A rural landscape with a large open field, a fence, and three grain silos.

Southeastern Saskatchewan Holiday Rentals

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Our top choices for Southeastern Saskatchewan holiday rentals

1. Spacious guest suite in Regina, Canada

Spacious guest suite in Regina, Canada
The Towns
10.0 out of 10, Exceptional, (8 reviews)
"Great place to stay, it’s a safe and quiet area "
Canada
Luc
Spacious guest suite in Regina, Canada

2. 2 Beds 1 Bath In East Regina ( Entire Basement )

2 Beds 1 Bath In East Regina ( Entire Basement )
The Greens on Gardiner
2 Beds 1 Bath In East Regina ( Entire Basement )

3. Modern 2BDR suite in Harbour Landing Near Airport

Modern 2BDR suite in Harbour Landing Near Airport
Harbour Landing
9.4 out of 10, Exceptional, (12 reviews)
"Beautiful place, nice neighborhood very welcoming and clean would definitely stay again "
Canada
Karen T.
The price is NZ$230
includes taxes & fees
22 Oct - 23 Oct
Modern 2BDR suite in Harbour Landing Near Airport

4. Newly Furnished Private Suite | Separate Entry, Kitchen, Laundry & Workspace

Newly Furnished Private Suite | Separate Entry, Kitchen, Laundry & Workspace
The Towns
10.0 out of 10, Exceptional, (2 reviews)
"N"
United States
Nathan R.
Newly Furnished Private Suite | Separate Entry, Kitchen, Laundry & Workspace

5. A gorgeously cozy 1-bedroom apartment to keep you comfy while you enjoy Regina

A gorgeously cozy 1-bedroom apartment to keep you comfy while you enjoy Regina
The Towns
10.0 out of 10, Exceptional, (2 reviews)
"Extremely clean, quiet, and very affordable. Would definitely star here again. Highly recommended. The host was phenomenal with thorough communication. "
Canada
Jok
A gorgeously cozy 1-bedroom apartment to keep you comfy while you enjoy Regina

6. Private Suite – Private Entrance, Fast Wi‑Fi & Smart TV – Family & Pet‑Friendly

Private Suite – Private Entrance, Fast Wi‑Fi & Smart TV – Family & Pet‑Friendly
The Greens on Gardiner
9.6 out of 10, Exceptional, (11 reviews)
"Very clean with everything you need: kitchen, bed, washer and dryer etc. The family is very kind and super sweet, love that it is also pet friendly. The neighborhood is lovely to walk through and close to a grocery store, which was perfect for me."
United States
Sarah
Private Suite – Private Entrance, Fast Wi‑Fi & Smart TV – Family & Pet‑Friendly

7. 2-Bedroom Downtown Suite | King Bed

2-Bedroom Downtown Suite | King Bed
Weyburn
9.6 out of 10, Exceptional, (10 reviews)
"This was my fourth time staying here because it’s reliable, designed for short term stays and the owner has thought of everything. It has everything you could need and is always very clean. Highly recommend!"
United States
Madison C.
The price is NZ$211
includes taxes & fees
20 Oct - 21 Oct
2-Bedroom Downtown Suite | King Bed

8. Montague View: Home Across from Lakeview Park

Montague View: Home Across from Lakeview Park
Lakeview
9.8 out of 10, Exceptional, (6 reviews)
"Great property, very clean, very friendly amazing "
Canada
Chris A.
The price is NZ$375
includes taxes & fees
29 Sept - 30 Sept
Montague View: Home Across from Lakeview Park

9. Elegant Family Suite by Stadium, Airport, Shopping

Elegant Family Suite by Stadium, Airport, Shopping
Cathedral Village
9.2 out of 10, Wonderful, (7 reviews)
"Location was extraordinary for our needs. We had a wonderfull time."
Canada
Micheline P.
Elegant Family Suite by Stadium, Airport, Shopping

10. Cozy guest house in The Greens, Regina. Newly finished 1-bed basement Suite.

Cozy guest house in The Greens, Regina. Newly finished 1-bed basement Suite.
The Towns
10.0 out of 10, Exceptional, (7 reviews)
"The host is very great to deal with and he always makes sure that I am comfortable during my stay. "
Canada
Luc
Cozy guest house in The Greens, Regina. Newly finished 1-bed basement Suite.

11. Elegant Family House by Stadium, Airport,Shopping

Elegant Family House by Stadium, Airport,Shopping
Cathedral Village
9.2 out of 10, Wonderful, (5 reviews)
"We had a great time. The host was friendly and he was quick to drop off some missing items such as a wine opener."
United States
Amanda D.
Elegant Family House by Stadium, Airport,Shopping

12. The Onyx Suite: Minimalist Luxury w/ Gym & Parking

The Onyx Suite: Minimalist Luxury w/ Gym & Parking
The Towns
The price is NZ$169
includes taxes & fees
22 Oct - 23 Oct
The Onyx Suite: Minimalist Luxury w/ Gym & Parking

13. Welcome to Rehoboth Haven – Westerra’s Hidden Gem!

Welcome to Rehoboth Haven – Westerra’s Hidden Gem!
Regina
10.0 out of 10, Exceptional, (2 reviews)
"Amazing property. Would definitely stay again"
Canada
Melissa
The price is NZ$196
includes taxes & fees
13 Oct - 14 Oct
Welcome to Rehoboth Haven – Westerra’s Hidden Gem!

14. Spacious living room, King Size bed. 2 mins from the Regina airport .

Spacious living room, King Size bed. 2 mins from the Regina airport .
Harbour Landing
10.0 out of 10, Exceptional, (2 reviews)
"Nice modern basement suite. Very clean and had a comfortable bed. Great location and nice neighbourhood. Tola was very accommodating and easy to communicate with."
Canada
Brock
Spacious living room, King Size bed. 2 mins from the Regina airport .

15. Purplecherry Haven

Purplecherry Haven
The Towns
9.0 out of 10, Wonderful, (2 reviews)
"Good community spirit in this neighbourhood!"
United States
Barry U.
Purplecherry Haven

16. Cozy family friendly 3 bedroom home

Cozy family friendly 3 bedroom home
The Towns
Cozy family friendly 3 bedroom home

17. The White House

The White House
The Towns
The price is NZ$225
includes taxes & fees
22 Oct - 23 Oct
The White House

18. Maple Nest @ The Greens – Cozy, Tastefully Furnished Basement Suite

Maple Nest @ The Greens – Cozy, Tastefully Furnished Basement Suite
The Towns
9.4 out of 10, Exceptional, (3 reviews)
"The accommodations were exactly as pictured, and it was a cozy place to stay. The bed! So comfortable, and when you are away from home, one of the most important features."
Canada
Belinda C.
Maple Nest @ The Greens – Cozy, Tastefully Furnished Basement Suite

19. Elegant Family Home by Stadium, Airport, Shopping

Elegant Family Home by Stadium, Airport, Shopping
Cathedral Village
8.8 out of 10, Excellent, (3 reviews)
"Top notch place great service has everything you would need. Definitely would stay again."
Canada
Sheldon
The price is NZ$359
includes taxes & fees
27 Sept - 28 Sept
Elegant Family Home by Stadium, Airport, Shopping

20. warm and inviting one-bedroom. close to public transport and Costco

warm and inviting one-bedroom. close to public transport and Costco
The Towns
warm and inviting one-bedroom. close to public transport and Costco
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 Southeastern Saskatchewan Hotel Reviews

Find out more about Southeastern Saskatchewan

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southeastern Saskatchewan holiday 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. 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 holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southeastern Saskatchewan. 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 Southeastern Saskatchewan. Seeing all the best attractions is bound to make you fall in love with Southeastern Saskatchewan. Who knows, you may even be tempted to extend your 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 holiday 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 Southeastern Saskatchewan short-term rentals, that won’t be hard to do.