Vacation rentals with a pool in Jefferson County

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Top-rated rentals with a pool in Jefferson County

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Superhost
A red timber-framed chalet is showcased, featuring a covered patio with picnic tables and chairs. The surrounding landscape includes landscaped areas and distant hills under a clear blue sky, creating an open and spacious environment.
Chalet in Crooked River Ranch
4.87 out of 5 average rating, 52 reviews

Classic Timber Framed Chalet

Our Classic Timber Framed Chalet the perfect place to call your home away from home. A main floor master bedroom with king bed & separate sleeping loft are perfect for families or groups. The full kitchen makes the Chalet the complete package for your next vacation rental. Pet Friendly (Pet fee required, max 2 pets) And the views! Take in the expansive views across the 14th hole of the CRR Golf Course and marvel at the towering canyon walls & mountains in the background from your private deck.

Guest favorite
A cozy cabin is framed by surrounding greenery, showcasing a wraparound deck. Large windows reflect the colors of the sunset, enhancing the rustic wooden architecture. The tranquil landscape includes scattered trees and shrubs, contributing to the serene atmosphere of the setting.
Cabin in Terrebonne
5 out of 5 average rating, 23 reviews

The Rim House, Timeless & Serene

High desert beauty is on full display, no matter the season. Deer, rabbits, quail cross just outside your windows, eagles soar overhead, and yipping coyote echo across the canyon at night. This gem of a getaway is not new to visitors to Terrebonne and Crooked River Ranch. It’s been a guest favorite for over ten years- in March 2025 we purchased the home and are pleased to continue sharing it's unique qualities and location… and to live up to former host Michelle’s high standards of hospitality!

Superhost
The exterior of a cozy wooden cabin features warm red siding and large windows, offering ample natural light. A welcoming deck is adorned with two green chairs and a barbecue grill, surrounded by a grassy area and tall pine trees, creating a serene woodland setting.
Cabin in Camp Sherman
4.81 out of 5 average rating, 16 reviews

Creekside Studio Cabin at Lake Creek Lodge

Cabin 7 at Lake Creek Lodge is the coziest of them all, with a fireplace literally at the foot of your queen bed. Located just downstream from the main Lodge in a wooded area that is perfect for watching the wildlife, this cabin has a kitchenette and private bath with everything you'll need for a comfy stay. Bring your pooch to hike the Metolius Basin trails, fly fish our private pond, swim in our seasonal pool and enjoy fun evenings in Lake Creek Lodge's restaurant and bar.

Top guest favorite
An expansive deck overlooks the Deschutes River canyon, featuring a hot tub and several outdoor seating areas. The rugged landscape is characterized by rocky cliffs and sparse vegetation, leading to a serene view of the river winding through the canyon.
Home in Terrebonne
4.96 out of 5 average rating, 484 reviews

Canyon House, Crooked River Ranch

Canyon House sits on the edge of the Deschutes River canyon and has a beautiful and scenic view of 11 mountains and peaks. Your home is a 2 bedroom and 2 bath 1450 sf manufactured home. It is attached to ours and Donna and I live on site family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering plants or checking on the Spa. We are open for a 1 night minimum. Checkout time is strict to allow for cleaning and sanitizing on same day check ins.

Superhost
A warm, wooden interior features a comfortable sofa adorned with decorative pillows. Natural light enters through multiple windows, highlighting a small circular table and a rocking chair. A fireplace is positioned on the far wall, adding a focal point to the inviting space.
Cabin in Camp Sherman

Two Bedroom Creekside Cabin at Lake Creek Lodge

These cabins are a favorite amongst our guests that come back year after year. Located adjacent to Lake Creek, perfect for watching the wildlife, these cabins have a living room full kitchen, 2 bedrooms (1 queen bed & 2 twin beds) and a private bath with everything you'll need for a comfy stay. Bring your pooch to hike the Metolius Basin trails, fly fish our private pond, swim in our seasonal pool & enjoy fun evenings in Lake Creek Lodge's restaurant and bar (seasonal).

Guest favorite
A row of rustic cabins is set against a natural backdrop, showcasing wooden exteriors and inviting porches. Each cabin features a distinct entrance, with picnic tables arranged on the deck. A gravel path leads through the surrounding shrubbery, offering a sense of tranquility.
Cabin in Crooked River Ranch
4.93 out of 5 average rating, 118 reviews

Classic Cozy Cabin with Awe-inspiring Views

Come enjoy rustic relaxation in our Classic Cozy Cabin. It's 208sq ft of cozy comfort in the breathtaking Crooked River Gorge. The private cabin is equipped with a private bathroom, kitchenette, wifi, cable TV, private deck, and just enough leg room to rest, relax and unwind after a day of adventure in beautiful Central Oregon! And the cabin is pet friendly! (Pet fee required, max 2 pets). It's a great place to kick off your boots and stay awhile!

Guest favorite
A row of rustic cabins is set against a backdrop of hills, with a gravel path leading to a communal deck area. Each cabin features a welcoming porch and warm wooden finishes. Surrounding shrubbery adds to the natural scenery.
Cabin in Crooked River Ranch
4.88 out of 5 average rating, 80 reviews

Classic Cozy Cabin with Awe-inspiring Views

Come enjoy rustic relaxation in our Classic Cozy Cabin. It's 208sq ft of cozy comfort in the breathtaking Crooked River Gorge. The private cabin is equipped with a private bathroom, kitchenette, wifi, cable TV, private deck, and just enough leg room to reset, relax and unwind after a day of adventure in beautiful Central Oregon! And the cabin is pet friendly! (Pet Fee Required, 2 pets max) It's a great place to kick off your boots and stay awhile!

Superhost
A cozy kitchen is characterized by warm wood paneling and cabinetry. A gas stove is positioned next to a stainless steel sink. Natural light filters through windows adorned with red valances, enhancing the inviting atmosphere. Essential appliances are present, including a coffee maker.
Cabin in Camp Sherman

Three Bedroom Creekside Cabin at Lake Creek Lodge

Original to the 1920’s, this cabin type is situated on the south side of the Main Lodge with a beautiful view of Lake Creek. This cabin type has 3 bedrooms (with either 2 queen beds & 2 twin beds or 1 queen bed & 4 twin beds subject to availability), 2 baths, a fully appointed kitchen. Many have fireplaces or woodstoves in the living area but are subject to availability. Enjoy all of the amenities at Lake Creek Lodge while staying with us!

Superhost
A charming cabin exterior features a stone façade and wooden accents, surrounded by a lush green lawn. A deck extends from the entrance, offering outdoor seating and a grill. Tall pine trees create a natural backdrop, enhancing the serene atmosphere.
Cabin in Camp Sherman
5 out of 5 average rating, 3 reviews

Luxury Cabin - 3 Bedroom / 2 Bath

Envision opulent comfort & rustic charm rolled into a pretty pine-paneled package. Our luxury cabins are designed to bring the outside in with huge windows & exquisite natural touches throughout. Dreamy, right? Every luxury cabin features: • Three Bedrooms • Fireplace or Woodstove • Full Kitchen with High-end Appliances • Huge Decks, Outdoor Seating & Propane BBQs • Large Windows with Expansive Views • Luxury Cabins 9 & 20 are Pet Friendly

Superhost
A cabin interior features warm wood paneling and vaulted ceilings. A comfortable sofa, accented with throw pillows, is positioned next to a table with chairs. Large windows allow natural light to fill the space, offering views of the surrounding forest.
Cabin in Camp Sherman

Two Bedroom Lodge Cabin at Lake Creek Lodge

Located conveniently close to the Main Lodge on the Lake Creek Lodge campus, and nestled in a forested area, this cabin type features 2 bedrooms with either 2 queens & 2 bathrooms or 1 queen bed, 2 twin beds and 1 bathroom (subject to availability), a full kitchen and a nice large wrap around deck that is perfect for a family or friend gathering. Enjoy all of the amenities at Lake Creek Lodge while staying with us!

Superhost
A cozy living area features a stone fireplace surrounded by natural wood paneling. Large windows allow ample light and views of the outdoors. Comfortable seating includes a sofa, armchairs, and a wooden coffee table, creating a welcoming space for relaxation.
Cabin in Camp Sherman

Luxury Cabin - 3 Bedroom / 3 Bath

Envision opulent comfort & rustic charm rolled into a pretty pine-paneled package. These cabins are designed to bring the outside in with huge windows & exquisite natural touches throughout, including hand-hewn beams, clear-grained fir plank floors & butcher block counters. You'll love the wide open spaces and the attention to detail at every turn.

Superhost
A cabin with a brown exterior features a large wooden deck equipped with two Adirondack chairs. Lush green grass surrounds the property, and tall trees provide a natural backdrop. The windows are framed in red, and the roof top is in a classic green tone.
Cabin in Camp Sherman

Three Bedroom Lodge Cabin at Lake Creek Lodge

This cabin features 3 bedrooms (2 queens & 2 twins), 2 baths and a nice open living space that includes a fully appointed kitchen. It sits to the north of the Main Lodge and just a hop, skip and a jump from the Recreation Room. It’s perfect for that family with kids that are always on the go.

Popular amenities for Jefferson County rentals with a pool