Holiday rentals with a pool in Southern Oregon

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Top-rated rentals with a pool in Southern Oregon

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

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Guest favourite
The living area features high vaulted ceilings with wooden beams and large windows allowing natural light to fill the space. A stone fireplace is the focal point, surrounded by comfortable leather seating and a centerpiece table. Colorful accents offer a pop of vibrancy to the neutral decor.
Condo in Sunriver
4.9 out of 5 average rating, 145 reviews

Short walk to SR Village and SHARC, includes bikes

Enjoy Sunriver’s most popular amenities located a short walk to The Village and SHARC including a tubing hill, pool’s and hot tub. This recently renovated, rustic modern condo is in the heart of Sunriver Village. It’s truly a retreat being an end unit, offering great views and ample privacy. Leave everything at home, this condo comes equipped with all things needed to enjoy your stay! There are 2 sleds and bikes of various sizes to go cruise the miles of paved bike paths, right outside the door.

Superhost
The tiny home is nestled among lush trees, showcasing a wooden deck with a railing. Large windows offer views of the surrounding greenery. The exterior features vibrant colors, contrasting with the natural landscape under a clear blue sky.
Tiny home in Rogue River
4.85 out of 5 average rating, 119 reviews

Tiny Groove with plunge pool and soaking tubs

A unique off grid experience awaits you at our eco-friendly solar powered tiny home on 6 secluded acres. The home site is perfectly cut into a groove in the hillside 200 feet above the valley below allowing for beautiful Mountain views and amazing privacy with no visible neighbors other than the variety of local wildlife. Enjoy the outdoor soaking tubs, wood fired sauna and a seasonal plunge pool. Just a short 5 minute drive to the lovely town of Rogue River and access to I-5. Pet friendly too!

Top Guest favourite
A spacious living area is furnished with a gray sectional sofa and a decorative coffee table, enhancing comfort and relaxation. A television is mounted on the stone fireplace wall, while an adjacent dining area features a round table with seating for four. Natural light floods through large windows.
Condo in Sunriver
4.98 out of 5 average rating, 123 reviews

Beautiful Condo in SR Village

Cozy, updated condo located steps from the Sunriver Village. Walk out the front door and you'll find fresh coffee, pastries, beer, groceries, ice skating or mini golf (depending on the season), and everything else the village has to offer! The walking/bike trail is behind the home, which leads you all around Sunriver, including to lodge, Nature Center, Fort Rock Park, Stables, Marina, or SHARC (a pool/hot tub), which is also only a 2 minute drive. As of June 2025 we also have new AC and heat!

Guest favourite
The single-story home features a natural wood exterior surrounded by tall trees. A spacious front deck includes a dining table with an umbrella and two chairs, providing a welcoming outdoor seating area. The driveway leads to a two-car garage.
Home in Sunriver
4.8 out of 5 average rating, 189 reviews

Sunriver Home; Hot Tub, SHARC, Fireplace and More!

High Desert Resort Community with 300+ days of sunshine each year! Located in Sunriver, between SHARC and Fort Rock Park. Enjoy swimming, hiking, fishing, rafting, bike riding and walking paths; Downhill and Cross-country Skiing and More! Kitchen is well equipped for cooking, baking, BBQ, or take-out. Front deck has generous seating, BBQ, table and umbrella. Hot tub and wood burning fireplace for your exclusive use. Great location for kids and pets, multiple bikes available, some helmets.

Top Guest favourite
A modern kitchen features green cabinetry and a large marble island with seating. Stainless steel appliances, including a refrigerator and microwave, are prominently displayed. Natural light flows in through nearby windows, enhancing the open layout adjacent to a cozy living area.
Home in Sunriver
4.97 out of 5 average rating, 223 reviews

Walk to Everything! Hot tub, Waterpark passes

- Hot tub water is drained and refilled with fresh water between EVERY guest stay! - Best location in Sunriver! - Just steps (2-minute walk) from Sunriver Village (Coffee, restaurants, shops, bike/ski rentals, ice cream, grocery store, ice skating, mini golf, bouncy houses, rock climbing). Fully renovated 3 bedroom (plus a loft with bunks!), 3 bath home right next to Sunriver village! - 8 reusable waterpark passes, and just a 5-minute bike ride or 10-minute walk, to the SHARC waterpark.

Top Guest favourite
A cozy living area features large windows with sheer curtains allowing natural light. A stack stone gas fireplace serves as a focal point beside a TV unit. Comfortable seating options include a pair of sofas and a rustic dining table adorned with greenery.
Townhouse in Redmond
4.93 out of 5 average rating, 107 reviews

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!

Nestled next to a serene creek, our home in Eaglecrest Resort offers a tranquil escape like no other. In addition to our two bedrooms, two baths, and proximity to great breweries, you'll have the soothing sound of flowing water right at your porch. Immerse yourself in nature's symphony as you relax on the patio or take a leisurely stroll along the creek. Let the peaceful ambiance rejuvenate your senses and create lasting memories. Book now and experience the serenity of our creekside retreat.

Top Guest favourite
Two outdoor bathtubs are situated on a wooden deck, each surrounded by sheer white curtains. The scene features two individuals relaxing in the tubs, with rustic decor and lush greenery in the background, capturing a serene retreat in nature.
Cabin in Grants Pass
4.96 out of 5 average rating, 287 reviews

Forest Cottage | Hot Tub, Outdoor Baths & Alpacas

Tiny Cottage Retreat w/Alpacas –Triple Nickel Pines🌲 Escape to the Pine Tree Tiny Cottage, a romantic & peaceful getaway in the heart of Southern Oregon. Tucked between Grants Pass & Merlin (8 mins from Merlin & 15mins from Grants Pass). This cozy cabin offers the perfect blend of comfort, nature, & uniqueness—right next door to our non-profit alpaca rescue. After exploring the area; stargaze from your outdoor tubs, soak in the hot tub, or roast s’mores by the fire. PERFECT COUPLES GETAWAY!

Top Guest favourite
Four orange Adirondack chairs are arranged on a grassy area, facing a wide, open view of a distant mountain landscape. A clear blue sky scattered with white clouds creates a serene backdrop, while leafy branches frame the scene.
Guest suite in Jacksonville
4.85 out of 5 average rating, 259 reviews

Scenic and relaxing roadtrip stop-over!

This is a scenic stop between PDX and SF and its own destination. One guest says " Her home has a magic of its own." Simple, elegant, and a great base for wine-tasters, paraglider, or roadtrippers. If a house surrounded by nature, vineyards, paraglider pilots, creativity and occasional other travelers sounds interesting, you'll love it here. As a local tourism coordinator, I can direct you to the top attractions. Note: this is a self-contained unit but attached to the main house!

Top Guest favourite
A spacious outdoor area features a crystal-clear swimming pool adjacent to a stone hot tub. Surrounding greenery and colorful flowers enhance the serene setting. Seating options are available nearby, with steps leading elegantly from the house to the poolside.
Home in Ashland
4.96 out of 5 average rating, 129 reviews

The Aloha House - Hot Tub - Pool

The Aloha House is located just above the University and only 1.5 miles from downtown Ashland. Nestled up a hill in the forest, you'll be transported to your own little private resort-like getaway with stunning views, architectural design that brings the outdoors in, and ample space for dining and entertaining poolside. The property consists of two separate studios (both included) connected by a unique outdoor living space with a seasonal pool, spa, outdoor shower, bar & BBQ, and more!

Top Guest favourite
A modern studio features a spacious bed with crisp white linens, a wooden accent wall, and an electric fireplace below a wall-mounted television. A unique wood table sits atop an area rug, with plants adding a touch of greenery to the warm atmosphere.
Condo in Bend
4.98 out of 5 average rating, 281 reviews

Sunriver Studio with Pool and Hot Tub

This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

Guest favourite
A modern living space is presented with a comfortable gray sofa and a matching armchair. A circular table with decorative elements is set nearby. Natural light enters through large sliding glass doors, offering views of trees outside. A dining area with black folding chairs is visible in the background.
Condo in Bend
4.9 out of 5 average rating, 101 reviews

Gorgeous Condo With River View - Pool and Hot Tub

Condo 309/310 is a stunningly remodeled condo here at Bend Riverside Rentals, which we have named 'Deschutes Trail Mix." This condo went through an extensive head to toe remodel and is now ready to host travelers! It can sleep up to six guests, has a full kitchen, two full bathrooms, a washer and dryer, a private patio and comes with access to our indoor heated pool and hot tub! This condo is also pet friendly! Bring up to two pets for an additional fee.

Guest favourite
A private hot tub bubbles gently in a secluded outdoor space, surrounded by wood-paneled walls and evergreen trees. Two towels hang on a nearby railing, and small potted plants adorn the fence, adding a touch of greenery to the serene setting.
Home in Bend
4.85 out of 5 average rating, 128 reviews

Sunriver Area Retreat + EV Charger + Hot Tub!

Welcome to your next amazing getaway! Our house is SOUTH of Sunriver proper, about 10 minutes away and we don’t have SHARC passes. But.. from our front door, enjoy all that Central Oregon has to offer at our family and dog-friendly home! Located just one block (3 minute walk) from the Deschutes River, private community pool, tennis and pickle-ball courts or stay home and relax in the private hot tub. Our place is a perfect active family getaway.

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