Family-friendly vacation rentals in Gresham

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Gresham family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
Guesthouse in Woodstock
4.85 out of 5 average rating, 785 reviews

Romantic Retreat. Hot Tub/Patio/Pets welcome : )

KaseyRating, 5 stars1 month ago
The Little House was peaceful & quiet, with a nice private yard for me & my dogs! Chris was helpful and friendly, I would recommend his place to anyone!
Guest favorite
Home in Portland
4.95 out of 5 average rating, 290 reviews

Gem in the center of inner-Southeast

MatthewRating, 5 stars5 days ago
One of the nicest Airbnb's I have stayed at. Dallas is a super host and very responsive to every need we had. The back yard is so beautiful and peaceful, and the area is great for walking. Would definitely stay here again!
Guest favorite
Home in Beaverton
4.86 out of 5 average rating, 143 reviews

Entire House with hot tub and outdoor playground

MonicaRating, 5 stars2 weeks ago
The neighborhood is quiet and the place is a quick drive to so many things to do. The darkening window shade in the main bedroom is great for sleeping in. After a day full of activity, it was nice to come home to the hot tub. Sometime back a reviewer said the trampoline was not usable. While I didn't use it, there was one in the backyard that looked absolutely fine to use. Perhaps the old one was replaced? Anyway, just letting others know who are interested in the feature.
Guest favorite
Cabin in Sandy
4.97 out of 5 average rating, 239 reviews

The Woodlands House

TylerRating, 5 stars3 weeks ago
Our stay was incredible! Rachel And Rico perfectly described their lovely home, and even then, it was more thanwhat we could have thought. Perfectly located near Sandy, we couldn't have asked for a better place to stay. Relaxing in the hot tub and hearing the river near the property was very relaxing. Rachel And Rico were incredibly helpful and responsive, and even checked on us during our stay. When I one day come back to Oregon again, I will definitely stay here again.
Guest favorite
Loft in Concordia
4.92 out of 5 average rating, 532 reviews

Onsen oasis + Portland's finest at your feet

KristaRating, 5 stars2 weeks ago
An absolute gem of a place to stay. Do not hesitate to book. Beautifully designed. Wonderful wolf gas rage in a state full of electric stoves. A wonderful place to stay with friends, we didn’t want to leave. We will be back. Bigger than I expected from the photos. Thank you for a wonderful stay!
Guest favorite
Cottage in Portland
4.86 out of 5 average rating, 702 reviews

The "Old Barn" in the woods. Peace, Romance, Ahhh

ArtinRating, 5 stars2 weeks ago
It is very peaceful and beautiful. The hot tub on the deck adds a feeling of luxury. The internal stairs are quite narrow but manageable (we went up and down these all the time), and if you are not limber you should take the external stairs that are nice and wide. VERY comfortable bed. Overall highly recommend and will likely come back
Guest favorite
Home in South Tabor
4.87 out of 5 average rating, 257 reviews

Updated Woodland Garden Retreat & Spa

SarahRating, 5 stars3 weeks ago
This was our second time staying in Arlene's beautiful unit, and once again it proved to be the perfect home away from home. From the gorgeous, light-filled space to the lush, private gardens, from Arlene's generosity as a host to the ideal South Tabor location, the experience exceeded even our lofty expectations. We can't say enough good things about either Arlene or the retreat she has cultivated!
Guest favorite
Guesthouse in Cully
4.92 out of 5 average rating, 285 reviews

Tucked Inn Cully

DesireeRating, 5 stars2 weeks ago
Jen and her family were great hosts, we felt right at home and welcomed. They made sure to check in if we needed anything or answered our questions when we were curious about something . I would definitely recommend to others ! It was a beautiful stay and very quiet 10/10 .

Family- and pet-friendly home rentals

Guest favorite
Cabin in Milwaukie
4.88 out of 5 average rating, 697 reviews

Rustic Creekside Cabin

CrystalRating, 5 stars1 week ago
We absolutely loved the cabin so cute.. the fire place was a nice touch. Our favorite was sitting out by the creek with our morning coffee just watching all the wildlife. It’s so peaceful and the neighborhood was beautiful. We will definitely be back..
Top guest favorite
Guesthouse in Sandy
4.93 out of 5 average rating, 242 reviews

Sauna! Free daily HOUR w/2 nite stay!

RussellRating, 5 stars1 month ago
Cannot say enough positive things about the Bluff Rd. studio and the hosts Teresa and Alan. The studio is very comfortable and features an incredible view of Mt. Hood from the back of the unit. The neighborhood is beautiful and a pleasure to stroll through. Teresa and Alan are wonderful, warm, accommodating people and I have genuinely enjoyed their company as well as their respectfulness of my privacy. I would recommend this house without hesitation to anyone looking for a stay in the Sandy area.
Top guest favorite
Cottage in Portland
4.92 out of 5 average rating, 422 reviews

Secret Garden Guesthouse!!

ShannonRating, 5 stars1 week ago
A repeat visitor and it was the peaceful respite I look forward to when visiting Portland. Proximity to the city with a quiet and dream of a location for tranquility. Thank you Shaun for the warm welcome.
Guest favorite
Home in Mt. Tabor
4.91 out of 5 average rating, 630 reviews

Studio Apartment PandaCrystalCave

MollyRating, 5 stars2 weeks ago
Exactly what we needed. This spot is in a very quiet, beautiful neighborhood. 10/10
Guest favorite
Guesthouse in Northeast Portland
4.96 out of 5 average rating, 477 reviews

Fresh North Portland Studio

LibbyRating, 5 stars1 day ago
This was my second stay with Andrea and it didn’t disappoint. Cozy and calm retreat within walking distance of all the Mississippi fun. Loved having morning coffee with my dog on the outdoor patio space. This is earmarked on my Portland list for my future trips.
Top guest favorite
Tiny home in Portland
4.94 out of 5 average rating, 302 reviews

Stumptown Cottage in Eastmoreland

KarenRating, 5 stars1 month ago
Had a lovely stay at this tidy, quiet backyard unit in a leafy neighborhood which was easy to find and stay in. I enjoyed special touches like yummy snacks and fresh-cut peonies from the garden. Thank you for hosting me!
Superhost
Guest suite in North Tabor
4.88 out of 5 average rating, 109 reviews

AC! ~ Petite Palazzo VlLLA ~ Small+Stylish

TracyRating, 5 stars1 week ago
Shane was absolutely friendly and attentive. He made sure that I wasn’t in need of anything. He suggested some of his favorite places to go and eat. The place was small and quaint. The villa is off a busy street, but you cannot tell because of the way he has it set up. The spot it’s tucked away around the back surrounded by bamboo, so it feels very private. Close to many things to do. I had a lovely experience. Thank you 🤠
Guest favorite
Guest suite in Estacada
4.75 out of 5 average rating, 441 reviews

Country Living in a Forest Setting

JohnRating, 5 stars2 weeks ago
We've finally arrived home to 1,001 things to do. We truly appreciated the extended stay we had. The closeness to our kids made our availability to help with our newly born granddaughter very easy. Thanks so much. And we hope that your time with your newly born granddaughter is wonderful too.

Family-friendly home rentals with a pool

Superhost
Cabin in Rhododendron
4.87 out of 5 average rating, 166 reviews

Modern Cabin | Hot Tub | Near Sandy River

EmilyRating, 5 stars4 months ago
Great location and a beautiful view. Even though there are a few cabins next door, it feels completely private. All the windows face a beautiful forested area and creek. The hot tub was wonderful and the house is clean.
Top guest favorite
Guest suite in Rose City Park
4.96 out of 5 average rating, 443 reviews

Rose City Retreat

KarleeRating, 5 stars1 week ago
Very clean and well kept space! Would definitely stay again, we loved it. Bridget was very kind and responsive as well!
Guest favorite
Cabin in Rhododendron
4.94 out of 5 average rating, 118 reviews

Cozy Mt Hood “Pickle Cabin” Pool, fast Wi-Fi!

DamionRating, 5 stars4 months ago
Loved the hot tub after a long day on the mountain. Great place for the kids and grandkids. Would recommend 100%
Superhost
Home in Brightwood
4.91 out of 5 average rating, 334 reviews

Cozy Mt. Hood Cabin

LoriRating, 5 stars1 month ago
WOW, nice little gem we. And across when I saw this listing. We loved it so much we stayed another extra day. The place is clean and so relaxing. We will be back for sure.
Top guest favorite
Guest suite in Sherwood
4.93 out of 5 average rating, 118 reviews

Sherwood Bella Retreat / close to GFU - Newberg

TristiRating, 5 stars5 days ago
This is the second time we've stayed at Shelley's place and it was just as good the second time around. While there are a lot of posted rules and guidelines around the house, they have obviously helped keep her home immaculate for guests. She communicates incredibly well and is more than accommodating to any special needs or requests. She invited my group to come up a night early due to her previous renters checking out early and offered us a check-out at any time of the day, not rushing us out at all. The pool and view are unmatched and I highly recommend this location to others. If we're in need of a rental in Sherwood again, Shelley's place will be our first choice.
Top guest favorite
Home in Welches
4.97 out of 5 average rating, 141 reviews

Mt. Hood Village Contemporary Mountain Home

AnthonyRating, 5 stars2 months ago
I couldn’t imagine a better Airbnb while staying at Mt Hood. The home is absolutely gorgeous, extremely well cared for, pristinely clean, conveniently located a block from grocery options and a short drive to the primary areas to play on the mountain such as skibowl, Timberline and Meadows… it’s the perfect home-base for your Mt Hood gateway.
Guest favorite
Treehouse in Mt Hood
4.98 out of 5 average rating, 205 reviews

Beautiful, Magical, Treehouse

KaylaRating, 5 stars9 months ago
Everything about this trip was magical. The tree house is beautiful and so cozy. The setting is so peaceful and the hosts are extraordinary. My family had the best time and can’t wait to return. The pups, Jesse and Woody were the icing on the cake. They are a blast to play with. We enjoyed swimming and kayaking around the pond, feeding the fish, playing countless board and yard games and hiking around the property. This is a little slice of heaven on earth. Stay here, you won’t regret it!!
Guest favorite
Guest suite in Madison South
4.91 out of 5 average rating, 749 reviews

* Backyard Studio + AC + Parking + Patio *

MericaRating, 5 stars1 week ago
Tessa was so great to work with. We got in pretty late and she had the lights on for us and gave very clear instructions on how to find the place and where to park. It was clean & cozy!

Quick stats about vacation rentals that are family-friendly in Gresham

  • Total rentals

    120 properties

  • Nightly prices starting at

    G$6,274 GYD before taxes and fees

  • Total number of reviews

    5.5K reviews

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    120 properties include access to wifi

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