Holiday rentals in Estevan

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Top-rated holiday rentals in Estevan

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Guest favourite

Flat in Weyburn

4.78 out of 5 average rating, 27 reviews

The Suite @ The Quad Spacious, modern, and central

Keep it simple at 'The Suite @ The Quad' - a peaceful and centrally located one-bedroom accommodation serving Weyburn and area. With modern finishing, stylish interior, and great location, this property is an ideal place to stay for those looking for ease of access, comfort, and convenience in Weyburn. Walk or take a short drive downtown for supplies - this is a very conveniently located property. Ample parking and a quiet residential street complete the picture. Make 'The Suite' your next stay.

Top guest favourite

The exterior of the loft is presented at night, showcasing a modern design with a dark façade. A covered deck extends above, lined with railings and illuminated by overhead lights. The two garage doors below are constructed with wood panels and accented by horizontal windows.

Home in Estevan

4.98 out of 5 average rating, 123 reviews

Loft 902 Short Stays Rental No cleaning fee!

Loft 902 is one of a kind cozy Loft that is 890 sq ft & in the heart of Estevan Unbelievable SUN RISES from deck! Walking distance to Groceries, Liquor Gas Banks Restaurants Bars 100 yr old Movie Theatre Downtown shopping. 8 mins to US Boarder ( Noonan) & 20 mins to US 24 hour Boarder( Portal) Leisure Centre, Curling and Affinity Rinks, Swimming Walking track Gym Skating Swimming Racquetball Tennis Skate Board park Library Senior centre Hockey Rinks 20 min. walk to Woodlawn Regional Park

Top guest favourite

A cozy sleeping area features a quilted bedspread with black bear and tree patterns in contrasting colors. A rustic wooden accent wall complements the space, while a sliding barn door adds to the charm. A guitar and a lamp sit nearby, enhancing the inviting feel.

Home in Weyburn

5 out of 5 average rating, 40 reviews

Hillside Haven

The rustic charm of this 1905 building makes for a relaxing stay. The exposed brick and the barn board trim make this cozy suite a one of a kind property. Enjoy the sunset views of the Land of Living Skies through the large west facing living room window! Considering an extended stay? - 7 nights or more & receive a 10% discount! - 28 nights or more & receive a 15% discount! Discounts are applied automatically when you book an extended stay! - Laundry incl'd when more than 7 nights!

Top guest favourite

A cozy living area is furnished with a dark sectional sofa, facing a mounted television on a white cabinet. Natural light enters through a set of glass doors, while adjustable lamps provide additional lighting. A small coffee table is placed in the center, complemented by wood flooring.

Home in Weyburn

4.94 out of 5 average rating, 83 reviews

Cozy little house near rink!

This unique little house is our home away from home and now we want to share it with others! We purchased this home because of it's location relative to the Crescent Point Place hockey rink (our farm is a bit of a drive and we have three kids in hockey). A bonus is that it's also within walking distance to the downtown area and lots of restaurants and shopping opportunites! Our little house is full of character and charm and all the comforts of home...including a great backyard to relax in!

Guest favourite

A bright living area features a blue sofa and a multicolored area rug on wooden flooring. A round coffee table is centered on the rug, flanked by stylish side tables. Natural light illuminates the space, complemented by framed wall art.

Guest suite in Weyburn

4.86 out of 5 average rating, 105 reviews

Bright & Cozy Downtown Suite

Welcome to this charming 2 bedroom suite located in the heart of Weyburn, a peaceful rural town in SE Sask. Centrally located within walking distance to the fairgrounds (baseball diamonds, rink, curling rink, walking trail), downtown and across the street from the hospital (hopefully just in passing). The suite offers a cozy, comfortable space for up to four guests — ideal for families, couples, or working professionals looking for a relaxed home base and a touch of calm during their stay.

Guest favourite

A single-story house is set against a clear blue sky. The exterior features a dark facade with light trim, a covered porch, and a well-maintained lawn. Two car garage doors are visible, along with a gravel pathway leading to the front entrance.

Home in Halbrite

4.94 out of 5 average rating, 18 reviews

Sunny Oasis with Sunroom & Patio

Escape the hustle and bustle of everyday life and find serenity in our charming 2-bedroom, 2-bath house in the heart of Halbrite, Saskatchewan. Our cozy house is perfect for a family getaway or a peaceful retreat with friends. With two spacious bedrooms and two well-appointed bathrooms, there's plenty of room for everyone. The sunroom, with its large windows and inviting ambiance, is the perfect spot to unwind with a book, sip your morning coffee, or catchup on your favourite shows.

A cozy living room features a comfortable sofa, upholstered chair, and a small coffee table. Natural light is invited through two large windows, and a decorative area rug adds warmth to the hardwood floor. A mirror and plant are positioned on a side table.

Flat in Weyburn

Wilder Place Suite

Relax and make yourself at home at Wilder Place Suite! Whether you’re looking for a short-term rental, a staycation retreat, or a cozy spot for your mother-in-law’s visit, we’ve got it all sorted. Nestled in the vibrant heart of downtown Weyburn, this upstairs suite boasts beautiful street views and is just steps away from restaurants, shops, banks, and Starbucks. Fully equipped for your comfort, it’s the perfect place for an enjoyable stay in Weyburn, Saskatchewan!

Top guest favourite

The exterior of a charming stone building features a distinct bell tower and arched windows. The weathered stone is complemented by a red roof, creating a blend of historical and modern elements. A gravel pathway leads toward the entrance, enhancing the inviting ambiance.

Private room in Estevan

5 out of 5 average rating, 9 reviews

Charming Bed & Breakfast!

Driving up to the Old Stone Inn will have you gasping in delight! This charming church-convert marries old world charm with modern conveniences. With three quaint guest suites, each thoughtfully designed with private bathrooms/showers, well stocked handmade toiletries & lux bathrobes, the Old Stone is perfect for a cozy retreat or a productive remote work stay! PLUS…a delicious breakfast prepared with love by an award winning chef! Come stay with us!!

Guest favourite

A spacious parking area features several vehicles, with a two-story building visible in the background. The building is characterized by its light-colored exterior and large windows. An awning extends over the entrance, providing coverage for guests arriving at the hotel.

Hotel room in Stoughton

4.8 out of 5 average rating, 5 reviews

World Class Hospitality Services

Poplar Tree Inn is a full service hotel known for its World Renowned Hospitality Services , We are most luxuries Hotel in the city with unique architectural design which ensure Comfort and Luxuries all the times. Its cozy rooms and delicious food ensure your taste buds are nurtured whenever you steps in . 24/7 desk service , Self owned full service Restaurant cum Bar further exceeds your expectations

Top guest favourite

A charming rural farmhouse is situated along a gravel driveway, surrounded by lush green grass and scattered trees. The exterior features a harmonious blend of brown and cream siding, with a welcoming porch and steps leading to the entrance.

Cottage in Bowbells

4.99 out of 5 average rating, 79 reviews

The Cottage

Located 5 miles south of the little town of Bowbells, this is a great place to get away and unplug. The surrounding area is known for its prime waterfowl and upland game hunting, and also excellent fishing. This rural farmhouse is set on a working farm, complete with horses and free range chickens. The farmhouse boasts four bedrooms, two full baths, and a newly remodeled kitchen.

An open-plan kitchen is highlighted by a large island with a breakfast bar, surrounded by stylish pendant lighting. Modern appliances and a mix of dishware are neatly arranged on shelves. Large windows allow ample natural light to fill the space, complemented by a mix of plants and decor.

Flat in Weyburn

House on the Hill

Welcome to House on the Hill! Overlooking the pleasant town of Weyburn, our one-of-a-kind apartment offers a blend of modern style and historic touches, perfect for travelers seeking something special. Whether you’re here for a weekend getaway or an extended stay, this is the perfect home base for working, hosting, and/or exploring the town and surrounding areas.

Top guest favourite

A cozy bedroom is furnished with a spacious bed featuring a navy blue quilt and decorative pillows. A nightstand with a lamp is positioned on either side. A tray holds a small plant, cups, and other items, adding functional decor to the space.

Guest suite in Estevan

4.97 out of 5 average rating, 86 reviews

Valley Edge Suites 902 2 Bedroom

Valleys Edge Guest Apartments are self contained suites with private entrance, located on a unique plot of land in the heart of Estevan that allows for privacy while still being a 10 minute walk away from the nearest convenience store or playpark! The property showcases a parklike setting with unimpeded views of the Souris Valley and the sunsets are stunning.