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Holiday Rentals with Pools in Bend, OR

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    1 / 14
    4.5 of 5 stars (4) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    1 Bedroom, 2 Bathrooms, Sleeps 6 | Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 23
    5 of 5 stars (6) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    About this property
    Exceptional value @ Mt Bachelor Village Resort this upstairs unit (no elevator) with 2 REAL queen beds. No sofabeds here but there are 2 queen beds and an additional small roll-away single bed. This is a tastefully updated and exceptionally clean unit in a resort setting. Much better than a... View all property information
    Location Information
    Bend, Central Oregon 97702
    5 of 5 stars Reviewed 28 August 2014
    I stayed with my partner and his two teenage boys for three nights. We found everything was just as described with the rental, and it was a good amount of space for four people...
    5 of 5 stars Reviewed 19 May 2013
    My husband and I spent 2 nights at this property with my daughter and son-in-law. The condo was clean, comfortable, and attractively furnished. The kitchen was supplied with...
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    1 / 24
    3 of 5 stars (3) Average
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
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    • x
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    About this property
    This beautiful home is on the Big Deschutes River with fabulous river views. Located approximately 7 miles southwest of Sunriver, in the River Meadows subdivision, this property has a private boat launch just two lots away and you can enjoy fishing and boating right at your back door. The expansive... View all property information
    Location Information
    Bend, Central Oregon
    1 / 30
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    About this property
    Stay in style at Mt. Bachelor Village, a short drive or walk from Old Mill District! This unit is great for one large family or two small families traveling together, and can be combined with our Big Eddy and Big Boulder properties for larger groups attending local events. Located in the River Wild... View all property information
    Location Information
    Bend, Central Oregon 97702
    1 / 23
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Looking for a peaceful retreat in a quiet, forest setting? Big Boulder is nestled among large ponderosa trees and 15 acres of undeveloped land just off Century Drive on Bend's desirable west side. The Deschutes River Trail is just out the door, and provides access to incredible hiking and biking... View all property information
    Location Information
    Bend, Central Oregon 97702
    1 / 26
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This private vacation home is only minutes from unlimited outdoor recreation, including the Mt. Bachelor Ski Resort, as well as all the amenities of Downtown Bend and the Old Mill District. Located in River Wild, an exclusive and secluded neighborhood in the Mt. Bachelor Village Resort, Big Eddy... View all property information
    Location Information
    Bend, Central Oregon 97702
    1 / 9
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • x
    About this property
    Bendgetaway is a privately owned 2 bed/2 bath loft condominium located within the Seventh Mountain Resort near the town of Bend in central Oregon. Central Oregon is known for it's nearly 300 days of sunshine per year! View all property information
    Location Information
    Bend, Central Oregon 97702
    4 of 5 stars Reviewed 27 May 2015
    This was a great place to stay when going to a show at the amphitheater. It is an older place with a few older fixtures, but very comfortable and practical. Great value. Make sure...
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    1 / 21
    5 of 5 stars (2) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
    • Wi-Fi
    • Washer
    • Children's Pool
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    • Sauna
    • DVD Player
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Very clean, light and comfortable, well furnished one bedroom two full baths/shower/tub. Sleeps 4 very comfortably. Includes all utilities, wifi, basic cable, land line and use of all amenities. Fireplace ( presto log only), balcony with Deschutes Forest views and of the Paulina's. On site you... View all property information
    Location Information
    Bend, Central Oregon 97702
    5 of 5 stars Reviewed 2 weeks ago
    Checking in was our first Summer Time Delight. My friend loved the Iced Tea and shared one with me. And yes it was indeed the best ice tea we ever had. Made just right not too...
    5 of 5 stars Reviewed 3 September 2015
    My adult daughter and I stayed at Karen's condo at Seventh Mountain for 2 nights and had a wonderful time. I have stayed at Seventh Mountain resort many times and in several...
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    1 / 22
    4.5 of 5 stars (12) Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Satellite TV
    • DVD Player
    • Grill
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Balcony
    • Private Outdoor...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Use the pool and tennis courts. Walk to Old Mill Shopping Center, fifteen minutes on foot, three minutes on wheels! Big bathroom off the bedroom. Fully stocked kitchen and it's a sunny, southern exposure, delight to cook in. A wall of windows offers the Descuhtes forest and views of it's animals... View all property information
    Location Information
    Bend, Central Oregon 97702
    4 of 5 stars Reviewed 21 July 2015
    The Vacation Rental was beautiful and well kept. Once you enter the unit, you will be instructed in writing to remove your shoes and only step into the unit barefooted. If the...
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    1 / 25
    3.5 of 5 stars (2) Average
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
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    • Shared Outdoor Pool...
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    • x
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    • x
    About this property
    Explore Oregon's high desert in this chic condo with resort amenities and a central location in Bend! The modern space is the perfect hideaway for days spent outdoors or brewery hopping with friends. Wall Street Condo is located in Pioneer Park Condos, an inviting community near the Deschutes... View all property information
    Location Information
    Bend, Central Oregon 97701
    4 of 5 stars Reviewed 2 December 2015
    This is a cute well put together condo....The draw back is there is no view. However it's tucked in the corner and it was quite...I have stayed in a few of these unit and this one...
    3 of 5 stars Reviewed 14 October 2015
    Basic, clean, all necessities there. No sheets or blankets for the hide-a-bed couch - only for the murphy bed. View of the wall of the building next door.
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    1 / 24
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Internet Access
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    • x
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    • Smoking allowed
    • x
    About this property
    The perfect spot for an outdoor adventurer or a romantic getaway, this Bend vacation rental is a great place to curl up with your favorite someone, or simply relax after a long day on the trails. Hosting up to two vacationers, this studio vacation condo will have plenty of space for you spread out... View all property information
    Location Information
    Bend, Central Oregon 97701
    1 / 39
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Hot Tub
    • Grill
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    • Shared Outdoor Pool...
    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Spacious enough for four lucky guests, this second-floor unit in the lovely Pioneer Park Condos makes a wonderful home away from home in the heart of Bend! Located just a mile away from downtown Bend, and about 22 miles away from Mt. Bachelor, this beautiful home is close to everything, including a... View all property information
    Location Information
    Bend, Central Oregon 97701
    1 / 27
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Satellite TV
    • Hot Tub
    • Shared Outdoor Pool...
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    • Terrace
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Walk to all that Bend offers in it's charming downtown. A wall fireplace that is remote controlled, nice comfy and modern furnishings,stainless steel appliances. It is all here on a second story condo that offers two balconies one from the master bedroom and the other from the main . Two full... View all property information
    Location Information
    Bend, Central Oregon 97703
    1 / 26
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • Hot Tub
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    • Grill
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    • Patio
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This slick Skyliner condo is the perfect home base for exploring the Bend area with access to the Pioneer Park community pool and hot tub. Located about 20 miles from Mt. Bachelor and and close to downtown Bend, this home is in an ideal location for adventure - both urban and outdoor! Elegant... View all property information
    Location Information
    Bend, Central Oregon 97701
    1 / 29
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • Patio
    • Internet Access
    • Air Conditioning
    • Grill
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    • Shared Outdoor Pool...
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Perfect for a quick romantic weekend or a solo retreat to beautiful Bend, this studio will help you feel right at home in sunny Central Oregon! Located about a mile away from downtown Bend, and within walking distance of Pioneer Park for the morning or evening workout, this charming condo keeps you... View all property information
    Location Information
    Bend, Central Oregon 97701
    1 / 21
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • Grill
    • Parking
    • Shared Outdoor Pool...
    • Patio
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Next time you take a trip to Central Oregon, stay here at this lovely Bend vacation rental and have amazing access to all things Bend has to offer - great views, beautiful weather, and delicious food! Located just a block from downtown Bend, and close to Pioneer Park for jogs and dog walks. Upscale... View all property information
    Location Information
    Bend, Central Oregon 97701
    1 / 28
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Grill
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    • Shared Outdoor Pool...
    • Patio
    • Hot Tub
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This updated Bend vacation rental is ready to send you on your Central Oregon adventures in comfort and style. Enjoy all the city has to offer - this unit is just a few blocks from downtown near Drake Park. This condo has a surprisingly spacious living room, with shiny wood floors and plenty of... View all property information
    Location Information
    Bend, Central Oregon 97701
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
    • Grill
    • Parking
    • Internet Access
    • Shared Outdoor Pool...
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Explore Central Oregon year round in this charming Mt. Bachelor Ski Resort condo with luxury amenities and mountain views! Plan a family ski holiday or summertime escape with great friends in this comfortable unit. This Oregon high desert vacation rental offers resort access, including tennis... View all property information
    Location Information
    Bend, Central Oregon 97702
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    1 / 27
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Air Conditioning
    • Internet Access
    • Waterfront
    • Shared Outdoor Pool...
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    • Hot Tub
    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    River views, a private hot tub, and premium amenities combine to make this Mt. Bachelor getaway a must for those looking enjoy everything Oregon's great outdoors has to offer. Situated in the Mt. Bachelor Village Resort, and just a short walk from the Deschutes River, this unit provides the perfect... View all property information
    Location Information
    Bend, Central Oregon 97701
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • Internet Access
    • Patio
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This handsome Bend getaway is perfectly situated for skiers and shoppers alike! Just 20 minutes from the slopes of Mt. Bachelor and 10 minutes from downtown shopping and dining, this two-bedroom condo sits just off the Cascade Lakes Scenic Byway in the highly desirable Mt. Bachelor Village... View all property information
    Location Information
    Bend, Central Oregon 97702
    1 / 33
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Grill
    • Hot Tub
    • Internet Access
    • Patio
    • Shared Outdoor Pool...
    • Waterfront
    • Parking
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    With resort-style amenities, gorgeous views of the Deschutes River from private balconies, and a private hot tub, this two-bedroom Mt. Bachelor vacation condo offers deluxe accommodations from which to experience Bend. Located in the Mt. Bachelor Village Resort, this retreat overlooks the stunning... View all property information
    Location Information
    Bend, Central Oregon 97701
    1 / 18
    4.5 of 5 stars (3) Very good
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Parking
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    • Air Conditioning
    • Hot Tub
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    As part of the beautiful collection of Pioneer Park condos, this stylish downtown Bend vacation rental is waiting to make your family or group of friends feel right at home in Central Oregon! This adorable unit is quiet, with great amenities including WiFi and cable. There is a small,... View all property information
    Location Information
    Bend, Central Oregon 97701
    5 of 5 stars Reviewed 29 April 2016
    We had a great stay. This place has every thing you could need. It was warm and comfy. Beth and her dogs were very friendly.
    4 of 5 stars Reviewed 16 December 2015
    My travel companion and I liked the two separate rooms and two bathrooms. The place is just off the main highway , so easy to get too. Also it is connected to the urban trail...
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    1 / 25
    4.5 of 5 stars (8) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Patio
    • Grill
    • Hot Tub
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Plan a snowy holiday in this one-bedroom home with a loft and luxury resort attractions at Mt. Bachelor Village. The inviting space is perfect for six guests (four adults) wishing to explore Oregon by river or mountain top! This condo is surrounded by nature. The Deschutes River Trail is outside... View all property information
    Location Information
    Bend, Central Oregon 97702
    3 of 5 stars Reviewed 29 March 2015
    Great location and also great to be near the pool, office and tennis courts and playground. We had a total of 4 people and only 3 could fit comfortably in the living room. The...
    3 of 5 stars Reviewed 28 March 2015
    As I write this review there is a noise like an audible EMP coming through the walls, which is the only time we've been bothered by neighbors, There it stopped. lovely place...
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    1 / 28
    2 of 5 stars (1) Poor
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    If you're looking for an intimate setting for your next Central Oregon, check out this little Bend vacation rental with access to a nearby pool and hot tub. Only a mile from downtown Bend and within easy reach of Pioneer Park, this home is close to urban delights as well as outdoor options like Mt.... View all property information
    Location Information
    Bend, Central Oregon 97701
    1 / 24
    3 of 5 stars (1) Average
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Patio
    • Internet Access
    • Shared Outdoor Pool...
    • Hot Tub
    • Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Situated comfortably on the first floor of the lovely Pioneer Park Condos, this full-sized unit has plenty of space for up to four guests. With the largest outdoor patios in the community, and gorgeous views of the park and common area gardens, this is the perfect space for friends or a few couples... View all property information
    Location Information
    Bend, Central Oregon 97701
    3 of 5 stars Reviewed 16 September 2014
    My wife and I rented the 1 bedroom, 2 bath w extra fold down bed to share with my mother for a family visit in Bend. We like the idea of the kitchen amenities to avoid eating out...
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Children's Pool
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    ***PRICE AND AVAILABILITY SUBJECT TO CHANGE WITHOUT NOTICE. CHECK IN DATES FOR THIS PROPERTY ARE FRI/SAT/SUN*** WorldMark Bend – Seventh Mountain Resort is happy to provide guests with two outdoor pools, an outdoor children’s pool and three outdoor hot tubs – all of which are heated and available... View all property information
    Location Information
    Bend, Central Oregon 97702