Grand Welcome Vacation Rentals

36 properties available

The Three Sisters Mountains, which the town is named after, provide a breathtaking backdrop to this oasis of serenity. Whether you're an outdoor enthusiast or someone looking for a leisurely getaway, there’s something for everyone to love.For those with a love for the outdoors, the nearby Deschutes National Forest offers a myriad of hiking and biki

The Three Sisters! Walk to Downtown - 2BDR

The Three Sisters! Walk to Downtown - 2BDR 2

The Three Sisters! Walk to Downtown - 2BDR 3

The Three Sisters! Walk to Downtown - 2BDR 4

The Three Sisters! Walk to Downtown - 2BDR 5

The Three Sisters! Walk to Downtown - 2BDR 6

The Three Sisters! Walk to Downtown - 2BDR

Condo | Sisters

As low as $100^.00 per night

Inside, the home welcomes you with warmth and comfort designed for everyday living. The living room is the heart of the space, featuring plenty of comfortable seating, a smart TV, and an indoor fireplace that’s perfect for cool evenings or relaxed nights in. The kitchen flows seamlessly into the living area, making it easy to cook, entertain, or si

Kodiak Clubhouse - Relaxing 30-Day Retreat

Kodiak Clubhouse - Relaxing 30-Day Retreat 2

Kodiak Clubhouse - Relaxing 30-Day Retreat 3

Kodiak Clubhouse - Relaxing 30-Day Retreat 4

Kodiak Clubhouse - Relaxing 30-Day Retreat 5

Kodiak Clubhouse - Relaxing 30-Day Retreat 6

Kodiak Clubhouse - Relaxing 30-Day Retreat

House | Bend

As low as $68^.00 per night

2 bedrooms

1 baths

4 guests

Inside the condo, you’ll be welcomed by a warm and thoughtfully designed space that feels like home. The open kitchen is fully equipped and perfect for everything from morning coffee to evening meals, with counter seating for four that invites conversation and connection. Natural light fills the living room, highlighting the cozy sofa, two inviting

High Desert Retreat - Near Bend and Mt. Bachelor!

High Desert Retreat - Near Bend and Mt. Bachelor! 2

High Desert Retreat - Near Bend and Mt. Bachelor! 3

High Desert Retreat - Near Bend and Mt. Bachelor! 4

High Desert Retreat - Near Bend and Mt. Bachelor! 5

High Desert Retreat - Near Bend and Mt. Bachelor! 6

High Desert Retreat - Near Bend and Mt. Bachelor!

Condo | Bend

As low as $78^.00 per night

Step inside to a welcoming sitting room, where a smart TV, cozy couch, and loveseat create a comfortable spot to settle in after a day on the trails. Continue into the main living room, filled with natural light and anchored by a large sectional with a chaise—perfect for lounging, movie nights, or gathering with your group. The spacious kitchen off

Just Around the Bend For 8

House | Bend

As low as $110^.00 per night

Spend your days feeling right at home at the resort golfing, relaxing at the spa or at one of the many pools, and spending some quality time with family, or venture out beyond its borders to explore all the desirable attractions of Central Oregon. Just 18 miles from Bend and 16 miles from Sisters, there’s something for everyone to fall in love with

Oasis on the Green - Eagle Crest, Hot Tub, Golf

Oasis on the Green - Eagle Crest, Hot Tub, Golf 2

Oasis on the Green - Eagle Crest, Hot Tub, Golf 3

Oasis on the Green - Eagle Crest, Hot Tub, Golf 4

Oasis on the Green - Eagle Crest, Hot Tub, Golf 5

Oasis on the Green - Eagle Crest, Hot Tub, Golf 6

Oasis on the Green - Eagle Crest, Hot Tub, Golf

Townhouse | Redmond

As low as $128^.00 per night

Nestled in the heart of Oregon’s Cascade Mountains, it’s a place to reconnect with nature on your own terms whether you’re an avid hiker seeking solitude deep within the wilderness, or a casual wanderer drawn to the allure of alpine meadows. Start the journey toward finding your inner peace with a stay at Smith Rock Base Camp, an extraordinary 2-be

Smith Rock Base Camp! Adventure Awaits! 2

Smith Rock Base Camp! Adventure Awaits! 3

Smith Rock Base Camp! Adventure Awaits! 4

Smith Rock Base Camp! Adventure Awaits! 5

Smith Rock Base Camp! Adventure Awaits! 6

Smith Rock Base Camp! Adventure Awaits!

House | Terrebonne

As low as $130^.00 per night

Located within the desirable Seventh Mountain Resort, guests will enjoy a host of onsite amenities such as pools, hot tubs, a sauna, playground, fitness center, BBQ area, tennis and pickleball courts, sand volleyball court, miniature golf, disc golf, seasonal ice rink, seasonal dining, and so much more. For the golf enthusiasts among you, the Widgi

Pine Haven Lodge - Perfect for 6, w/Resort Perks!

Pine Haven Lodge - Perfect for 6, w/Resort Perks! 2

Pine Haven Lodge - Perfect for 6, w/Resort Perks! 3

Pine Haven Lodge - Perfect for 6, w/Resort Perks! 4

Pine Haven Lodge - Perfect for 6, w/Resort Perks! 5

Pine Haven Lodge - Perfect for 6, w/Resort Perks! 6

Pine Haven Lodge - Perfect for 6, w/Resort Perks!

Condo | Bend

As low as $95^.00 per night

In the spring and summer, enjoy the soothing sounds of the water rushing by on each side of the home through two canals! Lounge on the shaded deck, patio, or swing as you dine on a meal al fresco or enjoy the quiet morning hours with a fresh cup of coffee. The cozy outdoor firepit overlooking the canal is the perfect spot for casual conversation a

Edradour Estates, Best of Bend for 14! 6 Kings!

Edradour Estates, Best of Bend for 14! 6 Kings! 2

Edradour Estates, Best of Bend for 14! 6 Kings! 3

Edradour Estates, Best of Bend for 14! 6 Kings! 4

Edradour Estates, Best of Bend for 14! 6 Kings! 5

Edradour Estates, Best of Bend for 14! 6 Kings! 6

Edradour Estates, Best of Bend for 14! 6 Kings!

House | Bend

As low as $200^.00 per night

Surrounded by the Deschutes National Forest, you won’t have a care in the world as you walk among the soaring pine trees, taking in the fresh mountain air and incredible views. Paradise in the Pines is a spacious condo located within the desirable Seventh Mountain Resort, where guest will enjoy a host of onsite amenities such as pools, hot tubs, a

Couple's Paradise in the Pines! Resort Perks!

Couple's Paradise in the Pines! Resort Perks! 2

Couple's Paradise in the Pines! Resort Perks! 3

Couple's Paradise in the Pines! Resort Perks! 4

Couple's Paradise in the Pines! Resort Perks! 5

Couple's Paradise in the Pines! Resort Perks! 6

Couple's Paradise in the Pines! Resort Perks!

Condo | Bend

As low as $76^.00 per night

This 2-story townhome is as ideal for a couples retreat as it is a family vacation, surrounded by attractions and amenities that only the Oregon wilderness can offer. You’ll be within less than ½ mile to the Old Mill District, putting you within walking distance of shopping and dining along the scenic Deschutes River. Over the river, the Hayden Hil

Taft at Old Mill | Pets Ok - Close to Downtown

Taft at Old Mill | Pets Ok - Close to Downtown 2

Taft at Old Mill | Pets Ok - Close to Downtown 3

Taft at Old Mill | Pets Ok - Close to Downtown 4

Taft at Old Mill | Pets Ok - Close to Downtown 5

Taft at Old Mill | Pets Ok - Close to Downtown 6

Taft at Old Mill | Pets Ok - Close to Downtown

Condo | Bend

As low as $130^.00 per night

Surrounded by views of the forest lined with soaring pines, you’ll become fully immersed in nature from the moment you arrive. Located within the Mount Bachelor Village Resort, the amenities within this desirable community are virtually endless. The onsite nature trail takes you along 2 miles of pristine wilderness, brimming with wildlife and breat

Ponderosa Hill | Fam Friendly- Mt Bachelor Village

Ponderosa Hill | Fam Friendly- Mt Bachelor Village 2

Ponderosa Hill | Fam Friendly- Mt Bachelor Village 3

Ponderosa Hill | Fam Friendly- Mt Bachelor Village 4

Ponderosa Hill | Fam Friendly- Mt Bachelor Village 5

Ponderosa Hill | Fam Friendly- Mt Bachelor Village 6

Ponderosa Hill | Fam Friendly- Mt Bachelor Village

Condo | Bend

As low as $77^.00 per night

Begin your stay on the inviting front porch, where two rocking chairs offer the perfect spot to watch the world go by. Inside, the open-concept main floor blends a cozy living room with a smart TV and couch, a dining table for six, and a warm, inviting kitchen featuring stainless steel appliances. Extra seating in the living area makes gathering ea

Cascade Cottage in Coveted Pine Meadow Village

Cascade Cottage in Coveted Pine Meadow Village 2

Cascade Cottage in Coveted Pine Meadow Village 3

Cascade Cottage in Coveted Pine Meadow Village 4

Cascade Cottage in Coveted Pine Meadow Village 5

Cascade Cottage in Coveted Pine Meadow Village 6

Cascade Cottage in Coveted Pine Meadow Village

House | Sisters

As low as $174^.00 per night

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