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
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 Foster-Powell
4.97 out of 5 average rating, 536 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
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 favourite
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 favourite
Cottage in Newberg
4.97 out of 5 average rating, 184 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 favourite
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.

Top guest favourite
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 Lents
4.9 out of 5 average rating, 131 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 favourite
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, 187 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.

Guest favourite
A covered patio area features a modern grill adjacent to a fire pit with flames flickering over stone. Comfortable seating is arranged around the fire pit, surrounded by lush greenery and stacked firewood along the back wall.
Flat in Greenway
4.92 out of 5 average rating, 110 reviews

Recreational Family Fun & Adventures Await

Entertain outdoors in a covered lit patio with grill and cooler. Stay warm with 2 propane firepits or by the campfire pit. Fenced in yard is pet friendly. Nearby Rec Center offers a Gym, Splash Pad, and Indoor Pool with Water Slide ($7 Day Pass). Enjoy basketball, baseball, soccer, and tennis all walking distance with our sports equipment. Explore many nearby parks with playgrounds and trails with our bicycles. Short drive to Washington Square Mall, restaurants, grocery stores, and more!

Guest favourite
A serene river view is visible, framed by lush trees and greenery. The clear water reflects the sky, while a gentle wake from a boat creates ripples. A sandy beach area is located in the foreground, alongside a manicured lawn and a fire pit.
Guest house in Milwaukie
4.88 out of 5 average rating, 184 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.

Top guest favourite
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 favourite
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, 176 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!

Top guest favourite
A spacious living area features light green walls and hardwood flooring. A gray sofa and a blue accent chair offer comfortable seating, complemented by a wooden coffee table. The open kitchen is visible in the background, showcasing modern appliances and warm wood cabinetry.
Guest house in Milwaukie
4.98 out of 5 average rating, 360 reviews

River Forest Guest House, River and Dock access

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.

Popular amenities for kayak rentals in Portland

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Quick stats about holiday rentals with a kayak in Portland

  • Total holiday rentals

    Explore 30 holiday rentals in Portland

  • Nightly prices starting at

    Portland holiday rentals start at £29 per night before taxes and fees

  • Verified guest reviews

    Over 4,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    30 of Portland holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Portland rentals

  • 4.9 Average rating

    Portland stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

    Portland’s top spots include Moda Center, Oregon Zoo and Powell's City of Books

Destinations to explore