Holiday Rentals in Bend, OR

3745 available vacation rental offers

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Bend, OR holiday rentals
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3745 Holiday rentals and Airbnb in Bend, OR

Best family friendly Bend, OR holiday rentals

Among the 3745 accommodations in Bend, OR, here are the 4 best family friendly rentals

56 M² Condo ∙ 1 Bedroom ∙ 4 Guests - Bend, OR
No reviews

56 M² Condo ∙ 1 Bedroom ∙ 4 Guests

apartment, Bend
This ground-floor apartment in Mount Bachelor Village Resort, Bend, Oregon, offers easy access to the Deschutes River Trail and is located 2.4 km from the Old Mill District and 3.2 km from downtown Bend.
The 55-square-metre self-catering property features one bedroom, one bathroom, and sleeps four, boasting a kitchenette, gas fireplace, private patio with forest views, and access to resort amenities including a swimming pool, hot tub, and on-site restaurant.
New! Cozy Bend Escape | Hot Tub | Forest Views - Bend, OR
10 3 reviews

New! Cozy Bend Escape | Hot Tub | Forest Views

apartment, Bend
This upper-level corner condo in Mt. Bachelor Village Resort, Century West, is situated just 3 kilometres from Pilot Butte and Tumalo State Parks, offering proximity to the mountains and river.
This 79 square metre apartment sleeps six and features three bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, a swimming pool, a hot tub, and a fireplace, with access to outdoor activities like mountain biking and hiking.
Cozy Urban Farmhouse In Peaceful Neighborhood - Bend, OR
9.9 31 reviews

Cozy Urban Farmhouse In Peaceful Neighborhood

apartment, Bend
This Bend property is centrally located, minutes from downtown Bend's amenities, Pilot Butte State Scenic Viewpoint, the Deschutes River, and Hollinshead off-leash dog park, with Mount Bachelor and Smith Rock State Park approximately 48km away.
This two-bedroom, one-bathroom house sleeps five, boasting a spacious backyard with a hot tub, grill, fire pit, garden, and orchard, plus a remodeled interior, high-speed internet access, and a fully equipped kitchen including a dishwasher.
84 M² Condo ∙ 2 Bedrooms ∙ 6 Guests - Bend, OR
8.3 18 reviews

84 M² Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Bend
This Bend apartment, conveniently located near downtown Bend and Mount Bachelor, offers easy access to Central Oregon's outdoor pursuits.
The 83 square metre property features two bedrooms sleeping up to six guests, a fully equipped kitchen including a dishwasher, a private terrace, and access to a community swimming pool, hot tub and tennis court.

Best Bend, OR holiday rentals with a fireplace

Desert Oasis (Private Acreage) - Bend, OR
10 59 reviews

Desert Oasis (Private Acreage)

gîte, Bend
This private, gated annex in Bend is located 10 minutes from the city centre, providing easy access to restaurants, shops, and outdoor pursuits including Smith Rock and Mt. Bachelor.
This pet-friendly accommodation offers a full kitchen, gas fireplace, private patio with a grill and fire pit, and sleeps up to three guests, with pickleball courts available on request.
Sound Smith Guesthouse 2\2 - Park Setting - Bend, OR
9.8 144 reviews

Sound Smith Guesthouse 2\2 - Park Setting

house, Bend
This Southeast Bend guesthouse, adjacent to Larkspur Park and Juniper Swim & Fitness Centre, offers easy access to trails leading to Pilot Butte State Scenic Viewpoint.
The 2-bedroom, 2-bathroom property sleeps four, features a fully equipped kitchen including a dishwasher, boasts a unique proximity to a guitar/ukulele warehouse, and includes secure parking for two vehicles.
The Mallard House Walk To Downtown Bend In 5 Mins - Bend, OR
9.5 704 reviews

The Mallard House Walk To Downtown Bend In 5 Mins

apartment, Bend
The Mallard house is situated on the west side of Bend, just a 1.6km walk from the town centre through Drake Park, and within easy reach of shops and restaurants. This apartment has consistently received excellent ratings for its location, cleanliness, and overall experience.
This two-bedroom, one-bathroom property comfortably sleeps four guests, with a fenced yard perfect for pets. The Mallard house includes a fully equipped kitchen, air conditioning, parking, and an EV charger, as well as a charming herb garden for guests to enjoy.
Bluebird Day - Fox Den South, 2br, Coffee Shop! - Bend, OR
9.5 48 reviews

Bluebird Day - Fox Den South, 2br, Coffee Shop!

apartment, Bend
This Westside Bend apartment, situated above the Fox & Fern Coffee shop, offers convenient access to Mount Bachelor (driving distance required) and numerous outdoor pursuits, including mountain biking trails and the Deschutes River.
The two-bedroom, one-bathroom flat sleeps six guests and features a fully equipped gourmet kitchen, a private deck with outdoor bar, a cosy living room with gas fireplace, and complimentary provisions including organic tea, coffee, and toiletries.

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Best Bend, OR holiday rentals with jacuzzi

84 M² Condo ∙ 2 Bedrooms ∙ 6 Guests - Bend, OR
9.7 13 reviews

84 M² Condo ∙ 2 Bedrooms ∙ 6 Guests

apartment, Bend
This Bend apartment, overlooking the Deschutes River and situated above the Old Mill District, offers easy access to its restaurants and breweries.
The 83 square metre (893 square foot) property features two bedrooms with en-suite bathrooms, a queen sleeper sofa accommodating up to seven guests, and a private balcony; on-site amenities include a swimming pool, Jacuzzi, and parking.
Ski House 233 - Bend, OR
8.2 81 reviews

Ski House 233

house, Bend
Ski House 233 is situated in Bend, Oregon, approximately 3.7km from Drake Park, 7.2km from Hollinshead Park, and 5.6km from Ponderosa Park, offering convenient access to Bend's parks and skiing.
This two-bedroom property boasts a well-equipped kitchen with dishwasher, microwave and fridge, a balcony, swimming pool, jacuzzi, and fitness centre, sleeping up to four guests and providing easy self-catering.
Hottub, Near Old Bend & Downtown | Aerie 2bdr King - Bend, OR
10 41 reviews

Hottub, Near Old Bend & Downtown | Aerie 2bdr King

apartment, Bend
This modern flat is located in the Summit West district, 10 kilometres from Downtown and Old Bend, at the base of the Cascade Mountains, offering distant mountain views.
This 88 square metre apartment accommodates up to four guests, featuring a fully equipped kitchen, a private balcony with a hot tub, air conditioning, in-home laundry, and dedicated storage for bikes and skis, with one EV charging point per unit.
Drake Park Cottage In The Heart Of Bend - Bend, OR
9.9 229 reviews

Drake Park Cottage In The Heart Of Bend

apartment, Bend
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.

Best Bend, OR holiday rentals with parking

Luxury In Bend, Or | Bunk Bed Room Close To Nature - Bend, OR
9.0 51 reviews

Luxury In Bend, Or | Bunk Bed Room Close To Nature

apartment, Bend
This Boyd Acres apartment, near Bend's River Promenade and Deschutes River, is less than 1.6km from Sun Mountain Fun Center and River's Edge Golf Course.
The one-bedroom, one-bathroom flat sleeps six, offering an indoor pool, hot tub, free Wi-Fi, and limited housekeeping; nearby attractions include walking and cycling trails.
Gorgeous Condo With River View - Pool And Hot Tub - Bend, OR
9.0 4 reviews

Gorgeous Condo With River View - Pool And Hot Tub

house, Bend
This Bend apartment is located a 15-minute walk from Drake Park and 2.1 kilometres from Hollinshead Park.
This 59 square metre apartment accommodates up to 11 guests, featuring two bathrooms, air conditioning, a fully equipped kitchen with a dishwasher, a fireplace, an indoor swimming pool, a hot tub, and on-site parking, with complimentary WiFi available.
Downtown Condo - Bend, OR
10 8 reviews

Downtown Condo

apartment, Bend
This top-floor corner flat at Putnam Lofts is located in central Bend, Oregon, offering direct access to numerous eateries, alehouses, and entertainment spots, with Pilot Butte views from a private balcony. This two-bedroom, two-bathroom residence accommodates five guests, featuring a modern kitchen with a fridge, freezer, microwave, and dishwasher, air conditioning, in-unit laundry, and secure garage access.
Fully Furnished Apartment Downtown Bend "Colorado" - Bend, OR
10 18 reviews

Fully Furnished Apartment Downtown Bend "Colorado"

apartment, Bend
This Bend apartment, ideally located between downtown Bend and the Old Mill District, is 0.8 km from the Old Mill District, 7 km from Phil's Trail, 35 km from Mount Bachelor, and 42 km from Smith Rock.
This one-bedroom, one-bathroom flat sleeps two guests and features a king-size bed, fully equipped kitchen with dishwasher, in-unit laundry, private balcony with BBQ, high-speed Wi-Fi, and a home office; nearby amenities include restaurants, shops, and an amphitheatre.
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