Discover Your Perfect Roundwood Vacation Homes

Best Vacation Homes in Roundwood

House
Map-icon
like-icon10.0
Exceptional
(152 Reviews)
4 Bedrooms 3 Baths 12 Guests 1830 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $456/Night 7 Nights - US $3,194
Bed & Breakfast
Map-icon
like-icon9.9
Exceptional
(67 Reviews)
3 Bedrooms 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $196/Night 7 Nights - US $1,374
star-icons-3
House
Map-icon
like-icon9.0
Exceptional
(268 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $181/Night 7 Nights - US $1,265
Apartment
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 4 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $235/Night 7 Nights - US $1,645
star-icons-4
House
Map-icon
like-icon9.9
Exceptional
(19 Reviews)
5 Bedrooms 5 Baths 10 Guests 4800.7 ft²
  • Balcony/Terrace
    Balcony/Terrace
  • View
    View
More amenities
US $979/Night 7 Nights - US $6,854
House
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $228/Night 7 Nights - US $1,597
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $173/Night 7 Nights - US $1,210
Cottage
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests 850 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $304/Night 7 Nights - US $2,129

Roundwood Luxury Rentals

star-icons-4
Villa
Map-icon
like-icon9.7
Exceptional
(67 Reviews)
45 Bedrooms 20 Baths 40 Guests 570.48 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $816/Night 7 Nights - US $5,712
Cottage
Map-icon
like-icon8.0
Excellent
(1 Review)
3 Bedrooms 1 Bath 7 Guests 1259 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $446/Night 7 Nights - US $3,121
Villa
Map-icon
like-icon9.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 10 Guests
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
US $445/Night 7 Nights - US $3,116
star-icons-4
Bed & Breakfast
Map-icon
like-icon9.4
Exceptional
(351 Reviews)
5 Bedrooms 4 Baths 11 Guests 21.53 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $418/Night 7 Nights - US $2,926
Apartment
Map-icon
3 Bedrooms 3 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $379/Night 7 Nights - US $2,652
New
House
Map-icon
2 Bedrooms 1 Bath 4 Guests 1130.21 ft²
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
US $344/Night 7 Nights - US $2,408
Cottage
Map-icon
2 Bedrooms 1 Bath 4 Guests 807 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $335/Night 7 Nights - US $2,347
Cottage
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests 807 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $317/Night 7 Nights - US $2,218

Roundwood Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(39 Reviews)
5 Bedrooms 4 Baths 16 Guests 3500 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
US $462/Night 7 Nights - US $3,235
New
House
Map-icon
1 Bedroom 1 Bath 2 Guests 968.75 ft²
  • View
    View
  • Pet Friendly
    Pet Friendly
More amenities
US $303/Night 7 Nights - US $2,121
House
Map-icon
like-icon10.0
Exceptional
(96 Reviews)
1 Bedroom 1 Bath
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $357/Night 7 Nights - US $2,499
House
Map-icon
2 Bedrooms 1 Bath 5 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
US $242/Night 7 Nights - US $1,697
Hotel
Map-icon
like-icon9.1
Exceptional
(454 Reviews)
2 Baths 258.33 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $217/Night 7 Nights - US $1,519
Hotel
Map-icon
like-icon8.5
Fabulous
(27 Reviews)
1 Bath 161.46 ft²
  • Breakfast
    Breakfast
  • Pet Friendly
    Pet Friendly
More amenities
US $228/Night 7 Nights - US $1,599

Roundwood Large Vacation Homes

Cabin
Map-icon
1 Bedroom 1 Bath 45 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Internet
    Internet
More amenities
US $220/Night 7 Nights - US $1,539
star-icons-4
House
Map-icon
like-icon9.4
Exceptional
(170 Reviews)
13 Bedrooms 10 Baths 27 Guests 822.67 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $197/Night 7 Nights - US $1,376
Other
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
5 Bedrooms 2 Baths 12 Guests 4000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $655/Night 7 Nights - US $4,587
star-icons-3
House
Map-icon
like-icon9.3
Exceptional
(441 Reviews)
6 Bedrooms 3 Baths 7 Guests 236.8 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $117/Night 7 Nights - US $819
star-icons-3
Bed & Breakfast
Map-icon
like-icon9.2
Exceptional
(939 Reviews)
13 Bedrooms 3 Baths 7 Guests 308.57 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $174/Night 7 Nights - US $1,215
Bed & Breakfast
Map-icon
like-icon9.0
Exceptional
(642 Reviews)
12 Bedrooms 4 Baths 11 Guests 262.64 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $303/Night 7 Nights - US $2,121
star-icons-3
Bed & Breakfast
Map-icon
like-icon8.7
Fabulous
(765 Reviews)
10 Bedrooms 7 Baths 18 Guests 309.08 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $281/Night 7 Nights - US $1,967
Other
Map-icon
like-icon9.5
Exceptional
(521 Reviews)
15 Bedrooms 2 Baths 4 Guests 129.17 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $173/Night 7 Nights - US $1,208

Discover & compare premier experiences around Roundwood

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Roundwood Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Roundwood

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, allowing you to enjoy the region's natural beauty and tranquil atmosphere at its best during your stay.

Peak Season Highlights

spring
June to August

During the summer months, the area experiences its warmest and most vibrant period, making it an ideal time for outdoor activities and exploring scenic landscapes.

Average Temperature Daytime: around 17-20°C - Nighttime: 10-13°C
spring
December to February

The winter season brings a festive atmosphere with cooler temperatures, perfect for cozy stays and enjoying the local holiday celebrations.

Average Temperature Daytime: around 5-8°C - Nighttime: 0-3°C

Off-Season Highlights

image
March to May

Spring offers milder weather and blossoming nature, providing a tranquil setting for those seeking a quieter visit in this picturesque region.

Average Temperature Daytime: around 10-15°C - Nighttime: 4-8°C
image
September to November

Autumn features colorful foliage and fewer crowds, making it an excellent choice for peaceful getaways and enjoying the natural beauty of the area.

Average Temperature Daytime: around 12-16°C - Nighttime: 6-9°C

Weekly Weather Forecast for Roundwood

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy spacious outdoor gardens perfect for relaxing and unwinding amid the scenic surroundings.
  • Take advantage of private patios or decks to dine al fresco while soaking in the natural beauty of the area.
  • Explore well-maintained walking trails directly accessible from your rental, ideal for outdoor enthusiasts.
  • Make use of outdoor BBQ facilities to host cookouts and enjoy meals with stunning views.
  • Benefit from ample parking spaces within the property grounds, ensuring convenience during your stay.
  • Relax by the fire pits or outdoor fireplaces, providing warmth and ambiance on cooler evenings.
  • Access outdoor recreational amenities such as tennis courts, playing fields, or playgrounds often available nearby.
image
image

Family Activities

  • Glendalough Visitor Centre: Explore the stunning monastic site and enjoy scenic walks through the lush surroundings, ideal for family outings in this beautiful part of Ireland.
  • Pine Forest Park: Discover outdoor activities like walking, cycling, and picnicking amidst peaceful woodland, perfect for a family day close to nature.
  • Wicklow Way: Embark on family-friendly hikes along this renowned trail that offers breathtaking views and an opportunity to experience the region’s natural beauty.
  • Lough Tay (The Guinness Lake): Visit this picturesque lake known for its striking landscape and get the chance to relax by the water or enjoy a scenic boat trip with your loved ones.
image

Adult Activities

  • Hiking in Glendalough: Explore scenic trails through lush forests and ancient monastic sites, immersing yourself in the natural beauty of this region.
  • Visit Powerscourt Gardens: Discover exquisite gardens and landscapes that offer a tranquil escape and stunning views just a short drive away.
  • Wicklow Way Walks: Embark on a memorable trek along the renowned Wicklow Way, providing breathtaking vistas and a chance to connect with nature.
  • Explore Local Pubs and Dining: Enjoy authentic Irish cuisine and warm hospitality at cozy pubs that showcase the area's vibrant culture and traditions.

Other Places to Stay in Roundwood

Roundwood Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Outdoor Adventures: Take advantage of the scenic surroundings by exploring local hiking trails and outdoor activities that showcase the natural beauty of this region.
  • Match Your Accommodation to Your Needs: Choose a vacation rental with amenities that enhance your stay, whether it's a cozy cottage or a spacious home, for maximum comfort during your visit here.
  • Discover Local Cuisine and Culture: Immerse yourself in the area's charm by visiting local eateries or participating in cultural experiences that truly capture the spirit of this destination.
  • Book Early for Popular Seasons: Secure your preferred vacation rentals well in advance, especially during peak seasons, to enjoy a stress-free and memorable trip here.

Transportation Options

  • Car Rental Services: Renting a car provides the flexibility to explore the scenic region around your vacation accommodation in Roundwood at your own pace.
  • Public Bus Transport: Local bus services connect this destination to nearby towns and attractions, making it a convenient option for budget-conscious travelers.
  • Private Chauffeur Services: For a more comfortable and personalized experience, chauffeur services are available to take you around the area's highlights with ease.
  • Taxi & Ride-Sharing Options: Taxis and ride-sharing apps ensure quick and straightforward transportation, ideal for spontaneous trips or short distances within the region.

Local Customs Options

  • Traditional Irish Music Sessions: In this region, local pubs often host lively Irish music sessions where you can experience authentic folk melodies firsthand.
  • While English is widely spoken, you'll find that some signs and greetings still utilize Irish Gaelic, reflecting the area's deep cultural roots.
  • Festivals and Cultural Events: Throughout the year, community festivals celebrate regional heritage with dancing, storytelling, and traditional crafts that invite your participation.
  • Respect for Nature and Heritage: The locals emphasize preserving the natural landscape and historical sites, so engaging respectfully with the environment is highly appreciated here.

Roundwood Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Roundwood?

2. Which vacation homes in Roundwood are best for families?

If you are looking for a family-friendly vacation home in Roundwood, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Roundwood:

3. How many Rentbyowner vacation rentals are available in Roundwood?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 61 in the Roundwood area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Roundwood. 

4. What is the cancellation policy for vacation rentals in this region?

The cancellation policy varies for each property listed here. You should review the specific listing details or contact the owner directly to understand the terms and any potential fees involved.

5. Are there any additional fees I should be aware of when booking a holiday home in this area?

Additional fees, such as cleaning charges or service fees, are typically outlined on the listing page. It's best to check the property details or reach out to the owner for clarification before confirming your reservation.

6. Is it possible to modify or cancel my booking if my plans change?

Modifications and cancellations depend on the individual vacation rental's policies. You can find this information in the listing description or by contacting the property owner directly to ensure your plans can be accommodated.

7. What amenities are included in the vacation rentals available here?

Amenities vary between properties, so it's recommended to review each listing carefully. Should you have specific requirements, contacting the owner prior to booking will help confirm that the property meets your needs.

8. Do the vacation rentals offer flexible check-in and check-out times?

Check-in and check-out times are specified in each listing, and some owners may offer flexibility. It's advisable to communicate directly with the owner to arrange suitable times and avoid any inconvenience during your stay.

Roundwood Top Rated Vacation Rentals

Cottage
Map-icon
like-icon6.0
Good
(1 Review)
3 Bedrooms 3 Baths 6 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $823/Night 7 Nights - US $5,762