Greencastle Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Greencastle vacation rentals

A house with a gravel patio, a wooden bench, and a view of rolling hills.

1. Shepherds' Retreat

Shepherds' Retreat
3.0 star property
Omagh
$380 nightly
The price is $456
Nov 14 - Nov 15
Total with taxes and fees
Shepherds' Retreat
A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a door.

2. Big Anthony’s.

Big Anthony’s.
Creggan
$188 nightly
The price is $188
Nov 30 - Dec 1
Total with taxes and fees
Big Anthony’s.
A small, rustic house with a green roof and a wooden door, surrounded by a field of wildflowers.

3. 2 Bed Pod Cabin-sleeps 2-pets-garden-mtn View

2 Bed Pod Cabin-sleeps 2-pets-garden-mtn View
2.5 star property
Omagh
9.6 out of 10, Exceptional, (10 reviews)
"Great we place to relax "
United Kingdom
Colin
$100 nightly
The price is $100
Nov 8 - Nov 9
Total with taxes and fees
2 Bed Pod Cabin-sleeps 2-pets-garden-mtn View
A bar area with a guitar, a 'Welcome' sign, and a wall covered in greenery.

4. No. 50 Chapel Street

No. 50 Chapel Street
Cookstown
10.0 out of 10, Exceptional, (1 review)
"We called this house "the doll house" and absolutely loved it! Very comfortable beds. My daughter even slept on the pull out sofa and said it was comfortable. Super cute decorating. Kitchen was efficient and SO cute! Dedicated parking space in front of the house. Pub right across the street which was convenient."
United States
Leah G.
$226 nightly
The price is $226
Nov 22 - Nov 23
Total with taxes and fees
No. 50 Chapel Street
A river with a wooden deck and a green lawn, surrounded by trees and a clear sky.

5. Hallow Cottage, a riverside retreat

Hallow Cottage, a riverside retreat
Newtownstewart
8.0 out of 10, Very good, (1 review)
$202 nightly
The price is $202
Nov 9 - Nov 10
Total with taxes and fees
Hallow Cottage, a riverside retreat
A cozy attic bedroom with two beds, a sofa, a table with a vase of flowers, and a window with curtains.

6. Omagh Studio b&b with Light Breakfast Inc

Omagh Studio b&b with Light Breakfast Inc
Omagh
$107 nightly
The price is $107
Nov 8 - Nov 9
Total with taxes and fees
Omagh Studio b&b with Light Breakfast Inc
A green mobile home with a small porch and a bench.

7. Kerrib Farm Shepherds Hut in Pomeroy

Kerrib Farm Shepherds Hut in Pomeroy
Dungannon
$131 nightly
The price is $142
Nov 16 - Nov 17
Total with taxes and fees
Kerrib Farm Shepherds Hut in Pomeroy
A living room with a brown leather sofa, a round coffee table, and a fireplace.

8. No. 66 Chapel Street

No. 66 Chapel Street
Cookstown
$260 nightly
The price is $260
Dec 1 - Dec 2
Total with taxes and fees
No. 66 Chapel Street
A grassy area with a hedge, a utility pole, and a distant view of hills and wind turbines.

9. Raspberry Hill Cottage

Raspberry Hill Cottage
Killaloo
10.0 out of 10, Exceptional, (1 review)
"Quiet and pleasant location. All amenities supplied. Owners very welcoming and helpful"
Canada
Stephen W.
$198 nightly
The price is $198
Dec 7 - Dec 8
Total with taxes and fees
Raspberry Hill Cottage
An outdoor patio with wicker furniture, a table, and two bottles of wine.

10. Peter's Farmhouse

Peter's Farmhouse
3.0 star property
Cookstown
10.0 out of 10, Exceptional, (1 review)
"Great host and location was perfect for us."
United Kingdom
Adrian
$565 nightly
The price is $677
Dec 7 - Dec 8
Total with taxes and fees
Peter's Farmhouse
A large, white, two-story house with a driveway leading to a circular driveway.

11. Dungannon 2 Bed Bungalow - Sleeps 5 - Pet Friendly

Dungannon 2 Bed Bungalow - Sleeps 5 - Pet Friendly
3.5 star property
Dungannon
9.4 out of 10, Exceptional, (6 reviews)
"We had an amazing stay. A quiet place to relax and enjoy nature"
Ireland
Maria Cecilia
$226 nightly
The price is $271
Nov 13 - Nov 14
Total with taxes and fees
Dungannon 2 Bed Bungalow - Sleeps 5 - Pet Friendly
A dining table set with plates, a pitcher, a wine bottle, candles, and a vase with flowers.

12. Mr Mcgregors' Cottage

Mr Mcgregors' Cottage
3.5 star property
Omagh
$364 nightly
The price is $437
Nov 21 - Nov 22
Total with taxes and fees
Mr Mcgregors' Cottage
A spacious living area with a sofa set, a coffee table, and a dining table with chairs. There is a kitchen area with cabinets and appliances.

13. The Old School

The Old School
3.0 star property
Omagh
$451 nightly
The price is $541
Nov 14 - Nov 15
Total with taxes and fees
The Old School
A bedroom with a large bed, multiple windows, a chandelier, and a view of greenery outside.

14. Riverdene

Riverdene
3.0 star property
Omagh
$590 nightly
The price is $708
Nov 18 - Nov 19
Total with taxes and fees
Riverdene
A living room with a sofa, a small side table, a cabinet, and a fireplace.

15. Shirley's House

Shirley's House
3.0 star property
Omagh
$700 nightly
The price is $840
Nov 14 - Nov 15
Total with taxes and fees
Shirley's House
A bedroom with a wooden bed, white bedding, a bedside table with a lamp, a patterned rug, and a wall decoration.

16. Slieve Gallion Cottage

Slieve Gallion Cottage
3.5 star property
Magherafelt
10.0 out of 10, Exceptional, (1 review)
"Lovely cottage. Everything you might need is provided. Very friendly owners."
United Kingdom
Jolanthe
$427 nightly
The price is $513
Nov 29 - Nov 30
Total with taxes and fees
Slieve Gallion Cottage
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.
View all properties

Find vacation rentals that suit your style

cabin image
Cabins
Cabins
Apartment image
Apartments
Apartments

Top Greencastle Hotel Reviews

A spacious lobby with a reception desk, elegant chandeliers, comfortable seating, and a large window offering a view of the outdoors.
Glenavon House Hotel

Glenavon House Hotel

Glenavon House Hotel
Cookstown

10/10 Excellent

The food a little cold
United States
Michael
Reviewed April 26, 2025
Glenavon House Hotel

Find out more about Greencastle

Everything you need to know about Greencastle vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Greencastle vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Greencastle vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Greencastle vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Greencastle. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Greencastle in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $100 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Greencastle rentals

At Expedia, we put the best Greencastle vacation 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 Greencastle 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 Greencastle vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Greencastle. 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 vacation rentals in Greencastle?

Yes, we offer vacation rentals close to well known local attractions in Greencastle, or you can choose a more remote option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Greencastle?

Family friendly cottage with countryside views and spacious garden : Visitors like this Greencastle vacation home rental. It offers a garden, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and an oven, so you can cook with friends or family.

How many vacation rentals are there in Greencastle?

Expedia has 3 vacation rentals for your stay in Greencastle.

What can I see and do in Greencastle?

Explore the area and family-friendly sights such as Todds Leap Activity Centre, or get out into nature at a spot like Gortin Glen Forest Park. Sperrins and Ulster American Folk Park are a couple of places you'll find in the larger area.

What are vacation rentals like in Greencastle?

Vacation rentals are private accommodations you can book for several days or more in Greencastle. Vacation rentals feature extras such as patios, hot tubs, and fire pits so you'll be comfy for your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of seclusion away from shared hotel elevators and lobbies packed with people while still allowing you the experience of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great option for family trips or small group gatherings.