Vacation rentals in Oak Grove

4.92 out of 5 average rating, 130 reviews

Guesthouse in Ardenwald

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!

Guesthouse in Lake Oswego

4.97 out of 5 average rating, 102 reviews

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.

4.99 out of 5 average rating, 292 reviews

The Room In Between

Private and secure entrance to this modern and 5-Star space! Comfortable Queen Murphy bed that converts to a sofa. Fast Wifi and Smart TV w/access to Netflix & Prime Video. Fenced yard with security gate entrance, off of private paved driveway, to lead you to your own private patio & room entrance. Self check-in is at 2pm or later. Check out is 11am. No pets. Smoking allowed on the outside patio only. Flat entrance pathway is well lit from your parking space to your room & patio.

4.95 out of 5 average rating, 170 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.

4.92 out of 5 average rating, 421 reviews

Cottage in Portland

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.

4.99 out of 5 average rating, 393 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.

4.88 out of 5 average rating, 697 reviews

Cabin in Milwaukie

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.

4.96 out of 5 average rating, 489 reviews

Home in Oak Grove

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.

4.96 out of 5 average rating, 262 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.

4.95 out of 5 average rating, 407 reviews

Guest suite in West Linn

Evergreen Escape - Relaxing South Metro Studio

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.

4.97 out of 5 average rating, 185 reviews

Apartment in Milwaukie

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.

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4.94 out of 5 average rating, 303 reviews

Apartment in Milwaukie

Peaceful Oasis in Portland Neighboring Milwaukie

ChristophRating, 5 stars3 weeks ago

Beautiful place in quiet and peaceful neighborhood. Host is very friendly and responsive and even asked about dietary preferences and provided delicious vegan food basics for the stay. I hope to stay there again and for longer. Thank you!

4.82 out of 5 average rating, 11 reviews

Home in Milwaukie

Comfortable spacious home!

TimothyRating, 5 stars1 month ago

my family and I definitely enjoyed staying here. plenty of space, super comfortable and clean. our dog enjoyed the nice big backyard! we loved watching the dogwood tree bloom, so beautiful! The host was very responsive and respectful. we would definitely stay here again.

4.92 out of 5 average rating, 61 reviews

Spacious Private BIG Yard

SerenaRating, 5 starstoday

The place was super clean especially for being pet friendly. large very nice yard to hang out in right next to a cute park. cozy and comfy and the hair was super helpful and responsive :)

4.88 out of 5 average rating, 242 reviews

Apartment in Milwaukie

Indulge in Rare Riverside Retreat

DouniaRating, 5 stars2 months ago

I had a fabulous stay at Therese’s place! It was incredibly peaceful and calm, with stunning views of the river right from the bedroom — such a perfect way to start the day. Therese was so friendly and kind, and as it was my first time visiting Portland, she went above and beyond by recommending lots of great things to do and see. She even brought us our favorite breakfast items to enjoy— such a thoughtful touch! I would definitely stay here again anytime I visit Portland. Highly recommend!

4.97 out of 5 average rating, 63 reviews

Guesthouse in Milwaukie

The Groovy Getaway

ManasaRating, 5 stars2 months ago

We enjoyed staying at Nikki’s place. The place was clean and tidy (exactly as shown in pictures). Our 1year old loved the private garden. We would love to stay here again if we are ever in the area

4.97 out of 5 average rating, 67 reviews

Guesthouse in Milwaukie

Cozy Studio

AndreaRating, 5 stars1 week ago

Connie's is a special place. The kind of place you want to keep all for yourself. So clean! Tasteful and good quality furnishings and linens. Sweet art with a Waldorf bent. Real dishes! A stove, and OVEN. Quality literature offerings. Plenty of space for your own stuff. A special garden that cheers the heart. I didn't want to leave. Thank you, Connie and partner.

5 out of 5 average rating, 35 reviews

Guest suite in Oak Grove

Urban Farmhouse Guest Quarters

AzucenaRating, 5 stars5 days ago

Great little home away from home. Very comfortable and cozy for the time we stayed there. Host was amazing and very communicative. I will definitely be coming back. The space was clean and had everything we needed!