Bend Homes with Short Term Rentals Allowed Community Features

Bend Homes with Short Term Rentals Allowed Community Features

Welcome to Bend, Oregon – a vibrant city nestled in the heart of Deschutes County, where stunning natural beauty meets a thriving community spirit. Known for its breathtaking landscapes, Bend offers an outdoor enthusiast's paradise, with the majestic Cascade Mountains to the west and the scenic Deschutes River winding through the city. Whether you're into hiking, skiing, or simply enjoying the great outdoors, Bend has something for everyone.

One of the most enticing aspects of Bend is its diverse real estate market, particularly homes that allow short-term rentals. This unique feature opens up a world of possibilities for homeowners and investors alike. Imagine owning a beautiful property in this picturesque city, where you can not only enjoy your own slice of paradise but also generate income through vacation rentals.

Communities that permit short-term rentals in Bend are thoughtfully designed to enhance both the living experience and the rental potential. These neighborhoods are often located near popular attractions, dining, and entertainment, making them ideal for visitors looking to experience the charm of Bend.

From cozy cabins to modern homes, the options are plentiful, allowing you to find the perfect property that suits your lifestyle and investment goals. With a strong demand for short-term accommodations, owning a home in Bend that allows for such rentals can be a lucrative opportunity.

Experience the best of both worlds in Bend – a serene retreat for yourself and a profitable venture for your future. Come explore the possibilities in this enchanting city!

Newest Bend Homes with Short Term Rentals Allowed Community Features

$419,000
2 Beds ⋅ 1 Baths ⋅ 220226215 MLS
Tucked among the pines on a corner lot, this meticulously maintained property offers a perfect blend of privacy, recreation, & updates in Oregon Water Wonderland. Down the street from Deschutes River trails & community's private marina. Paved/gated driveway leads into the fully fenced/cross-fenced property boasting a garden oasis thoughtfully designed w/ continuous color popping throughout the season, shaded sitting areas, & room to relax. With 40 acres of forest land abutting the west side, the setting feels wonderfully secluded. Vaulted ceilings & open floor plan create a naturally bright, spacious feel, complemented by new interior/exterior paint, waterproof Coretek flooring, remodeled kitchen & bath w/ granite countertops, new SS appliances, new propane stove,& new energy-efficient windows w/ premium UV coating. Other highlights include new front door, roof in 2020, insulated garage, multiple RV parking, additional gated access, 12x8 storage shed, & connected to public water/sewer.

56125 Snow Goose Road, Bend

Listing courtesy of RE/MAX Key Properties.

$1,479,000
5 Beds ⋅ 4 Baths ⋅ 220226195 MLS
Discover your home away from home, your primary residence, or vacation rental property in the heart of Bend's outdoor recreational paradise. Located minutes to Mount Bachelor, the Cascade Lakes or town, with neighborhood access to the Deschutes River Trail system, and bordering Widgi Creek golf course, you'll find this turnkey single family home in the desirable neighborhood Milepost 1. Featuring a rare 5 bedrooms and 4 full bathrooms, an open floorplan that is tastefully finished in designer elements, an attached 2 car garage with plenty of room for vehicles and recreational toys, a .26 acre lot, a spacious primary on the main, and so much more! When you're not out enjoying Bend, relax on your private patio, take a dip in the hot tub, and soak in the incredible setting that is nestled in the pines with expansive views. HOA's allow for true lock and go living. Why look any further? This is the perfect Bend escape!

60484 Kangaroo Loop, Bend

Listing courtesy of Cascade Hasson SIR.

$444,500
2 Beds ⋅ 2 Baths ⋅ 220226142 MLS
Recently remodeled, this 2-bedroom, 2-bath condo in desirable Mt. Bachelor Village Resort is the perfect choice for a full-time residence, vacation getaway, or income-producing short-term rental. Offering approximately 900 sq. ft., the condo features an updated interior and access to resort-style amenities including a seasonal pool, hot tubs, and a fireside room. Enjoy direct access to the Deschutes River Trail and a prime location just minutes from the Old Mill District, historic downtown Bend, dining, shopping, and entertainment. Ideally situated on the road to Mt. Bachelor, you'll have quick access to world-class skiing, snowboarding, hiking, and year-round recreation. Experience the best of the Central Oregon lifestyle.

19717 SW Mount Bachelor UNIT 260 Unit UNIT 260, Bend

Listing courtesy of RE/MAX Key Properties.

$599,000
3 Beds ⋅ 3 Baths ⋅ 220226129 MLS
Midtown Gem with Rare Short-Term Rental Eligibility! This exceptional end-unit townhome offers a rare opportunity for a future owner to pursue a STR, an increasingly valuable feature in Bend. Enjoy low-maintenance living with no HOA in desirable Midtown, with easy access to parks, restaurants, shopping, and downtown. The inviting great room features abundant natural light and a cozy gas fireplace. The thoughtfully designed kitchen features a large island, quartz countertops, a full tile backsplash, pantry, and modern finishes. Upstairs, you'll find 3 spacious bedrooms and two full baths, highlighted by a light-filled primary suite with an ensuite bathroom and generous walk-in closet. Recent upgrades include central A/C, a patio, and a radiant roof de-icing system. A rare opportunity to enjoy flexibility, convenience, and investment potential in one of Bend's most desirable neighborhoods.

750 NE Isabella Lane, Bend

Listing courtesy of Harcourts The Garner Group Real Estate.

$926,000
3 Beds ⋅ 3 Baths ⋅ 220226097 MLS
Welcome to a rare offering--Just over an acre of beautifully manicured, forested land this 2,400 sq ft custom home blends intentional design with flexible living for multi-generational use or income potential. Built with exceptional quality, features include radiant-heat floors (home & garage), steel beam double-wall construction (R-34+), backup generator w/buried propane tank, and a metal roof w/ custom wood stove. The gourmet kitchen with slab granite, newer appliances, and a large island opens seamlessly to the living area--perfect for gathering. Unwind in the spa-like retreat w/ a cedar-lined sauna and jacuzzi tub. Separate office w/ custom built-ins & upstairs guest suite w/ kitchenette, private entrance, and deck. Oversized garage/shop with epoxied floors, EV charging, RV parking, and serene outdoor living complete this one-of-a-kind property. Minutes from Sunriver, Mt. Bachelor, lakes, trails, and the Deschutes River and National Forest. Seller is licensed OR broker.

56743 Spring River Loop, Bend

Listing courtesy of Keller Williams Realty Central Oregon.

$680,000
5 Beds ⋅ 3 Baths ⋅ 220226051 MLS
Turnkey investment opportunity offering immediate cash flow in one of Bend's most desirable rental markets. This stabilized, low-maintenance property features two newer homes. The primary residence, built in 2023, offers 1,500 SF with 3 bedrooms and 2 full baths. The detached ADU, completed in 2024, offers just under 800 SF with 2 bedrooms and 1 full bath. Leases in place generating approximately $3,800/month. A rare opportunity to own an income-producing property with immediate cash flow and long-term appreciation potential. Ideal for investors, a 1031 exchange, or owner-occupants looking to offset their mortgage by living in one home and renting the other. Large fenced backyard with deck, off-street parking, and washers and dryers included. Conveniently located near the Old Mill District, shopping, restaurants, parks, and miles of walking and biking trails. Strong rental history with consistently low vacancy rates.

61071 Chuckanut Drive, Bend

Listing courtesy of Bend Premier Real Estate LLC.

$234,900
220225989 MLS
Some properties offer a view. This one offers an entire National Forest. This .52-acre homesite offers the rare opportunity to build with protected public land immediately behind you, creating a level of privacy that's increasingly difficult to find. Wander directly into the forest, explore nearby trails, spend the day on the Deschutes River, or head direct to Mt. Bachelor and the Cascade Lakes, all within easy reach. The property is already improved with new electric service installed in 2025, full fencing, and a coveted septic system approval on file. All of this allows you to focus on designing the Central Oregon home you've envisioned. Beautiful mature pines, striking lava rock formations, and a gated entry provide an exceptional natural setting in one of the area's most desirable recreational communities.

16945 Jacinto Road, Bend

Listing courtesy of Strategic Realty LLC.

$3,000
1 Beds ⋅ 1 Baths ⋅ 220225983 MLS
1 bedroom 1 bath fractional condo at Seventh Mountain Resort. This is a deeded share with 8 weeks of usage per year. The living room has a cozy fireplace and a queen sofa bed. There is a full kitchen with a breakfast bar. The King bedroom is off the main room with a jack and Jill bath. Exit out the back door to the deck for a beautiful forest view. Resort amenities include, pools, hot tubs and recreation center. Iceskating, white water rafting, pickle ball and tennis courts, fitness center, onsite restaurant and much more! Surrounded by the Deschutes National Forest the resort has easy access to hiking trails right outside your door. Seventh Mountain resort is the closest lodging to Mt. Bachelor and a short distance to the Old Mill and Downtown Bend. Close to perfect.

18575 SW Century Drive # 1221 B Unit # 1221 B, Bend

Listing courtesy of Patty McMeen Real Estate.

$3,300,000
6 Beds ⋅ 7 Baths ⋅ 220225889 MLS
Stunning 8,846 sq ft Home with Mountain Views on 2.5 private acres in Bend OR. Primary on main level, 6 bedrooms, 7 Baths and paved driveway. MAIN LEVEL: Primary bedroom suite, 2 w/in closets, tile shower, soaking tub and makeup counter. Gourmet Kitchen w/ built in appliances, pantry, granite countertops, bar counter, breakfast nook. Family room and formal living room with access to the entertainment deck. Private office open to 2nd floor library. Formal dining room w/ Built in Buffet / butler pantry and wet bar. 3 half baths, Laundry Room w/ 2 washer dryer towers, cabinets, counter, laundry sink. UPPER LEVEL: 5 bedrooms, 3 full baths, game room, library and flex room. LOWER LEVEL: Wine room, wine cellar, pool table, media room, fitness room, storage, cabinets ATTACHED GUEST HOUSE (ADU) w/ full kitchen, separate entrance, balcony and deck. Multi-generational living, caretaker quarters or guests. Just outside city limits, near dining, shopping, schools & medical.

62354 Erickson Road, Bend

Listing courtesy of NW Bend Homes, LLC.

$1,175,000
4 Beds ⋅ 3 Baths ⋅ 220225933 MLS
Exceptional new custom home on a spacious ½-acre lot, scheduled for completion in mid-September. Offering 2,730 sq. ft., this thoughtfully designed single-level home features 3 bedrooms, 2.5 baths, plus a versatile flex room ideal as an office, media room, or potential 4th bedroom. The open-concept great room boasts vaulted ceilings with exposed beams, a chef's kitchen with a custom walnut island, hard-surface countertops, luxary Thermador stainless steel appliances, and a butler's pantry with abundant storage. Premium features include a high-end finish package, fully insulated interior walls, and an upgraded HVAC system. The oversized 1,006 sq. ft. 3-car garage features an extra-tall RV-height door, plus dedicated RV parking. Plenty of room for a future shop or ADU, with the option to have the same custom builder complete additional structures after closing.

17498 Snow Goose Road, Bend

Listing courtesy of eXp Realty, LLC.

$665,000
4 Beds ⋅ 3 Baths ⋅ 220225772 MLS
One of the rare 4 bedroom floor plans with an oversized primary suite in Bend's Mirada neighborhood, this well-maintained home offers an open layout that supports easy daily living and flexible use of space. The main level flows from living to dining to kitchen, creating a comfortable area for gathering with a cozy fireplace. Extensive updates in 2022 add peace of mind and convenience, including interior and exterior paint, new refrigerator, washer and dryer, dishwasher, carpet, epoxy-coated garage floor with storage rack, and epoxy back patio. New backyard landscaping, front door, and side gate in 2026 provide more fresh updates. Positioned away from busier roads and one street from the private community pool, this home also benefits from HOA-maintained front landscaping and close proximity to Pine Nursery and Eagle Park.

21340 NE Evelyn Place, Bend

Listing courtesy of Bend Premier Real Estate LLC.

$195,000
1 Beds ⋅ 2 Baths ⋅ 220225783 MLS
Experience resort-style living and proven investment potential at Inn of the 7th Mountain. Located at the base of the Deschutes National Forest, this turnkey 1-bedroom, 2-bath condo comfortably sleeps 4 with easy-to-use queen size Murphy bed. Relax on your private balcony or hit the trails with ease, utilizing two dedicated owner storage closets for your outdoor gear. The Deschutes River Trail runs along the edge of the property, making the transition to outdoor adventuring effortless. The comprehensive HOA handles all utilities and maintenance, offering a truly hands-off experience of ownership. World-class resort amenities cater to every lifestyle, featuring multiple year-round pools, hot tubs, a sauna, a fitness center, mini-golf, disc golf, basketball, tennis, and pickleball courts all included in HOA membership. Whether you want a personal mountain escape, steady income stream, or the best of both worlds, this turnkey property delivers.

18575 SW Century Drive 2121 Unit 2121, Bend

Listing courtesy of Duke Warner Realty ERA Powered.

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