
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.

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.

Hawthorne House - A+ Location! Pet Friendly!
Killer location!! An ez 2 min walk down the street from Hawthorne/Division in SE Portland! Enjoy the best restaurants, shops, bars PDX offers! Centrally located in great neighborhood! Main floor unit w/private access! Self check in! Bright and airy living spaces! Fully equipped kitchen for preparing delicious meals. Full sized wash/dryer. High speed Wi-Fi. Cozy bedroom w/plush queen-sized bed. Clean and modern bathroom stocked w/essentials. I'm excited to host you during your visit to PDX!!

Secluded Willamette River Apartment in Lake Oswego
Enjoy a private stay full of nature with a river view! Newly remodeled 1 bedroom private apartment secluded and quiet. Apt is completely separate from main house. 10 min wlk to Mary's Woods Ret. Comm, 20 mins to George Rogers Park, 10 more to DT Lake Oswego w/shops, restaurants and theaters. Private, wooded property along the Willamette River. Fully rmld kit. & BR, LR with large 50” Smart TV, fast wifi. Q-bed + twin in sunroom, table/work area + wa/dr below. 8 stair entrance at back.

The Westmoreland Lighthouse - Private studio in SE
We've dubbed this stunning, fully detached studio the "Lighthouse" because of the way natural light pours through the 550-square-foot studio's many windows and dances off its walls and vaulted ceilings. An open loft offers soothing views. We are tucked into the Westmoreland neighborhood's quiet residential area, but are only a five minute walk from more than 20 restaurants and entertainment features. Westmoreland Park, Reed College and downtown Portland are just minutes away by car.

A sunny separate studio w/skylights
Your own modern large studio on 2nd floor with separate entrance, full kitchen, sunroom, skylights, 14-foot ceiling, balcony, desk, full bathroom, washer/dryer, dishwasher, gas stove, lots of windows. All this in a vibrant neighborhood, short walking distance to multiple coffee shops, restaurants, a single-screen movie theater, the light rail station, an open-late grocery store, a small park with a salmon run. One mile to Reed College, where Steve Jobs took a calligraphy class.

SE Portland Guest Cottage
The guest cottage offers self check-in. It is located in a quiet neighborhood in SE Portland. High ceilings make this studio airy and bright. We think of it as a perfect hotel room without the hotel. The small galley kitchen has everything you need to cook a gourmet meal including filtered water. There is a full bathroom with tub and shower. The cottage stands on its own making it perfect for coming and going as you please. City of Portland Permit #24 013532

Secret Garden Guesthouse!!
Secret garden guesthouse is located 1 mile from downtown Lake Oswego and 2 miles from Lewis and Clark. Ideal hideaway for parents weekend, visiting the college, or guest lecturers. Also great location for exploring the amazing city of Portland and its surrounds. 50 minutes to Mt Hood, 40 minutes to wine country! Located in SW Portland and just a few miles from downtown Portland food scene. 1 mile from Lake Oswego. Friendly pets are welcome with a $40 pet fee.

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.

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.

Sunlit Oasis
This private, renovated art studio has skylights and quiet views of nature. As an interior designer, I loved creating a space that is as much an experience as a night away from home...and only 10 miles from downtown Portland! Please be advised that beginning Dec19, 2025, construction has begun on three homes behind our cottage. Work can begin at 7:00AM-4:00PM Mon-Fri. There could be noise during those hours, it's out of our control.

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.

Cozy, Private Studio
This beautifully remodeled studio with private bathroom, entrance and off-street parking is nestled in a quiet, relaxed neighborhood in Milwaukie- a neighborhood south of Portland. Extremely comfortable queen bed will provide you with an excellent nights sleep. Great atmosphere for those traveling for business or vacation. Located 5 minutes from I-205 and a 10-minute drive to downtown Portland.
Popular amenities for Oak Grove vacation rentals
Stay near Oak Grove's top sights
Other great vacation rentals in Oak Grove

Charming Tiny Forest Home, PDX next to Lake Oswego

Secluded Studio

Historic RiverPlace West Linn

Newly Built Modern Escape | EV, Gym, Pets

The Groovy Getaway

Casa Cuatro Pinos

Urban woodland retreat

Urban Farmhouse Guest Quarters
When is the best time to visit Oak Grove?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,083 GYD | G$20,920 GYD | G$20,711 GYD | G$21,966 GYD | G$22,803 GYD | G$25,314 GYD | G$24,477 GYD | G$25,314 GYD | G$20,920 GYD | G$24,477 GYD | G$22,175 GYD | G$24,477 GYD |
| Avg. temp | 5°C | 7°C | 9°C | 12°C | 15°C | 18°C | 21°C | 21°C | 19°C | 13°C | 8°C | 5°C |
Frequently Asked Questions
Do house rentals in Oak Grove have air conditioning?
Absolutely! We offer over 50 house 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 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do private suite rentals in Oak Grove have a kitchen?
Absolutely! We offer over 10 private suite rentals with a kitchen in Oak Grove. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Oak Grove have free parking?
Absolutely! We offer over 60 house 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 1,440 vacation rentals in Lake Road, over 460 vacation rentals in Foothills, and over 530 vacation rentals in Oak Grove.
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 $80 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 60 homes with free parking, over 50 homes with air conditioning, over 60 homes with a kitchen, over 60 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Quick stats about vacation rentals in Oak Grove

Total vacation rentals
Explore 110 vacation rentals in Oak Grove

Nightly prices starting at
Oak Grove vacation rentals start at G$4,184 GYD per night before taxes and fees

Verified guest reviews
Over 8,360 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
100 of Oak Grove vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Oak Grove rentals

4.9 Average rating
Oak Grove stays are highly rated by guests—averaging 4.9 out of 5!
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