Guesthouse vacation rentals in Oregon

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Top-rated guesthouse rentals in Oregon

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guesthouse in Beavercreek

5.0 out of 5 average rating, 143 reviews

Muse Cabin in old growth forest w/cedar hot tub

Enjoy our beautifully remodeled cabin that is heated exclusively by the wood stove, on the edge of an old growth cedar forest on our 11 acre farm/vineyard. Relax on the deck built into the trees, and sleep in the cozy loft with ladder, as you soak in the nature around you. The cabin has a mini kitchen for cooking. The cute out house is just across the path, and is seasonally shared with other hip campers. We have a hot/cold shower at the hot tub. The cedar hot tub is next to the garden.

Sep 22 – 29

R2,215 ZAR per night

Guest favorite

Guesthouse in Brookings

4.98 out of 5 average rating, 314 reviews

Private Luxe Oceanfront Guest House with King bed

ALWAYS 5 STARS CLEAN, no pets, fresh. Come here, enjoy a luxurious, ultra private Guest House in garden. Safe, serene, green, gorgeous, meticulous grounds, private patio, big yard. NO CHORES FOR YOU! Contactless check-in. CalKing bed, luxury linens. Access to huge cliffside oceanfront deck & yard. Equipped gourmet kitchen. Personal gas BBQ, utensils, lawn & picnic area, safe, secure parking, estate lighting, washer, dryer, soap. Free fast dedicated WiFi. NOT SAFE FOR CHILDREN OPEN CLIFF.

Dec 30 – Jan 6

R3,001 ZAR per night

Guest favorite

Guesthouse in Silverton

4.99 out of 5 average rating, 278 reviews

The Rock Tree House - A place to unwind and renew.

Welcome to the Rock Tree House! This studio apartment is the perfect get-away retreat for the outdoor enthusiast: 20 minutes to Silver Falls State Park, 2 miles from the quaint downtown Silverton, and well within driving distance of all the Willamette Valley has to offer. Enjoy your morning coffee on the private outdoor deck surrounded by beautiful trees and abundant wildlife. Our home is a safe space for all people. We welcome guests of all races, faiths, genders, and sexual orientations.

Dec 13 – 20

R2,134 ZAR per night

Guest favorite

Guesthouse in Bend

4.94 out of 5 average rating, 539 reviews

Private apt. nestled in the Ponderosa Pines

Nestled among the Ponderosa pines, this newly constructed apartment is a relaxing getaway after a day enjoying Central Oregon. The apartment is completely separate from the main house and comes with a/c and heating. The bedroom has a queen bed. Kitchen has a refrigerator, coffee pot, countertop convection oven, microwave oven and counter top cooktop burner. Large deck with seating and gas grill. Located 2 miles from Peterson Ridge trails, 5 miles from Sisters, 15-25 mins to Bend.

Oct 25 – Nov 1

R1,631 ZAR per night

Guest favorite

Guesthouse in Gold Hill

4.92 out of 5 average rating, 168 reviews

Octagon Studio / Beautiful Rogue River property

Park-like setting; Rogue River premier property. Use the Octagon Studio to enjoy the luxuries of the property or as a home base for the many amenities in the Rogue Valley. Relax by the pool or soak in the hot tub, lounge on the rivers beach, watch the river go by from the floating dock(seasonal) swing between two large pine trees, have an evening fire in the fire pit, catch trout for a morning breakfast, watch the abundant wildlife. Relaxing, romantic, fun, resort quality....enjoy

Apr 15 – 22

R2,726 ZAR per night

Guest favorite

Guesthouse in Port Orford

4.93 out of 5 average rating, 223 reviews

Most Spectacular Ocean Views - Studio

The Point provides the most spectacular ocean and beach views on the Oregon South Coast and possibly the world. You sit 100 feet above the water looking down on the dolly dock pier harbor to the east and Battle Rock and and a long stretch of beach to west. The property is very private. You can walk to the end of the property and enjoy your favorite beverage on the deck that sits on the cliff above the water. You have truly magnificent views from our top-of-the-line studios.

Oct 18 – 25

R6,598 ZAR per night

Guest favorite

Guesthouse in Stayton

5.0 out of 5 average rating, 470 reviews

Spoil yourself! Luxury Cabin on the Santiam River

Luxury Cabin Suite is suited for 2 adults on the Santiam River, just 20 minutes from Salem! For a special place to relax, unwind or a romantic getaway this is the place for you...oh, and no dishes to wash! If you love hiking, fishing, kayaking or rafting. Enjoy all the luxury/Spa and custom artistic touches & beautiful views of the river. Also, experience a free art project in Artsy Fartsy Studio. *Our cabin has only one bed and is not appropriate or set up for kids.

Mar 20 – 27

R3,371 ZAR per night

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 388 reviews

Moss Rock Retreat - Near Leach Botanical Garden!

Moss Rock Retreat is a peaceful tiny home surrounded by an acre of hillside gardens. Tucked behind the magical Leach Botanical Garden in a forested neighborhood, Moss Rock has the serenity of a mountain retreat - but is only 20 minutes from downtown and PDX. Come for respite from the busy world, a quiet workspace, a creative getaway, a romantic weekend, or to explore the natural beauty of Oregon - all are possible in the comfortable intimacy of Moss Rock Retreat.

Sep 5 – 12

R1,635 ZAR per night

Guest favorite

Guesthouse in Rhododendron

4.99 out of 5 average rating, 544 reviews

The Bear's Den, studio with kitchen and pond/creek

Our wonderful guest house is a cozy studio with a queen bed, kitchen, sofa, and dining table in one large room. There is a bathroom with shower. This is a second floor apartment over the detached garage, we live in the main house next door. The property is very secluded well off the road with no other houses nearby and borders the National Forest. Enjoy the spring fed pond in the front yard, a hike along the Sandy river, or a 15 min drive to ski resorts.

Aug 22 – 29

R2,247 ZAR per night

Guest favorite

Guesthouse in Nehalem

4.96 out of 5 average rating, 166 reviews

Eagle's Nest - Connect with the Soul of the Coast

300 feet above the ocean on sacred Neahkahnie Mountain, 30 feet above the ground. Built by hand with love in 1985. Look out thru giant Sitka spruce and Douglas fir, south & west to the ocean. Look up from the sleeping loft through a huge skylight to the night stars and moon. Leave urban culture behind. Retreat into a world where the rest of nature speaks loudly. Neahkahnie means "place of the spirits." All are welcome to find true peace & magic here.

Dec 5 – 12

R4,987 ZAR per night

Superhost

Guesthouse in Oceanside

4.85 out of 5 average rating, 604 reviews

Oceanside Hideaway - breathtaking ocean views

Cozy up in front of a wood burning fire while watching the waves crash at the beach below. Relax in an Adirondack chair on the private deck while taking in views spanning from Cape Lookout to the 3 Arches. A 5-minute walk to Oceanside Beach, the Hideaway is quintessential Oregon get-away with the feel of a cozy surf shack....quasi-rustic with all the right creature comforts and one of the best panoramic ocean views in Oregon. #851-10-1849-STVR

Jan 15 – 22

R3,447 ZAR per night

Guest favorite

Guesthouse in Salem

4.97 out of 5 average rating, 373 reviews

Charming 1 bedroom loft/barn apt with hot tub

Take it easy at this unique and tranquil getaway! Nestled in the heart of the Willamette Valley, this peaceful loft is perfect for the couple looking to relax and recharge. Enjoy our local farmers markets, or a baseball game at Volcanoes Stadium. Tour our local restaurants and wineries or see what’s happening this summer with our local music scene. Visit our many hikes and trails or float our rivers and lakes - and on and on!

Dec 31 – Jan 7

R2,224 ZAR per night