Search Guest Houses in Sherwood

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Sherwood guest houses

1. Red Hills Retreat — Upper Carriage House

Red Hills Retreat — Upper Carriage House
Newberg
9.2 out of 10, Wonderful, (10 reviews)
"Such a beautiful and cozy stay.The suite was very comfortable and well appointed. The grounds outside were beautiful and peaceful-so many flowers!Location of this property was also great-within a 5-10 minute drive of cute town of Newberg and easy to get to surrounding wineries."
United States
Lori B.
The price is €147
includes taxes & fees
16 Nov - 17 Nov
Red Hills Retreat — Upper Carriage House

2. Portland International Guesthouse

Portland International Guesthouse
2.5 star property
Northwest Portland
9.4 out of 10, Exceptional, (225 reviews)
"This place rocks, simply put! Highly recommend staying here!"
United States
Nicholas
The price is €86
includes taxes & fees
22 Nov - 23 Nov
Portland International Guesthouse

3. Seventh Haven: A king suite in the heart of Dundee

Seventh Haven: A king suite in the heart of Dundee
Dundee
9.8 out of 10, Exceptional, (58 reviews)
"Clean and comfortable, quiet and relaxing. Convenient walking distance to shops and restaurants just down the street."
United States
Ellen L.
The price is €236
includes taxes & fees
29 Nov - 30 Nov
Seventh Haven: A king suite in the heart of Dundee

4. Evermore Guesthouse

Evermore Guesthouse
3.5 star property
Southeast Portland
9.6 out of 10, Exceptional, (236 reviews)
"Very quaint, private, and clean. Clear instructions were relayed for access as well as amenities. Definitely would recommend again."
United States
JP
The price is €138
includes taxes & fees
17 Nov - 18 Nov
Evermore Guesthouse

5. Remodeled Guesthouse with separate Riverfront Patio and dock+river access

Remodeled Guesthouse with separate Riverfront Patio and dock+river access
Oak Grove
10.0 out of 10, Exceptional, (180 reviews)
"Pet friendly, parking, clean room , attentive host, beautiful location near the lake!!!!"
United States
Jenny O.
The price is €264
includes taxes & fees
16 Nov - 17 Nov
Remodeled Guesthouse with separate Riverfront Patio and dock+river access

6. Dundee Hills - Villa Brut

Dundee Hills - Villa Brut
Dundee
10.0 out of 10, Exceptional, (1 review)
"Great place to stay and perfect location. We look forward to coming back!"
United States
John H.
The price is €363
includes taxes & fees
16 Nov - 17 Nov
Dundee Hills - Villa Brut

7. Urban-chic Studio Guesthouse in a quiet neighborhood - near Intel and Nike

Urban-chic Studio Guesthouse in a quiet neighborhood - near Intel and Nike
Hillsboro
10.0 out of 10, Exceptional, (13 reviews)
"Super cute guest house in quiet neighborhood. Well stocked, super clean and comfy."
United States
Stephanie F.
The price is €189
includes taxes & fees
16 Nov - 17 Nov
Urban-chic Studio Guesthouse in a quiet neighborhood - near Intel and Nike

8. Net Zero Woodstock Retreat, Chef Kitchen

Net Zero Woodstock Retreat, Chef Kitchen
Southeast Portland
10.0 out of 10, Exceptional, (22 reviews)
"Nice place"
United States
Heather G.
The price is €255
includes taxes & fees
18 Nov - 19 Nov
Net Zero Woodstock Retreat, Chef Kitchen

9. Magic Barn, Walk Score 93!

Magic Barn, Walk Score 93!
Southeast Portland
9.6 out of 10, Exceptional, (106 reviews)
"We had a great stay in the magic barn!"
United States
Gabi F.
The price is €173
includes taxes & fees
17 Nov - 18 Nov
Magic Barn, Walk Score 93!

10. Dundee Hills Haven | King Suite, Sauna & Views

Dundee Hills Haven | King Suite, Sauna & Views
Dundee
8.0 out of 10, Very good, (4 reviews)
"We had a great stay! Beautiful place! Thank you so much!"
United States
Anonymous traveller
The price is €315
includes taxes & fees
16 Nov - 17 Nov
Dundee Hills Haven | King Suite, Sauna & Views

11. Walkable Portland Guesthouse, A/C, Dogs

Walkable Portland Guesthouse, A/C, Dogs
Southeast Portland
10.0 out of 10, Exceptional, (18 reviews)
"Lovely property in a great walkable neighborhood just below Woodstock."
United States
James L.
The price is €299
includes taxes & fees
21 Nov - 22 Nov
Walkable Portland Guesthouse, A/C, Dogs

12. Alberta Nest: A Base for City Adventures

Alberta Nest: A Base for City Adventures
Northeast Portland
10.0 out of 10, Exceptional, (42 reviews)
"Perfect cottage for my husband and I to stay in while we explored Portland. Washer and dryer a huge bonus, as we were on an extended vacation and needed to do laundry. Nice touches by the owners, coffee (including decaf!!), creamers, a variety of sweeteners as well as snacks. Quiet location. Easy walk to lots of restaurants."
United States
Lori H.
Alberta Nest: A Base for City Adventures

13. Walkable Modern Retreat

Walkable Modern Retreat
Southeast Portland
10.0 out of 10, Exceptional, (14 reviews)
"Excellent accommodation, great location, responsive and helpful host."
United States
Scott T.
Walkable Modern Retreat

14. #StayInMyDistrict St Johns Backyard Guesthouse

#StayInMyDistrict St Johns Backyard Guesthouse
North Portland
10.0 out of 10, Exceptional, (3 reviews)
"The property was very nice. Everything was in excellent condition and the place was well designed and thought out. Location was very good for visiting the University of Portland. Several very good food options nearby. Relatively close to Forest Park and good access to downtown."
United States
Michael N.
The price is €227
includes taxes & fees
17 Nov - 18 Nov
#StayInMyDistrict St Johns Backyard Guesthouse

15. Two Rivers Tiny Red Gem

Two Rivers Tiny Red Gem
Northeast Portland
9.6 out of 10, Exceptional, (136 reviews)
"We loved our stay! This space is equipped with everything you need, gives cozy vibes, and is serene. We highly recommend staying in this spot during your portland trip!"
United States
Carlos V.
The price is €229
includes taxes & fees
16 Nov - 17 Nov
Two Rivers Tiny Red Gem

16. Red Hills Vacation | 3BR Hot Tub, Sauna & Views

Red Hills Vacation | 3BR Hot Tub, Sauna & Views
Dundee
10.0 out of 10, Exceptional, (1 review)
The price is €783
includes taxes & fees
16 Nov - 17 Nov
Red Hills Vacation | 3BR Hot Tub, Sauna & Views

17. Hazelwood Haven: Private Guest Suite w/ Hot Tub

Hazelwood Haven: Private Guest Suite w/ Hot Tub
Dundee
9.6 out of 10, Exceptional, (47 reviews)
"Great stay had all the items we needed. Great location and loved the hot tub"
United States
Nikki H.
The price is €505
includes taxes & fees
16 Nov - 17 Nov
Hazelwood Haven: Private Guest Suite w/ Hot Tub
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Sherwood

Nestled between Portland and wine country, this charming town offers a perfect home base for exploring Oregon's natural wonders. Visit Old Town's local shops and cafes before heading to Tualatin River National Wildlife Refuge where rangers know which trails have fewer visitors.

A landscape with a dense forest and a cloudy sky.