A mountainous landscape with a valley, green fields, and a stone wall.

Castlegregory Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Castlegregory vacation rentals

1. 19A Lighthouse Village

19A Lighthouse Village
3.0 star property
Fenit
The price is CA $1,100
CA $1,248 total
includes taxes & fees
Sep 8 - Sep 9
19A Lighthouse Village

2. Tralee Townhouse Holiday Home

Tralee Townhouse Holiday Home
3.0 star property
Tralee
The price is CA $961
CA $1,187 total
includes taxes & fees
Sep 1 - Sep 2
Tralee Townhouse Holiday Home

3. Luxury Studio, Stunning Views - Milltown

Luxury Studio, Stunning Views - Milltown
3.0 star property
Milltown
The price is CA $192
CA $218 total
includes taxes & fees
Sep 6 - Sep 7
Luxury Studio, Stunning Views - Milltown

4. Tiny Living on the Wild Atlantic Way

Tiny Living on the Wild Atlantic Way
2.0 star property
Ballyduff
The price is CA $186
CA $211 total
includes taxes & fees
Aug 31 - Sep 1
Tiny Living on the Wild Atlantic Way

5. Atlantic Rest Stunning Vistas of the Skelligs

Atlantic Rest Stunning Vistas of the Skelligs
5.0 star property
Ventry
The price is CA $449
CA $693 total
includes taxes & fees
Sep 14 - Sep 15
Atlantic Rest Stunning Vistas of the Skelligs

6. Sleep4glampingtent-neartralee-countryside

Sleep4glampingtent-neartralee-countryside
2.0 star property
Ballyduff
The price is CA $178
CA $202 total
includes taxes & fees
Sep 29 - Sep 30
Sleep4glampingtent-neartralee-countryside

7. Bosca Neadu

Bosca Neadu
2.0 star property
Dingle
10.0 out of 10, Exceptional, (1 review)
"Absolutely gorgeous place!! They have stocked the space with everything you could ever need plus luxuries like towel warmers and a really comfortable bed. Can tell a lot of thought has gone into everything. The area is absolutely beautiful, not the main centre but we easily got taxis there and back the entire stay and it feels like a real slice of heaven sat looking out at the beautiful views. We would book here again in a heartbeat!"
United Kingdom
Olivia
The price is CA $529
CA $601 total
includes taxes & fees
Sep 13 - Sep 14
Bosca Neadu

8. Knockbrack

Knockbrack
2.5 star property
Killorglin
6.0 out of 10, (1 review)
"The location is PERFECT!!! The convenient store down the road was awesome and Cromaine Beach is beautiful which is extremely close. Also, not far from Killarney where most of our tours were located. The Host was very responsive and we had great communication with them. He met us at the home to go over everything and gave us clear instructions for our stay and check-out. The only thing I didn’t like was the washer/dryer (didn’t work very well), showers (were small and lose hot water quite a bit),...
United States
Ian
The price is CA $1,030
CA $1,169 total
includes taxes & fees
Sep 6 - Sep 7
Knockbrack

9. The Blue Annex

The Blue Annex
3.5 star property
Tralee
10.0 out of 10, Exceptional, (2 reviews)
"We stayed here in March, weather not brilliant but lovely and warm in the Blue Annex. Comfortable beds, large bathroom. Kitchen well equipped. One of the best places we have stayed in. Wonderful views and close to the Greenway which is great for walks and cycling. "
United Kingdom
Angela
The price is CA $1,456
CA $1,653 total
includes taxes & fees
Sep 3 - Sep 4
The Blue Annex

10. Coolnaharragill Lower Annexe

Coolnaharragill Lower Annexe
3.5 star property
Glenbeigh
10.0 out of 10, Exceptional, (1 review)
"Chambres très propres. Sur le Ring Of Kerry."
France
MYRIAM
Coolnaharragill Lower Annexe

11. Dingle Harbour Cottages

Dingle Harbour Cottages
3.5 star property
Dingle
7.6 out of 10, Good, (11 reviews)
"Location Clean Well equipped kitchen and dining area"
United States
Phil
The price is CA $755
CA $1,018 total
includes taxes & fees
Sep 14 - Sep 15
Dingle Harbour Cottages

12. The Sleepy Shell

The Sleepy Shell
3.0 star property
Ballydavid
10.0 out of 10, Exceptional, (1 review)
"Idéal pour la famille tout près de la plage dans un environnement magnifique 😀😀😀"
France
David
The price is CA $694
CA $788 total
includes taxes & fees
Sep 3 - Sep 4
The Sleepy Shell

13. Coolnaharragill Lower

Coolnaharragill Lower
3.5 star property
Glenbeigh
The price is CA $882
CA $1,002 total
includes taxes & fees
Sep 5 - Sep 6
Coolnaharragill Lower

14. 17 Clover Hill

17 Clover Hill
4.0 star property
Killorglin
The price is CA $1,083
CA $1,229 total
includes taxes & fees
Sep 29 - Sep 30
17 Clover Hill

15. Rossbeigh Beach Cottage No 4

Rossbeigh Beach Cottage No 4
2.0 star property
Glenbeigh
The price is CA $506
CA $574 total
includes taxes & fees
Sep 8 - Sep 9
Rossbeigh Beach Cottage No 4
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Castlegregory Hotel Reviews

Find out more about Castlegregory

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Castlegregory. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Castlegregory?

Yes, we have vacation rentals near popular local attractions in Castlegregory, or you can choose a more remote option if you want a relaxing place to stay. Nature enthusiasts will enjoy the seaside in Castlegregory. Make sure you have time to check out the gardens and golf courses during your trip.

What's the top vacation rental that Castlegregory has to offer?

View over Dingle Bay : This vacation home rental near Castlegregory is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Castlegregory?

With 9 Expedia vacation rentals, you're sure to find just the right place for your Castlegregory stay.

What’s there to see and do in Castlegregory?

Explore the area and family-friendly sights such as Aqua Dome, or get out into nature at a spot like Sandy Bay Beach. Castlegregory Golf Club and Tralee Golf Club are a couple of places you'll find in the larger area.

What’s a vacation rental in Castlegregory like?

Vacation rentals are privately owned properties you can stay in for short or long periods in Castlegregory. Vacation rentals offer amenities like kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for families.