Vacation rentals in Oak Grove

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Top-rated vacation rentals in Oak Grove

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

Superhost

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 favorite

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 favorite

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 favorite

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 favorite

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 favorite

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 favorite

Guesthouse 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 favorite

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 favorite

Apartment 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 favorite

Guesthouse 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 favorite

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 favorite

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!

Popular amenities for Oak Grove vacation rentals

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

Quick stats about vacation rentals in Oak Grove

  • Total rentals

    80 properties

  • Nightly prices starting at

    R185 ZAR 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

Frequently Asked Questions

  • Do guesthouse rentals in Oak Grove have air conditioning?

    Absolutely! We offer over 10 guesthouse rentals with air conditioning in Oak Grove. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Oak Grove have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in Oak Grove. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Oak Grove?

    Four-legged friends are welcome in Oak Grove. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Oak Grove?

    Yes! Work meets play with ease at over 50 vacation rentals in Oak Grove featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Oak Grove?

    Oak Grove has more than 40 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do guesthouse rentals in Oak Grove have a kitchen?

    Absolutely! We offer over 10 guesthouse rentals with a kitchen in Oak Grove. Enjoy a tailored experience with all the comforts you desire.

  • Do private suite rentals in Oak Grove have free parking?

    Absolutely! We offer over 10 private suite rentals with free parking in Oak Grove. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Oak Grove?

    Make yourself at home in Oak Grove by choosing from our most frequently booked neighborhoods. We have over 430 vacation rentals in Glenmorrie, over 1,420 vacation rentals in Lake Road, and over 430 vacation rentals in Foothills.

  • How much does it cost to stay in guesthouse rentals in Oak Grove?

    Experience the best of Oak Grove with our guesthouse rentals, starting at about $70 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • What are the most popular amenities for House Rentals in Oak Grove?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with wifi, over 50 homes with free parking, over 40 homes with air conditioning, over 50 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. Oregon
  4. Clackamas County
  5. Oak Grove