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Sherwood Vacation Rentals

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Bedrooms

Bathrooms

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5 mi
50 rentals in Sherwood.
Lovely "Wine Country Casita" - Private Guesthouse, Beautiful Views, vacation rental in Sherwood
Lovely "Wine Country Casita" - Private Guesthouse, Beautiful Views, vacation rental in Sherwood
Lovely "Wine Country Casita" - Private Guesthouse, Beautiful Views, vacation rental in Sherwood

Lovely "Wine Country Casita" - Private Guesthouse, Beautiful Views

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Wine Country Getaway in Sherwood! Indoor Pool, Free Breakfast, Pets Allowed!, vacation rental in Sherwood
Wine Country Getaway in Sherwood! Indoor Pool, Free Breakfast, Pets Allowed!, vacation rental in Sherwood
Wine Country Getaway in Sherwood! Indoor Pool, Free Breakfast, Pets Allowed!, vacation rental in Sherwood

Wine Country Getaway in Sherwood! Indoor Pool, Free Breakfast, Pets Allowed!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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A Hideaway in Oregon! Indoor Pool, Free Breakfast, Free Parking, Pets Allowed!, vacation rental in Sherwood
A Hideaway in Oregon! Indoor Pool, Free Breakfast, Free Parking, Pets Allowed!, vacation rental in Sherwood
A Hideaway in Oregon! Indoor Pool, Free Breakfast, Free Parking, Pets Allowed!, vacation rental in Sherwood

A Hideaway in Oregon! Indoor Pool, Free Breakfast, Free Parking, Pets Allowed!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ideal Mix of Comfort and Value! Free Breakfast, Indoor Pool, Pets Allowed!, vacation rental in Sherwood
Ideal Mix of Comfort and Value! Free Breakfast, Indoor Pool, Pets Allowed!, vacation rental in Sherwood
Ideal Mix of Comfort and Value! Free Breakfast, Indoor Pool, Pets Allowed!, vacation rental in Sherwood

Ideal Mix of Comfort and Value! Free Breakfast, Indoor Pool, Pets Allowed!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Your Private Escape! Free Breakfast, Indoor Pool, Free Parking, Pets Allowed!, vacation rental in Sherwood
Your Private Escape! Free Breakfast, Indoor Pool, Free Parking, Pets Allowed!, vacation rental in Sherwood
Your Private Escape! Free Breakfast, Indoor Pool, Free Parking, Pets Allowed!, vacation rental in Sherwood

Your Private Escape! Free Breakfast, Indoor Pool, Free Parking, Pets Allowed!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Your Home Away from Home! Pets Allowed, Free Breakfast, Pool, Free Parking!, vacation rental in Sherwood
Your Home Away from Home! Pets Allowed, Free Breakfast, Pool, Free Parking!, vacation rental in Sherwood
Your Home Away from Home! Pets Allowed, Free Breakfast, Pool, Free Parking!, vacation rental in Sherwood

Your Home Away from Home! Pets Allowed, Free Breakfast, Pool, Free Parking!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Your Dream Getaway! Free Breakfast, Pool, Pets Allowed, Free Parking!, vacation rental in Sherwood
Your Dream Getaway! Free Breakfast, Pool, Pets Allowed, Free Parking!, vacation rental in Sherwood
Your Dream Getaway! Free Breakfast, Pool, Pets Allowed, Free Parking!, vacation rental in Sherwood

Your Dream Getaway! Free Breakfast, Pool, Pets Allowed, Free Parking!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sip and Stay! Quiet, Tiny House in the Woods, vacation rental in Sherwood
Sip and Stay! Quiet, Tiny House in the Woods, vacation rental in Sherwood
Sip and Stay! Quiet, Tiny House in the Woods, vacation rental in Sherwood

Sip and Stay! Quiet, Tiny House in the Woods

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Lovely Sherwood Retreat w/ Yard, Walk to Old Town!, vacation rental in Sherwood
Lovely Sherwood Retreat w/ Yard, Walk to Old Town!, vacation rental in Sherwood
Lovely Sherwood Retreat w/ Yard, Walk to Old Town!, vacation rental in Sherwood

Lovely Sherwood Retreat w/ Yard, Walk to Old Town!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Wine Region Country Home, vacation rental in Sherwood
Wine Region Country Home, vacation rental in Sherwood
Wine Region Country Home, vacation rental in Sherwood

Wine Region Country Home

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Tuscan home in NW wine country, vacation rental in Sherwood
Tuscan home in NW wine country, vacation rental in Sherwood
Tuscan home in NW wine country, vacation rental in Sherwood

Tuscan home in NW wine country

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Harmony Estate - Close to Portland and Wine Country Enjoy Your Peaceful Retreat, vacation rental in Sherwood
Harmony Estate - Close to Portland and Wine Country Enjoy Your Peaceful Retreat, vacation rental in Sherwood
Harmony Estate - Close to Portland and Wine Country Enjoy Your Peaceful Retreat, vacation rental in Sherwood

Harmony Estate - Close to Portland and Wine Country Enjoy Your Peaceful Retreat

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Farmhouse In The Vines!, vacation rental in Sherwood
Farmhouse In The Vines!, vacation rental in Sherwood
Farmhouse In The Vines!, vacation rental in Sherwood

Farmhouse In The Vines!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps
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Luxury and Cozy Villa in the Vineyard (Pet Friendly!), vacation rental in Sherwood
Luxury and Cozy Villa in the Vineyard (Pet Friendly!), vacation rental in Sherwood
Luxury and Cozy Villa in the Vineyard (Pet Friendly!), vacation rental in Sherwood

Luxury and Cozy Villa in the Vineyard (Pet Friendly!)

Rental Home
5 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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The following properties within 20 miles of Sherwood match all your filters:
Private, quiet suite, separate entrance., vacation rental in Sherwood
Private, quiet suite, separate entrance., vacation rental in Sherwood
Private, quiet suite, separate entrance., vacation rental in Sherwood

Private, quiet suite, separate entrance.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Spacious Suite on Oregon Equestrian Estate, vacation rental in Sherwood
Spacious Suite on Oregon Equestrian Estate, vacation rental in Sherwood
Spacious Suite on Oregon Equestrian Estate, vacation rental in Sherwood

Spacious Suite on Oregon Equestrian Estate

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous Lake Front Home, Central Location, vacation rental in Sherwood
Gorgeous Lake Front Home, Central Location, vacation rental in Sherwood
Gorgeous Lake Front Home, Central Location, vacation rental in Sherwood

Gorgeous Lake Front Home, Central Location

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Wine Country Estate: Hot Tub, Sauna, Fire Pit, Sunset Vineyard Views, vacation rental in Sherwood
Luxury Wine Country Estate: Hot Tub, Sauna, Fire Pit, Sunset Vineyard Views, vacation rental in Sherwood
Luxury Wine Country Estate: Hot Tub, Sauna, Fire Pit, Sunset Vineyard Views, vacation rental in Sherwood

Luxury Wine Country Estate: Hot Tub, Sauna, Fire Pit, Sunset Vineyard Views

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Carefully Restored  Wilsonville Farmhouse next to Parks & Trails, 1 Mile to I-5, vacation rental in Sherwood
Carefully Restored  Wilsonville Farmhouse next to Parks & Trails, 1 Mile to I-5, vacation rental in Sherwood
Carefully Restored  Wilsonville Farmhouse next to Parks & Trails, 1 Mile to I-5, vacation rental in Sherwood

Carefully Restored Wilsonville Farmhouse next to Parks & Trails, 1 Mile to I-5

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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LAKESIDE URBAN INN . . . truly a HIDDEN GEM on the LAKE in Downtown Tualatin!!!, vacation rental in Sherwood
LAKESIDE URBAN INN . . . truly a HIDDEN GEM on the LAKE in Downtown Tualatin!!!, vacation rental in Sherwood
LAKESIDE URBAN INN . . . truly a HIDDEN GEM on the LAKE in Downtown Tualatin!!!, vacation rental in Sherwood

LAKESIDE URBAN INN . . . truly a HIDDEN GEM on the LAKE in Downtown Tualatin!!!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Spacious 4-bedroom home with outdoor deck, vacation rental in Sherwood
Spacious 4-bedroom home with outdoor deck, vacation rental in Sherwood
Spacious 4-bedroom home with outdoor deck, vacation rental in Sherwood

Spacious 4-bedroom home with outdoor deck

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Cottage at River Run!, vacation rental in Sherwood
The Cottage at River Run!, vacation rental in Sherwood
The Cottage at River Run!, vacation rental in Sherwood

The Cottage at River Run!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Private Bull Mountain Apartment, vacation rental in Sherwood
Private Bull Mountain Apartment, vacation rental in Sherwood
Private Bull Mountain Apartment, vacation rental in Sherwood

Private Bull Mountain Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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'Traveler's Retreat' Studio w/ Patio & Yard!, vacation rental in Sherwood
'Traveler's Retreat' Studio w/ Patio & Yard!, vacation rental in Sherwood
'Traveler's Retreat' Studio w/ Patio & Yard!, vacation rental in Sherwood

'Traveler's Retreat' Studio w/ Patio & Yard!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Accommodations offer free fiber optic Wi-Fi, shuttle rides !!, vacation rental in Sherwood
Accommodations offer free fiber optic Wi-Fi, shuttle rides !!, vacation rental in Sherwood
Accommodations offer free fiber optic Wi-Fi, shuttle rides !!, vacation rental in Sherwood

Accommodations offer free fiber optic Wi-Fi, shuttle rides !!

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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A relaxing stay near Tualatin’s top attractions, vacation rental in Sherwood
A relaxing stay near Tualatin’s top attractions, vacation rental in Sherwood
A relaxing stay near Tualatin’s top attractions, vacation rental in Sherwood

A relaxing stay near Tualatin’s top attractions

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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2Bd/1Ba Family-Friendly Executive Rental in Tigard, vacation rental in Sherwood
2Bd/1Ba Family-Friendly Executive Rental in Tigard, vacation rental in Sherwood

2Bd/1Ba Family-Friendly Executive Rental in Tigard

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Executive Suite Available November 5th, vacation rental in Sherwood
Executive Suite Available November 5th, vacation rental in Sherwood
Executive Suite Available November 5th, vacation rental in Sherwood

Executive Suite Available November 5th

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Lovely home in Tualatin with outdoor fireplace and pup friendly, vacation rental in Sherwood
Lovely home in Tualatin with outdoor fireplace and pup friendly, vacation rental in Sherwood
Lovely home in Tualatin with outdoor fireplace and pup friendly, vacation rental in Sherwood

Lovely home in Tualatin with outdoor fireplace and pup friendly

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Attractive & Comfortable Upscale Condo Close to Everything, vacation rental in Sherwood
Attractive & Comfortable Upscale Condo Close to Everything, vacation rental in Sherwood
Attractive & Comfortable Upscale Condo Close to Everything, vacation rental in Sherwood

Attractive & Comfortable Upscale Condo Close to Everything

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Anne's Retreat, vacation rental in Sherwood
Anne's Retreat, vacation rental in Sherwood
Anne's Retreat, vacation rental in Sherwood

Anne's Retreat

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Charming Condo with Character, vacation rental in Sherwood
Charming Condo with Character, vacation rental in Sherwood
Charming Condo with Character, vacation rental in Sherwood

Charming Condo with Character

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spacious 3 bedroom family friendly home, vacation rental in Sherwood
Spacious 3 bedroom family friendly home, vacation rental in Sherwood
Spacious 3 bedroom family friendly home, vacation rental in Sherwood

Spacious 3 bedroom family friendly home

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
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Spectacular Valley View in Wine Country, vacation rental in Sherwood
Spectacular Valley View in Wine Country, vacation rental in Sherwood
Spectacular Valley View in Wine Country, vacation rental in Sherwood

Spectacular Valley View in Wine Country

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Tasteful Tualatin Home: 40 Mi to Willamette Valley, vacation rental in Sherwood
Tasteful Tualatin Home: 40 Mi to Willamette Valley, vacation rental in Sherwood
Tasteful Tualatin Home: 40 Mi to Willamette Valley, vacation rental in Sherwood

Tasteful Tualatin Home: 40 Mi to Willamette Valley

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Our Sweet Retreat:1910 Restored Vintage Farmhouse, vacation rental in Sherwood
Our Sweet Retreat:1910 Restored Vintage Farmhouse, vacation rental in Sherwood
Our Sweet Retreat:1910 Restored Vintage Farmhouse, vacation rental in Sherwood

Our Sweet Retreat:1910 Restored Vintage Farmhouse

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Cozy Home on a Hill/ 25min from portland, vacation rental in Sherwood
Cozy Home on a Hill/ 25min from portland, vacation rental in Sherwood
Cozy Home on a Hill/ 25min from portland, vacation rental in Sherwood

Cozy Home on a Hill/ 25min from portland

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous one-of-a-kind log cabin home in Wine Country, vacation rental in Sherwood
Gorgeous one-of-a-kind log cabin home in Wine Country, vacation rental in Sherwood
Gorgeous one-of-a-kind log cabin home in Wine Country, vacation rental in Sherwood

Gorgeous one-of-a-kind log cabin home in Wine Country

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Convenient Tualatin Condominium Next to Tualatin Country Club, vacation rental in Sherwood
Convenient Tualatin Condominium Next to Tualatin Country Club, vacation rental in Sherwood
Convenient Tualatin Condominium Next to Tualatin Country Club, vacation rental in Sherwood

Convenient Tualatin Condominium Next to Tualatin Country Club

Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Charming 19th century craftsman designed for mid-sized groups, vacation rental in Sherwood
Charming 19th century craftsman designed for mid-sized groups, vacation rental in Sherwood
Charming 19th century craftsman designed for mid-sized groups, vacation rental in Sherwood

Charming 19th century craftsman designed for mid-sized groups

Rental Home
5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Spacious, Lovely home near Portland in Wilsonville, OR, vacation rental in Sherwood
Spacious, Lovely home near Portland in Wilsonville, OR, vacation rental in Sherwood
Spacious, Lovely home near Portland in Wilsonville, OR, vacation rental in Sherwood

Spacious, Lovely home near Portland in Wilsonville, OR

Rental Home
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Gorgeous and Comfortable, Pet Friendly, Huge Deck, Ping Pong, Game Room /w, vacation rental in Sherwood
Gorgeous and Comfortable, Pet Friendly, Huge Deck, Ping Pong, Game Room /w, vacation rental in Sherwood
Gorgeous and Comfortable, Pet Friendly, Huge Deck, Ping Pong, Game Room /w, vacation rental in Sherwood

Gorgeous and Comfortable, Pet Friendly, Huge Deck, Ping Pong, Game Room /w

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Walkable 4BDR Charmer - Close to Wine Country and Downtown!, vacation rental in Sherwood
Walkable 4BDR Charmer - Close to Wine Country and Downtown!, vacation rental in Sherwood
Walkable 4BDR Charmer - Close to Wine Country and Downtown!, vacation rental in Sherwood

Walkable 4BDR Charmer - Close to Wine Country and Downtown!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Peaceful Country Farmhouse with Hot Tub and Pool, vacation rental in Sherwood
Peaceful Country Farmhouse with Hot Tub and Pool, vacation rental in Sherwood
Peaceful Country Farmhouse with Hot Tub and Pool, vacation rental in Sherwood

Peaceful Country Farmhouse with Hot Tub and Pool

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Spacious & Conveniently Located 4/2.5 House, vacation rental in Sherwood
Spacious & Conveniently Located 4/2.5 House, vacation rental in Sherwood
Spacious & Conveniently Located 4/2.5 House, vacation rental in Sherwood

Spacious & Conveniently Located 4/2.5 House

Rental Home
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Clean, open, bright and comfy house, in ideal setting with EV Charging on site, vacation rental in Sherwood
Clean, open, bright and comfy house, in ideal setting with EV Charging on site, vacation rental in Sherwood
Clean, open, bright and comfy house, in ideal setting with EV Charging on site, vacation rental in Sherwood

Clean, open, bright and comfy house, in ideal setting with EV Charging on site

Rental Home
4 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
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Gorgeous and Comfortable, Pet Friendly, Huge Deck, Ping Pong, Game Room /w Conso, vacation rental in Sherwood
Gorgeous and Comfortable, Pet Friendly, Huge Deck, Ping Pong, Game Room /w Conso, vacation rental in Sherwood
Gorgeous and Comfortable, Pet Friendly, Huge Deck, Ping Pong, Game Room /w Conso, vacation rental in Sherwood

Gorgeous and Comfortable, Pet Friendly, Huge Deck, Ping Pong, Game Room /w Conso

Rental Home
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
More info
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Luxurious Wine Country Estate with Mountain and Pastoral Views, vacation rental in Sherwood
Luxurious Wine Country Estate with Mountain and Pastoral Views, vacation rental in Sherwood
Luxurious Wine Country Estate with Mountain and Pastoral Views, vacation rental in Sherwood

Luxurious Wine Country Estate with Mountain and Pastoral Views

Rental Home
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
More info
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Fantastic Family Friendly Bull Mountain Home, Pets OK, Game Room w/ Ping Pong, S, vacation rental in Sherwood
Fantastic Family Friendly Bull Mountain Home, Pets OK, Game Room w/ Ping Pong, S, vacation rental in Sherwood
Fantastic Family Friendly Bull Mountain Home, Pets OK, Game Room w/ Ping Pong, S, vacation rental in Sherwood

Fantastic Family Friendly Bull Mountain Home, Pets OK, Game Room w/ Ping Pong, S

Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Home Away from Home Studio, vacation rental in Sherwood
Home Away from Home Studio, vacation rental in Sherwood
Home Away from Home Studio, vacation rental in Sherwood

Home Away from Home Studio

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Frequently Asked Questions about Sherwood