
Holiday rentals with breakfast in Sherwood
Find and book unique Holiday Accommodation with Breakfast on Airbnb
Quick stats about holiday rentals with breakfast included in Sherwood

Total holiday rentals
Explore 20 holiday rentals in Sherwood

Nightly prices starting at
Sherwood holiday rentals start at $85 NZD per night before taxes and fees

Pet-friendly accommodation
Find 10 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
20 of Sherwood holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sherwood rentals
Top-rated Holiday Accommodation with Breakfast in Sherwood
Guests agree: These breakfast rentals are highly rated for location, cleanliness and more.

Grant Park Haven in NE Portland
Welcome to Grant Park Haven, your home away from home. Located in the beautiful Grant Park/Hollywood neighborhood of NE Portland, it offers easy access to downtown, public transportation, restaurants, pubs, shopping, entertainment, parks, a swimming pool, grocery stores, and the freeways. The one bedroom Airbnb is the day-lit, lower unit of a new Craftsman style house built in 2018. With a queen bed and a queen sofabed in the living area, there is space for 4 people total. Everyone is welcome!

Cozy Guest Cottage in Woodstock Neighborhood
A bright and cozy cottage located near Reed College, Woodstock's restaurants/coffeehouses, Trader Joe's and public transit. This residential neighborhood is ideal for a quiet retreat for all visitors. The private guesthouse is outfitted to make your stay comfortable including a spacious bathroom with a walk in shower and a heated floor. Plus, you may want to enjoy a cup of coffee on your own patio located behind the Airbnb. As an added bonus, breakfast items and home baked treats are provided.

Country Living in a Forest Setting
Come stay in your own cozy mini apartment, a little over 25 minutes from the Portland suburbs, and about 45 minutes from downtown Portland. Our home sits on two wooded acres. You'll have a private deck, private bathroom, private entrance, and private living space. There is a queen bed in the bedroom and a futon/sofa in the living area that makes a shorter twin-size bed. Check-in time is after 4 pm. Early check-in is possible, just contact us. No Smokers! One pet on approval, up to 45lbs.

Portland Southwest Suite Stay
Cozy, top 1% rated SW Portland retreat with privacy, comfort and exceptional hospitality. You’ll love the spotless, air-conditioned comfortable space, quiet, safe neighborhood, and incredibly comfy bed. Seamless 24-hr self check-in, continental breakfast, thoughtful family-friendly amenities (crib, change table, high chair, sofa bed). With private entrance, covered outdoor seating, transit access, parks, dining, OHSU, Oregon Zoo, Japanese Gardens downtown. Best for 1-2 adults + small children.

Friends' Cottage
Comfortable, well lit upstairs living area over our home. Currently we have 2 bedrooms available, plus a full bath with corner shower, sitting area, dining table, microwave, full size fridge. Windows look out onto a quiet neighborhood, backyard and gardens. Located near the heart of Newberg's rich downtown district, close to parks, coffee shops, beer and wine tasting, farm to table restaurants, antique stores, movie theater, grocery store and Cultural Center. Garden-fresh breakfast included.

Hidden Garden Cottage
This 850 sf. cottage is a century old but was completely updated 12 years ago with era-appropriate furnishings, giving it a period (and safe) feel. Breakfast goodies, art, books, and a woodstove make it cozy. It sits on half an acre so lots of room for kids . It's in SW Portland, minutes from downtown. It's quiet, great for working or vacationing. An outdoor fire pit and gardens make it unique. There's even a zip line for kids. Family gatherings also fine. (Note: There is a $60 fee per dog.)

Relaxing retreat steps to OHSU & min from downtown
This bright, newly renovated home in the Southwest Hills is just minutes away from OHSU, Marquam Nature Trail, downtown Portland and Council Crest. The 2-bedroom flat provides plenty of space for guests, and also equipped with a full kitchen and bathroom with everything you'll need during your visit. Located in the quiet and historic Homestead neighborhood with free parking, this home is the perfect location for families and groups on their Portland vacation or business stay.

Garden Spa Getaway in Wine Country-Newberg
Enjoy the hot tub & sauna for relaxation! The Tiny Home is privately tucked in a garden oasis, in a quiet residential neighborhood. Only 13 blocks to downtown Newberg 's wine boutiques & restaurants, 6 blocks to George Fox University, 45 min. from PDX Airport. Spacious with 192 sq. feet of modern comfort. Complimentary specialty cheese & oatmeal cups for breakfast. Nice bikes to tour Newberg & local wine boutiques. *Two night minimum stay. *E-Bike Seated Scooters available.

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.

Purple House PDX- HUGE SW Apt. 10-15 min to town
ALL guests are welcome to our city permitted, private, close-in RESIDENTIAL studio ~Up to two well-trained, vaccinated dogs are welcome (extra fee(s)) ~Separate EASY keyless entrance ~FAST EV CHARGER- (extra fees) ~Free Parking ~420 friendly OUTSIDE ONLY ~Close great public transportation ~FULL Kitchen w/essentials & breakfast items ~Smart TV, blue ray ~Dedicated high speed Wi-Fi ~Private balcony ~Laundry ~Musical instruments/drum set for YOUR MUSIC,

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.

Wine Country Spa House - Hot Tub/Sauna/Pool
Relax in your private guest house featuring an indoor Sauna and Marquis Spa (Hot Tub) Enjoy the pool and outdoor hot tub. Take a swing at the tee off boxes, chip around - 2 holes, explore our 10 acre property, enjoy the tranquil view of the hazelnut orchard, hay fields and mountains while you kick back, relax and fall in love with Oregon Wine Country!
Popular amenities for Sherwood Holiday Accommodation with Breakfast
Holiday House Rentals with breakfast

Hawthorne Stay with 2 perfectly cozy king beds

Louis' Guest House 2 Master Suites newly renovated

Ole Tyme B&B Warm setting with a country feel.

Comfy & Eclectic Craftsman Home; inner SE Portland

Historic Mississippi District - Centrally Located

Luxury Retreat | Hot Tub, Game Room, Firepit

3-Bedroom Family-Friendly Home with Toys & Books

Updated Woodland Garden Retreat & Spa
Apartment rentals with breakfast

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

Cute, cozy, private and perfect place you'll love!

Rest Relax Rendezvous - Quiet Studio Apartment!

Bright and Comfortable St. Johns Apartment

Spacious 2 bedroom apt in Lake Oswego!

Pension Portlandia: Close to Convention Center

❤️ CLEAN ★ NEAR DOWNTOWN ★ PATIO ★ WALKABLE

Owl's Nest Hot Tub Retreat w Forest Views!
Bed and breakfast rentals with breakfast

Cottage House Guest Suite Private Bath, Quiet, AC

Urban Farm w/ Chickens & Breakfast

Portland International Guesthouse Room 3

Recreational sanctuary!

Featured in Home & Garden, Sleeps 2

Charming Studio Apartment in Central Beaverton

Hearth Room ~ Briar Rose Inn ~ Vancouver USA

BBGB ~ Bed, Bath & Gourmet Breakfast
Destinations to explore
- Silver Falls State Park
- Moda Center
- Laurelhurst Park
- Oregon Zoo
- Oregon Convention Center
- Providence Park
- The Grotto
- Airplane Home
- Portland Japanese Garden
- Beacon Rock State Park
- Enchanted Forest
- Tom McCall Waterfront Park
- Sellwood Riverfront City Park
- Washington Square
- Oaks Amusement Park
- Wonder Ballroom
- Tryon Creek State Natural Area
- Evergreen Aviation & Space Museum
- Arlene Schnitzer Concert Hall
- Pittock Mansion
- Hoyt Arboretum
- Powell's City of Books
- Wings & Waves Waterpark
- Vancouver Waterfront





