Grand Welcome Vacation Rentals


Properties Available 32 properties available
Welcome to Pilot Butte Retreat—your family’s home base for comfort, connection, and adventure. Spend your days on the sunny back deck enjoying outdoor meals while the kids and pets play in the large fenced yard. In the evening, relax in the hot tub or gather around the fire pit for s’mores and stargazing. Inside, the open layout is perfect for qua
Hot Tub Pool Table Deck w Pilot Butte Views
House  |  Bend Pet Friendly
$225.00 - $1,339.00 / per night
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 5 (11)
As enchanting as this home is, however, endless opportunities for fun surround you in this rich wilderness ideal for nature enthusiasts. Warm-weather visitors can enjoy mountain biking, golf, hiking, floating on the river, trail running, and more, while snow-bound visitors will find cross-country skiing, snowshoeing, sledding, snowmobiling, and eve
Ideal for Solo or Couples Ski Trip Haven 1Bed
Condo  |  Bend
$90.00 - $271.00 / per night
Bathrooms 1 baths
Guests 2 guests
Rating 5 (1)
Enter Diamond Retreat! This charming 2-bedroom home in a quiet neighborhood just southwest of the city provides the peace and tranquility you’ve been seeking, immersing you into the lush natural surroundings this area has in abundance. The backyard is an ode to the preservation of native flora and fauna, a rustic oasis to explore during your well-e
Cozy 2BDR Retreat in Bend for 6
House  |  Bend
$109.00 - $459.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (6)
Tucked away in a quiet neighborhood surrounded by nature, it’s the perfect retreat for visitors seeking the ideal blend of tranquility and adventure. Step out your front door and onto the Haul Road Trail, extending for miles across the scenic wilderness and even connecting to the Deschutes River Trail if you’re up for even longer adventures with yo
20 Min to Mt Bachelor Perfect Basecamp for Skiers
Studio  |  Bend
$70.00 - $315.00 / per night
Bathrooms 1 baths
Guests 2 guests
Rating 5 (6)
As you step through the front door, you're welcomed into a cozy den, where a plush armchair and comfortable sofa offer the perfect spot to unwind with a good book, catch up on emails, or simply enjoy a quiet moment. Just beyond, a charming formal dining area seats four—ideal for lingering over meals or sharing stories with loved ones. The adjacent
Rock Bluff Retreat Home for 6
House  |  Bend Pet Friendly
$105.00 - $605.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Edradour Estates, a 6-bedroom, 14-person home perched between 2 seasonal canals (water runs April thru October only) and offering an immersion into nature that you’ll remember for a lifetime.Your Property: Enjoy the soothing sounds of the water rushing by from the shaded deck, patio, or swing as you dine on a meal al fresco or enjoy the
6BR 6 King Beds EV 10min Downtown
House  |  Bend Pet Friendly
$200.00 - $3,440.00 / per night
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
Rating 4.9 (13)
Whether it’s summer mountain biking and hiking or winter slopes and cozy bonfires, this incredible city offers something for everyone. Start your journey by booking your stay here!Enjoy quiet moments on the sunny back patio, sipping coffee or dining al fresco while your pets play in the spacious yard. This ADA-accessible, pet-friendly home offers a
ADA Accessible Pet Friendly 3BDR
House  |  Bend Pet Friendly
$125.00 - $588.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 4.8 (11)
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
Pet friendly 3BDR Minutes to Downtown
Condo  |  Bend Pet Friendly
$130.00 - $555.00 / per night
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.9 (23)
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
15 min drive to Mt Bachelor Resort Perks
Condo  |  Bend
$76.00 - $430.00 / per night
Bedrooms 1 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (12)
Here, all-seasons adventure awaits, with easy access to all the amazing attractions the city and surrounding area have to offer, from hiking and mountain biking to winter and water sports. What’s more, guests of the home will also have access a playground for the kids. Your vacation can begin right at the home, however, soaking up the sunshine on t
Hot Tub Family Friendly 2BDR
Townhouse  |  Bend
$189.00 - $750.00 / per night
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (4)
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 For 4
Condo  |  Bend
$90.00 - $449.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Whether you’re after alpine adventures, exploration of the charming city, or a full immersion into nature, you’ll find it and more on what is sure to be the vacation of a lifetime!Ponderosa Vista is located within the desirable Mount Bachelor Village Resort, where the onsite amenities are virtually endless. The nature trail takes you along 2 miles
Ponderosa Vista Resort Condo
Condo  |  Bend
$90.00 - $346.00 / per night
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Rating 4.3 (6)

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