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.

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Top Guest favourite
A new Craftsman style house is shown, featuring light purple siding and a welcoming entrance with a covered porch. Lush landscaping with various plants and a concrete driveway leads to a garage on the right. A person stands near the entrance, adding a sense of scale.
Apartment in Portland
4.96 out of 5 average rating, 211 reviews

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!

Top Guest favourite
A welcoming exterior view of the cottage is shown, featuring a manicured front garden filled with various shrubs and seasonal flowers. The white brick façade of the home contrasts with the lush greenery, while large windows allow for ample natural light to enter the space.
Guesthouse in Woodstock
4.98 out of 5 average rating, 622 reviews

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.

Top Guest favourite
A kitchenette area is visible with wooden cabinetry, a sink, and various appliances including a microwave and mini-fridge. A small sofa is placed adjacent to the kitchenette, with a soft rug on the floor, enhancing the comfort of the space.
Guest suite in Estacada
4.76 out of 5 average rating, 483 reviews

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.

Top Guest favourite
Home in Southwest Portland
4.97 out of 5 average rating, 484 reviews

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.

Top Guest favourite
A charming yellow house is surrounded by vibrant gardens, featuring a variety of plants and flowers. Two red chairs are positioned outside, offering a peaceful spot to enjoy the greenery. Sunlight filters through the trees, illuminating the inviting exterior of the home.
Loft in Newberg
4.99 out of 5 average rating, 209 reviews

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.

Top Guest favourite
A century-old cottage is framed by lush gardens and tall trees. The vibrant red exterior is complemented by inviting porches and white railings. A gravel pathway leads to a cozy seating area, surrounded by an array of plants and foliage, enhancing the tranquil setting.
Home in Portland
4.99 out of 5 average rating, 289 reviews

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.)

Guest favourite
The exterior of a newly renovated home is showcased, featuring a charming wooden façade and a sloped metal roof. Lush greenery lines the property, with flowers in vibrant hues, including lavender and roses, offering a natural and welcoming landscape.
Apartment in Southwest Portland
4.91 out of 5 average rating, 442 reviews

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.

Top Guest favourite
A hot tub with bubbling water sits beside a wooden sauna structure, designed with intricate detailing. The surrounding area features a pebble pathway and lush greenery, creating a tranquil outdoor setting.
Tiny home in Newberg
5 out of 5 average rating, 730 reviews

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.

Top Guest favourite
An aerial view captures a sprawling estate surrounded by lush greenery and mature trees. The main house stands prominently among manicured lawns, while additional outbuildings are visible nearby. A winding driveway leads to the entrance, enhancing the serene country atmosphere.
Home in Wilsonville
4.98 out of 5 average rating, 233 reviews

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.

Top Guest favourite
A private balcony is visible through double glass doors, featuring a round table surrounded by four purple chairs beneath a matching umbrella. The space is framed by a wooden railing and is accentuated by a lush backdrop of trees.
Guest suite in Southwest Portland
4.97 out of 5 average rating, 290 reviews

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,

Guest favourite
The cabin, nestled among towering cedar trees, features a rustic exterior with warm lighting from the windows. A serene creek flows nearby, with smooth stones and mossy patches lining the water's edge. A wooden bridge connects to the surrounding natural landscape.
Cabin in Milwaukie
4.89 out of 5 average rating, 761 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
Guesthouse in Newberg
5 out of 5 average rating, 518 reviews

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