Middleburg Holiday Rentals

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Holiday Rentals in Middleburg

Private Loft at a Working Show Barn ~ Pets Welcome!

Middleburg
9.6 out of 10, Exceptional, (21)
"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.
The price is AU$274
includes taxes & fees
7 Dec - 8 Dec
Private Loft at a Working Show Barn ~ Pets Welcome!

Country living at its best!

Middleburg
9.0 out of 10, Wonderful, (2)
"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.
The price is AU$502
includes taxes & fees
30 Dec - 31 Dec
Country living at its best!

Cozy RV with AC and WiFi in Terrific Melrose

Melrose
The price is AU$157
includes taxes & fees
14 Dec - 15 Dec
Cozy RV with AC and WiFi in Terrific Melrose

Nomad RV #1

Westside
The price is AU$384
includes taxes & fees
7 Dec - 8 Dec
Nomad RV #1

Cozy Treetop Hideaway

Northwest
10.0 out of 10, Exceptional, (84)
"Adorable, private and easy access to great restaurants. Host was very quick to respond to all questions and was very personable! Neighborhood is extremely quiet with great sidewalks to walk your pet and a dog park within walking distance. Will definitely stay again. "
United States
Renee J.
The price is AU$218
includes taxes & fees
7 Dec - 8 Dec
Cozy Treetop Hideaway

Magical Midsummer Night Glamping Loft w Bikes

2.0 star property
Northwest
10.0 out of 10, Exceptional, (4)
"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 AU$217
includes taxes & fees
4 Dec - 5 Dec
Magical Midsummer Night Glamping Loft w Bikes

Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

Northwest
9.8 out of 10, Exceptional, (31)
"We were in town for a concert, so our trip was short…The house was perfect and Heidi made us feel “at home.” We hope to visit again soon!"
United States
Jennifer W.
The price is AU$264
includes taxes & fees
9 Dec - 10 Dec
Colorful Family Friendly, Pet Friendly Bungalow, Sleeps 6 - Jacksonville, FL

Boutique Home in Jax City

Downtown Jacksonville
9.6 out of 10, Exceptional, (17)
"My 8th wedding anniversary trip"
United States
Kalvin G.
The price is AU$253
includes taxes & fees
8 Dec - 9 Dec
Boutique Home in Jax City

Central 2BR Near Mayo Clinic with Fenced Yard and Patio!

2.0 star property
Southside
9.6 out of 10, Exceptional, (5)
"Location was perfect, house was exactly as advertised and was just right for our needs. Will definitely stay here again if we return to Jacksonville. "
United States
Steven Z.
The price is AU$352
includes taxes & fees
15 Dec - 16 Dec
Central 2BR Near Mayo Clinic with Fenced Yard and Patio!

Sunshine Haven: 2BR w/Pool, Theater, Gym, Tennis

Jacksonville
9.8 out of 10, Exceptional, (6)
"Very Nice Place, Very Nice Amenities. Neighbors and neighborhood was safe and relaxing. Surfed at Jax Beach, baseball and apple pie."
United States
Matthew P.
The price is AU$573
includes taxes & fees
15 Dec - 16 Dec
Sunshine Haven: 2BR w/Pool, Theater, Gym, Tennis

Soul O Studio - Walkable Riverside w Bikes

2.0 star property
Northwest
10.0 out of 10, Exceptional, (1)
"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 AU$222
includes taxes & fees
15 Dec - 16 Dec
Soul O Studio - Walkable Riverside w Bikes

Cozy Private Entire Studio Suite Independent Guest Entrance

Westside
9.8 out of 10, Exceptional, (15)
"Nice place to chill out before you go on vacation cruise. "
United States
Christopher W.
The price is AU$216
includes taxes & fees
15 Dec - 16 Dec
Cozy Private Entire Studio Suite Independent Guest Entrance

Cozy Entire Suite / Studio Completely Private / Mandarin Area

Jacksonville
8.6 out of 10, Excellent, (7)
"Very quaint space, clean and beautiful. Would recommend! "
United States
Mark A.
The price is AU$239
includes taxes & fees
7 Dec - 8 Dec
Cozy Entire Suite / Studio Completely Private / Mandarin Area

White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing

2.0 star property
Keystone Heights
9.6 out of 10, Exceptional, (14)
"Awesome location, great cabin! Had everything I needed to see my family ❤️ Will request to stay again!"
United States
Bonnie
The price is AU$300
includes taxes & fees
15 Dec - 16 Dec
White Sands Lake 2-bedroom Cottage, Sleeps 6, Kayaks/Fishing

Heart of San Marco • Porch • BBQ • Bikes

2.0 star property
San Marco
10.0 out of 10, Exceptional, (4)
"Good location. Nice property."
United States
Steve H.
The price is AU$357
includes taxes & fees
4 Dec - 5 Dec
Heart of San Marco • Porch • BBQ • Bikes

River House w/ King Beds 1.5 Acres by Jags Stadium

2.0 star property
Northwest
10.0 out of 10, Exceptional, (1)
"I would like to say that this is one of the best places I have ever stayed. The owner and the host were both top notch & displayed great professionalism and were prompt answering questions. I cannot think of one complaint as everything was just awesome!! "
United States
Steven S.
The price is AU$415
includes taxes & fees
4 Dec - 5 Dec
River House w/ King Beds 1.5 Acres by Jags Stadium

Beautiful 1 bedroom condo in World Golf Village King and Bear St. Augustine

St. Augustine
9.4 out of 10, Exceptional, (30)
"Very roomy. Clean. Great pool. Near King and Bear golf course."
United States
Ann T.
The price is AU$467
includes taxes & fees
10 Dec - 11 Dec
Beautiful 1 bedroom condo in World Golf Village King and Bear St. Augustine

Enchanted Forest: a Magical Luxury Studio

Northwest
10.0 out of 10, Exceptional, (2)
"The room was excellent. The ambience was perfect. I would stay again for sure "
United States
Timothy B.
The price is AU$237
includes taxes & fees
15 Dec - 16 Dec
Enchanted Forest: a Magical Luxury Studio

Spacious 3BR Retreat w/ Lake Path & Projector

Westside
9.8 out of 10, Exceptional, (7)
"We had a wonderful stay. No problems. Highly recommend. "
United Kingdom
Thomas K.
Spacious 3BR Retreat w/ Lake Path & Projector

Mi CASA es su CASA

St. Augustine
10.0 out of 10, Exceptional, (92)
"Great stay with no issues. Great communication with host."
United States
Lance R.
The price is AU$300
includes taxes & fees
4 Dec - 5 Dec
Mi CASA es su CASA
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, 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 favourite 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 depend 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 AU$218 per night. Entering your travel dates in the search wizard might find you 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?

Cozy Timuquana Townhome Private Yard & Parking Family and Pet-friendly: 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. Kitchen amenities include a dishwasher, a fridge and a stovetop. 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.