Vacation rentals in Oak Grove

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Top-rated vacation rentals in Oak Grove

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Guest favorite

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.

Dec 17 – 24

G$28,494 GYD per night

Guest favorite

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.

Jul 17 – 24

G$23,526 GYD per night

Superhost

Guest suite in Lake Oswego

4.95 out of 5 average rating, 269 reviews

The Lake Oswego Guesthouse

Lovely, private guesthouse located in an upscale, residential Lake Oswego neighborhood. Lake Oswego shops, restaurants, parks, Oswego Lake and farmer's market (open seasonally) are all very close by. Quick and easy drive or bus ride into downtown Portland (approx 15 min drive). The Studio is located above our garage - a comfortable queen bed with high end linens, kitchenette including small refrigerator and coffee/tea making equipment, living room with cable tv and workspace with wifi.

Nov 23 – 30

G$31,041 GYD per night

Guest favorite

Apartment in Portland

4.99 out of 5 average rating, 208 reviews

Lewis and Clark Hide-A-Way Apartment

Private entrance apartment in Southwest Portland near Lewis & Clark College, OHSU, PCC Sylvania, Multnomah Village and Hillsdale. Large living room, full size kitchen. Extremely quite bedroom with queen bed, single roll away bed and pak-n-play bed available. Large outdoor patio space with barbeque, play structure for children, fire pit and fenced yard. Quiet neighborhood, walking distance to Burlingame, Moonlight grill, Chez Jose Mexican Cafe. Walking distance to Tryon Creek.

Dec 9 – 16

G$19,850 GYD per night

Guest favorite

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.

Sep 26 – Oct 3

G$22,791 GYD per night

Guest favorite

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.

Apr 13 – 20

G$17,665 GYD per night

Guest favorite

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.

Dec 29 – Jan 5

G$22,574 GYD per night

Guest favorite

Home in Oak Grove

4.97 out of 5 average rating, 410 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.

Jan 13 – 20

G$39,186 GYD per night

Guest favorite

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.

Jul 13 – 20

G$18,033 GYD per night

Guest favorite

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.

Apr 7 – 14

G$27,478 GYD per night

Guest favorite

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.

Jul 11 – 18

G$19,044 GYD per night

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 454 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.

Apr 10 – 17

G$20,770 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Oak Grove vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Oak Grove's top sights

Fred Meyer49 locals recommend

Rigoberto's4 locals recommend

Oak Grove 8 Cinema8 locals recommend

Sushi Kata Japanese Restaurant8 locals recommend

Buathong Thai Cuisine7 locals recommend

The Bomber Restaurant & Catering Co.3 locals recommend

Other great vacation rentals in Oak Grove

Guest favorite

Cabin in Milwaukie

4.88 out of 5 average rating, 622 reviews

Rustic Creekside Cabin

Sep 4 – 11

G$37,192 GYD per night

Guest favorite

Guest suite in Milwaukie

4.79 out of 5 average rating, 283 reviews

Clean & Cozy "Private" Studio Suite

Aug 15 – 22

G$17,497 GYD per night

Guest favorite

Guest suite in West Linn

5.0 out of 5 average rating, 207 reviews

Private Casita in Historic Willamette

Apr 18 – 25

G$25,821 GYD per night

Guest favorite

Guest suite in Lake Oswego

4.97 out of 5 average rating, 297 reviews

Spacious 1 bed / 1 bath suite w/theater system

Jun 12 – 19

G$27,465 GYD per night

Guest favorite

Cottage in Lake Oswego

4.93 out of 5 average rating, 224 reviews

Peacock Grove Cottage in Lake Oswego, OR

Oct 23 – 30

G$16,473 GYD per night

Guest favorite

Guesthouse in Portland

4.97 out of 5 average rating, 384 reviews

Moss Rock Retreat - Near Leach Botanical Garden!

Sep 14 – 21

G$18,082 GYD per night

Guest favorite

Guest suite in Milwaukie

4.95 out of 5 average rating, 151 reviews

Riverside Cottage Apartment.

Nov 29 – Dec 6

G$25,615 GYD per night

Guest favorite

Apartment in Milwaukie

4.94 out of 5 average rating, 259 reviews

Peaceful Oasis in Portland Neighboring Milwaukie

Oct 22 – 29

G$17,361 GYD per night

Show all

Quick stats about vacation rentals in Oak Grove

Total rentals
100 properties
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
6.1K reviews
Nightly prices starting at
G$2,085 GYD before taxes and fees

Frequently Asked Questions

Do private suite rentals in Oak Grove have air conditioning?
Absolutely! We offer over 10 private suite 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 60 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 guesthouse rentals in Oak Grove have a kitchen?
Absolutely! We offer over 10 guesthouse 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 1,460 vacation rentals in Lake Road, over 440 vacation rentals in Foothills, and over 440 vacation rentals in Glenmorrie.
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 $70 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 wifi, over 60 homes with free parking, over 50 homes with a kitchen, over 50 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Vacation rentals in Oak Grove

Top-rated vacation rentals in Oak Grove

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Oak Grove vacation rentals

Stay near Oak Grove's top sights

Other great vacation rentals in Oak Grove

Cabin in Milwaukie

Guest suite in Milwaukie

Guest suite in West Linn

Guest suite in Lake Oswego

Cottage in Lake Oswego

Guesthouse in Portland

Guest suite in Milwaukie

Apartment in Milwaukie

Quick stats about vacation rentals in Oak Grove

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do private suite rentals in Oak Grove have air conditioning?

Do guesthouse rentals in Oak Grove have wifi?

Are there pet-friendly vacation rentals in Oak Grove?

Are there vacation rentals with a dedicated workspace in Oak Grove?

Are there family-friendly vacation rentals in Oak Grove?

Do guesthouse rentals in Oak Grove have a kitchen?

Do house rentals in Oak Grove have free parking?

Where should I stay in Oak Grove?

How much does it cost to stay in guesthouse rentals in Oak Grove?

What are the most popular amenities for House Rentals in Oak Grove?

Destinations to explore