Holiday rentals with a kayak in Oregon

Find and book unique kayak rentals on Airbnb

Top-rated rentals with kayak in Oregon

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

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Guest favourite

Cottage in Glendale

4.92 out of 5 average rating, 292 reviews

★ Cowcreek Cottage off of I5★

A comfortable 2 bedrm a 𝐍𝐎𝐍 𝐒𝐌𝐎𝐊𝐈𝐍𝐆 home on 13 acres, all self-contained. All new major appliances. Peggy has made the kitchen a "cook's kitchen", to make cooking easy.We have added a pizza stone and Pizza paddle. The 1st bedrm has a king bed, the 2nd bedrm has 3 twin beds and a full sized bed. You have access to cow creek and our two ponds, We have kayaks and SUP paddle board for our guests and life vest all sizes. Hiking trail by Cow Creek, Tables &chairs 4 you camera at driveway entrance

5–12 Oct

$129 SGD per night

Guest favourite

Cottage in Rainier

4.96 out of 5 average rating, 216 reviews

Lower Columbia River Retreat

Welcome to our private guest house in the quaint town of Prescott, OR. An hour from Portland and minutes from St. Helens, Rainier, Clatskanie, and Longview/Kelso, you will find yourself centrally located in a quiet, underutilized section of the beautiful lower Columbia River. Prescott itself is home to a up and coming county park on the sandy river banks of the Columbia. Fishing, boating, kayaking, SUP boarding, kite boarding, and disc golf are just a few of the activities available in the area!

15–22 Dec

$147 SGD per night

Guest favourite

Guest suite in Bend

4.99 out of 5 average rating, 151 reviews

Luxurious Private Tumalo Suite Nestled in Trees

The Treehouse Guest Suite is nestled in the trees in the beautiful community of Tumalo, Oregon! Tumalo, a short 10 minute drive west of Bend, is well known for its beauty to include easy access to hiking and biking trails. Your second floor craftsman style guest suite is surrounded by trees and includes a private entrance, garage, and deck. Our farm has scenic views of the Cascade Mountains. During the summer, guests can enjoy our English Country Garden, swimming pond, and Alpacas in the field.

2–9 Dec

$191 SGD per night

Guest favourite

Place to stay in Waldport

4.98 out of 5 average rating, 421 reviews

Castaway Cove-NO CLEAN FEE-Free Kayaks-Pedal Boat!

Castaway Cove's cool shipwreck theme is a great fantasy getaway for weekends, or perfect for family vacations! NO CLEANING FEES! FREE kayaks, fun PEDAL BOAT & canoe. Launch to the beautiful Alsea River from our bank at high tide! 5 mins to stunning beaches. SORRY NO PETS or smoking due to severe allergies. Entire floor all to yourself w/private keypad entrance! Comfy beds, cozy robes, WiFi, Netflix, DVDs, games, free laundry. Go crabbing or clamming w/ our gear. Fantastic whale watching nearby.

3–10 Aug

$281 SGD per night

Guest favourite

Yurt in Eagle Point

4.97 out of 5 average rating, 216 reviews

Starlight Meadow Yurt

The yurt is a modern, light, space with a deck. It's nestled between a mixed conifer forest and Starlight Meadow. We're at the end of a private road on 20 acres. The property is gated for your comfort and peace of mind. There's a large trampoline at the edge of the meadow perfect for stargazing and sunsets. The creek flows October thru June depending on rainfall. Six miles from Shady Cove where you'll find restaurants and a grocery store. 40 miles to Crater Lake. 26 to Ashland. Treat yourself!

29 Aug – 5 Sep

$182 SGD per night

Guest favourite

Home in Cloverdale

4.93 out of 5 average rating, 268 reviews

Hot tub, EV Charger, Kayaks, Games, Bikes

Enjoy the restoring ambience of a gazebo with a fire table while overlooking calm waters or gathering around the fire pit. Relax in the hot tub or on the dock, or kayak and explore nature. 2 minutes drive to the beach. Your extra value (free to you) with your stay * Tillamook County Parking Pass - Value $10 a day * Kayak access - Value $95 a day * Bikes access - Value $50 a day * Free use of EV charging station * Disney Plus + Amazon Prime Over $150 in extra value per day

21–28 Nov

$283 SGD per night

Guest favourite

Guest house in Vernonia

4.99 out of 5 average rating, 139 reviews

Nehalem River getaway on a 58 acre ranch

“Listen and watch the river from this private, stylish stand alone, second story guesthouse, overlooking the Nehalem River. Guests rave about this lovely year round, quite, safe, clean, well appointed getaway. Relax in quality linens, a fully appointed kitchen, spacious bath and a separate office/kids room. Explore our 58 acre Ranch, seasonally offering river play, an array of wild and tame animals, herds of elk and birds of prey! Situated next door to the main house with a private entrance.

14–21 May

$243 SGD per night

Guest favourite

Home in Gilchrist

4.96 out of 5 average rating, 125 reviews

Studio between Bend and Crater Lake on the water

Make some memories at this unique and family-friendly place. In the summer this 12 acre compound has numerous activities to keep you busy. Heated swimming pool, hot tub, tennis and basketball courts, badminton, volleyball bicycles, and lots of water toys…paddle boards, pedal boat, kayaks, and pontoon boats. Winter heated pool and hot tub, large fire pit and seasonal snow. Willamette pass 20 min. Wildlife very abundant, and a working lumber mill across the water. Sunsets are usually gorgeous!

14–21 Oct

$186 SGD per night

Guest favourite

Flat in Chiloquin

4.9 out of 5 average rating, 634 reviews

Agency Lake Front Apartment

Lakefront with beautiful view across Agency Lake to the mountains surrounding Crater Lake! This upstairs apartment has one good sized bedroom, with skylights, a desk area and a flat screen TV. A full kitchen is stocked with dishes, pots and pans, glasses and silverware, plus extras. A hide-a bed sofa is in the living room, with a comfortable reading area. The bathroom has a stand up shower. Loaner kayaks in summer months, sled in winter. 30 minutes to beautiful Crater Lake park boundary.

1–8 Oct

$162 SGD per night

Guest favourite

Home in Christmas Valley

4.97 out of 5 average rating, 144 reviews

Aspen lake

Welcome to "Aspen Lake". In Christmas. 2 bedroom, 1 bath single wide manufactured home, completely remodeled. Nestled in a grove of Aspen trees, on the lake. Enjoy the beautiful views, ducks, geese, many other birds and deer. Very peaceful and serene. There is a canoe for your use on site, horseshoe pits, and fire pit (closed June-sep) Please bring your own wood. Please keep it small and don't use if windy. Cafes, bakery, coffee shop and bar close by. Golf course about 1 1/2 miles.

6–13 Aug

$149 SGD per night

Guest favourite

Cottage in Stayton

4.91 out of 5 average rating, 188 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.

28 Dec – 4 Jan

$171 SGD per night

Guest favourite

Cottage in Yachats

4.96 out of 5 average rating, 134 reviews

Annandale Cottage near the river and the sea

Modest but charming home located on the Oregon coast in the quaint village of Yachats, a 10 minute walk to the ocean. Near fishing, clamming, tide pools. Marvelous views. Seasonal outdoor heated pool, jacuzzi. Tennis courts, Pickle ball. Walk along the river to the sea. Relax on the deck, or sit on the window seat, read a book and enjoy the fire in the wood stove. The cottage has all modern conveniences: w/d, dishwasher, TV, DVD, WiFi, new heating system. Canoe for use in the river.

7–14 May

$226 SGD per night