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Our top choices for Round Top holiday rentals

1. The White Magnolia Cottage

The White Magnolia Cottage
Round Top
9.8 out of 10, Exceptional, (70 reviews)
"Beautiful cottage, it was perfect for us!"
United States
Amy
The price is £149
includes taxes & fees
3 Nov - 4 Nov
The White Magnolia Cottage

2. Peace of the Country

Peace of the Country
Round Top
10.0 out of 10, Exceptional, (114 reviews)
"Came for Roundtop Weekend, The place was convenient and close by. The place it clean and cozy, Overall a wonderful stay."
United States
Karen
The price is £174
includes taxes & fees
3 Nov - 4 Nov
Peace of the Country

3. RV Spot #3 @ The Halles

RV Spot #3 @ The Halles
Round Top
The price is £54
includes taxes & fees
4 Nov - 5 Nov
RV Spot #3 @ The Halles

4. Country Comfort Apartment 8 miles from Round Top

Country Comfort Apartment 8 miles from Round Top
Round Top
10.0 out of 10, Exceptional, (46 reviews)
"Always the best stay!"
United States
Lauren C.
The price is £185
includes taxes & fees
3 Nov - 4 Nov
Country Comfort Apartment 8 miles from Round Top

5. Seen in 250 Articles ★ Close to Town ★ Lux Bed & Linens ★ Private ★ The Pierce

Seen in 250 Articles ★ Close to Town ★ Lux Bed & Linens ★ Private ★ The Pierce
Round Top
9.8 out of 10, Exceptional, (12 reviews)
"Was perfect for a night away to ourselves! Very cozy and quaint!"
United States
Rebecca B.
The price is £217
includes taxes & fees
3 Nov - 4 Nov
Seen in 250 Articles ★ Close to Town ★ Lux Bed & Linens ★ Private ★ The Pierce

6. Lakefront Charm: Your Perfect Getaway in Round Top

Lakefront Charm: Your Perfect Getaway in Round Top
Fayette County
8.4 out of 10, Very good, (18 reviews)
"Beautifully decorated and comfortable"
United States
Robyn
The price is £343
includes taxes & fees
3 Nov - 4 Nov
Lakefront Charm: Your Perfect Getaway in Round Top

7. Charming Cottage, 5 Minutes to Round Top!

Charming Cottage, 5 Minutes to Round Top!
Round Top
8.6 out of 10, Excellent, (7 reviews)
"The property was very comfortable, good location and a short drive to downtown Roundtop. It was a very peaceful place."
United States
Anonymous traveller
The price is £382
includes taxes & fees
17 Nov - 18 Nov
Charming Cottage, 5 Minutes to Round Top!

8. Flophouze Shipping Container Hotel - Houze 3

Flophouze Shipping Container Hotel - Houze 3
Round Top
10.0 out of 10, Exceptional, (2 reviews)
"Love the beautiful scenery at these container homes! To the views, cows and murals on the homes this was a memorable stay. The glass bottle Cokes and water were a nice and appreciated touch. They also had few post cards that I appreciated as I often send snail mail of trips to friends. Enjoyed the pool & spent most of my time there. Thank you for a wonderful stay and would definitely like to return!"
United States
Gabina D.
The price is £168
includes taxes & fees
4 Nov - 5 Nov
Flophouze Shipping Container Hotel - Houze 3

9. Queens Hotel- a cozy studio cottage in the country. Pool and hot tub.

Queens Hotel- a cozy studio cottage in the country. Pool and hot tub.
Round Top
10.0 out of 10, Exceptional, (68 reviews)
"Comfortable and CozyQuiet and relaxingWill stay again when in the area"
United States
Allison C.
The price is £200
includes taxes & fees
3 Nov - 4 Nov
Queens Hotel- a cozy studio cottage in the country. Pool and hot tub.

10. Flophouze Shipping Container Hotel - Houze 1

Flophouze Shipping Container Hotel - Houze 1
Round Top
10.0 out of 10, Exceptional, (1 review)
"Great place to get away from the concrete confines of the big city. The night sky is amazing out there. It is a very unique place. We will definitely revisit. "
United States
KC
The price is £168
includes taxes & fees
4 Nov - 5 Nov
Flophouze Shipping Container Hotel - Houze 1

11. RV Spot #6 @ The Halles

RV Spot #6 @ The Halles
Round Top
The price is £54
includes taxes & fees
4 Nov - 5 Nov
RV Spot #6 @ The Halles

12. RV Spot #5 @ The Halles

RV Spot #5 @ The Halles
Round Top
The price is £54
includes taxes & fees
4 Nov - 5 Nov
RV Spot #5 @ The Halles

13. NEW Historic Luxe Farm Cottage 5 min to Round Top Antique

NEW Historic Luxe Farm Cottage 5 min to Round Top Antique
Round Top
The price is £265
includes taxes & fees
3 Nov - 4 Nov
NEW Historic Luxe Farm Cottage 5 min to Round Top Antique

14. Fun, eclectic Round Top home w/POOL! 5 min to town

Fun, eclectic Round Top home w/POOL! 5 min to town
Fayette County
9.6 out of 10, Exceptional, (96 reviews)
"Great location, comfortable bedding, and easy check in and check out. "
United States
Allison D.
The price is £425
includes taxes & fees
16 Nov - 17 Nov
Fun, eclectic Round Top home w/POOL! 5 min to town

15. ★ Seen in 250 Articles ★ 1min → Town ★ Private ★ Chef's Kitchen ★ Luxury ★ Boho

★ Seen in 250 Articles ★ 1min → Town ★ Private ★ Chef's Kitchen ★ Luxury ★ Boho
Round Top
10.0 out of 10, Exceptional, (43 reviews)
"Adorable! Clean. Paige was so nice. Highly recommend. Lots of room!"
United States
Trisha L.
The price is £369
includes taxes & fees
3 Nov - 4 Nov
★ Seen in 250 Articles ★ 1min → Town ★ Private ★ Chef's Kitchen ★ Luxury ★ Boho

16. Enchanting Casita, 5 minutes to Round Top!

Enchanting Casita, 5 minutes to Round Top!
Fayette County
9.4 out of 10, Exceptional, (77 reviews)
"location is great and clean"
United States
Jeff H.
The price is £457
includes taxes & fees
17 Nov - 18 Nov
Enchanting Casita, 5 minutes to Round Top!

17. ★ Seen in 250 Articles ★ 1min → Town ★ Private ★ Great Kitchen ★ Luxury Home ★

★ Seen in 250 Articles ★ 1min → Town ★ Private ★ Great Kitchen ★ Luxury Home ★
Round Top
10.0 out of 10, Exceptional, (55 reviews)
"The house was extremely clean. Loved all the vintage decorations. My husband and i enjoyed our stay. We will be returning. The bed was so comfortable."
United States
Monica W.
The price is £331
includes taxes & fees
3 Nov - 4 Nov
★ Seen in 250 Articles ★ 1min → Town ★ Private ★ Great Kitchen ★ Luxury Home ★

18. Designory Round Top home, scenic views & pond!

Designory Round Top home, scenic views & pond!
Round Top
10.0 out of 10, Exceptional, (12 reviews)
"Great location and beautiful setting"
United States
Linda F.
The price is £704
includes taxes & fees
4 Nov - 5 Nov
Designory Round Top home, scenic views & pond!

19. NEW Luxury Farm Retreat In the Heart of Round Top-Fire Pit, King Beds

NEW Luxury Farm Retreat In the Heart of Round Top-Fire Pit, King Beds
Round Top
10.0 out of 10, Exceptional, (1 review)
"Everything was great. Easy to communicate with host. Would like pool to be closer or private but the weather was not great so really did not matter. "
United States
Melinda M.
The price is £461
includes taxes & fees
16 Nov - 17 Nov
NEW Luxury Farm Retreat In the Heart of Round Top-Fire Pit, King Beds

20. Thelma's Garage - Wander Inn

Thelma's Garage - Wander Inn
Round Top
9.0 out of 10, Wonderful, (2 reviews)
"Lovely clean property very close to RT. Fun and pretty!"
United States
jen m.
The price is £389
includes taxes & fees
16 Nov - 17 Nov
Thelma's Garage - Wander Inn
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 Round Top Hotel Reviews

Find out more about Round Top

Everything you need to know about Round Top 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 Round Top 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 Round Top holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Round Top holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Round Top. 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 Round Top 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 Round Top holiday rentals we have selected for you start as low as £133 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Round Top rentals

At Expedia, we put the best Round Top 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 Round Top 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 Round Top 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 Round Top. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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Frequently asked questions

Can I find holiday rentals in Round Top?

Yes, there are holiday rentals close to the most popular sights in Round Top, or you can select a more secluded option if you're looking for a relaxing stay. Round Top is known for its entertainment choices and art.

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

Pool+Firepit+Pickleball 0.4 mile to Henkel Square: This highly rated holiday home rental in Round Top offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Our travellers also rate Luxury Glass Casita | Hot Tub + Firepit | Near RT as a favourite home for rent in Round Top.

How many holiday rentals are there in Round Top?

Expedia has 99 holiday rentals for your stay in Round Top.

What can I see and do in Round Top?

Explore the area and cultural attractions such as Festival Hill Concert Hall, or visit one of the family-friendly sights such as The Book Nook. Other places in town to visit include Henkel Square Market and The Round Top Historical Society.

What are holiday rentals like in Round Top?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Round Top. Holiday rentals offer amenities such as laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive choice for a family trip.