Holiday rentals with a hot tub in Lake Oswego

An Entertainment Oasis!

An open floorplan greets you & your friends. The island invites you into the kitchen with a full sized fridge & range. With drinks in hand, take the entertainment outdoors! The oversized covered patio is spacious enough for grilling, chilling, a tabletop firepit with seating galore. Soak up the sunshine with additional seating - or just soak in the jacuzzi. Take a summer dip & cool off in the pool, cozy up by the wood firepit or the sauna - or break a sweat at the adjacent gym. Your choice!

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.

Yeti's Tree House: Where Dreams Come True

"Thank you for creating such a magical place..." Recent Guest "Best Tree House I've ever seen!" Recent Guest Let the kid in you come to play in this real treehouse held up by four trees, 18 feet off the ground. Zip line down or take a giant soaking tub. A magical stroll through the woods leads to the suspension bridge. You won't believe you're only minutes from town. Wear appropriate shoes as it is a short 2-minute hike to the tree house. At times, it can get a little slick.

Parrett Mtn Estate · Hot Tub, Sauna & Valley Views

8 private acres atop Parrett Mountain — sweeping Pinot Noir vineyard & valley views, Tempur-Pedic suites & heated stone floors. The only estate in Willamette Valley with an Oregon Red Cedar sauna, cold plunge, starlit hot tub & Universal EV Charging. Two full chef's kitchens, Egyptian cotton linens, Dyson air purifiers & hair tools, 4 bedrooms, sleeps 12. Optional add-ons available: private chef, Sommelier wine tasting & concierge services. 5 min to Newberg · 30 min to Portland · 40 min to PDX.

RoofTop FirePit, HotTub & Outdoor Theater

Our large (1,500sq ft) space (private access), has a bedroom, bathroom, living room w/ a fireplace, hot tub, full gym as well as a kitchenette w/ full sized fridge, keurig, microwave, air fryer, toaster oven, single burner, and laundry facility. Smart tvs, hammocks and a rooftop firepit are in the outdoor entertainment area. LGBT & BIPOC friendly. Gym, hot tub and laundry are shared with owners but guests have priority access. Close to Mt Hood Wilderness (45mins) & Downtown Portland (15mins).

Onsen oasis + Portland's finest at your feet

Elegant 2-bedroom loft in Alberta Arts District's culinary haven. Sleeps 4, 1 bathroom, 1,200 sq ft. Highlight: beautiful river rock Japanese onsen garden soaking tub for ultimate relaxation. (Shared with cabin guests when occupied ) Amenities: WiFi, Netflix, fully-equipped kitchen. Steps from acclaimed eateries: Gabbiano's, Dame, Lil Dame Nearby: Expatriate, Take Two, , Wilder. Jet Black Coffee. #72 bus stop at doorstep. Portland's finest dining and arts scene from your sophisticated retreat’

Luxurious Riverfront GuestHouse, Sauna & HotTub.

Welcome to our Clackamas Riverfront Guest House—a peaceful riverside retreat blending rustic charm and modern comfort. Relax in your private hot tub and sauna, unwind by the fireplace, and enjoy stunning river views. Fish, kayak, or raft right from the backyard. Bedrooms include white noise machines and earplugs to help with normal traffic during commute hours on our scenic road. The guesthouse is attached but its own private unit with its own separate entrance and parking. Enjoy your stay!!

Charming home on private street with hot tub

Keep it simple at this conveniently situated retreat, just a 10-minute drive from downtown Portland and moments away from Multnomah Village. Nestled at the end of a private street in a desirable neighborhood, this charming home offers a spacious interior (with recently added centralized A/C) and inviting shared outdoor spaces. Relax and unwind in the hot tub, gather around the barbecue, or enjoy the patio and fireplace. Remote worker? Come be productive in our sitting/standing desk station.

Rock N Roll House + Hot Tub

Featured in The Destination Channel’s TV show “Staycation- Sports Edition” in the fall of 2025 and found on YouTube. Contemporary-style music-themed home. Jam out with instruments, classic albums and record player by the pool table. Stunning gourmet kitchen. Big lawn and deck with teak dining table and bbq. Hot tub plus gas and real fire pits. Garage is packed! Ping pong table, pinball, foosball, Pop-a-Shot basketball, Treadmill, Peloton bike, dumbbells, and four mountain bikes+helmets.

IndigoBirch: Luxurious Zen Garden Retreat: Hot Tub

Look no further- as a member of The IndigoBirch Collection™️, our guest home stands as a top-tier experience on Airbnb. Located two blocks away from Reed College, IndigoBirch is nestled on a quiet tree-lined street in the highly desired & historic neighborhood of Eastmoreland. Our location is perfect for the adventurer looking to explore Portland. The guesthouse is two blocks away from public transportation, 12 minute drive to downtown Portland, and 20 minutes to PDX Airport.

Beautiful Dog Friendly Cottage on a 10 Acre Estate

A little slice of heaven. Stay near the heart of wine country on a 20 acre estate and Hazelnut Orchard. Enjoy a complimentary bottle of Oregon wine and treats upon arrival. Settle in and sit on your personal porch surrounded by Hazelnuts and Dahlias. Or take a dip in the hot tub by the garden and play a little basket ball on the sports court. Close to numerous wineries, breweries, equestrian centers, just 20 miles south of Portland and 60 minutes from the beautiful coast.

Romantic Urban Oasis in the City-Owl Forest Studio

PORTLAND CITY PERMIT #14-248488-000-00-HO Debi's pronouns: she/her Rob's pronouns: he/him *Private Hot Tub *Separate Entrance *Private Parking *King Bed, Tuft & Needle Mattress *Large Garden *Kitchenette with Full-size Fridge and Cooking Supplies (No oven) *Gas BBQ *Good Location *Garden Hammock in good weather LGBTQ Friendly, All Races Welcome. We celebrate diversity and welcome all loving hearts, regardless of gender or race. Portland Permitted Property