
House holiday rentals in Oak Grove
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Top-rated house rentals in Oak Grove
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Charming Remodeled Home in SE
Unique, charming 1920's home, just minutes from Portland by bike or car, fully remodeled, w/custom handmade furnishings made w/local hardwoods. Our cozy home has a fully loaded gourmet kitchen. Master suite w/king bed and a top of the line Stearns and Foster mattress. 2nd bedroom w/brand new queen nectar mattress. King sleeper sofa w/memory foam mattress. Covered patio, plenty of outdoor seating, natural gas BBQ, and firepit. Fenced yard for pets. Local fav cafe across the street.

Milwaukie Easy-Centrally located, Close to PDX
Our home is a spacious cozy contemporary home, complete with an outdoor deck, and a beautifully decorated interior with contemporary pieces that complete the design of our home. Windows in living & dining space are across from each other bringing in ample light. Our space is furnished with various mid-century, modern and contemporary pieces that complete the home. Shared Spaces •Parking area •On site laundry shared with other tenant, tenant has a separate living area with no other shared spaces

Portland Modern
Welcome to our Midcentury Modern – a true masterpiece inspired by the iconic Frank Lloyd Wright. Nestled on a lush 1/3 acre private retreat, this architectural gem is just minutes away from Multnomah Village and Gabriel Park. Immerse yourself in the timeless beauty of this completely renovated mid-mod marvel, where high vaulted open beamed wood ceilings adorn every room on the main floor. This house is perfect for friend groups, families or corporate retreats. Note: 4 bedroom, 2 bath, 2 kitchen.

New Home Near it All on Division w/ EV Charger
Welcome to The Eloise — a bright, art-filled home centrally-located in the bustling Division/Clinton district of SE Portland. This beautiful ADU has it all. A suite with king bed & bathroom with a luxurious shower; workspace w/ speedy wi-fi; lounge; two TVs a full kitchen, & EV charger. Premium amenities & local treats await you. Tucked into a quiet street just off Division, you’re within walking distance to restaurants, shops, bars, venues, bus & TriMet lines & a 5-minute drive to Downtown.

Forested Hygge House Getaway
Relax in a Gladstone oasis overlooking an untouched trail and forested area. A cozy, bright, and private spot. I hope you connect with my affinity for vintage art and clean lines! You’ll have the entire house and 1/3 acre to yourself. Less than 30 mins from most anywhere in Portland Metro, 10 mins to Oregon City, and 1 hr to Mt. Hood. This is a dog friendly (no cats), non-smoking house. The large yard is on a dead-end street, though not fenced. *Not ideal for those with mobility issues*

Cozy, Modern Farmhouse, King Bed, Great Yard, Pets
Enjoy your stay in the quaint, Oak Grove neighborhood of Portland a block from the old historic trolly trail. Minutes to the river, close to downtown, ample dog parks make this spot perfect for your getaway. Our family poured our hearts into designing a modern and cozy space that our family loves to visit. We're so very excited that we get to share that with you! We've got a yard that the whole family will love and I know you'll make some priceless memories here, just as we have. Welcome!

#StayInMyDistrict Lake Oswego Honey Bee Cottage
#StayinMyDistrict Lake Oswego Honey Bee Cottage. Live like a local while experiencing the trendy Lake Oswego District! 5 blks to coffee shops, restaurants, shopping & local hot spots! Convenient to West Linn, SW Portland & Tigard Neighborhoods. Private Cottage nestled in the trees, and furnished to create a comfortable and charming space! Historic 1 bed/1bath (+sofa bed & Futon) King Suite, Kitchen, W/D, Private Patio & Fenced Yard. FREE Parking. Pre-Approved Dogs w/addt’l $50 per pet fee.

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.

Cozy Bungalow in Ladd’s Addition • Walk/Dine/Shop
Welcome to “Happy Place”, your cozy retreat that feels like a home-away-from-home in the vibrant heart of Portland! Our sanctuary in the bustling SE Clinton/Division area offers fast internet, perfect for work-from-home needs, and is a short stroll from top restaurants, bars, and boutiques. Boasting a walkability score of 92, city exploration is a breeze. Ideal for foodies, culture lovers, and outdoor adventurers, we provide FREE parking and embrace the spirit of Portland living.

Spacious Forest Retreat w/ Hot Tub & Views
In the woods, next to a creek, but still in Portland! Forget your worries in this spacious and serene space. There is a private entrance to this large two story guest suite, which includes a family room, living area with dining area and kitchenette, bedroom and bathroom, central AC, and private balcony. Located in a quiet neighborhood, close to hiking trails in Woods Memorial Park. A 3-minute drive or 1 mile walk to popular Multnomah Village; 15 minutes from Downtown Portland.

Hidden Springs Hideaway
Privacy, tranquility and views abound at this beautiful elevated home. Enjoy Mt. Hood views on a tranquil 1/2 acre lot. The open floor plan is spacious with professionally designed new furnishings. High end linens and bedding in every room including bamboo sheets, coops pillows, and nice beds. The home is completely remodeled with gorgeous aesthetics (except kitchen). Relax downstairs in the family on the extra deep couch while watching a movie on the huge flat screen.

Oak Grove Easy-Centrally located w/King Bed
Welcome to this updated and comfortable, light filled home in the Oak Grove neighborhood of Portland. A short distance to the river, downtown, parks, restaurants and all things Portland-make this a perfect vacation space for your family and guests. We put a lot of love in to designing the interior to be stylish, yet comfortable and seamless to ensure you feel right at home. Ample space in our park-like backyard to relax , entertain or play a summer game of corn hole!
Popular amenities for house rentals in Oak Grove
House rentals with a pool

Orienco home, steps to Intel RA, winter discount!

Frankie's Place; Walkable Craftsman luxury!

Paradise in Sandy, breathtaking views of Mt. Hood

The Starburst Inn

5bdrm,Heated Pool, Hot Tub, Sauna.

3-Bed Cowboy Cabana w/ Soaking Pool + Hot Tub!

Rose City Hideaway

Serene Oasis: Swim Spa, Sauna, huge deck and grill
Weekly house rentals

Epic record collection & hot tub in bright home

Springwater Retreat: Relax in quiet comfort

Private Modern Bungalow

Modern Apt | Close to Everything
Modern Guesthouse in Portland's Central Eastside

Willow Wood Cottage

Cozy Newly Remodeled Duplex

Updated Woodland Garden Retreat & Spa
Private house rentals

Charming Tiny Forest Home, PDX next to Lake Oswego

Sunny Sellwood Studio

Single Level Home w/ Fully Fenced Backyard and BBQ

Central Stay w/Treehouse! Near Downtown & Nature

A Harmony Retreat - Your Portland Wellness Stay

Secluded Studio

Comfortable spacious home!

Modern Cozy ADU in Oregon City
When is the best time to visit Oak Grove?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £71 | £85 | £75 | £79 | £79 | £99 | £116 | £110 | £109 | £101 | £74 | £99 |
| 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 |
Quick stats about house rentals in Oak Grove

Total holiday rentals
Explore 60 holiday rentals in Oak Grove

Nightly prices starting at
Oak Grove holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 2,910 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 of Oak Grove holiday rentals include wifi 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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- Family-friendly rentals Oak Grove
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- Rentals with a fireplace Oak Grove
- Rentals with a patio Oak Grove
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- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Timberline Lodge
- Enchanted Forest
- Providence Park
- Silver Falls State Park
- The Grotto
- Portland Japanese Garden
- Mt. Hood Skibowl
- Wooden Shoe Tulip Festival
- Beacon Rock State Park
- Mt. Hood Meadows
- Wonder Ballroom
- Hoyt Arboretum
- Powell's City of Books
- Tom McCall Waterfront Park
- Pumpkin Ridge Golf Club
- Oaks Amusement Park
- Wings & Waves Waterpark
- Domaine Serene
- Portland Art Museum
- Skamania Lodge Golf Course
- Bridal Veil Falls State Scenic Viewpoint