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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.

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Guesthouse

4.95 out of 5 average rating, 115 reviews

Charming one bedroom apartment in the forest.

This unique apartment above a garage/shop , detached from the main house. Tucked away into a urban forest. I call it Our Robin's Nest because you look out on to branches of large fir trees. It is very private , yet Starbucks is right next door. Private entry and off street parking. This space has everything you need full kitchen, washer&dryer, queen size bed and fold out couch , plus a Play and Pack for the Littles. Walkable neighborhood , parks market and restaurants within walking distance.

Guest suite

4.91 out of 5 average rating, 294 reviews

Upstairs Rustic 1940s styled Studio Apartment

Great for water loving people! Private unit. Self checkin. Outdoor patio & yard. Wifi. Pet/animal free, allergy safe. Smoke free. Linens washed with Defunkify perfume free soap. Fully stocked kitchenette. .75 Bathroom (sink, toilet, large shower) Stocked w/ toiletries. AC in summer. Complimentary snacks! 1940's vintage furniture. Quiet neighborhood. Semi-industrial parking, as we run a pressure washing biz. Your unit is around the back on the 2nd floor. 1/4 mi to bus route at top of hill.

Guesthouse

4.93 out of 5 average rating, 112 reviews

Spacious Studio near Historic Milwaukie/Sellwood

No cleaning fees! Unique retro inspired LARGE studio Private entrance, driveway parking. One Full sized bed and a comfy twin sized cot (set up upon request). Bright sunny space with skylights and beautiful details. Uncluttered, quiet and clean. Full sized fridge and plenty of kitchen amenities. Large dining room table and sitting space. Located in peaceful neighborhood, close to Historic Downtown Milwaukie, 15 min to downtown Portland, minutes away from SE Portland attractions!

Home

4.96 out of 5 average rating, 151 reviews

Crossroads Country Cottage

Conveniently located at the crossroads of HWY 224 and SE Lake Road, our home, cottage and garden are the last remnants of a time gone by and what was once a large family farm. When you walk through the private gate leading to the cottage, you might feel you have stepped through a portal into another time. Everything about the cottage is secluded, peaceful and private. We are pleased to have many return visitors. The garden features a waterfall, chairs and table, BBQ and fresh herbs.

Rental unit

4.94 out of 5 average rating, 283 reviews

Peaceful Oasis in Portland Neighboring Milwaukie

Our names are Danusia and Ron. Welcome to our world. We have done the best with our resources to create a welcoming oasis . Portland is a great place to live and we're glad to invite you. We are offering a light, sunny second story apartment. Portland is known for its eclectic food carts, brew pubs, music venues, theatres,restaurants and its special brand of quirkiness. Upon your arrival,you will not have to travel far, we are 20 minutes from the airport,15 from downtown.

Guest suite

4.95 out of 5 average rating, 162 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.

Guest suite

4.99 out of 5 average rating, 339 reviews

Light Filled Garden Studio

Our wonderfully bright garden studio is perfect for a short stay or for visitors looking to explore Portland for an extended visit. It has a full, well-stocked kitchen, ideal for those looking to stay in and cook, but it’s also just a 20 minute drive from downtown, for those looking to explore the wonderful restaurant scene Portland offers. Keyless entry and private entrance through the side yard gate provide renters with complete autonomy during their visit.

Cabin

4.88 out of 5 average rating, 662 reviews

Rustic Creekside Cabin

This tranquil hideaway feels like you're in the middle of the forest, but is just minutes from Portland. Relax next to the burbling creek surrounded by towering cedar trees. The MAX Orange line and downtown Milwaukie are only five minutes away. Built in 1928, the cabin has one bedroom and bathroom, living room, full kitchen and central heat. The bedroom has one queen bed and an en suite bathroom. There is a pull-out queen futon in the living room.

Guest suite

4.97 out of 5 average rating, 207 reviews

Trolley Trail Treasure in Oak Grove

Our mid-century home (Clean & Sanitized) is in the beautiful quiet tree lined neighborhood of Oak Grove, Oregon. Spacious 1200 sq/ft daylight basement apartment, with 1 bedroom, living-room, full kitchen & big windows, in a quiet and desirable suburb of Portland. Park in our driveway & enter through your own gate at the back of the house. The Trolley Trail bike/hike trail is across the street from our front door.

Home

4.96 out of 5 average rating, 459 reviews

Oak Grove Getaway Retreat

Enjoy this spacious & comfortable newly remodeled home nestled in a quiet and friendly neighborhood. With 2350 sqft of space, moving about is easy! The homes location is close to most everything you'll need, like grocery stores, restaurants & dining, local cinema (8 screens), and more, all within walking distance! If you feel like a journey to downtown Portland, a quick 22 minute journey will take you there.

Rental unit

4.98 out of 5 average rating, 173 reviews

Milwaukie Retreat in the Woods

Your private apartment is located on a wood filled lot with a private outdoor area, shade and even deer on occasion. We are 12 miles from the airport, near freeways with easy access to downtown, and to make your way to the coast or the Columbia Gorge, Mt Hood and the Willamette Valley for wine tasting. We have added extra cleaning procedures to help fight against Covid 19.

Guest suite

4.97 out of 5 average rating, 111 reviews

Peaceful Tree-Lined, Private ADU Retreat

You'll feel at home in this quiet, tree-lined cul de sac. The attached ADU is completely private with a separate entrance, private balcony, off-street parking and access to our 1/4 acre property. Come enjoy the peaceful setting, minutes from downtown Portland and Lake Oswego.

Vacation rentals for every style

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Hotels

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Unique stays

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Popular amenities for Oak Grove vacation 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 vacation rentals in Oak Grove

Guesthouse

4.95 out of 5 average rating, 348 reviews

Cozy and Charming

Guesthouse

4.97 out of 5 average rating, 535 reviews

Dream Cottage! Springwater Bike/Walking Path!

Cottage

4.93 out of 5 average rating, 266 reviews

Peacock Grove Cottage in Lake Oswego, OR

Guest suite

4.93 out of 5 average rating, 44 reviews

Spacious Private BIG Yard

Home

4.93 out of 5 average rating, 180 reviews

Spacious Forest Retreat w/ Hot Tub & Views

Farm stay

5 out of 5 average rating, 403 reviews

Oakwood Gardens Studio •Alpaca Farm• Wine Country

Guesthouse

4.93 out of 5 average rating, 28 reviews

Cozy Studio

Guest suite

5 out of 5 average rating, 25 reviews

Urban Farmhouse Guest Quarters

Quick stats about vacation rentals in Oak Grove

Total rentals
90 properties
Nightly prices starting at
€ 10 before taxes and fees
Total number of reviews
6.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
50 properties have a dedicated workspace

Frequently Asked Questions

Do private suite rentals in Oak Grove have air conditioning?
Absolutely! We offer over 10 private suite rentals with air conditioning in Oak Grove. Enjoy a tailored experience with all the comforts you desire.
Do private suite rentals in Oak Grove have wifi?
Absolutely! We offer over 10 private suite 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 guesthouse rentals in Oak Grove have free parking?
Absolutely! We offer over 10 guesthouse 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 1,420 vacation rentals in Lake Road, over 430 vacation rentals in Foothills, and over 430 vacation rentals in Glenmorrie.
How much does it cost to stay in house rentals in Oak Grove?
Experience the best of Oak Grove with our house rentals, starting at about $10 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 Private Suite Rentals in Oak Grove?
Enhance your stay in our Private Suite Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore