
Holiday rentals with a pool in Bend
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Top-rated rentals with a pool in Bend
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

Modern Cabin Oasis Near Village
Hip cabin centrally located on par 3, off circle 1. Kids bedroom with bunk beds. 4 beds. Sleeps 8, parking for 3. Backyard walking trail and 10 min walk to the village and SHARC. Playroom with toys and electric charging station. Sleeps 8 comes with 5 bikes garage space for kayaks. 8 SHARC passes. Center of all Sunriver action. Its small in the rooms but the common areas are large. The trail in the back gives a feel you are in the center of all the action! It has everything you need in Sunriver.

Stunning mtn Views, sleeps 14, Hot tub, rec passes
Enter the first floor to immediate views of the Cascade Mountain range. The fully-equipped kitchen with Sub-Zero Fridge and gourmet range has direct access to the wrap-around deck, which features an outdoor dining area gas fireplace & gas grill. Upstairs you’ll find the primary suite with king bed with a private balcony boasting views of seven Oregon’s tallest peaks; the bunk room, & queen bedroom. Downstairs is another bedroom, game room, wet bar, 65” TV, & access to the hot tub. Don’t wait!

Romantic Guest House w/Hot Tub, Pool, Tennis Court
Sweetums Guest House is a private, beautifully appointed 2 bedroom, 2 bath guest house located on 20-acre Sweetums Ranch. Amazing views of Three Sisters and Broken Top mountains from the property, horses,& abundant wildlife viewing. 8 mi to downtown Bend & 12 mi to Sisters. 45 min to Mt Bachelor and mountain trailheads. Large private yard & partially covered patio w/private hot tub. Amazing swimming pool and tennis court. On the Oregon scenic bike route. A perfect location for your getaway!

Deschutes River View + Walk to Downtown&Drake Park
Welcome to your private oasis on the Deschutes River! This boho modern ground floor studio is the adventure you've been looking for, located in the heart of Bend. Whether you're here for a short stay to explore the city's vibrant offerings or planning a longer adventure to immerse yourself in the natural beauty of the area, our studio has everything you need. Hayden Homes: 1.9 miles Old Mill: 1.5 miles Pilot Butte: 2.7 miles RDM Airport: 16 miles Mt Bachelor: 22 miles Smith Rock: 25.7 miles

Hot Tub +Bikes +8SHARC Passes +PingPong +Fireplace
Stylish luxury family home w/8 SHARC passes (pool & lazy river), 6 Cruiser bikes, Hot Tub, 3 New Smart TV's for streaming, Ping Pong table, board games. Short walk to the river & Cardinal Landing Bridge. Fast 1GB WiFi, propane BBQ, Air Conditioning, cozy wood burning fireplace. Fully stocked kitchen for cooking, laundry inside. Quiet + Private w/large deck backing up to natural common space w/wildlife walking by. Bike everywhere w/easy access. Minutes to Mt Bachelor for skiing & sledding.

Downtown Renovated Condo w Views of the Deschutes
Welcome to your launchpad for visiting downtown and the Deschutes River! This condo has unbelievable views and is mere steps from Pioneer Park and the scenic walking path that takes you through the heart of Bend. This comfortable condo can sleep 4 people in two separate areas with two full bathrooms, and has a well-equipped kitchen. This unit features a gas fireplace, 2 Smart TVs, and access to your own private balcony! Don’t forget, access to our indoor pool and hot tub is also included!

*Sunriver* HotTub/Pool In Room Sauna Popcorn Cart
Calm, quiet and friendly condo with loft in Powder Village, Sunriver. Located walking distance from the Main Village at Sunriver. 26 minutes to Mt. Bachelor. The condo has it’s way of leaving a good impression as the natural sunlight, high ceilings and overall comfort level tend to leave people feeling uplifted, welcome and at ease. Private, in room infrared sauna for two and adventure kit included. Community laundry room is available and Netflix login is provided to all guests.

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.

Seventh Mountain Resort Getaway
This newly remodeled one bedroom condo sits right above the Deschutes river. Seventh Mountain Resort is your winter and summer outdoor adventure destination in sunny Central Oregon. The premier location for recreational activities, from biking, hiking, and whitewater rafting in summer, to ice skating and skiing in the winter. Your stay here will have you encircled by peaks, lakes, meadows, culture, adventure, breweries, festivals, family fun, shopping and more.

Luxury in the Forest
Dog Friendly at the Inn at the Seventh Mountain The Inn has been delighting visitors for 30+ years. It is the closest lodging to Mt Bachelor, and is just 7 miles from all that downtown Bend has to offer. There are amazing restaurants, great shops, and more. The condo has just been completely remodeled. Winter or summer, the Inn at the Seventh Mountain resort offers something for everybody in the family. Welcome! DCCA#720734

Mt Bachelor Village Resort- Room in River Ridge II
Hotel style room with private entry in forested Mt Bachelor Village Resort on the westside of Bend. Quick access to hiking, biking, the river trail, Old Mill district, Mt Bachelor, and many restaurants and breweries. It's a nice walk or bike ride to the Old Mill district and 2.5 miles from downtown Bend. The beautiful Deschutes River Trail is just down the hill from our unit-great for that morning walk or jog!

Sunriver home 8 SHARC passes, hot tub, wood stove
Please be sure to read the full description. Welcome to 10 Timber in Sunriver. We invite you to stay at our 3 bedroom 2 bath home and enjoy all that Central Oregon has to offer! There are endless outdoor adventures awaiting! Our home is the perfect gateway with its close proximity to SHARC and the Village. We can accommodate up to 8 guests as well as up to 2 house trained dogs.
Popular amenities for Bend rentals with a pool
House rentals with a pool

Sunriver by AvantStay | Modern Home w/ Indoor Pool

Boho Glam Sunriver Retreat - 6 SHARC Passes

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

The Birch Abode: Spacious & Serene-Sleeps 8 +SHARC

8 Mt. Baker - Elegant & Peaceful, SHARC, Hot Tub

Dog-Friendly Home w/ Hot tub and 10 SHARC passes

A Little Peace of Paradise, A/C & 8 SHARC Passes

3K ft² | MtBachelor | Hot Tub | Arcade | Ping Pong
Condo rentals with a pool

Updated Condo steps to SR Village, 8 SHARC passes!

*A/C* Family Friendly/Forest view/Hot Tub/Pool*

Mt Bachelor Village ~ Views ~ Fireplace

Mt. Bachelor Village Condo - Near Town & River

Modern 3-bedroom Seventh Mountain Resort Condo

Sunriver Getaway

Ground Floor Condo in Bend, OR 2 Bd, 2 Ba 331

Short walk to SR Village and SHARC, includes bikes
Other holiday rentals with a pool

Sunrise view! Pool HotTub Sauna IceSkate Disc-Golf

Mt Bachelor Village Resort. Perfect ski location

Two Sisters

Newly Remodeled 2 Bedroom 2 Bath Condo

Bend Riverside Getaway #313/314

Great deals next summer during deck construction.

Relax by the Rapids Riverfront Gem Downtown Bend

Cascades Casa
When is the best time to visit Bend?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $123 AUD | $140 AUD | $150 AUD | $143 AUD | $164 AUD | $200 AUD | $244 AUD | $222 AUD | $150 AUD | $141 AUD | $123 AUD | $129 AUD |
| Avg. temp | 2°C | 3°C | 5°C | 8°C | 12°C | 16°C | 20°C | 19°C | 15°C | 9°C | 4°C | 0°C |
Quick stats about holiday rentals with a pool in Bend

Total holiday rentals
Explore 330 holiday rentals in Bend

Nightly prices starting at
Bend holiday rentals start at $86 AUD per night before taxes and fees

Verified guest reviews
Over 12,380 verified reviews to help you choose

Family-friendly holiday rentals
160 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 110 rentals that welcome pets

Rentals with dedicated workspaces
210 properties have a dedicated workspace

Wi-Fi availability
330 of Bend holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Bend rentals

4.6 Average rating
Bend stays receive an average rating of 4.6 out of 5 from guests

Nearby attractions
Bend's top spots, include Old Mill District, Drake Park, and Pilot Butte
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