Vacation rentals in Gladstone

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Top-rated vacation rentals in Gladstone

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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.

Guest favorite

Guesthouse in Gladstone

4.97 out of 5 average rating, 102 reviews

The River House - Waterfront Retreat w/Fireplace

Private, Beautiful, spacious, waterfront home on the Clackamas River. 1500 sq. ft. of living space, private entrance and private deck overlooking the pond and the river. Full kitchen with SS appliances, granite countertops, granite bar area, cozy gas fireplace, full size washer and dryer, central air. Deluxe Queen Pillowtop beds in both bedrooms. Entertainment wall with cable, Wifi and Netflix. 3 minutes to downtown Oregon City, and the Willamette River. Walking distance to parks and downtown.

Guest favorite

Guest suite in Oregon City

4.95 out of 5 average rating, 431 reviews

Master Suite Overlooking Clackamas River!

Welcome to a beautiful view of the Clackamas River from our home in Oregon City! This is our Master Suite with it's own private entrance and deck. The Suite includes a bathroom/shower/tub, plants, a sitting area, king bed, mini fridge, microwave & Keurig. The suite shares a wall with our kitchen. Ask us about our expertise on the area! Chris is an outfitter and can set you up on a river float or a whitewater excursion. Carver is just minutes away, where scenes from Twilight were filmed.

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.

Guest favorite

Bungalow in Gladstone

4.94 out of 5 average rating, 115 reviews

The Wee Humble Cottage

Cozy 1 bed, 1 bath, 100 yr old smoke/vape free cottage is conveniently located in Gladstone, OR; walking distance to local shops & antique mercantile. Within blocks of the confluence the Clackamas & Willamette Rivers. Just 1.5 mi from historic downtown Oregon City Main Street, Willamette Falls, Abernethy Center & End of the Oregon Trail Museum. Also conveniently located near the Trolley Trail Loop, a 19 mile long meandering walking/cycling trail through a series of quiet communities.

Guest favorite

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.

Guest favorite

Guest suite in Milwaukie

4.98 out of 5 average rating, 258 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.

Guest favorite

Guesthouse in West Linn

4.93 out of 5 average rating, 337 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.

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.

Guest favorite

Guest suite in Oregon City

4.95 out of 5 average rating, 187 reviews

Farm Charm: 1000sq ft private studio in rural area

With unique vintage decor, this comfortable studio offers modern amenities in a peaceful country setting. The space has a private keypad entrance & 16 stairs (sorry, no elevator) to the guest studio attached to our home. Our friendly golden retriever Ollie will gladly greet you. Groceries & highway access are a mere 3 miles away. Portland is a short easy drive from our quiet country home.

Guest favorite

Guest suite in West Linn

4.97 out of 5 average rating, 286 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.

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.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Gladstone vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Gladstone's top sights

High Rocks Park10 locals recommend

Buster's Texas Style Barbecue6 locals recommend

Coasters Brew Pub5 locals recommend

Buathong Thai Cuisine7 locals recommend

Pho Gia5 locals recommend

Meldrum Bar Park5 locals recommend

Other great vacation rentals in Gladstone

Guest favorite

Guest suite in Clackamas

4.95 out of 5 average rating, 252 reviews

Stunning Mt. Hood Views suite, one mile to Kaiser!

Guest favorite

Guest suite in West Linn

5.0 out of 5 average rating, 207 reviews

Private Casita in Historic Willamette

Guest favorite

Home in Milwaukie

4.97 out of 5 average rating, 222 reviews

Cozy, Private Studio

Guest favorite

Vacation home in Oregon City

4.93 out of 5 average rating, 459 reviews

Sunday Quiet, awesome Hood view, hot tub!

Superhost

Guesthouse in Milwaukie

4.86 out of 5 average rating, 151 reviews

Milwaukie Riverfront Guest House

Guest favorite

Apartment in Milwaukie

4.84 out of 5 average rating, 135 reviews

Why Not Stay?

Guest favorite

Cabin in Estacada

4.98 out of 5 average rating, 274 reviews

Creekside Cozy Cabin

Guest favorite

Guest suite in Gladstone

4.97 out of 5 average rating, 30 reviews

Top of the World - Apartment near PDX with A/C

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Quick stats about vacation rentals in Gladstone

Total rentals
40 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1.7K reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Gladstone?
Yes! Work meets play with ease at over 30 vacation rentals in Gladstone featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Gladstone have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Gladstone. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gladstone have wifi?
Absolutely! We offer over 20 house rentals with wifi in Gladstone. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Gladstone?
Gladstone has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Gladstone have free parking?
Absolutely! We offer over 20 house rentals with free parking in Gladstone. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Gladstone have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Gladstone. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for House Rentals in Gladstone?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with wifi, over 20 homes with free parking, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Gladstone?
Four-legged friends are welcome in Gladstone. Choose from more than 10 vacation rentals for guests traveling with pets.

Vacation rentals in Gladstone

Top-rated vacation rentals in Gladstone

Vacation rentals for every style

Houses

Hotels

Unique stays

Popular amenities for Gladstone vacation rentals

Stay near Gladstone's top sights

Other great vacation rentals in Gladstone

Guest suite in Clackamas

Guest suite in West Linn

Home in Milwaukie

Vacation home in Oregon City

Guesthouse in Milwaukie

Apartment in Milwaukie

Cabin in Estacada

Guest suite in Gladstone

Quick stats about vacation rentals in Gladstone

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Frequently Asked Questions

Are there vacation rentals with a dedicated workspace in Gladstone?

Do house rentals in Gladstone have air conditioning?

Do house rentals in Gladstone have wifi?

Are there family-friendly vacation rentals in Gladstone?

Do house rentals in Gladstone have free parking?

Do house rentals in Gladstone have a kitchen?

What are the most popular amenities for House Rentals in Gladstone?

Are there pet-friendly vacation rentals in Gladstone?

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