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
4.97 out of 5 average rating, 537 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
A serene entrance features a wooden archway draped with greenery, leading to a tranquil lake. The lush yard is complemented by a carved bear statue, and mature trees provide shade. The calm water reflects the surrounding greenery, creating a peaceful atmosphere.
Guest suite in Milwaukie
4.95 out of 5 average rating, 443 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.

Top guest favorite
A charming treehouse is suspended between large fir trees, featuring a wooden deck with multiple seating areas. Large windows provide natural light, and the surrounding forest greenery adds to the tranquil setting. The pathway beneath is lined with gravel, leading to the entrance.
Treehouse in Mt Hood
4.98 out of 5 average rating, 215 reviews

Beautiful, Magical, Treehouse

"Glamping at its' best"! 16' x 16' TreeHouse, suspended between 3 large fir trees, queen size bed, loft w/2 twin beds, composting toilet, much more, situated on 20 acres with a pond. Gas heater, mini-fridge, microwave, coffee pot. IMPORTANT: this is a Tree House! Going up the spiral staircase is an adventure in itself, so pack small bags (or packs) (large suitcases are not appropriate). Be sure to look at the pictures & read our reviews... that provides the most information. Happy Travels!

Top guest favorite
Cottage in Newberg
4.97 out of 5 average rating, 185 reviews

Oxberg Lake Retreat, lake & farm view in wine ctry

A storybook oasis with lake/farm views. Enjoy morning coffee or evening wine watching lake wildlife, sheep and chickens. One loft bedroom, a full bath, large living room/kitchen. Hosts live in attached home, but you have full privacy. * 5 min to George Fox * 2 min to The Allison Inn & Spa * 50+ wineries within 10 min drive *Walk to Wolves and People or Encore for a brew, Starbucks, Mod Pizza and others at Crestview Crossing *Canoeing, catch and release fishing, fire pit, games *roll-away bed

Top guest favorite
The exterior of a red barn-style building is featured, with a prominent white star design above the entrance. Two garage doors and multiple windows allow natural light. A stone pathway leads to a small seating area with two chairs, while a BBQ grill is positioned nearby.
Barn in Brush Prairie
4.96 out of 5 average rating, 160 reviews

Hockinson Carriage House - You Won't Want to Leave

Your stay can be as peaceful and relaxing as you desire. The property invites exploration at your leisure. The Carriage House is private and comfortable. You are a mile from the little town of Hockinson with a store, gas and a tap room. You are 6 miles from Battleground which offers all services and a neat downtown for shopping, antiquing, a winery and multiple restaurant options. Stay a night or stay and use as a base to explore Portland, Columbia River Gorge, Multnomah Falls, Vancouver.

Guest favorite
A fire pit is illuminated in the foreground, casting warm light on the surrounding stones. In the background, a colorful sunset paints the sky with shades of orange and pink, while trees and distant hills create a serene landscape.
Home in Happy Valley
4.9 out of 5 average rating, 132 reviews

RoofTop FirePit, HotTub & Outdoor Theater

Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).

Top guest favorite
Townhouse in Keizer
4.99 out of 5 average rating, 107 reviews

Lakefront Retreat w/New Hot Tub • Firepit • 86” TV

+++BRAND NEW HOT TUB on the waterfront and NEW family friendly LARGER DECK for more outdoor space and wider lake view! Tub overlooking the beautiful Staats lake!! Come try out our new, clean, drainable, no chemical jetted tub for 2❤️ Start your morning with a cappuccino in hand while you  overlook the lake by our outdoor fireplace. Watch your favorite movie on the 86 inch smart tv or bake until your heart's content in the fully equipped kitchen. Check out the new bike amenity as well!

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
4.96 out of 5 average rating, 188 reviews

River Garden Cottage.

Charming cottage apartment on a garden and forest 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 cozy seating area is highlighted by a warm brown sofa, complemented by a patterned armchair and a small side table. An open kitchen space is visible in the background, featuring a bar with three stools and natural light streaming through large windows.
Farm stay in Newberg
4.94 out of 5 average rating, 137 reviews

The Cellar @Lively Farm

Enjoy our little slice of hobby farm heaven nestled among the old-growth forest along Chehalem Creek. You'll experience the beauty of nature, the antics of our goats, chickens, rabbits, geese, ducks, and quail, and the charm of downtown Newberg. Our secluded neighborhood offers the perfect area for walking, running, or bike riding, and the wineries of Dundee are so close! Be warned that we live on the edge of the forest. Owls, deer, raccoons, squirrels, possums, and foxes frequent our yard.

Top guest favorite
Cabin in Tillamook
4.99 out of 5 average rating, 524 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 view of the river at sunset is captured, with vibrant colors reflecting off the water. Lush greenery lines the riverbanks, creating a natural border. The scene illustrates a tranquil atmosphere, ideal for relaxation and connection with nature.
Cottage in West Linn
4.94 out of 5 average rating, 103 reviews

Blue Heron Sanctuary · Private Riverfront Cottage

Welcome to Riverfront Cottage, a serene retreat set along the Willamette River within a protected natural habitat rich with wildlife and seasonal beauty. Originally built in 1944 and thoughtfully updated, this private guesthouse blends vintage character with modern comfort. Enjoy peaceful mornings, river views, and a quiet setting shaped by blue herons, songbirds, and river life. A perfect place to slow down and unwind just minutes from town.

Top guest favorite
A welcoming front porch area features comfortable seating set against natural greenery. A gravel path leads to a landscaped garden with a variety of plants, while outdoor lighting provides soft illumination. The large windows of the house overlook this tranquil setting.
Home in Aurora
4.9 out of 5 average rating, 177 reviews

Marvins Gardens & Pond in Antique and Wine Country

3 bedroom 2 bath house in Aurora, access to our pond, gazebo and dock that was the former Aurora Trout Farm. 25 miles to Salem and 25 miles to Portland only 2 miles off of I-5. Walking distance to the famous Aurora Antique shops and a small winery. 18 miles from Dundee Wine Country. One exit away from Factory Outlet Stores. Shuttle to and from Aurora Airport (KUAO) for a small fee. Come feel the peace of Marvin’s Garden’s and Trout Farm!

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