
Holiday home rentals in Southern Oregon
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Top-rated holiday home rentals in Southern Oregon
Guests agree: these holiday home rentals are highly rated for location, cleanliness and more.

Dog friendly home, with A/C, near Deschutes River
Cozy home nestled in a grove of Aspen trees on a 1 acre lot. Sunriver Village, fishing, hiking, golfing, & more all within 10 min. Mt.Bachelor is a 30 min. drive. The master bedroom has a king size bed and it’s own bathroom. The other 2 bedrooms have queen beds. The couch in the living room has a queen pull out bed. While drinking your morning coffee or eating your evening dinner keep an eye out for the majestic wildlife. Peaceful quiet neighborhood. Pets allowed. Pet fee $15 per night per pet

Newly Constructed Apartment in Prime Location!
Turnkey, newly constructed 1BR/1BA that sleeps 4. Includes primary BD w/a king bed, American Leather queen size sleeper sofa in living room, full BA w/tub & shower, full kitchen w/dishwasher, oven, microwave, coffee maker and more. Additional amenities include washer/dryer, Wi-Fi, TV, 40’ covered RV parking, outdoor balcony, & fire pit. Great location in Diamond Peaks. Enjoy easy access to lakes, hiking, biking, and snowmobile trails, Willamette Pass Ski Area, the PCT, & easy access to Hwy 58.

Coastal Charm: SW Oregon home on 2+ quiet acres
Relax in this recently remodeled country home on the gorgeous Southern Oregon "Wild Rivers" Coast. This 3 bdm, 2 bth spacious home is situated on a quiet 2+ acre property, minutes away from the world famous Meyer's Creek Beach; one of the many State Parks in the area. In addition to ocean beaches, other area interests include amazing old growth forests, hiking trails, whitewater jetboat trips, ocean & river fishing, kayaking and much more! Located minutes from the Crook Point Wedding Venue.

Cheerful 2-Bedroom, 2 Bath Home with Hot Tub
2 BR and 2 Bath, Newly Remodeled Home w/Hot Tub Autzen Stadium-Hayward Field-University of Oregon are approx.15 min and 5 miles away Eugene Airport is 10 min The Cheerful Cottage is a charming, sparkly clean home with hardwood floors; fully stocked kitchen; tasteful and comfortable furnishings and art! The hot tub is well maintained and located directly behind the cottage by the deck for easy access. Across the street is a lovely park and recreation center with an indoor pool and sauna.

Oceanfront Home, Lighthouse, Beach Access, Sunsets
This private 1 BR/1BA apartment is the first floor of a 3-story house perched directly above the crashing Pacific Ocean waves. Only 200 feet away, there is private access to Lighthouse Beach, a ½ mile sandy beach between rocky headlands from the north or south, it is the closest thing to a private beach in Oregon. Enjoy amazing views of Gregory Point, the historic Cape Arago lighthouse on Chiefs' Island, and Lighthouse Beach from every room in this spectacularly located one bedroom apartment.

Mid-century modern private hideaway in the woods.
Forget your worries on this 8.5 acres of serene redwoods, fir, and alder. Very private , yet close to town, the beach, and the river. Very spacious and clean 5 bedrooms gives everyone plenty of room to breathe . Play a round of disc golf or wander through our forest. Bbq on the deck , roast marshmallows at the fire pit, or just post up and watch a movie with the Family. Brookings Oregon is just 20 minutes to the north for great shopping. Surf South Beach or fish the clear water of the Smith

Coastal Getaway | 30% OFF Monthly Stay
Find comfort and calm in a private coastal retreat designed for true relaxation. Nestled in a safe, quiet neighborhood just minutes from the ocean, this clean and welcoming home offers ample parking for vehicles, trailers, and outdoor toys. Every bed features a newly upgraded luxury memory foam mattress, inviting deep, restful sleep. Thoughtfully cleaned and sanitized, this home promises a fresh, healthy stay. Settle in, breathe easy, and feel at home with our special long-term discounts.

Mood in Wood with private serenity in the city
Nestled within the serene embrace of a picturesque landscape, Mood in Wood is a charming vacation house that promises a harmonious blend of modern luxury and natural beauty and offers a perfect escape from the bustling city life. Built by an artist and craftsman, the house has private entrance, nice open view, fully equipped kitchen, washer/dryer, double-bed futon(2 guests), WiFi, TV, close to scenic hiking trails, 20 min to winery farm to enjoy beautiful scenery of Willamette Valley.

Running W Ranch home on the Sprague River.
4 bedroom, 2.5 bath on a 460 acre working cattle ranch. 3 miles of the Sprague River. Beautiful decorated home overlooking the Sprague River. Our home has a open and spacious layout with a large covered deck to enjoy the view. Seating and a Gas BBQ. Room to roam. Ten miles out of the town of Chiloquin, Or. with abundance of relaxation, fishing and hunting in the area. Property is 18 miles from the Yamsi Ranch with guided fly fishing and 40 miles from beautiful Crater Lake.

Coastal Shenanigans!
This home is right in the middle of everything to do on the coast. Whether it's fishing the Umpqua river or the ocean, riding the dunes or shopping old town Florence. It's all 10- 30 minutes away. Go for a sunset walk on the beach! There is a nice little coffee shop close and some very good restaurants close by. There is free parking on the premises and on the street. Our driveway is 38' L x 20' W. If you are a boater, we have towels in the garage to wipe your boat off.

4 Sunrise Way: The Best of Sunriver
Open & beautiful home, hot tub, bikes, large deck with BBQ, 10 SHARC passes, ping pong, foosball, EV charger: everything you want in Sunriver! Edge of Sunriver, easy access to Bend and Lava lands. Lots of bikes for everyone (including tag along and trailer for younger kids), tennis/pickleball rackets, tubes for the river or snow, and family games. Perfect for family vacation! Absolutely no smoking or animals on site due to allergies/asthma in host children.

The Lookout •Complimentary Farm Breakfast
⸻ The Lookout is a cozy cedar-lined studio with mountain and forest views. It features a full bathroom, kitchenette with essentials, and a comfy futon that folds out to sleep 2–4 guests. We provide a continental breakfast for your first morning: fruit, yogurt, oatmeal, croissants, and coffee. Set on a peaceful, chemical-free mountain ranch with pure spring water, you’ll enjoy stargazing, fresh air, privacy, and access to trails, creeks, and wild herbal plants.
Popular amenities for holiday home rentals in Southern Oregon
Family-friendly holiday home rentals

Mood in Wood with private serenity in the city

Acer Haus-Cozy, cool & dog friendly in Black Butte

Coastal Shenanigans!

Bar Run Golf House With pool

Oceanfront Home, Lighthouse, Beach Access, Sunsets

Spectacular Cozy Cottage-3 BR, Creek, Wood Stove

Dog friendly home, with A/C, near Deschutes River

Running W Ranch home on the Sprague River.
Holiday home rentals with a patio

Peaceful Relaxing Retreat

Dorothy's place

Heart Of Bend - 3bed+AC+Walk to Downtown & Drake

Cozy 1 bedroom cottage with free parking on site

Beautiful Oceanfront w/ Private Beach Access

Central Modern Escape - Walk to SHARC & Village!

5-Star Luxury Golf Retreat, 4 BDRMS (8 Queens)

Beautiful Resort Home- Pools, Hot Tub, Hiking, Ski
Holiday home rentals with a washing machine and dryer

Mood in Wood with private serenity in the city

Coastal Getaway | 30% OFF Monthly Stay

Coastal Shenanigans!

Bar Run Golf House With pool

Oceanfront Home, Lighthouse, Beach Access, Sunsets

New Prime Location Home In The Heart Of Eugene!!

Spectacular Cozy Cottage-3 BR, Creek, Wood Stove

Dog friendly home, with A/C, near Deschutes River
Destinations to explore
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