
Holiday rentals with a pool in Sherwood
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Sherwood

Total holiday rentals
Explore 10 holiday rentals in Sherwood

Nightly prices starting at
Sherwood holiday rentals start at €149 per night before taxes and fees

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Sherwood holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sherwood rentals
Top-rated rentals with a pool in Sherwood
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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!

Unique "Safari tent" with pool/hot tub
This luxury safari-inspired tent site puts the glamour in glamping! Thanks to our sustainable tent, this glamping experience will "wow" your friends and family. Our tent conveniently located just 30 min from Portland. Just relax in the hot tub and swim in pool. We got breakfast area with microwave and coffee/snacks. Also we offer farm breakfast ($20/pp). Perfect for escaping off the grid, you and your family can bond together at “fire circle”, walk your dogs in the wilderness behind the property

The blueberry villa spa & heated pool
Welcome, 1981 farmhouse, top of Prune Hill neighborhood. Fully renovated modern farmhouse on 1acre, surrounded by trees. Heated, pool, hot tub, sauna, outdoor deck, patio and dining. Large yard, garden, blueberry orchard. LUXURY mattresses and bedding for optimal sleep. By far the most unique property on the hill and guaranteed to be a serene retreat and entertain all guests. Centrally located with quick access to downtown, local dining, Columbia river beaches, most amazing CR gorge & airport.

Garden Apartment in the Heart of Portland
Beautiful and bright basement apartment with AC in relaxing Northeast Portland. The neighborhood has everything you could want with NE Williams Street a short walk away, easy access to the Rose Garden and the Convention Center, and a 10-minute bike ride to Powell's Books in downtown Portland. The community center across the street offers a full-sized pool and gym. Enter through your own gate into a backyard food forest, and enjoy a private entrance to your apartment. 'Just walk out' checkout

Recreational Family Fun & Adventures Await
Entertain outdoors in a covered lit patio with grill and cooler. Stay warm with 2 propane firepits or by the campfire pit. Fenced in yard is pet friendly. Nearby Rec Center offers a Gym, Splash Pad, and Indoor Pool with Water Slide ($7 Day Pass). Enjoy basketball, baseball, soccer, and tennis all walking distance with our sports equipment. Explore many nearby parks with playgrounds and trails with our bicycles. Short drive to Washington Square Mall, restaurants, grocery stores, and more!

Rose City Hideaway
Oasis for the traveler seeking culture, nightlife, music, food, and ease of access to the Oregon Convention Center, Moda Center, Kaiser and Legacy Hospitals, and Portland Expo Center. This tucked away space, with views of the public park with art installations, is located in the entertainment district. The Hideaway is the ideal landing pad for business and pleasure. After exploring, return to RCH for time in the swim spa, gym, outdoor kitchen, or relax by the gas fire pit to end your day!

Quaint Tiny House In The Trees. Damascus, Oregon.
150 ft. walk down a steep driveway takes you to a unique private little studio with everything an adventurous spirit needs. We have friendly dogs you may see outside, and we do not allow pets. No smoking in the unit. There is a smoking hut on the property you are free to use should you choose to (bring a container with you to dispose the remnants). SE Portland is a 30 min drive and downtown Portland a 45 min drive. One hour to Mt. Hood, & falls in the Gorge. Pool open 6/15 through 9/5.

Secluded Suite Surrounded in Beauty
* Queen bed * Private bath * No smokers * Quarters on first floor of house* Shared hallways * Quiet location * 3-room suite in non-smoking home up long driveway not visible from st. Walking distance to WSU-V w/hiking trails and 3 min. drive to Legacy Hosp. 1-acre home w/heated pool during summer. Adjacent private livingroom has sink, frig, microwave and eating area. Shared laundry room -keypad for secure entry. Second bedroom available per request and registration.

Oasis Between City, River & Mountain. Damascus OR
A large & private guest house on lower level of home only 30 min. to Portland. Mt. Hood, Gorge Waterfalls & Scenic hikes within 60 min drive. Super comfortable bed, quiet nights, recliner sofa & relaxing atmosphere make this an ideal place to hang out and rest. We welcome ALL colors, LGBTQ. Must Read all info, house rules & details prior to booking please. Informed guests are happy guests. Can accommodate 3pm check in every day of the week except Tuesdays.

Poolhouse of Portland Architectural Gem
Private guest house adjacent to Pietro Belluschi's "Sutor House", featured in Dec 2017 Dwell Magazine. Pool-house is 750 square feet, and features a master bedroom, full bath, living area with kitchenette, and access to and shared use (With our family) of the swimming pool in summer months (June, July, August). Surrounded by private wooded garden with Japanese plantings and water features. Located in Portland's West Hills, just minutes from Downtown.

Corner of Heaven
Welcome to our newly remodeled home in the heart of Sellwood-Moreland District! This is a highly desired neighborhood with great walking and biking scores. You will be close to shops, restaurants, riverfront scenery and parks. You will be just a short drive away from Downtown Portland, Lake Oswego, Beaverton, and more surrounding cities as Sellwood is a central location in Portland. We look forward to host you in our updated home!

Forestplace Nightly - Studio A
Each magnificent nightly rental comes equipped with: • Queen Size Murphy Bed - Sleeps 2 Guest • No Pets Allowed • Dining area for 2 Guests • Full Bath with linens • Personal Care Kit (Shampoo, body wash etc.) • Toaster • Microwave • Mini Fridge • Keurig Coffee Maker • Air Conditioning • Quartz Counter-Tops • Modern Interiors • Cable TV 150 channels with On Demand • Free Wi-Fi • Free Reserved Parking for one vehicle
Popular amenities for Sherwood rentals with a pool
House rentals with a pool

1BR - Private House, Pool, Hot Tub & Forest Trails

Swim Spa + Hot Tub Gazebo, BBQ Grill

Private Pool & Hot Tub Oasis | Cowboy Retreat

Modern 3-Story Gem | Across from Nike | 1GB Wi-Fi

Pool, Park, & Perfectly Placed

5bdrm,Heated Pool, Hot Tub, Sauna.

One level Entertainers Dream *Heated Pool*

The Staycation House
Other holiday rentals with a pool

Cottage

Private Pool Retreat/Hot Tub, Sports Court & Pets

Peaceful Country Farmhouse with Hot Tub and Pool!

Romantic Spa Escape

Wine Country Private Villa with Pool+Hot Tub- 3 BD

Serene Escape (Loft Condo)

Spacious Apartment in Quiet Setting

Grand 7-Bedroom Villa with Pool, Hot Tub & Sauna
Destinations to explore
- Rentals with a patio Sherwood
- Fitness-friendly rentals Sherwood
- Rentals with a washing machine and dryer Sherwood
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- Pet-friendly rentals Sherwood
- Cabin rentals Sherwood
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- Rentals with breakfast Sherwood
- Rentals with pools Washington County
- Rentals with pools Oregon
- Rentals with pools United States
- Silver Falls State Park
- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- The Grotto
- Portland Japanese Garden
- Enchanted Forest
- Beacon Rock State Park
- Airplane Home
- Tom McCall Waterfront Park
- Wonder Ballroom
- Oaks Amusement Park
- Sellwood Riverfront City Park
- Washington Square
- Tryon Creek State Natural Area
- Arlene Schnitzer Concert Hall
- Reed College
- Hoyt Arboretum
- Pittock Mansion
- Powell's City of Books
- Evergreen Aviation & Space Museum
- Wings & Waves Waterpark





