! Small but never felt that way with the furnishings and smart storage design. We loved the area, walking distance to 3 different sections with dining and stores. Perfect location if you need to be at St Vincent’s. Laundry was convenient and street parking was always available. Highly recommend!"
United States
Michelle S.
The price is €127
includes taxes & fees
12 Jan - 13 Jan
Soul O Studio - Walkable Riverside w Bikes

Charming Studio in the Heart of Springfield

Charming Studio in the Heart of Springfield
Urban Core
10.0 out of 10, Exceptional, (4 reviews)
"I had a really nice stay at Ernesto’s property. He made sure everything was to my liking. The place was great…definitely will stay here again!"
United States
Richard W.
The price is €168
includes taxes & fees
19 Jan - 20 Jan
Charming Studio in the Heart of Springfield

The Flamingo: Lush 2BR/2BA with Pool & Gym

The Flamingo: Lush 2BR/2BA with Pool & Gym
2.5 star property
Deerwood
10.0 out of 10, Exceptional, (7 reviews)
"The second stay was as wonderful as the first stay. Great place to stay with everything you need is within minutes. Many restaurants and shops. Pool and gym were great extra benefits "
United States
Richard C.
The price is €617
includes taxes & fees
12 Jan - 13 Jan
The Flamingo: Lush 2BR/2BA with Pool & Gym

Downtown City View Loft

Downtown City View Loft
Downtown Jacksonville
8.2 out of 10, Very good, (16 reviews)
"Easy walk to downtown for a comedy show. Great view."
United States
john r.
The price is €158
includes taxes & fees
12 Jan - 13 Jan
Downtown City View Loft

Charming 1-bedroom house with AC, WiFi in welcoming Melrose

Charming 1-bedroom house with AC, WiFi in welcoming Melrose
Melrose
10.0 out of 10, Exceptional, (1 review)
"Was a great place to unwind after a long day at work. Very relaxing, very quiet"
United States
Matthew g.
Charming 1-bedroom house with AC, WiFi in welcoming Melrose

Charming 3-bedroom/3 bath house with WiFi & AC, walkable Riverside neighborhood

Charming 3-bedroom/3 bath house with WiFi & AC, walkable Riverside neighborhood
2.0 star property
Northwest
8.4 out of 10, Very good, (8 reviews)
"Entire home was clean. Check in info was easy to follow. Great location, friendly neighbors!"
United States
Amanda B.
Charming 3-bedroom/3 bath house with WiFi & AC, walkable Riverside neighborhood

Serenity Retreat 1BD Lux King in Southeast Jax with Balcony and Lake View

Serenity Retreat 1BD Lux King in Southeast Jax with Balcony and Lake View
Southside
10.0 out of 10, Exceptional, (3 reviews)
"Everything was great. No issues. Easy process. Very clean and quiet. "
United States
Chris B.
Serenity Retreat 1BD Lux King in Southeast Jax with Balcony and Lake View

2680- Space Cadet, Single Level, Big Yard, Large Living Area, Pet & Kid Friendly

2680- Space Cadet, Single Level, Big Yard, Large Living Area, Pet & Kid Friendly
2.0 star property
Northwest
10.0 out of 10, Exceptional, (2 reviews)
"Very spacious and comfortable! Communication was prompt and helpful. The beds were comfortable and the water pressure was great which is always a bonus. We enjoyed our stay and would definitely book again! Its also very close to the expo we were working at the convention center as well as close to a lot of great restaurants. "
United States
Jessica S.
The price is €357
includes taxes & fees
12 Jan - 13 Jan
2680- Space Cadet, Single Level, Big Yard, Large Living Area, Pet & Kid Friendly
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middleburg Hotel Reviews

Find out more about Middleburg

Everything you need to know about Middleburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Middleburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middleburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Middleburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middleburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Middleburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Middleburg holiday rentals we have selected for you start as low as €92 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Middleburg rentals

At Expedia, we put the best Middleburg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Middleburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middleburg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middleburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Middleburg?

Yes, there are holiday rentals close to the most popular sights in Middleburg, or you can select a more secluded option if you're looking for a relaxing stay. Middleburg is known for its shopping and baseball games. Make sure you have time to check out the restaurants and festivals during your trip.

What are some of the best holiday rentals that Middleburg has to offer?

RelaxJax - a Private Paradise in a Pristine Neighborhood Fenced yard w/grill.: This holiday home rental outside of Middleburg offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Middleburg?

Expedia has 21 holiday rentals for your stay in Middleburg.

What’s there to see and do in Middleburg?

While exploring the area, visit family-friendly sights like Latitude 30, or get outside and enjoy nature at Jennings State Forest. In the wider area, you’ll find Eagle Harbor Golf Club and Clay County Fairgrounds.

What’s a holiday rental in Middleburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleburg. Holiday rentals feature amenities such as hot tubs, fire pits and patios so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is a popular option for a family trip or a small group gathering.