Family-friendly holiday rentals in Gladstone

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Top-rated family-friendly rentals in Gladstone

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Top guest favourite

Guest suite in Milwaukie

4.95 out of 5 average rating, 415 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.

Superhost

Flat in Oregon City

4.81 out of 5 average rating, 129 reviews

Lovely Historic Apartment in the Heart of OC

You'll love my place because of it's unbeatable location (and walkable distance) to everything Oregon City has to offer: food carts, brew pubs, restaurants, library, public elevator, shopping, cafes, parks, walking trails, family friendly activities, Willamette River, Oregon City TriMet Transit Center, Amtrak Train station, etc. Only 5 minutes drive to I-205, 25 minutes to downtown Portland, and 30 minutes to PDX airport! Inside has everything you need including a full kitchen and washer/dryer!

Top guest favourite

Guest house 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.

Top guest favourite

Guest house in Gladstone

4.96 out of 5 average rating, 121 reviews

The River House - Waterfront Retreat w/Fireplace

Experience the serenity of riverside living in our private, enchanting retreat nestled on the tranquil banks of the Clackamas River. This guest suite offers 1500 square feet of living space, boasting a private entrance and a spacious deck that grants breathtaking views of both the serene pond and the majestic river. Step inside to discover a haven of comfort and elegance. The gourmet kitchen features SS appliances, sleek granite countertops, and is fully stocked for your culinary needs.

Top guest favourite

Guest suite in Milwaukie

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.

Guest favourite

Farm stay in Oregon City

4.91 out of 5 average rating, 464 reviews

Romantic ‘Glamping’ Farm Tiny Cottage

Glamping at its finest! This adorable, warm and cozy, artistic, and truly unique storybook cabin is nestled in a quiet, close-in farm setting (but only 30 min to DT PDX). You’ll love the magical vibe, artwork, decor, lighting, coffee bar, comfy bed, cute outhouse w/cold water sink, and a private outdoor heated shower! We welcome ALL colors, LGBTQ, and outdoor tobacco friendly. Cannabis flower allowed indoors in separate, fun and funky TV/game shed. You'll LOVE it here!

Top guest favourite

Cottage in Portland

4.92 out of 5 average rating, 423 reviews

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.

Guest favourite

Cabin in Milwaukie

4.88 out of 5 average rating, 699 reviews

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.

Top guest favourite

Guest house in Milwaukie

4.99 out of 5 average rating, 341 reviews

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.

Guest favourite

Guest house in Portland

4.95 out of 5 average rating, 409 reviews

Cozy Cottage in Mt. Scott

The cottage has everything you'll need for your Portland adventures! It comes fully equipped with a well stocked kitchen, outdoor patio, and lots of natural light. You'll have quick access to shops, restaurants and bars in the Woodstock/Mt. Scott neighborhoods. Highlights include Mt. Scott Park, Double Mountain Brewing, Bella's Italian Bakery, The Portland Mercado, Cartlandia, Cloud City Ice Cream and New Seasons Market.

Top guest favourite

Flat in Tualatin

4.96 out of 5 average rating, 272 reviews

Elk Place - Heart of Wine Country. Bdrm & Lvg Rm

Our place offers a quiet, beautiful, park-like setting. This space is completely separate with a Private Entrance. You will enjoy a private living room, kitchenette area ( NOT A KITCHEN FOR COOKING & CLEANING UP), bedroom, bathroom & outdoor Patio. Our place is good for couples, solo adventurers, business travelers, and families. NOTE: Owners live on property. NO Pets Allowed.