
Holiday houses in Williams
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Top-rated holiday rentals in Williams
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Enchanted Conestoga wagon on the Applegate River
Reconnect with nature in the breathtaking Applegate Valley while enjoying the comfort of our cozy covered wagon. Take a step back in time and create memories as our ancestors did on the Oregon trail in covered wagons. Escape the hustle and bustle of everyday life & unwind in harmony with nature on the Applegate River. Enjoy the many nature trails that meander throughout the 12 acres on our farm. Say hello to all of the cute furry animals grazing on our pasture. Your adventure awaits!!
FamilyLocationPool
4.97 out of 5 average rating, 108 reviews
Walnut Hill Original Farmhouse on 40ac w/ Alpacas
Enjoy the sounds of nature when you stay in this unique place nestled in the Applegate Valley. Beautifully freshly updated original farmhouse on 40 acres with alpacas and hiking trails. Close to vineyards and along the trail to the Lavender Farms in the Summer. Only a mile from Pennington Farms and Whistling Duck Farms, where you will find amazing local homegrown products. The host is an Ayurvedic Practitioner, Yoga therapist, and aerialist if you are interested in a session please ask :)
ValueFamilyCheck-in
4.88 out of 5 average rating, 33 reviews
Gateway to Cathedral hills
Secluded forest of 5 acres only 3.5mi to Grants Pass with a private trail into legendary Cathedral Hills. A 3/2 home with DSL Wifi, dining area, living room, pellet stove, a fun converted carport for dining/entertainment/BBQ as well as a hot tub out back. Property has a seasonal creek and pond, a safe 300' from the house, and a classic tree fort. Enjoy outdoor dining, hiking, biking, or relaxing in the quiet southern Oregon woods. We are pet friendly, require a $50 pet fee, and limit 2
FamilyLocationHiking
4.96 out of 5 average rating, 469 reviews
The Birdhouse Retreat| Views & Hot Tub
Take it easy at this unique and tranquil getaway. Immerse yourself with the sound of the forest gazing at the Applegate valley and lavender farms below. Walk around in over 10 acres of forest and enjoy a forest bath and sounds of the river below. Minutes from renowned Applegate Valley wineries and Applegate lake. Snow capped mountains in view most of the year. This space has a private bedroom and bathroom with a separate entrance. For the chilly nights, enjoy a cozy fireplace and a movie.
LocationFamilyBreakfast
4.83 out of 5 average rating, 286 reviews
Cottage on River Farm -Applegate Wine Trail
Cozy one-room cottage on a 5-acre micro-farm, on the Applegate River near vineyards. Set halfway between Crater Lake & the Redwood Forest, the Applegate Valley is a lush valley with 19 artisan vineyards. This classic cottage is a mini farm-stay experience with goats & chickens. Walk to Red Lily Vineyard! Enjoy the private firepit with complimentary s’mores kit or walk down to the river to swim. Nearby: the historic gold-rush town of Jacksonville, home of the Britt Summer Music Festival.
FamilyLocationHospitality
4.93 out of 5 average rating, 248 reviews
Applegate cottage at boutique winery!
Located right in the middle of Southern Oregon Applegate wine country. You will be staying in a cottage on a vineyard with our own winery and tasting room onsite. Tasting room open Saturday & Sunday. With 7 wineries under 5 minutes away from the cottage, you’ll have plenty to explore right out your front door. Wooldridge, Walport, Troon, Schultz, Schmidt, Blossom Barn, Rosellas & Solaro just to name a few. Downtown Grants Pass & Jacksonville are 30 minutes away. Highway 5 is 30 min
ValueLocationAir conditioning
4.96 out of 5 average rating, 291 reviews
Cabin Serenity at Applegate Winery
Escape to your own cozy cabin, tucked away in a private wooded forest on a stunning vineyard & winery. Perfect for a quiet & peaceful getaway! Wake up to forest views from your king bed or unwind with a glass of wine on one of two private decks. Located at Walport Family Cellars in the heart of Applegate wine country, with 18+ wineries nearby—many within walking distance! For guests over 21, enjoy honorary wine club perks, including complimentary flights and purchase discounts!
LocationFamilyIndoor spaces
4.95 out of 5 average rating, 110 reviews
Murphy Creek Cabin
Come relax in this secluded and cozy cabin nestled in the tall trees of the Pacific Northwest forest. This is a 2 bedroom cabin. One bedroom has a queen bed and the other bedroom has a twin bed. Located 15 minutes from Grants Pass where you will experience fun shopping and amazing restaurants with easy access to the Redwoods, Oregon Coast, and 20 minutes to board the Hellgate Jetboat excursions. Also, visit the numerous wineries located in the Applegate area.
LocationFamilyBeach
4.95 out of 5 average rating, 21 reviews
The Epic A - Charming 1960s A-Frame w/Hot tub
Introducing The Epic A, an A-frame style home in the Southern Oregon countryside minutes from downtown. This charming space is perched on a hillside with a view of the local mountains, a hot tub, and everything you need to enjoy your visit to Grants Pass. The hosts have taken special care to balance vintage style with modern comforts and create a relaxing atmosphere. Expect quiet evenings and wildlife visits on this beautiful acre property.
LocationFamilyIndoor spaces
4.97 out of 5 average rating, 180 reviews
Sunset View Yurt of Applegate Valley with HOT TUB!
NO CLEANING FEE! Large 24 ft yurt located on our 5 acre property. Gorgeous views to the west. Includes a king size bed, and queen sofa bed. Located in Applegate Valley. Many fabulous wineries nearby. We're 6 miles south of downtown Grants Pass, and 2 miles north of Murphy. Enjoy the hot tub under the stars, or catch a spectacular sunset. It's all good! Please note: Well behaved children are welcome.
LocationValueHeating
4.98 out of 5 average rating, 841 reviews
Applegate Getaway
A relaxed and cozy retreat near the Applegate Valley and close to Grants Pass. One-bedroom guest suite with a private entrance. No other rentals on the property, private and quiet. Plush bedding, modern bath with a steam shower and lounge seating. Crib for little guests. Ideally situated for exploring nature and local attractions. Perfect for a blend of comfort and adventure.
LocationFamilyComfort
4.99 out of 5 average rating, 143 reviews
Rhône House
Escape to our idyllic Rhône house nestled among 5 acres of vineyard and beside the tranquil Applegate River. Perfect for small events, it offers a serene backdrop for gatherings amidst natures beauty. Inside, you’ll find a cozy retreat designed with comfort and style in mind. Come immerse yourself in the beauty of wine country and let the the rhythm of the river soothe your soul.
ValueLocationView
4.93 out of 5 average rating, 42 reviewsPopular amenities for Williams holiday rentals
Other great holiday rentals in Williams

Quiet 5-Acre • Sunset, Vally and Mountain View
ValueLocationAir conditioning
4.83 out of 5 average rating, 47 reviews
Black Bear Retreat - Dog Paradise
ValueFamilyHospitality
4.98 out of 5 average rating, 63 reviews
Applegate River Oasis
LocationValueHiking
4.98 out of 5 average rating, 40 reviews
New Modern Home With Arcade
LocationValueKitchen
4.99 out of 5 average rating, 96 reviews
The River House
LocationFamilyTV
4.93 out of 5 average rating, 14 reviews
2 1/2 acres with gorgeous view
LocationFamilyIndoor spaces
4.98 out of 5 average rating, 45 reviews
Starry Oak Vineyard Retreat w/ Hot Tub
ValueLocationView
5.0 out of 5 average rating, 18 reviews
Riverside Vineyard Estate
FamilyLocationPets
4.85 out of 5 average rating, 20 reviewsDestinations to explore
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