Holiday houses in Oak Grove

4.96 out of 5 average rating, 136 reviews

Guesthouse in West Linn

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.

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.

4.96 out of 5 average rating, 159 reviews

Home in Milwaukie

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.

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, 171 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.

4.99 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, 698 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.

4.99 out of 5 average rating, 341 reviews

Guesthouse in Milwaukie

River Forest Guest House, All new+Riverfront Patio

Tasteful and brand new guest house, beautiful neighborhood on the river. Guests have private deck facing yard and separate outdoor sitting area on the Willamette river (behind main house). Watch the birds, boats and riverboat cruise from the patio with fire pit. 2 miles from lightrail station, restaurants and shopping nearby and 15 mins. to downtown Portland. All are welcome! We are on the east side of the river, Milwaukie area.

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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Other great holiday rentals in Oak Grove

4.89 out of 5 average rating, 47 reviews

Home in Portland

Charming Tiny Forest Home, PDX next to Lake Oswego

JennaRating, 5 stars1 week ago

Super cute and cozy, close to down town, nice walking paths, had everything we needed for a night away.

4.96 out of 5 average rating, 490 reviews

Home in Oak Grove

Oak Grove Getaway Retreat

MannyRating, 5 stars2 weeks ago

This place was perfect for our weekend wedding getaway! Nice neighborhood, beautiful house, close amenities. Vernon was friendly and great! Our whole group loved the house. Would absolutely come back and recommend!

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 stars2 days ago

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 :)

5 out of 5 average rating, 243 reviews

Guest suite in West Linn

Arbor Suite Apartment - Washer/Dryer, Desk, A/C!

LindaRating, 5 stars2 weeks ago

Kristy’s apartment suite was beyond lovely. The grounds were serene and landscaped beautifully. Inside was equally as lovely…clean, cozy, comfortable and inviting. It’s a perfect location between lake Oswego and West Linn, and easy to access between both cities. A sweet getaway for privacy and relaxation.

4.97 out of 5 average rating, 64 reviews

Guesthouse in Milwaukie

The Groovy Getaway

KelcyRating, 5 stars1 month ago

The spot was lovely and clean. Comfortable bed and nice that there are heaters in every room. I enjoyed the bath. Tell waffles I said hi!

4.96 out of 5 average rating, 68 reviews

Guesthouse in Milwaukie

Cozy Studio

AndreaRating, 5 stars2 weeks 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.