Holiday rentals with a kayak in Portland

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Top-rated rentals with kayak in Portland

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

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Top guest favourite

Guest suite in Foster-Powell

4.96 out of 5 average rating, 464 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 favourite

Guest suite in Milwaukie

4.95 out of 5 average rating, 414 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 favourite

Treehouse in Mt Hood

4.98 out of 5 average rating, 205 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!

Guest favourite

Home in Washougal

4.94 out of 5 average rating, 110 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 favourite

Barn in Brush Prairie

4.96 out of 5 average rating, 152 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 favourite

Cottage in Portland

4.92 out of 5 average rating, 118 reviews

The Victorian Cottage with River & Mountain Views

Welcome to The Victorian Cottage, a victorian influenced architecture, in a serene retreat in the picturesque West Hills of Portland. Prepare to be captivated by breathtaking vistas that encompass the majestic Mt. Hood, Mt. St. Helens, the meandering Willamette River, and the tapestry of Downtown Portland. For those who rise with the sun, witnessing its ascent over Mt. Hood from the balcony is an unforgettable spectacle that simply must not be miss. The Victorian Cottage is located on a hill.

Guest favourite

Guest house 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 favourite

Guest suite in Portland

4.88 out of 5 average rating, 163 reviews

Portland Hillside Retreat near OHSU & river

This comfortable home, nested in a forest setting and located in a great central, and safe neighborhood. The space is functional, and well appointed. You’ll have a super functional kitchenette, private bathroom, living room / work space / dining area, along with two, full bedrooms, and a very comfortable pull-out sofa that offers the space of a queen. Well stocked amenities with customization available on request. Within walking distance of the river, park, trails, and OHSU.

Guest favourite

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 favourite

Guest house in Milwaukie

4.99 out of 5 average rating, 341 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.

Top guest favourite

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 10. 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.

Guest favourite

Guest house in Tigard

4.95 out of 5 average rating, 205 reviews

The Cottage at River Run!

Welcome to the Cottage at River Run! Your private oasis nestled on 1.8 acres backing the Tualatin River. This cottage comfortably sleeps eight with an upper loft area with a full bed and two twin beds and views of the river! The lower level has a private deck, kitchen, 3/4 bath, queen Murphy bed and full sofa bed.