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Round Top Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Round Top holiday rentals

A dining table set with a cake, teapot, cups, and a vase of flowers.

1. The White Magnolia Cottage

The White Magnolia Cottage
Round Top
9.8 out of 10, Exceptional, (66 reviews)
"Beautiful cottage, it was perfect for us!"
United States
Amy
The price is HK$1,412
HK$1,678 total
includes taxes & fees
4 Oct - 5 Oct
The White Magnolia Cottage
A spacious loft with exposed wooden beams, a dining area, and a cozy seating space.

2. ★ 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, (42 reviews)
"Ideal location for Round Top. Beautiful cottage with fun decor. "
United States
Angela R.
The price is HK$2,197
HK$3,823 total
includes taxes & fees
2 Oct - 3 Oct
★ Seen in 250 Articles ★ 1min → Town ★ Private ★ Chef's Kitchen ★ Luxury ★ Boho
A single-story house with a front porch, a red door, and a stone foundation.

3. Cozy 2 Bedroom Cottage - 3/4 Mile to Round Top Center!

Cozy 2 Bedroom Cottage - 3/4 Mile to Round Top Center!
Round Top
9.2 out of 10, Wonderful, (25 reviews)
"Everything was great! Would love to stay again!"
United States
Megan W.
The price is HK$4,708
HK$6,838 total
includes taxes & fees
20 Oct - 21 Oct
Cozy 2 Bedroom Cottage - 3/4 Mile to Round Top Center!
A dining room with a long table set for a meal, surrounded by wooden chairs, with a hanging light fixture above.

4. ★ 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)
"This is a beautiful property. Everything was taken care of so the guest experience is 5 star! "
United States
Bambi M.
The price is HK$1,852
HK$3,410 total
includes taxes & fees
2 Oct - 3 Oct
★ Seen in 250 Articles ★ 1min → Town ★ Private ★ Great Kitchen ★ Luxury Home ★
A compact kitchen with a built-in stove, microwave, and refrigerator, a wooden staircase, and a small dining area with a coffee machine.

5. 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, (67 reviews)
"Comfortable and CozyQuiet and relaxingWill stay again when in the area"
United States
Allison C.
Queens Hotel- a cozy studio cottage in the country. Pool and hot tub.
A bedroom with a bed, bedside tables, a dresser, a hanging light fixture, and a window with a view.

6. 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)
The price is HK$1,224
HK$2,157 total
includes taxes & fees
3 Oct - 4 Oct
Seen in 250 Articles ★ Close to Town ★ Lux Bed & Linens ★ Private ★ The Pierce
A spacious kitchen with wooden flooring, a dining area with wicker chairs and a glass table, and a large window providing natural light.

7. Walk to Round Top Restaurants+Bars+Shops | Meme

Walk to Round Top Restaurants+Bars+Shops | Meme
Round Top
10.0 out of 10, Exceptional, (16 reviews)
"Adorable property, walkable to everything in downtown Roundtop. Perfect place and great experience. We can’t wait to rebook next year!"
United States
Cristin D.
The price is HK$8,725
HK$12,778 total
includes taxes & fees
20 Oct - 21 Oct
Walk to Round Top Restaurants+Bars+Shops | Meme
A living room with a green sofa, a coffee table with books and a bowl of green items, a kitchen in the background, and a staircase with white railings.

8. Perfect RT Location | The Reed Sleeps 6 + Fire Pit

Perfect RT Location | The Reed Sleeps 6 + Fire Pit
Round Top
10.0 out of 10, Exceptional, (13 reviews)
"Great location and super clean"
United States
theresa m.
The price is HK$8,552
HK$12,582 total
includes taxes & fees
18 Oct - 19 Oct
Perfect RT Location | The Reed Sleeps 6 + Fire Pit
A small, single-story house with a porch, a wreath on the door, and two chairs on the porch.

9. Peace of the Country

Peace of the Country
Round Top
10.0 out of 10, Exceptional, (111 reviews)
"Great place to stay"
United States
Dale H.
The price is HK$1,452
HK$1,884 total
includes taxes & fees
1 Oct - 2 Oct
Peace of the Country
A wooden interior with a dining table, chairs, a chandelier, and a kitchen area.

10. Pool+Firepit+Pickleball 0.4 mile to Henkel Square

Pool+Firepit+Pickleball 0.4 mile to Henkel Square
Round Top
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful well manicured property. Close to town and walking distance to most destinations."
United States
Todd B.
The price is HK$16,375
HK$23,361 total
includes taxes & fees
24 Oct - 25 Oct
Pool+Firepit+Pickleball 0.4 mile to Henkel Square
A modern bedroom with a large bed, a TV, and a view of the outdoors.

11. Luxury Glass Casita | Hot Tub + Firepit | Near RT

Luxury Glass Casita | Hot Tub + Firepit | Near RT
Round Top
10.0 out of 10, Exceptional, (4 reviews)
"Loved the stay! "
United States
Alli K.
The price is HK$6,842
HK$9,651 total
includes taxes & fees
25 Oct - 26 Oct
Luxury Glass Casita | Hot Tub + Firepit | Near RT
A bedroom with a large bed, a bedside table, a lamp, and a bathroom visible through an open door.

12. Walk to Henkel Square in RT | Curated & Charming

Walk to Henkel Square in RT | Curated & Charming
Round Top
10.0 out of 10, Exceptional, (23 reviews)
"Charming and great location"
United States
Sally B.
The price is HK$15,912
HK$22,621 total
includes taxes & fees
20 Oct - 21 Oct
Walk to Henkel Square in RT | Curated & Charming
An outdoor seating area with two wicker chairs and a glass table, surrounded by greenery.

13. Country Comfort Apartment 8 miles from Round Top

Country Comfort Apartment 8 miles from Round Top
Round Top
10.0 out of 10, Exceptional, (41 reviews)
"Always the best stay!"
United States
Lauren C.
The price is HK$1,530
HK$2,008 total
includes taxes & fees
1 Oct - 2 Oct
Country Comfort Apartment 8 miles from Round Top
A hallway with wooden doors leading to a dining area, shelves with decorative items, and a hanging light fixture.

14. A Sanctuary of Stories!

A Sanctuary of Stories!
Round Top
9.0 out of 10, Wonderful, (6 reviews)
"Beautiful property! Can’t wait to come back."
United States
Dario B.
The price is HK$5,100
HK$7,756 total
includes taxes & fees
1 Oct - 2 Oct
A Sanctuary of Stories!
A bedroom with a four-poster bed, a cow skull decoration, a bedside lamp, and a vase with flowers.

15. Hotel Bebe Main House - Sleeps 6

Hotel Bebe Main House - Sleeps 6
Round Top
The price is HK$3,737
HK$7,155 total
includes taxes & fees
1 Oct - 2 Oct
Hotel Bebe Main House - Sleeps 6
A rustic interior with exposed wooden beams, a large dining table, and a chandelier.

16. The Rustic Barn @ The NEST at Round Top • 6mil to The Square

The Rustic Barn @ The NEST at Round Top • 6mil to The Square
Round Top
9.0 out of 10, Wonderful, (4 reviews)
"It was all fantastic and they are currently working on putting in a kitchen, which will be great to have a sink and a place to warm food."
United States
Denise S.
The price is HK$5,453
HK$8,043 total
includes taxes & fees
31 Oct - 1 Nov
The Rustic Barn @ The NEST at Round Top • 6mil to The Square
A rustic bedroom with a bed, a dresser, and a dining area with chairs and a table.

17. Thelma's Garage - Wander Inn

Thelma's Garage - Wander Inn
Round Top
8.0 out of 10, Very good, (1 review)
"Lovely clean property very close to RT. Fun and pretty!"
United States
jen m.
The price is HK$2,746
HK$4,449 total
includes taxes & fees
5 Oct - 6 Oct
Thelma's Garage - Wander Inn
Houze3-Living2BView

18. 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 HK$1,510
HK$1,797 total
includes taxes & fees
1 Oct - 2 Oct
Flophouze Shipping Container Hotel - Houze 3
Farmhouze Dining

19. FarmHouze at Flophouze in Round Top

FarmHouze at Flophouze in Round Top
Round Top
9.8 out of 10, Exceptional, (7 reviews)
"Excellent location…adorable place"
United States
karman l.
FarmHouze at Flophouze in Round Top
A spacious living room with a white ceiling fan, a large window with curtains, and a view of the outdoors.

20. Luxury Round Top Farmhouse / 6mil to The Square

Luxury Round Top Farmhouse / 6mil to The Square
Round Top
10.0 out of 10, Exceptional, (12 reviews)
"Great place to stay. Clean, quiet, and close to the festivities and all else Round Top has to offer."
United States
James D.
The price is HK$9,415
HK$12,949 total
includes taxes & fees
22 Oct - 23 Oct
Luxury Round Top Farmhouse / 6mil to The Square
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

Super 8 by Wyndham Giddings

Super 8 by Wyndham Giddings

10/10 Excellent
"Perfect"
Omar 1-night trip
Posted 2 days ago
Super 8 by Wyndham Giddings

Find out more about Round Top

Search for holiday rentals in Round Top on Expedia! You can easily find your home rentals, villas, holiday apartments in Round Top using one of the methods below:

  • View our selection of featured holiday rentals in Round Top
  • Use the map to find apartments and other holiday homes in the Round Top neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Round Top while they last

Look no further and take a look at our great range of rental properties in Round Top!

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.