Vacation rentals with a kayak in Willamette Valley

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Top-rated kayak rentals in Willamette Valley

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Top guest favorite

A vibrant red couch is placed against a light-colored wall, accented by dynamic artwork mounted above it. A soft white throw blankets a nearby chair, complemented by a wooden side table and a lamp casting a warm glow. Natural light enters through a window, enhancing the lively decor.

Guest suite in Portland

4.96 out of 5 average rating, 460 reviews

Underground Art Suite

Spacious underground art suite/apartment in the sunlit basement of our 1926 bungalow in the lively SE Foster Powell Neighborhood. We partner with local artists to bring rotating artwork to the space. Enjoy a relaxing guest suite with a private entrance, parking and access to nearby food carts, restaurants, bars, galleries, and shops featuring local wares art & food. The space is a newly finished one bedroom modern guest suite with full kitchen, located in a quiet yet fun and funky neighborhood.

Top guest favorite

Guest suite in Milwaukie

4.95 out of 5 average rating, 413 reviews

River Forest Lake Apt w/hot tub. HOT find!

*No smoking, no parties, no drugs or pets on premises* total/Max 4 guests; included in this total are infants/children, no more than 2 or3 children under 12, as long as only 4 total guests. FYI: Incline driveway Welcome to our newly remodeled daylight basement apartment. Tucked into the quiet peaceful River Forest neighborhood of Milwaukie on River Forest Lake. Conveniently located to shopping, restaurants, hwy 99, freeways to Portland, Oregon City, historic Sellwood, the Gorge, Mt Hood, etc.

Guest favorite

The exterior of a modern home is showcased, featuring a wooden pergola adorned with string lights that create a warm ambiance. A patio area includes seating and a grill, surrounded by lush greenery and forested terrain.

Home in Washougal

4.93 out of 5 average rating, 107 reviews

Forest+River Haven @ Timber Moon Cabin w/ Hot Tub

Timber Moon is a modern Washougal River Getaway. Nestled in over 10 acres of Washington State Forest with secluded access to the Washougal River out your back door. You'll instantly feel the rhythm of nature when you arrive. Just a beautiful one hour drive from Portland. ✴ Hot Tub at the edge of the forest ✴ Dougan Falls 10 min walk ✴ Naked Falls 5 min drive ✴ Yacolt Burn State Forest 1 mile away ✴ Columbia River Gorge 15 min drive ✴ Starlink high Speed WiFi ✴ Pet Friendly *Please note

Top guest favorite

A serene lakeside scene is captured, featuring a rowboat and a yellow kayak neatly resting against the shoreline. Lush green trees are reflected in the still water, enhancing the natural beauty of the surroundings.

Home in Oregon City

5 out of 5 average rating, 107 reviews

The Secluded Lodge at Highland Park

Fabulous lodge style home on 5 park-like acres with a small lake, outdoor fireplace, game room and tv room. Just 30 min from Portland and the airport. Sleeps 11-12. Main level; master with king bed and bath, one bedroom with twin beds, (can be converted to king), one bedroom with queen bed, two baths. Upstairs, one bedroom with king bed and bath, one room with queen hideabed, shared bath. Small glass garden cottage down a small embankment, away from main house, with a double bed, no bath.

Guest favorite

Three kayaks in vibrant hues of purple, red, and blue are arranged against a wooden fence, partially shaded by a tree. The surrounding area features reddish-brown mulch and dappled sunlight filtering through the leaves.

Guesthouse in Milwaukie

4.87 out of 5 average rating, 174 reviews

Milwaukie Riverfront Guest House

Incredibly majestic river-front guest house. This is the ultimate romantic getaway and peaceful retreat. Large windows and double french doors look out on the Willamette river from the cottage living room and loft sleeping area. It includes a semi-private rocky beach, and a large manicured lawn with fire pit. Kayaks are available for use, and guests are welcome to bring their own too! The guesthouse has its own drive-way, and is completely separate from the main-house grounds for privacy.

Guest favorite

A charming country cottage is nestled among trees, featuring a triangular roof and a front porch with railing. Two windows and a central door enhance the inviting exterior. Natural wood accents contribute to the rustic appearance, blending seamlessly with the surrounding woodland.

Cottage in Stayton

4.92 out of 5 average rating, 240 reviews

Cozy Cottage Near Silver Falls -1 bedroom w/Loft

This "one bedroom plus the loft as the 2nd bedroom country cottage is so cozy and functional, and nestled in the foothills of the Cascades. You will love getting away to this wooded cottage with all of the amenities of home. Take a stroll through the woods or visit the onsite pond with Paddle boat, barbeque grill and gazebo with picnic table. Also come meet our horse - Sugarbear, and our sweet Donkey (Shewee). You will be able to enjoy privacy as the cottage is nestled in the woods.

Top guest favorite

An aerial view captures the cabin nestled among tall trees, with a spacious deck overlooking the river. The surrounding landscape features a mix of lush greenery and pebbled beach, creating a serene natural setting.

Cabin in Tillamook

4.98 out of 5 average rating, 462 reviews

Mid-Century Riverfront Cabin - Seclusion Awaits!

Picturesque mid-century cabin...with your own private riverfront! (As seen on Magnolia Network 'Cabin Chronicles'). Boasting a magical view of huge forest trees and 300 feet of river frontage - enjoy a tastefully curated interior with luxury modern appliances & fast wifi. Soak in the incredible views on our expansive deck with a glass of wine, light a campfire on the private pebbled beach. Enjoy fishing/swimming right from your front door! @rivercabaan | rivercabaan . com

Top guest favorite

A serene garden scene captures early morning fog enveloping vibrant fall foliage. Lush greenery is interspersed with colorful autumn leaves, providing a peaceful backdrop. The landscape features a variety of shrubs and trees, adding depth and texture to the tranquil environment.

Guest suite in Milwaukie

4.95 out of 5 average rating, 170 reviews

Riverside Cottage Apartment.

Charming cottage apartment on a hill next to the Willamette River, 30 mins from downtown Portland. Relax, and enjoy the quiet and peaceful surroundings. Fully stocked kitchen. Fast wifi at 50 Mbps. Cozy inside in the wintertime, also with a park-like setting with walking access down the lush backyard to the river where you can enjoy swimming, fishing, kayaking, and bird watching. You can use the shared recreation room with ping pong, pool table, shuffleboard, and weights.

Top guest favorite

A sprawling orchard scene is presented, featuring a large tree with exposed branches. In the foreground, a wooden table sits under the tree, surrounded by a grassy area. Rolling hills and a row of trees stretch across the background, depicting a serene natural landscape.

Guesthouse in Springfield

4.95 out of 5 average rating, 110 reviews

Large Private Studio with Mountain Views

Forget your worries in this spacious and serene space. Located next to the Mohawk River and a nature preserve, the property is perfect for relaxing or enjoying nature. It features a queen sized bed, gas fireplace and 200 sq ft deck. The studio is minutes away from the freeway and access to downtown Eugene, shopping, and exploration. Bring your bike, walking shoes, and binoculars to enjoy the trails, paths and nature or just relax on the deck or river hammock.

Top guest favorite

A modern kitchen and living area feature rich wooden cabinets and stainless steel appliances. A round area rug defines the seating space, which includes a gray couch and an ottoman. Pendant lights hang above the kitchen island, providing both task lighting and ambiance.

Home in Independence

4.99 out of 5 average rating, 139 reviews

Town n Country

Modern farm cottage located on our 2 acre lifestyle block for you to relax and enjoy our farm scenery. On the property we have chickens, rooster and ducks that roam freely. We want you to enjoy your stay and we welcome you here at the cottage. Cottage sleeps 4 guest max. If you need anything or there is a problem we are close by in the main house on the property. We take great pride in our cottage. Everything laundered and cleaned after each guest.

Top guest favorite

A spacious living area features light wood flooring and natural light from large windows. A comfortable rocking chair and a decorative armchair are positioned on a patterned area rug. The room provides access to a private garden through glass doors, with soft curtains lending an inviting touch.

Guest suite in Salem

4.9 out of 5 average rating, 210 reviews

Garden studio apt

Light and roomy, opening onto garden, this apartment is private, quiet and secure. The spacious bedroom/ sitting room opens onto a private garden patio that can be enjoyed year-round. The bookshelf-lined den with a couch, TV, dining area, and gas fireplace is welcoming. The apartment includes a kitchen/laundry room and bathroom. Close to downtown and to bike and walking trails. Special pricing available for monthly or longer stays.

Top guest favorite

A dock extends over calm waters, featuring two lounge chairs positioned for relaxation. A kayak and two paddleboards are secured nearby, with a small storage area visible on the dock. Surrounding greenery reflects softly in the water's surface.

Guesthouse in Milwaukie

4.99 out of 5 average rating, 340 reviews

River Forest Guest House, All new+Riverfront Patio

Tasteful and brand new guest house, beautiful neighborhood on the river. Guests have private deck facing yard and separate outdoor sitting area on the Willamette river (behind main house). Watch the birds, boats and riverboat cruise from the patio with fire pit. 2 miles from lightrail station, restaurants and shopping nearby and 15 mins. to downtown Portland. All are welcome! We are on the east side of the river, Milwaukie area.