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Holiday rentals in Oak Grove

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Top-rated holiday rentals in Oak Grove

Guests agree: these stays are highly rated for location, cleanliness and more.

Home in Portland

4.88 out of 5 average rating, 294 reviews

✺ King Beds, Central Air, 7 Person Hot Tub✺

All of our friends hate us for renting this light and bright west haven MCM ranch to lucky Airbnbers like you. By night it’s the perfect place for friends to gather around a fire (inside or out) & enjoy a meal prepared in your gourmet kitchen. By day its the perfect ground zero for all things Portlandia. Rest & relax on the spacious deck & in the 7 person spa. Completely remodeled kitchen with highend appliances make this a chef's dream. Your large, newly remodeled, vaulted bath wont disappoint.

Guest favourite

Home in Northeast Portland

4.95 out of 5 average rating, 310 reviews

The Portland Villa on Alberta St

In the heart of NE Portland's vibrant and bustling Alberta Arts district. Endless options for dining, drinking, shopping and entertainment within walking distance. The main home is 2800 sqft plus an additional 1200 sqft on a private rooftop deck (that we built ourselves!). There is natural light (and plants) galore. Prepare meals in our chef’s kitchen. We don’t skimp on linens, supplies, cozy mattresses or bedding. A legally permitted rental by the City of Portland. 1% for The Planet member.

Guest favourite

Home in Northeast Portland

4.9 out of 5 average rating, 324 reviews

Huge Home with King Beds in Prime Spot with Views!

This architectural masterpiece is on a quiet and safe street while still within walking distance of Portland’s best areas for dining, drinking, and shopping. Lots of room for your entire group across 3 levels with multiple lounge/living spaces, a large open kitchen, 4 bedrooms with king beds and 1 bunkbed bedroom (each with a TV), plus 3.5 bathrooms for your convenience. Dine alfresco or relax on the beautiful back patio and enjoy east or west roof decks for viewing sunrises or sunsets.

Guest favourite

Home in Sherwood

4.99 out of 5 average rating, 139 reviews

Old Town Retreat - Best place in Old Town Sherwood

At the gateway to wine country, our peaceful Old Town 1916 craftsman home brings historical charm with many amenities right in the heart of Old Town Sherwood. Sleeps 9 with 6 new beds, 2.5 remodeled baths and an open kitchen with gas range, everything you need for a few or many. Owner occupies the basement and rear separated dwelling on property. However, both the basement and rear dwelling are completely locked off and have entirely separate entrances. The best place in town.

Guest favourite

Shipping container in Oregon City

4.96 out of 5 average rating, 111 reviews

Sustainable Dream Container Getaway with a View

A private green-luxury container home inside a bamboo grove and lavender field overlooking a serene valley. This brand-new, single-level home features picture windows leading out to a quiet deck with sunset views every night. Situated in the heart of the Pacific Northwest between the mountain, lakes and coast - exploration, wine tasting and the best nature spots are just a short drive away. This private home can comfortably host couples or up to 3 people including the couch.

Guest favourite

Cottage in Beaverton

4.93 out of 5 average rating, 99 reviews

Cozy Cooper Mtn Cottage

Uniquely cozy with all the amenities of home but in a cottage up on Cooper Mt. Where you are surrounded by trees , feel the breezes, sunrise and sunset in the same day, and sometimes the wonderful wildlife around us. Birds in the sky , rabbits and sometimes deer, and yes our two friendly goats. Oh yes and the expansive midnight sky with the bright stars twinkling above or the big round moon shining down on you as you sit on the patio in the evening enjoying the night air.

Guest favourite

Guest house in North Portland

5 out of 5 average rating, 220 reviews

Richmond Cottage in St Johns, Portland

This light, bright cottage is located in the heart of the St Johns neighborhood in Portland. Full of charm it features loads of reclaimed wood with an industrial farmhouse vibe. Complete with a private deck, keyless entry, full kitchen with eat-in island and a sleeping loft with a queen sized bed. It is a close walk to restaurants, coffee shops, bars and shopping. Easy access to downtown Portland, University of Portland, the airport and the rest that Portland has to offer.

Guest favourite

Guest suite in Sandy

4.96 out of 5 average rating, 222 reviews

The Cedar House at Riverbend Orchard

Unique meets gorgeous on 23 wooded acres overlooking the Sandy River! Peaceful vibes abound whether you are sipping morning coffee on the wrap around heated deck, or chatting with friends by the massive stone fireplace in the great room. Enjoy the amazing book selection, giant floor pillows, sunrises and sunsets around this beautiful cabin hidden amongst the tall trees. Relax in the hot tub. Hike the acreage, discover the pond, enjoy the lawn games! Leave renewed!!

Guest favourite

Flat in Northeast Portland

4.92 out of 5 average rating, 124 reviews

La Casa Blanca en Mississisppi ~ 95 WalkScore

Welcome to our charming three-bedroom retreat in the heart of Mississippi Street! Step outside and dive into the vibrant local scene, with endless dining, shopping, and entertainment options just steps away. After a fun-filled day exploring, return to unwind in style with a massive 4K HDTV, a fully equipped kitchen, and comfortable memory foam mattresses in all three bedrooms. Discover the best of Mississippi Street from our perfectly situated apartment!

Guest favourite

Guest house in Central Northeast Portland

4.99 out of 5 average rating, 466 reviews

LoftHousePDX w/ Sauna & Hot Tub

Debuted during Portland's Accessory Dwelling Tour, “Loft House PDX” is centrally located just off beautiful Alameda Ridge. Business and leisure travelers alike will find a peaceful retreat awaiting them in this tastefully-appointed, open and airy, modern loft house with all the accoutrements one might wish for—including a Finlandia Sauna, and STIL hot tub to enjoy after a long day of work or play, and a custom gas firepit for evening lounging...

Guest favourite

Home in Dayton

4.97 out of 5 average rating, 232 reviews

The Historic Dayton Wine House

Stay in one of the top rated vacation rentals located in the heart of the Willamette Valley wine country. This majestic 1885 Victorian style home sits prominently on the charming town square of Dayton, Oregon, 30 miles from Portland, a perfect location for winery exploring! The beds and linens are of high quality for a great nights sleep. The small details are not forgotten in this large home with plenty of room for everyone to spread out.

Guest favourite

Cabin in Gaston

4.96 out of 5 average rating, 586 reviews

Great Cabin- Heart Of Wine Country!

Overlooking a 40 acre vineyard, this beautiful cabin is the epitome of Pacific Northwest craftsmanship. Come enjoy views of the Willamette Valley and it's sprawling vineyards, sample wine in our tasting room and most importantly sit back and relax! Looking for an event venue? Contact us for great options for your next event - we offer both indoor and outdoor space - plus you can stay on site!

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Popular amenities for Oak Grove holiday rentals

Free parking on premises

Air conditioning

Stay near Oak Grove's top sights

Fred Meyer49 locals recommend

Bob's Red Mill31 locals recommend

Lake Theater & Cafe27 locals recommend

Elk Rock Island20 locals recommend

Cha Cha Cha Mexican Taqueria20 locals recommend

St. Honoré Bakery Lake Oswego19 locals recommend

Other great holiday rentals in Oak Grove

Guest favourite

Home in Orenco Station

5 out of 5 average rating, 21 reviews

Orienco home, steps to Intel RA, winter discount!

Home in Portland

4.83 out of 5 average rating, 6 reviews

Fresh Belmont Charmer w/ 95 WalkScore

Home in Portland

4.75 out of 5 average rating, 4 reviews

Serenity: a Luxe home near DT

Guest favourite

Home in North Plains

4.98 out of 5 average rating, 130 reviews

2 Acre, Pond View Home, with Hot-tub & BBQ FOR 16

Guest favourite

Cabin in Sandy

4.96 out of 5 average rating, 227 reviews

The Woodlands House

Guest favourite

Home in Dundee

4.93 out of 5 average rating, 229 reviews

Relax in Scenic Luxury at Chateau Lesieutre

Guest favourite

Townhouse in Sandy

4.89 out of 5 average rating, 234 reviews

Fawnda's Escape

Guest favourite

Home in Troutdale

5 out of 5 average rating, 10 reviews

Sandy River Lodge

Quick stats about holiday rentals in Oak Grove

Total rentals
80 properties
Nightly prices starting at
₹866 before taxes and fees
Total number of reviews
6.4K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

Destinations to explore