Guest house holiday rentals in Cascade Range

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Top-rated guest house rentals in Cascade Range

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

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Top guest favourite
The guest house is nestled among lush greenery, with warm lights glowing from the large windows. The wooden structure features a sloped roof and a spacious deck, offering a welcoming presence against the backdrop of tall trees and evening sky.
Guest house in North Bend
5 out of 5 average rating, 145 reviews

What a Lovely Mountain View Tiny House

Welcome to our tiny guesthouse with an amazing view of Mt. Si. The property has great natural beauty yet is close to restaurants, coffee shops, breweries, groceries, hiking & biking trails, golf courses, and a casino. It's the perfect getaway only 29 miles from Seattle & 35 miles from Sea-Tac. Enjoy a dreamy king bed, electric fireplace, large TV, heated floors, and creekside patio with a view to the forest, garden and Koi pond. The majestic view moves at the pace of the changing seasons.

Top guest favourite
A detached studio features a charming A-frame design, surrounded by lush greenery. A stone patio with outdoor seating complements the inviting entrance, where large windows allow natural light to fill the space. The setting provides a serene atmosphere, ideal for relaxation.
Guest house in Portland
4.98 out of 5 average rating, 648 reviews

The Westmoreland Lighthouse - Private studio in SE

We've dubbed this stunning, newly constructed detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

Top guest favourite
The exterior of the home is highlighted by contemporary design elements and a clean white facade. A flowering tree adds a touch of color, while large glass doors invite natural light into the living area. Surrounding landscaping is thoughtfully arranged with minimalistic plantings.
Guest house in Portland
4.99 out of 5 average rating, 527 reviews

Accessible, AIA-Award Winning, Urban Garden Oasis

A nurturing place with abundant light, garden views, & access to the best Portland food. “The best Airbnb I’ve ever stayed in!” - frequent guest comment. - American Institute of Architects Award to designer Webster Wilson - Upscale amenities & European fixtures - Quiet NoPo neighborhood tree-lined street, minutes from downtown - Fully equipped kitchen w/ fresh local coffee - Indoor & outdoor dining - See photo captions for more details - Trained Service Animals welcome; no pets nor ESAs

Top guest favourite
The cabin's exterior showcases a modern design with warm wood accents and a welcoming entryway. Lush greenery surrounds the structure, including ferns and small trees. A set of stairs leads to the main entrance, enhancing accessibility to this tranquil riverfront location.
Guest house in Stayton
5 out of 5 average rating, 572 reviews

Spoil yourself! Luxury Cabin on the Santiam River

Escape to our Luxury Cabin Suite, designed just for two adults, located right on the beautiful Santiam River—only 20 minutes from Salem! Whether you’re looking for a peaceful place to relax, a romantic getaway, or simply a spot to unwind, you’ll find it here… and best of all, no dishes to wash! Love the outdoors? Bring your hiking boots, fishing gear, kayak, or raft and make the most of the surroundings. Please note: Our cabin features one bed and is not suitable or equipped for children.

Top guest favourite
A modern guesthouse is positioned on a gravel pathway, featuring large glass doors that invite natural light. Surrounding trees frame the structure, and a sunset casts a warm glow, enhancing the peaceful rural setting.
Guest house in Kalama
5 out of 5 average rating, 136 reviews

Luxury Guesthouse Retreat w/ Hot tub, Sauna, Views

Private luxury guesthouse retreat at 1,800' elevation. Enjoy the healing benefits of a hot tub with amazing views of Mt Hood, Mt Jefferson, and the Columbia River. Relax in an infrared sauna or a hammock on a covered porch while nature surrounds you. Thoughtful interior spaces and amenities to make your stay as comfortable as possible. 100MB Fiber WiFi, EV Charger. A great base camp for easy day trips to Mt St. Helens, Mt Rainer, Mt Hood, Astoria and ocean beaches, Columbia River Gorge.

Guest favourite
The modern guest house is elevated on concrete pillars, surrounded by natural greenery. Expansive glass walls provide unobstructed views of the landscape. A 30-foot steel bridge connects to the main pathway, while a spacious outdoor area includes seating, inviting relaxation amid the scenic environment.
Guest house in White Salmon
4.94 out of 5 average rating, 233 reviews

The Overlook House with amazing view!

We chose to share our guest house primarily because the idea of sharing our stunning view appeals to us very much. We are so fortunate to have a view so special that we wanted to build a guest house for our friends and you! We designed our 600 square foot modern guest house with the intent of creating a very private honeymoon suite. It has expansive views of Hood River, Mt Hood, and our favorite view, looking directly down the gorge. See more photos on Instagram at “ourviewhouse”

Guest favourite
The exterior of a cozy cottage is framed by blooming hydrangeas in shades of blue and purple. The cottage features a sloped gray roof and expansive windows allowing natural light. A lattice design adds character to the entrance, providing a welcoming ambiance.
Guest house in Vashon
4.95 out of 5 average rating, 1,191 reviews

Spectacular Beach & View: The Loft

Wake up to spectacular views of Puget Sound and Mt. Rainier from this 700 sf, 2-story, chic and comfortable cottage on a 40 acre waterfront property. The southern exposure beach is ideal for strolling, beach combing, and relaxing. The beach has a picnic area, fire pit, propane bbq, hammocks, and lounge chairs awaits you for outdoor r & r. Trails through the forest for hiking nearby. Mountain bike trails at Dockton Pk..Your pet is welcome, leashed, with an additional pet fee.

Top guest favourite
The entrance to the guesthouse features a warm wooden door framed by lush greenery. Potted plants and a natural wood stool create an inviting atmosphere. Soft string lights hang above, enhancing the serene outdoor space surrounded by trees.
Guest house in Portland
4.99 out of 5 average rating, 267 reviews

Sorta Summer House w/ sauna & outdoor shower

The guesthouse is a private oasis in the city. It's surrounded by fruit trees and tall Chinese Mountain bamboo. It's a quick walk to Woodlawn Park, great coffee, a bakery, pizza, whiskey bar, a brewery, seasonal farmers market, and minutes from Alberta Arts District. The airy, open floor plan is filled with natural light, mixed textiles and warm woods. A cedar-surround outdoor shower and private 5x7 Finnish sauna lend to the spa-like setting. Guests say it’s hard to leave!

Top guest favourite
The cottage exterior is nestled within lush greenery, featuring a textured, light-colored stucco façade and a distinctive triangular roof. Surrounding plants and stones create a serene landscape, complemented by wooden steps leading to the entrance, enhancing the inviting and private atmosphere.
Guest house in Portland
4.97 out of 5 average rating, 426 reviews

The Green Door PDX: A European Inspired Cottage.

A bolthole created from passion by Kaemingk Collection, The Green Door PDX was designed to provide a unique respite from the energy of Portland while being conveniently located only minutes from downtown and popular shopping/eating districts. We have taken queues from Europe and built a traditional field cottage tucked into the landscape at the front of the property and surrounded it with mature greenery for an inviting welcome and ultimate privacy for our guests.

Top guest favourite
A modern garden retreat with sleek black exterior features a welcoming entrance framed by natural greenery. Concrete pathways lead to a patio area with seating, and large windows invite light into the space. The surrounding wooden fence provides privacy in a serene outdoor setting.
Guest house in Portland
4.99 out of 5 average rating, 379 reviews

Award-Winning Guest House with Private Entrance

Featured in Dwell Magazine; Winner of “Best Whole House Design” by Oregon Home Magazine, this spacious urban garden retreat has one-bedroom with a luxurious king bed, full bathroom, and fully equipped kitchen. Tucked away in a tranquil urban oasis, the space is filled with natural light and boasts a private garden entrance. Wake up refreshed in the crisp, white bedroom and slide open the rustic barn door for a coffee on the patio of this zen retreat.

Guest favourite
A bright living area features large windows offering expansive ocean views. Comfortable seating includes a light-colored sofa adorned with patterned cushions and a cozy bed with an inviting bedspread. Natural wood accents and vibrant textiles add warmth to the space, with sunlight illuminating the interior.
Guest house in Nehalem
4.97 out of 5 average rating, 237 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.

Top guest favourite
An open living area is highlighted by large windows that invite ample natural light. The space features a comfortable couch adorned with yellow and gray cushions, a modern coffee table, and a cozy armchair. The kitchen is seamlessly integrated, showcasing sleek cabinetry and appliances.
Guest house in Portland
4.98 out of 5 average rating, 137 reviews

The Kenilworth Guest House

Showcased in the Modern Home tour of Portland, this newly built ADU is the amazing creation of Portland architect Webster Wilson. A private, airy and elegant oasis set in urban Portland. A glass house with intentional frosted glass to ensure privacy. Escape and experience the elegant grace of this unique guesthouse. Threading the needle of a city lot, the Kenilworth House lives along side a 1905 Victorian, where the host resides.

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