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Regina 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 Regina holiday rentals

A two-story house with a porch and a staircase.

1. Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Forest Hills
9.8 out of 10, Exceptional, (10 reviews)
"Could not have asked for a smoother check-in and out! The property is perfect for what I needed and the attention to the little details that made my stay easier (coffee pods, etc) was so appreciated!! Will stay here again when I come back to Pike Co for sure!!"
United States
Deborah C.
The price is AU$213
includes taxes & fees
26 Oct - 27 Oct
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
A dining area with a marble table, black chairs, a potted plant, a window with a view of greenery, and a mounted TV.

2. Cozy studio on US 23 between Pikeville and Prestonsburg

Cozy studio on US 23 between Pikeville and Prestonsburg
Harold
9.4 out of 10, Exceptional, (3 reviews)
"Our host stayed in good contact and the place was very cute and felt super comfortable. We were very happy with our stay :)"
United States
Lacy S.
The price is AU$221
includes taxes & fees
7 Oct - 8 Oct
Cozy studio on US 23 between Pikeville and Prestonsburg
A covered outdoor area with wooden flooring, a wooden fence, and several Adirondack chairs.

3. Coal Town Gem

Coal Town Gem
Haysi
9.6 out of 10, Exceptional, (31 reviews)
"Enjoyed our stay in the small town of Haysi. It gave us easy access to the Breaks Interstate Park. We also enjoyed visiting the gift shop located below the VRBO."
United States
Bob T.
The price is AU$213
includes taxes & fees
4 Oct - 5 Oct
Coal Town Gem
A covered porch with white railings, a brick wall, and a view of a forested area.

4. Breaks Home: 3 Mi to ATV Trails!

Breaks Home: 3 Mi to ATV Trails!
Breaks
10.0 out of 10, Exceptional, (7 reviews)
"Loved this place. Its very well appointed and my kids enjoyed playing in the creek. My favorite was the front porch. Very comfortable and the property managers were very responsive."
United States
Leah G.
The price is AU$752
includes taxes & fees
4 Oct - 5 Oct
Breaks Home: 3 Mi to ATV Trails!
A covered deck with a grill, two chairs, and a table.

5. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
The price is AU$210
includes taxes & fees
4 Oct - 5 Oct
Modern Escape
A wooden interior with a sofa, a blue armchair, and a potted plant.

6. Inspiration Station

Inspiration Station
Pikeville
9.2 out of 10, Wonderful, (9 reviews)
"Great place to stay for a solo outing or couples getaway. The road leading up to the property is pretty dicey, but the place itself was great and the host was fantastic!"
United States
John H.
The price is AU$255
includes taxes & fees
7 Oct - 8 Oct
Inspiration Station
A covered porch with white railings, a brick wall, and a view of a forested area.

7. Breaks Home: 3 Mi to ATV Trails!

Breaks Home: 3 Mi to ATV Trails!
3.0 star property
Breaks
The price is AU$739
includes taxes & fees
4 Oct - 5 Oct
Breaks Home: 3 Mi to ATV Trails!
A wooden interior with a kitchen, a sofa, a ceiling fan, and a sign reading 'Backwoods Bungalow'.

8. Backwoods Bungalow

Backwoods Bungalow
Pikeville
10.0 out of 10, Exceptional, (13 reviews)
"Worked out very nice for our stay. "
United States
Cole A.
The price is AU$307
includes taxes & fees
2 Nov - 3 Nov
Backwoods Bungalow
Interior

9. 2 Bedroom Creekside Getaway Near the Hillbilly Trail System

2 Bedroom Creekside Getaway Near the Hillbilly Trail System
Jenkins
The price is AU$338
includes taxes & fees
27 Oct - 28 Oct
2 Bedroom Creekside Getaway Near the Hillbilly Trail System
A hallway with a chandelier, a bench, and a reception desk.

10. Spacious 5-bedroom house in town-within walking distance to everything

Spacious 5-bedroom house in town-within walking distance to everything
Clintwood
9.0 out of 10, Wonderful, (2 reviews)
"We really enjoyed our stay here. Melinda was amazing. Quick to respond to any questions I had. The location was perfect as we were attending a graduation in Wise. Home was clean and large enough for my family. Fully stocked with linens, beds were very comfortable, kitchen had everything we needed. A bonus was the coffee shop right next store. If we ever pass through this area again we would definitely stay here. "
United States
Cheryl
The price is AU$333
includes taxes & fees
11 Oct - 12 Oct
Spacious 5-bedroom house in town-within walking distance to everything
A covered outdoor seating area with wicker furniture, a glass table, and a blue kayak.

11. The Lofts at Three Rivers

The Lofts at Three Rivers
Haysi
10.0 out of 10, Exceptional, (17 reviews)
"Great experience, would stay again 100% "
United States
Amanda C.
The price is AU$528
includes taxes & fees
5 Oct - 6 Oct
The Lofts at Three Rivers
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 Regina Hotel Reviews

The Landmark Hotel

The Landmark Hotel

10/10 Excellent
"The room was clean. Very comfortable bed. I will stay again."
Tammy 1-night trip
Posted 1 hour ago
The Landmark Hotel

Find out more about Regina

Everything you need to know about Regina 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 Regina holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, 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 Regina holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Regina holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Regina. 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Regina 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 Regina holiday rentals we have selected for you start as low as AU$210 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Regina rentals

At Expedia, we put the best Regina 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 Regina 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 Regina 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 Regina. 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

Can I find a holiday rental in Regina?

Yes, there are holiday rentals close to the most popular sights in Regina, or you can select a more secluded option if you're looking for a relaxing stay.

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

Breaks Home: 3 Mi to ATV Trails!: This holiday home rental outside of Regina offers a fireplace, a patio and air conditioning 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 a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What can I see and do in Regina?

Explore the area and family-friendly sights such as Ralph Stanley Museum, or get out into nature at a spot like Russel Fork. In the wider area, you’ll find Breaks Interstate Park and Appalachian Wireless Arena.

What are holiday rentals like in Regina?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Regina. Holiday rentals provide amenities such as laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for a family trip.