Sherwood Vacation Rentals

An Outdoor Enthusiasts Retreat w/ Comfy New Beds

0 Bedroom
0 Bathroom
23
US$50 / night
(excl. fees & taxes)

Tiny House in the Woods Near Wineries

1 Bedroom
1 Bathroom
70
US$70 / night
(excl. fees & taxes)

New Tiny House Near Wineries and SW Portland

2 Bedrooms
1 Bathroom
3
US$76 / night
(excl. fees & taxes)

TWO Tiny Houses = BIG Fun Getaway!

2 Bedrooms
1½ Bathrooms
US$100 / night
(excl. fees & taxes)

Cooper Mountain Tiny Cabin

1 Bedroom
1 Bathroom
209
US$105 / night
(excl. fees & taxes)

This 4 bedroom home features three levels of living space, 2 king and 2 queen size beds, 2 large couches, 2.5 bathrooms, modern furniture.

4 Bedrooms
2½ Bathrooms
US$250 / night
(excl. fees & taxes)

In the Heart of Wine Country - Chehalem Knoll

3 Bedrooms
3 Bathrooms
13
US$350 / night
(excl. fees & taxes)

Romantic Retreat in Urban Oasis. Parking. Hot Tub. Far SW Neighborhood

0 Bedroom
1 Bathroom
128
US$99 / night
(excl. fees & taxes)

Historic Luxury Cottage in the Willamette Valley Wine Region “The Valley Wine Cottage”

2 Bedrooms
1 Bathroom
69
US$180 - US$400 / night
(excl. fees & taxes)

Historic Farmhouse Close to Downtown. Spa, Firepit, Secret Speakeasy

5 Bedrooms
3 Bathrooms
11
US$319 - US$1896 / night
(excl. fees & taxes)

SW Portland Close in 2 bedroom unit on private forested lot. Close to OHSU

2 Bedrooms
1 Bathroom
1
US$125 / night
(excl. fees & taxes)

5 beds/3 bath/2 bedroom SW Portland Modern Home. Close to downtown nestled on forested hillside.

2 Bedrooms
2½ Bathrooms
US$295 / night
(excl. fees & taxes)

Multnomah Village Studio, Charming Contemporary

0 Bedroom
1 Bathroom
60
US$75 / night
(excl. fees & taxes)

West Linn Two large bedrooms, Tesla charger, birds singing, forest, deer grazing by a stream

2 Bedrooms
1 Bathroom
34
US$139 - US$179 / night
(excl. fees & taxes)

My home is filled with loving details, comfort and style. I have a passion for creating a warm, inviting environment where guests feel welcome.

2 Bedrooms
1 Bathroom
193
US$65 / night
(excl. fees & taxes)

Sweet Room in Charming Central SW Home

1 Bedroom
1 Bathroom
182
US$50 / night
(excl. fees & taxes)

Stonehouse- is a charming home secluded in the woodlands and yet walking distance to historic Oregon City. An Oregon stay at its best.

2 Bedrooms
1 Bathroom
8
US$135 / night
(excl. fees & taxes)

Sunny Sellwood: Charming and Cozy Cottage Retreat

2 Bedrooms
1 Bathroom
43
US$95 / night
(excl. fees & taxes)

Crossroads Country Cottage

1 Bedroom
1 Bathroom
52
US$90 / night
(excl. fees & taxes)

Private entry, private bath, close to everything!

1 Bedroom
1 Bathroom
51
US$55 / night
(excl. fees & taxes)
1 – 20 Rentals