Vacation 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.

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Guest favorite

Condo in Sunriver

4.91 out of 5 average rating, 180 reviews

Cozy Condo-Pool/Hot Tub. Minutes from Mt Bachelor

- This unique and friendly spot boasts a convenient location to Central Oregon's famous outdoor activities. The space is only a 26 minute drive to Mt. Bachelor, the beginning of the scenic Cascade Lakes Highway, and a short walk to The Village at Sunriver. Community pool, hot tub, and laundry are on site and accessible. Wifi and Netflix logins are provided to all guests. - The Forest pass will grant free access for sites ran by the Forest Service in WA and Oregon where a day use fee is required

Jan 1 – 8

G$18,973 GYD per night

Guest favorite

Guest suite in Bend

4.99 out of 5 average rating, 151 reviews

Luxurious Private Tumalo Suite Nestled in Trees

The Treehouse Guest Suite is nestled in the trees in the beautiful community of Tumalo, Oregon! Tumalo, a short 10 minute drive west of Bend, is well known for its beauty to include easy access to hiking and biking trails. Your second floor craftsman style guest suite is surrounded by trees and includes a private entrance, garage, and deck. Our farm has scenic views of the Cascade Mountains. During the summer, guests can enjoy our English Country Garden, swimming pond, and Alpacas in the field.

Dec 2 – 9

G$29,319 GYD per night

Guest favorite

Guest suite in Bend

4.96 out of 5 average rating, 156 reviews

Mt Bachelor Village-hot tub, boot dryer & ski rack

Our newly remodeled guest suite with private entrance & pool/hot tub access is in Mt Bachelor Village, nestled in the trees above the scenic Deschutes River trail where you can enjoy walking, jogging, kayaking, surfing, rock-hounding and stand-up paddle boarding. It is one of the best locations in town, just off Century Dr on the way up to Mt Bachelor Ski Resort and within walking distance to The Old Mill, Hayden Homes Amphitheater and Bend's popular west side. Pool(Jun-Sep) & Hot Tub: 10am-9pm

Jun 2 – 9

G$31,062 GYD per night

Superhost

Condo in Sunriver

4.88 out of 5 average rating, 173 reviews

Cozy! Sunriver Kittyhawk Condo! SHARC Passes

Comfortable 464 square foot studio condo in Sunriver, OR that can sleep up to 4. Condo offers 1 queen bed, 1 queen sofa bed, 1 bathroom, and a kitchenette. Kitchenette includes mini fridge, microwave, toaster oven, sink, and a Keurig coffee. Features a cozy atmosphere with high wood ceilings and a wood-burning fireplace as well as shared amenities like pools and tennis courts. You will enjoy a peaceful setting out on the balcony with a gas grill. 4 SHARC passes included (hot tub at the sharc)

Nov 28 – Dec 5

G$23,671 GYD per night

Guest favorite

Home in Terrebonne

4.98 out of 5 average rating, 812 reviews

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Oct 17 – 24

G$73,908 GYD per night

Guest favorite

Condo in Bend

4.86 out of 5 average rating, 240 reviews

Ski Condo #240 Close To Town, River & Mt. Bachelor

This newly remodeled condo is fully furnished with a gas fireplace, granite counter tops, jetted tub, three flat screen TV's, surround sound and gas barbecue on private deck. Heating and cooling is provided through a ductless heat pump system. The beds are super comfortable! The kitchen is fully equipped and comes complete with refrigerator, microwave, dishwasher and stove top oven. It has everything you need for a relaxed get away with private forested view. Super clean and comfortable.

Dec 16 – 23

G$25,754 GYD per night

Guest favorite

Condo in Sunriver

4.88 out of 5 average rating, 197 reviews

Sunriver Getaway

Wonderful upper condo in a quiet location perfect for families, business people, and those wanting a relaxing getaway. Two large bedrooms each have new comfortable queen beds and the upper loft has one new twin bed - condo sleeps 5 people total! Year round hot tub and seasonal pool (open Memorial Day weekend thru 1st weekend of October) for relaxing and play! Washer-dryer, Wireless wi-fi and cable TV. Walking distance to Sunriver Resort, restaurants, shops, and trails.

Dec 15 – 22

G$22,632 GYD per night

Guest favorite

Condo in Bend

4.97 out of 5 average rating, 123 reviews

Seventh Mountain Resort 1 bedroom / 1 bath - Pool

**NEWLY RENOVATED NOVEMBER 2022** Your family will be close to everything when you stay at this centrally located condo at Seventh Mountain Resort. Bend is a short 5 mile drive and only a short drive to Mt. Bachelor. Kids will love the pools and mini-golf! Parents, enjoy the peace and quiet as you look off into the valley above the Deschutes River. Condo features full kitchen, king master, queen murphy bed and couch is a hide-a-bed. We sincerely hope you enjoy your stay!

Jun 5 – 12

G$36,418 GYD per night

Guest favorite

Condo in Bend

4.86 out of 5 average rating, 185 reviews

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.

Jan 31 – Feb 7

G$27,149 GYD per night

Guest favorite

Chalet in Eagle Crest

4.98 out of 5 average rating, 205 reviews

Cozy 3 bdrm + loft Eagle Crest Chalet w/ Hot Tub!

Welcome to our Chalet in the Eagle Crest Resort! You are guaranteed to feel like you are on vacation the minute you walk in. This 3 bedroom + loft can sleep 8 guests and comes with washer/dryer, WiFi, and desks in the loft. Relax in the space indoors or out, with the outdoor patio, hot tub, BBQ, and golf course views. There is so much to see and do on the resort property or you can grab a blanket, sit by the fire and do absolutely nothing at all!

Nov 1 – 8

G$32,076 GYD per night

Superhost

Condo in Bend

4.88 out of 5 average rating, 118 reviews

Adorable Studio at Seventh Mountain Resort

What an incredible getaway with all of the amenities of Seventh Mountain Resort and just 12 miles to Mt. Bachelor. Very welcoming, bright and comfortable. Queen size bed, love seat and a patio with a nice view. Flooring is modern luxury vinyl planking. Enjoy resort amenities which include The Outfitter Bar, mini-golf, gym, disc-golf, two pools, spas and more. Seasonal rafting trips. 24 hour guest check-in at the main lodge.

Jun 12 – 19

G$21,340 GYD per night

Guest favorite

Condo in Sunriver

4.96 out of 5 average rating, 194 reviews

*Family Friendly/Forest view/Hot Tub/Pool

*Seasonal Pool (opens Memorial Day weekend) and Year-round hot tub * Step into this peaceful and quiet condo in Powder Village just outside the Sunriver Village. Hardwood floors make this 2-bedroom 2 bath condo a perfect retreat for any small group or family. • Forest Views • Self-Check-In • Fast Wi-Fi • No assigned Parking • Hardwood floors • 1 King Bed, 1 Queen Bed • Pack N Play • Toddler Bed • Queen Size Air-Mattress

Apr 8 – 15

G$27,318 GYD per night