Top 10 Central Oregon Vacation Rentals for a Cozy Fall Escape

As days shorten and temperatures cool, Central Oregon shifts into one of its most scenic seasons. Trails and bike paths glow with the colors of golden aspens and fiery-red maples, while Bend’s breweries roll out seasonal ales and Sunriver’s forests turn into a canopy of warm tones. The pace is calmer than summer, but the options are just as varied – hike or paddle during crisp afternoons, explore local harvest events, or simply settle into a cabin for fireside evenings. Whether you’re planning a romantic retreat, a family trip, or a weekend with friends, fall in Central Oregon makes it easy to balance outdoor adventure with cozy downtime.

At Meredith Lodging, we’ve handpicked 10 stunning Central Oregon vacation rentals that combine comfort, charm, and convenience, perfect for your next fall escape. Each one offers something unique, from hot tubs under the stars to wood-burning fireplaces and trails just outside your door.

Featured Central Oregon Vacation Rentals: Spacious, Stylish, and Still Available

Discover these cozy fall getaways – each offering unique amenities, generous space, and unbeatable locations. Click the property names to view photos, amenities, and book your stay.

Ski House 154 – Bend, OR

Nestled in the peaceful Mt. Bachelor Village Resort, Ski House 154 is a welcoming two-bedroom corner condo that blends comfort with convenience. Recently updated, it features a warm gas fireplace, Smart TV, and a private balcony surrounded by Ponderosa pines. The open living and dining areas are perfect for cozy evenings after a day exploring Bend or nearby trails. Guests also enjoy access to resort amenities, including hot tubs and a seasonal pool, making it a well-rounded retreat year-round.

Why You’ll Love It:
Affordable comfort meets great location. Just minutes from downtown Bend and steps from the Deschutes River Trail, this condo makes it easy to enjoy fall hikes, brewery visits, and early ski season.

Details:

• Bedrooms: 2
• Guests: 4
• Bathrooms: 2 full
• Pets Allowed: No

Big Eddy – Bend, OR

Located in Bend’s sought-after River Wild community, Big Eddy is a contemporary three-bedroom home that feels both stylish and inviting. Vaulted ceilings and tall windows flood the open-concept living space with natural light, while a wraparound deck provides a front-row seat to the surrounding forest. A gas fireplace anchors the living room, making it an ideal spot for gathering on chilly autumn nights. Its prime location means you’re close to the Deschutes River Trail, Old Mill District, and downtown Bend.

Why You’ll Love It:
Gather the family for fall walks along the river, enjoy Bend’s vibrant dining scene, and return to relax in a spacious, light-filled home designed for comfort.

Details:

• Bedrooms: 3
• Guests: 7
• Bathrooms: 2 full & 1 half
• Pets Allowed: No

Kiera’s Cabin – Black Butte Ranch, OR

This rustic-yet-modern cabin is tucked among tall pines in Black Butte Ranch and offers all the space you need for a family getaway. With four bedrooms, a game room, and cozy woodstove, it’s perfect for groups up to 10 – including pets. The large deck invites you to sip your morning coffee while soaking in meadow views, and the cabin’s open floorplan ensures there’s plenty of room to gather. Plus, guests have access to the ranch’s golf courses, pools, and biking trails.

Why You’ll Love It:
Perfect for families and pet owners, you’ll enjoy nearby biking trails, swimming pools, and cozy fireside nights surrounded by fall foliage.

Details:

• Bedrooms: 4
• Guests: 10
• Bathrooms: 2 full
• Pets Allowed: Yes

Oregon Loop 1 – Sunriver, OR

Designed for entertaining, Oregon Loop 1 is a 5-bedroom, 5-bath home that blends lodge-style charm with modern amenities. Two living rooms make it easy for groups to spread out, while the game room (complete with piano, Xbox, and pool table) keeps everyone entertained. A spacious kitchen invites family-style cooking, and the dining area is large enough to seat the whole crew. Outside, a deck with seating and BBQ offers a perfect spot to enjoy Sunriver’s crisp autumn evenings.

Why You’ll Love It:
This home is built for fun and togetherness. Cook family feasts, host game nights, or relax in rustic lodge charm after exploring Sunriver’s fall trails and nearby lakes.

Details:

• Bedrooms: 5
• Guests: 10
• Bathrooms: 5 full
• Pets Allowed: No

11 Dogleg Lane – Sunriver, OR

For those who want luxury with a side of cozy, 11 Dogleg Lane delivers. This expansive five-bedroom lodge features vaulted ceilings, multiple suites, and a bonus game room, making it ideal for large family gatherings or reunions. A gourmet kitchen and spacious dining room set the stage for memorable meals, while the private hot tub and multiple fireplaces provide relaxing spots to unwind. With SHARC passes included, guests also have access to Sunriver’s pools and recreation center.

Why You’ll Love It:
With over 4,000 sq. ft. of space, it’s perfect for reunions. Located near Woodlands Golf Course, it offers tranquility while still close to Sunriver Village and Bend.

Details:

• Bedrooms: 5
• Guests: 14
• Bathrooms: 4 full & 2 half
• Pets Allowed: Yes

River Dance Retreat – Welches, OR (Mt. Hood)

Tucked along the banks of the Sandy River, River Dance Retreat is a true mountain escape. The great room features floor-to-ceiling windows that bring the outdoors in, while the woodstove creates a warm and inviting atmosphere. Outside, a covered hot tub and sandy river beach offer places to relax or play no matter the weather. With a spacious kitchen and multiple gathering areas, it’s the perfect retreat for family vacations or group getaways year-round.

Why You’ll Love It:
Perfect for nature lovers – watch salmon runs, hike Mt. Hood trails, or gather by the firepit to roast marshmallows under crisp autumn skies.

Details:

• Bedrooms: 3 + Loft
• Guests: 10
• Bathrooms: 2 full
• Pets Allowed: Yes

Red Cedar Lane 60 – Sunriver, OR

This four-bedroom home offers all the ingredients for a fun-filled family getaway. The spacious floorplan features a cozy living room with wood-burning fireplace, a kid-friendly sunroom, and a dining space for big meals together. Guests love the private hot tub and the bikes available to explore Sunriver’s 40+ miles of trails. With SHARC passes included, it’s easy to keep the whole family entertained.

Why You’ll Love It:
The perfect balance of fun and relaxation – bike the trails in fall’s golden light, then return to soak under the stars in your hot tub.

Details:

• Bedrooms: 4
• Guests: 12
• Bathrooms: 2 full & 1 half
• Pets Allowed: No

Mugho 10 – Sunriver, OR

Overlooking the Woodlands Golf Course, Mugho 10 is a five-bedroom retreat designed for comfort and fun. Vaulted ceilings and large windows brighten the main living space, where a wood-burning fireplace makes chilly fall nights cozy. A game room with pool table ensures hours of entertainment, and the private hot tub is a favorite gathering spot. With SHARC passes included, there’s something for everyone to enjoy.

Why You’ll Love It:
Ideal for golf lovers and families – watch PGA tournaments in summer, or cozy up by the fire as the leaves turn.

Details:

• Bedrooms: 5
• Guests: 12
• Bathrooms: 3 full
• Pets Allowed: No

Aspen Bungalow – Bend, OR

Located in Bend’s historic west side, Aspen Bungalow is a charming Craftsman-style home with easy access to Drake Park, shops, and Bend’s famous breweries. Inside, you’ll find three bedrooms, modern amenities, and plenty of cozy touches. The backyard patio is a favorite spot for evening conversations under string lights, while the stylish interiors make it easy to relax after a day of exploring. Pet-friendly and versatile, it’s a great option for both couples and families.

Why You’ll Love It:
Enjoy the best of Bend without driving – fall festivals, ale trail adventures, and cozy evenings in a stylish home with plenty of outdoor seating.

Details:

• Bedrooms: 3
• Guests: 8
• Bathrooms: 2 full
• Pets Allowed: Yes

Hunter’s Circle – Bend, OR

Perched on a hill with panoramic views, Hunter’s Circle is a hidden gem that blends privacy with convenience. This three-bedroom home offers an open living area with a cozy fireplace, a gourmet kitchen, and a spacious deck perfect for sunset watching. It’s a short drive to Bend’s vibrant downtown, yet feels like a secluded retreat. With plenty of storage for outdoor gear, it’s a versatile choice for both summer and fall adventurers.

Why You’ll Love It:
From stunning sunsets to quick access to Bend dining and shopping, Hunter’s Circle balances tranquility and convenience for an unforgettable fall escape.

Details:

• Bedrooms: 3
• Guests: 6
• Bathrooms: 2 full & 1 half
• Pets Allowed: Yes

Plan Your Fall Escape to Central Oregon

Autumn in Central Oregon is a season like no other. Crisp mornings give way to sunlit afternoons perfect for hiking, biking, or brewery hopping, while evenings invite you to gather by the fire or stargaze from a bubbling hot tub. Whether you’re dreaming of a quiet couples’ retreat, a fun-filled family reunion, or a group getaway with friends, there’s a Meredith Lodging rental that’s ready to welcome you.

From Bend’s vibrant downtown homes to Sunriver’s family-friendly lodges and Black Butte Ranch’s forest hideaways, our handpicked collection offers the space, comfort, and amenities you need to make unforgettable memories this fall.

Don’t wait, these cozy retreats book quickly for the season. Explore all Central Oregon vacation rentals with Meredith Lodging today and secure your perfect autumn escape.