Bend Vacation Rentals

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Title: "Why Choose Vacation Rentals When Traveling to Bend, United States"

Are you planning a leisure escape to the stunning city of Bend, Oregon? Before you book your accommodations, consider the unparalleled charm and convenience of vacation rentals. Nestled in the heart of the Pacific Northwest, Bend is a haven for outdoor enthusiasts, offering a myriad of activities such as hiking, skiing, and exploring the vibrant downtown area. To truly immerse yourself in the local lifestyle and make the most of your getaway, opting for a vacation rental may be the perfect choice.

Vacation rentals in Bend offer a unique opportunity to experience the city like a local, with a variety of properties ranging from cozy cabins to spacious homes with breathtaking mountain views. Imagine waking up to the crisp mountain air, sipping your morning coffee on a private deck, and then setting out to explore all that Bend has to offer. Whether you're traveling with family, friends, or solo, vacation rentals provide the freedom and flexibility to tailor your stay to your preferences, creating lasting memories and a true home away from home.

One of the major advantages of choosing a vacation rental in Bend is the abundance of amenities available to enhance your stay. Many properties feature fully equipped kitchens, allowing you to prepare delicious meals with fresh local ingredients after a day of adventure. Additionally, amenities such as hot tubs, fire pits, and spacious living areas provide the perfect setting to unwind and reconnect with your travel companions. Whether you're seeking a cozy retreat for a romantic getaway or a spacious abode for a group vacation, vacation rentals offer the comforts and conveniences to elevate your travel experience.

Beyond the walls of your vacation rental, Bend beckons with a plethora of activities to suit every taste. From outdoor pursuits like hiking along the Deschutes River Trail or skiing at Mt. Bachelor to exploring the vibrant art galleries, breweries, and boutiques downtown, there's something for everyone in this dynamic city. By choosing a vacation rental as your home base, you'll have the freedom to explore at your own pace and truly immerse yourself in the local culture. So why settle for a standard hotel room when you can elevate your Bend travel experience with a vacation rental that offers comfort, convenience, and a taste of true Pacific Northwest hospitality.

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Our Top 10

(Sorted by rating & number of reviews)

1. Vantage Point
2. Base Camp Villa
3. Broken Top #22
4. Seventh Mountain Villa
5. Pine House Retreat Villa
6. Quail Covey Home
7. Points West Townhouse Villa
8. Witchhazel 8 Villa
9. River Ridge 416A Condo
10. River Ridge 324A

Best Bend Vacation Rentals

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Bend
Aug 03, 2025 - Aug 04, 2025

Vantage Point

+ 17 photos

The 3-bedroom Vantage Point is located 10 minutes by car from the 16.5 - acre Hollinshead Park and provides water sports activities, snow skiing, and horse riding for active guests. Offering horse riding tours, this Bend villa can accommodate up to 8 people.

South Twin Lake is a 5-minute ride away, and Drake Park is 25 minutes on foot from the property. The nearby entertainment venues include Regal Old Mill Stadium 16 Movie Theater, situated a 14-minute walk away. Vantage Point is very close to Strictly Organic. Roberts Field airport is 29 minutes' drive away from the Bend property.

Address: 970 Sw Vantage Point Way

Base Camp Villa

+ 29 photos

Situated within 10 minutes' drive of the 16.5-acre Hollinshead Park, the 1-bedroom Base Camp Villa entices guests to enjoy snow skiing in the area. Located just 1.8 km from Harmon Park, the villa provides Wi-Fi and free private parking.

This property is within walking distance of Shevlin Park, while Columbia Park is 6 minutes' stroll away. The Pavilion Recreation Center is a 12-minute walk away and Roberts Field airport is 30 km from the Bend accommodation. For sports enthusiasts, Base Camp Villa is an ideal starting point to discover Bend's athletic scene, with Juniper Swim and Fitness Center Public Swimming Pool, situated 10 minutes away by car.

Address: 415 Northwest Federal Street

Broken Top #22

+ 18 photos

Offering a location 4.2 km from Juniper Swim and Fitness Center Public Swimming Pool, Broken Top #22 gives access to various tourist spots in the area. Guests can enjoy snow skiing, hiking, and cycling at the property, located 10 minutes' drive from Shevlin Park.

This Bend villa is within 35 km of Roberts Field airport and around 10 minutes by car from such cultural points of interest as Deschutes Historical Museum. Drake Park is approximately a 10-minute drive away.

Address: 61875 Broken Top Dr

Cheap Bend Vacation Rentals

Seventh Mountain Villa

+ 75 photos

Located within a 10-minute drive of Aspen Day Use Area, the 7-room Seventh Mountain Villa features a swimming pool with a sauna.

Dillon falls is approximately 10 minutes away by car and Roberts Field airport is 40 km from this accommodation.

Pine House Retreat Villa

+ 25 photos

Pine House Retreat Villa is located approximately 10 minutes' drive from Drake Park and provides an outdoor pool, ensuring a relaxing stay. Guests can enjoy skiing at the 3-bedroom villa, located around 5 km from Ponderosa Park.

Little Cultus Lake is a 10-minute drive away. The 2-bathroom villa is a good starting point for Bend's sports attractions, including Juniper Swim and Fitness Center Public Swimming Pool, which is nearly 10 minutes away by car. Roberts Field airport is located 35 km from Pine House Retreat Villa.

Address: 19654 Splashy Rapids Ct

Quail Covey Home

+ 19 photos

The 3-bedroom Quail Covey Home is located 3.7 km from Drake Park and provides guests with a Jacuzzi for a more relaxing stay.

Deschutes River can be found 10 minutes by car from the Bend villa, and Ponderosa Park is a 10-minute drive away. The accommodation is a good starting point for Bend's sports attractions, including Juniper Swim and Fitness Center Public Swimming Pool, which is 10 minutes away by car. Roberts Field airport is located a 31-minute drive from the Bend property.

Address: 19898 Quail Pine Loop

Pet Friendly Vacation Rentals Bend

Points West Townhouse Villa

+ 32 photos

Situated 2.6 km from Big Eddy Day Use Area, the unique Points West Townhouse Villa invites guests to relax at a sunny patio.

Lava Island Falls is 17 minutes' stroll away and Roberts Field airport is 40 km from the 4-bedroom villa. Educational highlights 10 minutes' drive from the villa include Morning Star Christian School.

Address: 60515 Snap Shot Loop

Witchhazel 8 Villa

+ 23 photos

Staying at Witchhazel 8 Villa, guests can visit Fort Rock Park, which is a mere 1.3 km away. The property offers an indoor swimming pool as well as an indoor pool to unwind after a busy day.

This Bend villa boasts a prime location within a 5-minute drive of Sunriver Observatory and about a 20-minute walk from Lake Penhollow. The Bend accommodation is situated around 5 minutes by car from Sunriver Homeowners Aquatic & Recreation Center. Roberts Field airport is located 55 km from Witchhazel 8 Villa.

Address: 8 Witchhazel Lane Sunriver

River Ridge 416A Condo

+ 7 photos

The unique 196 m² River Ridge 416A Condo Bend is around 10 minutes by car from Drake Park and boasts spa facilities such as a Jacuzzi. Bend Rock Gym is at a distance of 3.7 km from the spacious apartment.

The 2-bedroom accommodation is a 10-minute ride from Deschutes Historical Museum, which is an excellent place to improve cultural awareness. Old Mill District can be reached in a 25-minute walk from the apartment. River Ridge 416A Condo is located a 32-minute drive from Roberts Field airport.

Address: 19717 Mt. Bachelor Dr # 416A

Bend Vacation Rentals Oceanfront

River Ridge 324A

+ 28 photos

The 1-bedroom River Ridge 324A is located 3.1 km from Balancing Rocks and provides a swimming pool, ensuring a relaxing stay. Guests can enjoy horse riding at the villa, located 10 minutes' drive from Bend Factory Outlet Stores.

This accommodation is within 35 km of Roberts Field airport and within 10 minutes' drive of such cultural points of interest as Deschutes Historical Museum. Drake Park is a 10-minute drive away. River Ridge 324A is a good starting point for Bend's sports attractions, including Juniper Swim and Fitness Center Public Swimming Pool, which is 10 minutes away by car.

Baltimore Cottage

+ 25 photos

Baltimore Cottage is located a mere 1.8 km from Balancing Rocks and invites guests to join snow skiing and horse riding. Offering horse riding tours, the 3-bedroom villa can accommodate up to 8 people.

This property is within 35 km of Roberts Field airport and a 20-minute stroll from such cultural points of interest as Deschutes Historical Museum. The 16.5-acre Hollinshead Park is within a 10-minute drive of the villa, while Oregon Spirit Distillers Distillery is a 10-minute ride away. Shopping enthusiasts will enjoy a location at a moderate distance from Pine Mountain Sports.

Colorful Bend Home With Yard And Fire Pit!

+ 21 photos

Located around 10 minutes' drive from the 16.5 - acre Hollinshead Park, the 4-bedroom Colorful Bend Home With Yard And Fire Pit! gives access to various tourist sites in the vicinity.

This property is about 30 km of Roberts Field airport and at a distance of 3.7 km from such cultural points of interest as Deschutes National Forest. Guests can visit South Twin Lake, which is a 10-minute ride from the villa, or check out Market of Choice, which is 4.5 km away. This Bend accommodation offers sports enthusiasts to discover Juniper Swim and Fitness Center Public Swimming Pool, located nearly 10 minutes away by car.

Bend Vacation Rentals with Private Pool

Beaver Drive 16539

+ 15 photos

Staying at Beaver Drive 16539, guests can easily reach Fall River Falls, located nearly 25 minutes' walk away.

Quail Run Golf Course is 4.8 km away and Roberts Field airport is 65 km from the Bend villa.

Address: 16539 Beaver Drive

Urban Timber Retreat Villa

+ 16 photos

Situated about 4 km from Drake Park, Urban Timber Retreat Villa invites guests to relax at a patio.

The 3-bedroom villa is about 30 km of Roberts Field airport and a 25-minute stroll from such cultural points of interest as Deschutes National Forest. This property is nestled a 5-minute ride from natural attractions like the 16.5-acre Hollinshead Park. The 2-bathroom villa is a good starting point for Bend's sports attractions, including Juniper Swim and Fitness Center Public Swimming Pool, which is a 10-minute drive away.

Address: 1974 Ne Jackson Ave

Peaceful In The Parks Villa

+ 17 photos

Situated around a 25-minute walk from The Pavilion Recreation Center, the 2-bedroom Peaceful In Parks Villa entices guests to explore various tourist attractions in the area. Offering horse riding tours, the accommodation can accommodate up to 4 people.

Drake Park is nestled approximately 10 minutes by car from this Bend villa, and Deschutes Historical Museum is a 10-minute drive away. Roberts Field airport is reachable within a 33-minute drive from the Bend accommodation.

Chapman Lodge

+ 47 photos

Chapman Lodge is located around a 5-minute ride from Fall River Falls and invites guests to join snow skiing and horseback riding.

If you feel like visiting the surroundings, check out La Pine State Park 3.5 km from the 4-bedroom villa. Roberts Field airport is 65 km away from this property.

Crane Drive 17166 Villa

+ 22 photos

Crane Drive 17166 Villa is located 4.9 km from The Village, giving access to various tourist spots nearby.

This Bend villa is around a 10-minute ride from Sunriver Marina, and The Village at Sunriver is a 15-minute ride away. Roberts Field airport is 60 minutes' drive away from the accommodation.

Address: 17166 Crane Drive

River Ridge 313B

+ 19 photos

The 1-bedroom River Ridge 313B is located about 25 minutes' walk from Old Mill District, giving access to various tourist spots nearby. Providing a swimming pool, this Bend villa also offers horseback riding for active guests.

The accommodation is within 35 km of Roberts Field airport and 10 minutes by car from such cultural points of interest as Deschutes Historical Museum. Drake Park is nestled a 10-minute drive from the villa, and Farewell Bend Park is just 1.8 km away. For sports enthusiasts, River Ridge 313B is an ideal starting point to discover Bend's athletic scene, with Juniper Swim and Fitness Center Public Swimming Pool, situated nearly a 10-minute drive away.

River Ridge 428A

+ 43 photos

The 2-bedroom River Ridge 428A is located approximately a 20-minute walk from Farewell Bend Park and provides guests with a Jacuzzi for a more relaxing stay. Offering a swimming pool views, the Bend villa invites guests to visit Bouncing off the Walls, located 3.6 km away.

The accommodation is within 35 km of Roberts Field airport and a 10-minute ride from such cultural points of interest as Deschutes Historical Museum. Drake Park is situated a 10-minute drive away. River Ridge 428A is a good starting point for Bend's sports attractions, including Juniper Swim and Fitness Center Public Swimming Pool, which is about a 10-minute ride away.

Address: 19717 Mt. Bachelor Dr., US

Points West Escape Villa

+ 33 photos

Situated nearly a 10-minute drive from Dillon falls, the 4-bedroom Points West Escape Villa offers a Jacuzzi for additional relaxation. This property features opportunities for snow skiing, hiking, and horse riding in the area, within a 10-minute drive of Mountain Bike.

Lava Island Falls is approximately 5 minutes' drive away and Roberts Field airport is 40 km from the villa.

Virginia Rail 4 Villa

+ 24 photos

Virginia Rail 4 Villa, located approximately a 25-minute walk from Fort Rock Park, invites guests to relax in an indoor pool. Offering an indoor pool views, the villa invites guests to visit Sunriver Nature Center, located 3 km away.

Sunriver Homeowners Aquatic & Recreation Center is a 25-minute stroll away and Roberts Field airport is 55 km from this accommodation.

Address: 4 Virginia Rail Sunriver