This two-bedroom apartment is situated in Bend's historic Parks District, just a short walk from Drake Park and the Deschutes River, and within easy reach of the town centre. It has consistently received excellent ratings for location, cleanliness, and overall guest experience. The apartment can accommodate up to six guests, thanks to its unique layout featuring a king-size bed in the bedroom, a king-size bed in the loft area, and a queen-size sofa bed in the living room. Guests can enjoy a range of amenities, including a fully equipped kitchen, air conditioning, a Jacuzzi, a private garden, parking, and a garage with space for bikes, rafts, and kayaks.
10 144 reviews
Bend, OR
02/07 – 03/07
SG$698/nightfor 1 night
Delightful 2 Bd Steps To River
1 4
apartment , Bend
This Bend apartment is situated two blocks from Drake Park, 0.8 km from the city centre, and within 1.6 km of the Old Mill District and Hayden Amphitheatre, offering easy access to the Deschutes River. The two-bedroom, one-bathroom flat sleeps four guests in king-sized beds, features a fully equipped kitchen with dishwasher, air conditioning, private parking, and is conveniently located near a Tesla Supercharger station, making it ideal for exploring Bend and Mount Bachelor (a 25-minute drive away).
8.6 22 reviews
Bend, OR
05/08 – 08/08
SG$393/nighttotal: SG$1179 (3 )
Second-floor - Riverfront Condo Near Downtown Bend
1 2
apartment , Bend
This second-floor flat in River West offers excellent Deschutes River views and is a 10-minute walk from downtown Bend's restaurants and breweries, situated adjacent to Pioneer Park. This 59 square meter apartment accommodates four guests with one bedroom and two bathrooms, featuring a full kitchen, air conditioning, a swimming pool, a hot tub, a terrace, and on-site laundry facilities.
9.8 435 reviews
Bend, OR
06/08 – 09/08
SG$261/nighttotal: SG$783 (3 )
Petite Suite: Midtown Warm & Welcoming This Winter
1 2
apartment , Bend
This Bend midtown studio apartment is situated five blocks from Pilot Butte State Scenic Viewpoint and a five-minute (approximately 3.2km) drive from Bend's city centre. The self-contained unit features a queen-size bed, wet bar, small refrigerator, and private garage with off-street parking for guests, accommodating up to two people and offering an electric vehicle charger (Tesla adapter needed).
9.8 334 reviews
Bend, OR
27/09 – 30/09
SG$605/nighttotal: SG$1815 (3 )
Elderberry- Salt Hot Tub, Wood Fireplace, 100+mbps Wifi, Walkable To Downtown
3 6
apartment , Bend
This family-friendly house is located in Bend, just a kilometre from Drake Park, the Deschutes River, and Tower Theater, and within a 2 kilometre radius of the Des Chutes Historical Museum and Downtown Bend Business Association. The property has received excellent ratings for location, cleanliness, and overall user experience. The house spans 102 square metres and comfortably accommodates eight guests. It features a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, a spa, a fitness centre, a tennis court, and parking.
10 114 reviews
Bend, OR
24/06 – 25/06
SG$266/nightfor 1 night
River Views At First Street Rapids + Walk Downtown
1 2
apartment , Bend
This ground floor studio flat is located in a residential area just 0.8 kilometres from downtown Bend and 1.4 kilometres from Drake Park, offering a peaceful setting close to the city's attractions. The property enjoys excellent user, location and cleanliness ratings, making it a popular choice for travellers. The flat is a studio apartment for two guests, equipped with a kitchenette and a queen-size bed. It includes a range of amenities such as a swimming pool, hot tub, laundry facilities, and parking, along with easy access to the river trail, making it ideal for exploring Bend's outdoor activities.
9.8 63 reviews
Bend, OR
18/09 – 20/09
SG$206/nighttotal: SG$412 (2 )
Private Bend Suite W/ King Bed, Hot Tub
1 2
B&B , Bend
This Bend guesthouse is situated 1.6 kilometres east of the city centre, conveniently close to Pilot Butte State Scenic Viewpoint and numerous parks and trails. Offering a king-size bed, en-suite bathroom, and optional twin XL bed for a third guest, this self-catering property features a private entrance, garden, hot tub (September–March), and parking; longer stays (30+ days) include kitchen and laundry access.
9.8 162 reviews
Bend, OR
17/09 – 19/09
SG$362/nighttotal: SG$724 (2 )
Riverfront Condo, Walk To Downtown Bend
1 2
apartment , Bend
This one-bedroom apartment is conveniently located near the Deschutes River, a 10-minute walk from Blockbuster and within a 15-minute walk of Central Bend and the Downtown Bend Business Association. This property has received excellent ratings for its location, cleanliness, and overall user experience. The apartment comfortably accommodates four guests and features a fully equipped kitchen with a fridge, microwave, and dishwasher. Enjoy relaxing evenings by the fireplace or take a dip in the indoor pool, and with amenities like a washing machine, TV, and a garden, this property provides everything you need for a comfortable stay.
9.7 453 reviews
Bend, OR
29/12 – 02/01
SG$831/nighttotal: SG$3324 (4 )
Basalt Bungalow - Near Gourmet Grocer, Shops, Hot Tub
2 3
apartment , Bend
This family-friendly house is situated in the mountains of Bend, just 1.5 kilometres from the Deschutes River, Drake Park, and Westside Church. The property has received excellent ratings for location, cleanliness, and overall experience. This 74 square metre house comfortably sleeps up to six guests in its two bedrooms and one bathroom. The house comes equipped with a range of amenities including a swimming pool, Jacuzzi, garden, spa, fitness centre, and a fully equipped kitchen.
9.8 412 reviews
Bend, OR
23/08 – 24/08
SG$690/nightfor 1 night
The Birdseye House
1 3
apartment , Bend
This two-bedroom apartment is situated in Bend, a short distance from breweries, ski resorts, shopping, the city centre, and the Old Mill District, offering easy access to Bend's attractions. The apartment has received excellent ratings for user experience, location, and cleanliness. The property features a spacious and open plan layout, perfect for groups of up to four guests. Enjoy convenient amenities like free Wi-Fi, air conditioning, and bikes, as well as a fully equipped kitchen, a private garden, and a fitness centre.
Bend, OR
28/06 – 07/09
SG$382/nighttotal: SG$27122 (71 )
Ski-in/ski-out King Condo | Hot Tub & Pool
1 1
apartment , Deschutes River Woods
This one-bedroom apartment at 7th Mountain Resort in Bend, Oregon, is a short drive from Deschutes River Woods, offering convenient access to outdoor pursuits. The self-catering flat sleeps five, boasts a kitchen, air conditioning, and access to a saltwater pool, hot tubs, a fitness centre, and on-site dining at the resort.
8.0 1 review
Bend, OR
27/06 – 04/07
SG$425/nighttotal: SG$2975 (7 )
Bend, Or Luxury | 1br Suite Near Nature Experience
1 2
B&B , Bend
Riverhouse Lodge, a guesthouse in Bend, Oregon, offers easy access to the Deschutes River Trail and is conveniently located near the River's Edge Golf Course and the Awbrey Reach section of the trail, though precise distances aren't specified. This Bend lodging comprises spacious 80-square-metre one-bedroom units, each sleeping up to four guests and featuring a king-size bed, pull-out sofa, private balcony or patio with river views, plus on-site pools, hot tubs, a fitness centre, and a restaurant.
Best family friendly Bend, OR Short term rentals
Among the 1505 accommodations in Bend, OR, here are the 4 best family friendly rentals
10 80 reviews
Bend, OR
29/12 – 02/01
SG$567/nighttotal: SG$2268 (4 )
Mckay Getaway, Between Drake Park/miller's Landing
1 3
apartment , Bend
This two-bedroom flat offers excellent access to Bend's Old Mill District, situated in Prime Old Bend west of downtown, with Millers Landing, Drake Park, and Columbia Park all within a 5-minute walk and the Deschutes River just half a block away. Guests can enjoy a fully stocked kitchen, a private courtyard with a gas BBQ, air conditioning, a Jacuzzi tub, and access to two cruiser bikes and two stand-up paddleboards, accommodating up to four people.
10 236 reviews
Bend, OR
29/12 – 02/01
SG$688/nighttotal: SG$2752 (4 )
Drake Park. Hot Tub. Walk Everywhere! Ski Special 250 Weeknights
1 3
apartment , Bend
This privately situated craftsman house is located on Bend's Westside, within walking distance of downtown amenities including the Old Mill District and Bend Farmers Market, placing it 300 meters from the city centre. This 218 square meter, three-storey residence offers accommodation for up to 8 guests, featuring 3 bedrooms, 3 bathrooms, a well-equipped kitchen with two ovens, a gas fireplace, a family room with heated floors, and a private, fenced garden with a hot tub and BBQ.
9.7 202 reviews
Bend, OR
29/12 – 02/01
SG$396/nighttotal: SG$1584 (4 )
Bend Mountain Modern, Hottub, 2 Bd/2ba-2000 Sf A/c
1 3
apartment , Bend
This Bend Mountain View holiday home is conveniently located within 1.6km of St Charles Bend, and under 5km from Pilot Butte State Park and the Central Bend district. This 186 square metre property sleeps seven, boasts two bathrooms, a fully equipped kitchen, Jacuzzi, terrace, garden, parking, and free Wi-Fi; enjoy nearby outdoor pursuits and relaxation in the spa tub and jetted tub.
Bend, OR
06/08 – 09/08
SG$594/nighttotal: SG$1782 (3 )
Condo ∙ 1 Bedroom ∙ 2 Guests
1 2
apartment , Bend
This king suite apartment is situated in Mount Bachelor Village, Bend, Oregon, a short walk from the Deschutes River Trail and Old Mill District. The self-catering unit sleeps two guests in one bedroom with a king-size bed, and includes a kitchenette, access to a seasonal outdoor pool (March-September) and two hot tubs, plus a 10% discount for stays of a week or more (excluding Christmas/New Year's).
Best Bend, OR short term rentals with a fireplace
9.0 22 reviews
Bend, OR
17/09 – 19/09
SG$279/nighttotal: SG$558 (2 )
Ground-floor Condo Near Pioneer Park And Downtown!
1 2
apartment , Bend
This one-bedroom flat in Bend's River West district offers easy access to downtown, being an 8-minute walk away, and is only 200 metres from the Deschutes River and its riverside trail. This 60-square-metre apartment, suitable for two guests, features air conditioning, a kitchen with a fridge, microwave, and dishwasher, two bathrooms, and two private patios, one with a grill, all accessible at ground level.
9.8 548 reviews
Bend, OR
17/07 – 19/07
SG$368/nighttotal: SG$736 (2 )
Forested Artistic Cozy Tiny House W/ Wildlife
1 2
cabin , Deschutes River Woods
This Deschutes River Woods tiny house, near Bend, Oregon, offers a secluded woodland retreat, conveniently located for exploring the area. The single-bedroom dwelling sleeps two, features a fully equipped kitchen with gas stove and butcher block countertops, a full bathroom, two lofts (one for sleeping, one for TV), and private outdoor space; abundant wildlife viewing opportunities are available directly from the property.
Bend, OR
14/08 – 16/08
SG$480/nighttotal: SG$960 (2 )
Upper-level Condo With Mt. Bachelor Village Amenities!
3 2
apartment , Bend
This holiday flat is situated in the Century West district of Bend, offering direct access to the Deschutes River Trail and a 10-15 minute drive to downtown Bend's amenities. This 84 square metre holiday let accommodates up to five guests, featuring three bedrooms, two bathrooms, a fully equipped kitchen with a Nespresso maker, a private elevated balcony with forest views, and access to seasonal resort amenities including a swimming pool and hot tubs.
Bend, OR
09/07 – 12/07
SG$751/nighttotal: SG$2253 (3 )
Sw Bend Family Home
1 6
apartment , Bend
This flat is located 500 meters from the Old Mill District and is close to the Deschutes River, offering convenient access to shopping, dining, and outdoor pursuits. This property accommodates up to six guests and features a fully equipped kitchen, air conditioning, a private hot tub, and a fenced garden with a fire pit and BBQ area, making it ideal for relaxation and entertainment.
Frequently asked questions about short term rentals in Bend, OR
What kind of weather can travelers expect in Bend, OR?
Bend has a semi-arid climate, so expect sunny days and cool nights. Summers are warm and dry, with average highs around 28°C, perfect for hiking and outdoor activities. Winters are cold and snowy, with average lows around -5°C. You'll want to pack for all seasons, especially if you're visiting during the shoulder seasons.
What are the most popular festivals and events in Bend, OR?
Bend has a vibrant events scene! The Bend Brewfest is a big one, attracting craft beer enthusiasts from all over. And if you're a music lover, the Summer Concert Series at the Les Schwab Amphitheater is a must-see. It features a variety of artists throughout the summer.
What are the best short term rentals with a pool in Bend, OR?
Bend is surrounded by stunning natural beauty. Just a short drive away, you'll find Smith Rock State Park, a world-renowned rock climbing destination. If you prefer water activities, the Deschutes River is perfect for kayaking, paddleboarding, and fishing. And for a truly awe-inspiring experience, take a drive to the Cascade Lakes, a chain of sparkling alpine lakes.
What are the best short term rentals with a jacuzzi in Bend, OR?
What part of Bend, OR is ideal for finding lodging?
The Old Mill District is a great area to find lodging, with a variety of hotels and resorts. Downtown Bend is also a popular choice, offering a mix of boutique hotels and charming bed and breakfasts. If you prefer a more relaxed atmosphere, the Riverfront area is a great option, with scenic views of the Deschutes River.
What are the best short term rentals for families and kids in Bend, OR?
Tudor Inn Garden Rm W/ Shared Bath - Downtown Bend
1 2
B&B , Bend
The Tudor Inn is a charming guesthouse located in downtown Bend, just a short stroll from the Old Mill District and the Deschutes River. This well-rated establishment consistently receives excellent reviews for its cleanliness, location, and overall guest experience. The Tudor Inn offers a single bedroom with a shared bathroom, ideal for solo travellers or couples. Guests can enjoy modern decor, a complimentary pint of beer, and a garden to relax in.
Bend, OR
28/06 – 07/09
SG$215/nighttotal: SG$15265 (71 )
Shaffer's Flat - Stay And Play In Downtown Bend!
1 1
apartment , Bend
This Old Bend apartment is ideally located less than 1.6 km from the Old Mill District and within 1.6 km of the Deschutes Historical Museum, offering easy access to Bend's attractions. The one-bedroom, one-bathroom flat sleeps two guests and features air conditioning, a short walk from the Tower Theatre, providing a peaceful base for exploring Old Bend.
9.9 259 reviews
Bend, OR
11/07 – 14/07
SG$365/nighttotal: SG$1095 (3 )
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, Ac, Balcony
1 2
studio , Bend
This family-friendly apartment is located in the mountains of Bend, just a 15-minute walk from the Deschutes River and Drake Park, and less than a mile from Tower Theater and the Des Chutes Historical Museum. It has received excellent user ratings for location, cleanliness, and overall experience. The apartment spans 50 square metres and comfortably accommodates two guests in a single bedroom and bathroom. It offers a range of amenities, including a fully equipped kitchen, a balcony, a fireplace, a swimming pool, a fitness centre, and a tennis court.
8.0 3 reviews
Bend, OR
11/07 – 14/07
SG$380/nighttotal: SG$1140 (3 )
Modern Style Third Floor Condo With Private Balcony
1 2
apartment , Bend
This recently renovated, one-bedroom flat is located on the third floor, a 10 to 15-minute walk from downtown Bend's restaurants, shops, and breweries. This 60 square meter condo accommodates four guests with a king bed and a pullout sofa, featuring a fully equipped kitchen, air conditioning, a balcony, and is within easy reach of hiking, cycling, and fishing.
Best Bend, OR short term rentals with laundry available
9.9 182 reviews
Bend, OR
06/08 – 09/08
SG$542/nighttotal: SG$1626 (3 )
Quiet Modern Home | Dog Friendly | 8 Min To Town
3 2
apartment , Bend
This modern house in Bend, Oregon, is situated in a residential neighbourhood, a 0.64km drive from Lone Pine Coffee and 10 Barrel Brewery, and 1.6km from Bend's city centre. This three-bedroom, two-bathroom home sleeps eight guests, boasts a fully fenced garden with a fire pit, and offers a fully equipped kitchen, super-fast Wi-Fi, and pet-friendly accommodation (a £40 cleaning fee applies).
9.8 253 reviews
Bend, OR
14/09 – 17/09
SG$421/nighttotal: SG$1263 (3 )
Bluebird Day - Sunny Pine Cottage In Bend, Or, Features 2 Bedrooms Downtown!
2 2
apartment , Bend
This house is situated in Bend, within 1.6km of the Deschutes River, Old Mill District, and Hayden Homes Amphitheater, offering easy access to the city's key attractions. The property has consistently received excellent ratings for its location, cleanliness, and user experience. The house, with its 74 square metres of space, comfortably accommodates up to four guests in two bedrooms and one bathroom. The home features a fully equipped kitchen, a patio for outdoor relaxation, and free Wi-Fi, ensuring a comfortable and enjoyable stay.
9.7 372 reviews
Bend, OR
14/09 – 17/09
SG$326/nighttotal: SG$978 (3 )
Charming 1 Bedroom Apartment In Historic Old Bend
1 2
apartment , Bend
This charming flat is located in Old Bend, a short walk from Drake Park and the city centre, offering easy access to shops, restaurants, and the Deschutes River. The property has received excellent ratings for cleanliness, location, and user experience. The apartment is a unique space with a walk-up second floor and a spiral staircase leading to the bedroom on the third floor, accommodating up to three guests. Guests can enjoy complimentary cruiser bikes and floaties for exploring the river and surrounding areas, as well as secure off-street parking in a covered carport.
9.8 62 reviews
Bend, OR
23/06 – 26/06
SG$555/nighttotal: SG$1665 (3 )
Centrally Located Onelevel Pet Ok Home W/fireplace
3 2
apartment , Bend
This spacious three-bedroom apartment is situated in the Foxborough neighbourhood of Southeast Bend, just 7km from the Old Mill District and 9km from the Deschutes River Trail and Farewell Park. It has consistently received excellent reviews for its location, cleanliness, and overall user experience. The 132 square metre apartment comfortably accommodates up to 8 guests and features a large open-plan living area, a well-equipped kitchen, and a fenced-in backyard. Amenities include a jacuzzi, a fireplace, a BBQ, a smart TV with Netflix and YouTube TV, and a washer and dryer.