Holiday houses in Oak Grove

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Top-rated holiday rentals in Oak Grove

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Guest favourite

Guest suite in Milwaukie

4.96 out of 5 average rating, 375 reviews

River Forest Lake Apt w/hot tub. HOT find!

*No smoking, no parties, no drugs or pets on premises* total/Max 4 guests; included in this total are infants/children, no more than 2 or3 children under 12, as long as only 4 total guests. FYI: Incline driveway Welcome to our newly remodeled daylight basement apartment. Tucked into the quiet peaceful River Forest neighborhood of Milwaukie on River Forest Lake. Conveniently located to shopping, restaurants, hwy 99, freeways to Portland, Oregon City, historic Sellwood, the Gorge, Mt Hood, etc.

19–26 Sep

$259 NZD per night

Guest favourite

Guest suite in Milwaukie

4.9 out of 5 average rating, 262 reviews

Upstairs Rustic 1940s styled Studio Apartment

Great for water loving people! Private unit. Self checkin. Outdoor patio & yard. Wifi. Always clean. Pet free, allergy safe. 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.

30 May – 6 Jun

$115 NZD per night

Guest favourite

Home in Milwaukie

4.96 out of 5 average rating, 133 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.

13–20 Jul

$205 NZD per night

Guest favourite

Guest suite in Milwaukie

4.95 out of 5 average rating, 151 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.

4–11 Dec

$229 NZD per night

Guest favourite

Guest suite in Milwaukie

4.98 out of 5 average rating, 260 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.

1–8 Sep

$195 NZD per night

Guest favourite

Guesthouse in West Linn

4.93 out of 5 average rating, 339 reviews

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! COVID-19 UPDATE: For Social Distancing get togethers, there is a cozy, covered, and private 12' x 11' outdoor space attached to the cottage, with lights. 4 or 5 people could easily sit over 6 feet apart.

26 Sep – 3 Oct

$153 NZD per night

Guest favourite

Guest suite in Milwaukie

4.97 out of 5 average rating, 180 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.

20–27 Jan

$197 NZD per night

Guest favourite

Home in Oak Grove

4.97 out of 5 average rating, 411 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.

15–22 Apr

$389 NZD per night

Guest favourite

Home in Milwaukie

4.97 out of 5 average rating, 223 reviews

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.

5–12 Jun

$158 NZD per night

Guest favourite

Guest suite in West Linn

4.96 out of 5 average rating, 289 reviews

Studio in-law suite just south of PDX

Recently updated pricing and NOW NO CLEANING FEES! Quiet basement studio with efficiency kitchen and full bath with rain shower. Located a short distance south of downtown Portland, West Linn is a quiet suburb on the Willamette River. Our home is walkable to a great pub, groceries and other restaurants. This listing includes a lofted queen bed with charming barn door for privacy.

19–26 Jul

$249 NZD per night

Guest favourite

Apartment in Milwaukie

4.99 out of 5 average rating, 153 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.

20–27 Aug

$169 NZD per night

Guest favourite

Guesthouse in Portland

4.97 out of 5 average rating, 456 reviews

Private & Cozy Casita

Private unattached ADU, new, cute and comfortable, light and bright, off-street parking, quiet neighborhood, close to public transportation, 10 minutes from downtown, hiking trails, parks, near Portland Community College, one hour to the beach, one hour to Mt Hood. Portland is known for its good food, breweries, wineries, coffee shops, shopping, all close by.

14–21 Nov

$201 NZD per night