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Greenwood Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
49 rentals in Greenwood.
-A travelers cottage - A place to rest after a busy day., vacation rental in Greenwood
-A travelers cottage - A place to rest after a busy day., vacation rental in Greenwood
-A travelers cottage - A place to rest after a busy day., vacation rental in Greenwood

-A travelers cottage - A place to rest after a busy day.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Swartzentruber Cottage close to DE Turf & Beaches, also for traveling nurses!, vacation rental in Greenwood
Swartzentruber Cottage close to DE Turf & Beaches, also for traveling nurses!, vacation rental in Greenwood
Swartzentruber Cottage close to DE Turf & Beaches, also for traveling nurses!, vacation rental in Greenwood

Swartzentruber Cottage close to DE Turf & Beaches, also for traveling nurses!

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Private Cozy Camper on Farm + Close to Beaches/DE Turf, vacation rental in Greenwood
Private Cozy Camper on Farm + Close to Beaches/DE Turf, vacation rental in Greenwood
Private Cozy Camper on Farm + Close to Beaches/DE Turf, vacation rental in Greenwood

Private Cozy Camper on Farm + Close to Beaches/DE Turf

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Cozy cabin on our 5th generation family farm!, vacation rental in Greenwood
Cozy cabin on our 5th generation family farm!, vacation rental in Greenwood
Cozy cabin on our 5th generation family farm!, vacation rental in Greenwood

Cozy cabin on our 5th generation family farm!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The following properties within 20 miles of Greenwood match all your filters:
Bayfront Cottage with Spectacular Views, vacation rental in Greenwood
Bayfront Cottage with Spectacular Views, vacation rental in Greenwood
Bayfront Cottage with Spectacular Views, vacation rental in Greenwood

Bayfront Cottage with Spectacular Views

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cost cottage on the Miller farm., vacation rental in Greenwood
Cost cottage on the Miller farm., vacation rental in Greenwood
Cost cottage on the Miller farm., vacation rental in Greenwood

Cost cottage on the Miller farm.

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy tiny cabin with sunrise view! Short drive to beaches and turf., vacation rental in Greenwood
Cozy tiny cabin with sunrise view! Short drive to beaches and turf., vacation rental in Greenwood
Cozy tiny cabin with sunrise view! Short drive to beaches and turf., vacation rental in Greenwood

Cozy tiny cabin with sunrise view! Short drive to beaches and turf.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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NEW 2023 on Slaughter Beach Wonderful Views, Beach Front, Pets Welcome, vacation rental in Greenwood
NEW 2023 on Slaughter Beach Wonderful Views, Beach Front, Pets Welcome, vacation rental in Greenwood
NEW 2023 on Slaughter Beach Wonderful Views, Beach Front, Pets Welcome, vacation rental in Greenwood

NEW 2023 on Slaughter Beach Wonderful Views, Beach Front, Pets Welcome

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Grandma's Cottage, vacation rental in Greenwood
Grandma's Cottage, vacation rental in Greenwood
Grandma's Cottage, vacation rental in Greenwood

Grandma's Cottage

Rental Home
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Lakeside Smoke-Free Studio with dock, canoe, wifi, HDTV, & Chromecast, vacation rental in Greenwood
Lakeside Smoke-Free Studio with dock, canoe, wifi, HDTV, & Chromecast, vacation rental in Greenwood
Lakeside Smoke-Free Studio with dock, canoe, wifi, HDTV, & Chromecast, vacation rental in Greenwood

Lakeside Smoke-Free Studio with dock, canoe, wifi, HDTV, & Chromecast

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Contessa's Suite, No Taxes or Cleaning Fees Added., vacation rental in Greenwood
Contessa's Suite, No Taxes or Cleaning Fees Added., vacation rental in Greenwood
Contessa's Suite, No Taxes or Cleaning Fees Added., vacation rental in Greenwood

Contessa's Suite, No Taxes or Cleaning Fees Added.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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King Charles Suite, No Taxes or Cleaning Fees Added., vacation rental in Greenwood
King Charles Suite, No Taxes or Cleaning Fees Added., vacation rental in Greenwood
King Charles Suite, No Taxes or Cleaning Fees Added., vacation rental in Greenwood

King Charles Suite, No Taxes or Cleaning Fees Added.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Peaceful Georgetown Home - 13 Mi to Lewes Beach!, vacation rental in Greenwood
Peaceful Georgetown Home - 13 Mi to Lewes Beach!, vacation rental in Greenwood
Peaceful Georgetown Home - 13 Mi to Lewes Beach!, vacation rental in Greenwood

Peaceful Georgetown Home - 13 Mi to Lewes Beach!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Our Home is Your Goal When You Play * DE Turf, vacation rental in Greenwood
Our Home is Your Goal When You Play * DE Turf, vacation rental in Greenwood
Our Home is Your Goal When You Play * DE Turf, vacation rental in Greenwood

Our Home is Your Goal When You Play * DE Turf

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Suds & Sand, walk to Brewery or Drive to the Beach, vacation rental in Greenwood
Suds & Sand, walk to Brewery or Drive to the Beach, vacation rental in Greenwood
Suds & Sand, walk to Brewery or Drive to the Beach, vacation rental in Greenwood

Suds & Sand, walk to Brewery or Drive to the Beach

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Tranquil Beach Cottage directly across from beach access-Pets & Children Welcome, vacation rental in Greenwood
Tranquil Beach Cottage directly across from beach access-Pets & Children Welcome, vacation rental in Greenwood
Tranquil Beach Cottage directly across from beach access-Pets & Children Welcome, vacation rental in Greenwood

Tranquil Beach Cottage directly across from beach access-Pets & Children Welcome

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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A Vintage Experience, vacation rental in Greenwood
A Vintage Experience, vacation rental in Greenwood
A Vintage Experience, vacation rental in Greenwood

A Vintage Experience

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Cozy Little Blue Cottage by the Bay, vacation rental in Greenwood
Cozy Little Blue Cottage by the Bay, vacation rental in Greenwood
Cozy Little Blue Cottage by the Bay, vacation rental in Greenwood

Cozy Little Blue Cottage by the Bay

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Cozy Beach Front Cottage, vacation rental in Greenwood
Cozy Beach Front Cottage, vacation rental in Greenwood
Cozy Beach Front Cottage, vacation rental in Greenwood

Cozy Beach Front Cottage

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lee's Place Brand New 2BR Townhouse w/free parking, vacation rental in Greenwood
Lee's Place Brand New 2BR Townhouse w/free parking, vacation rental in Greenwood
Lee's Place Brand New 2BR Townhouse w/free parking, vacation rental in Greenwood

Lee's Place Brand New 2BR Townhouse w/free parking

Rental Home
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
More info
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Step back in time at a relaxing small beach town. WATERFRONT, vacation rental in Greenwood
Step back in time at a relaxing small beach town. WATERFRONT, vacation rental in Greenwood
Step back in time at a relaxing small beach town. WATERFRONT, vacation rental in Greenwood

Step back in time at a relaxing small beach town. WATERFRONT

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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My Tasita de Oro is a cozy and private place close to Delaware Beaches, vacation rental in Greenwood
My Tasita de Oro is a cozy and private place close to Delaware Beaches, vacation rental in Greenwood
My Tasita de Oro is a cozy and private place close to Delaware Beaches, vacation rental in Greenwood

My Tasita de Oro is a cozy and private place close to Delaware Beaches

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Relax and Refresh at Triple Creek Hobby Farm, vacation rental in Greenwood
Relax and Refresh at Triple Creek Hobby Farm, vacation rental in Greenwood
Relax and Refresh at Triple Creek Hobby Farm, vacation rental in Greenwood

Relax and Refresh at Triple Creek Hobby Farm

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups, vacation rental in Greenwood
Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups, vacation rental in Greenwood
Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups, vacation rental in Greenwood

Tiny House in the Woods, sleeps 3, full bath, linens provided, keurig & k cups

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Iona Stables and Inn 2nd floor guest room with private bathroom, vacation rental in Greenwood
Iona Stables and Inn 2nd floor guest room with private bathroom, vacation rental in Greenwood
Iona Stables and Inn 2nd floor guest room with private bathroom, vacation rental in Greenwood

Iona Stables and Inn 2nd floor guest room with private bathroom

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cozy condo, 30 minutes away from the beach, outlets and boardwalk., vacation rental in Greenwood
Cozy condo, 30 minutes away from the beach, outlets and boardwalk., vacation rental in Greenwood
Cozy condo, 30 minutes away from the beach, outlets and boardwalk., vacation rental in Greenwood

Cozy condo, 30 minutes away from the beach, outlets and boardwalk.

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Delaware Beaches and DE Turf Vacation Retreat, vacation rental in Greenwood
Delaware Beaches and DE Turf Vacation Retreat, vacation rental in Greenwood
Delaware Beaches and DE Turf Vacation Retreat, vacation rental in Greenwood

Delaware Beaches and DE Turf Vacation Retreat

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Milton Townhouse ~ 9 Mi to Delaware Bay!, vacation rental in Greenwood
Milton Townhouse ~ 9 Mi to Delaware Bay!, vacation rental in Greenwood
Milton Townhouse ~ 9 Mi to Delaware Bay!, vacation rental in Greenwood

Milton Townhouse ~ 9 Mi to Delaware Bay!

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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New Listing! Cozy home minutes from Lewes and Rehoboth Beach, vacation rental in Greenwood
New Listing! Cozy home minutes from Lewes and Rehoboth Beach, vacation rental in Greenwood
New Listing! Cozy home minutes from Lewes and Rehoboth Beach, vacation rental in Greenwood

New Listing! Cozy home minutes from Lewes and Rehoboth Beach

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Get away in New home away from home Near the beach!, vacation rental in Greenwood
Get away in New home away from home Near the beach!, vacation rental in Greenwood
Get away in New home away from home Near the beach!, vacation rental in Greenwood

Get away in New home away from home Near the beach!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm, vacation rental in Greenwood
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm, vacation rental in Greenwood
Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm, vacation rental in Greenwood

Amazing River House Waterfront Condo on the Choptank River on 18 Acre Farm

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Historic home in downtown Milton w/hot tub. Quick drive to the Delaware beaches!, vacation rental in Greenwood
Historic home in downtown Milton w/hot tub. Quick drive to the Delaware beaches!, vacation rental in Greenwood
Historic home in downtown Milton w/hot tub. Quick drive to the Delaware beaches!, vacation rental in Greenwood

Historic home in downtown Milton w/hot tub. Quick drive to the Delaware beaches!

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Vibrant Milford Home w/ Boat Dock & Patio!, vacation rental in Greenwood
Vibrant Milford Home w/ Boat Dock & Patio!, vacation rental in Greenwood
Vibrant Milford Home w/ Boat Dock & Patio!, vacation rental in Greenwood

Vibrant Milford Home w/ Boat Dock & Patio!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Luxurious, Cozy & Quiet Home in Frederica, vacation rental in Greenwood
Luxurious, Cozy & Quiet Home in Frederica, vacation rental in Greenwood
Luxurious, Cozy & Quiet Home in Frederica, vacation rental in Greenwood

Luxurious, Cozy & Quiet Home in Frederica

Rental Home
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Stunning Waterfront Hideaway on Michener's Choptank River.  Special Rates*, vacation rental in Greenwood
Stunning Waterfront Hideaway on Michener's Choptank River.  Special Rates*, vacation rental in Greenwood
Stunning Waterfront Hideaway on Michener's Choptank River.  Special Rates*, vacation rental in Greenwood

Stunning Waterfront Hideaway on Michener's Choptank River. Special Rates*

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Farmhouse 316 of Milton, vacation rental in Greenwood
Farmhouse 316 of Milton, vacation rental in Greenwood
Farmhouse 316 of Milton, vacation rental in Greenwood

Farmhouse 316 of Milton

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Sunlit Milford Townhome < 2 Mi to Riverwalk!, vacation rental in Greenwood
Sunlit Milford Townhome < 2 Mi to Riverwalk!, vacation rental in Greenwood
Sunlit Milford Townhome < 2 Mi to Riverwalk!, vacation rental in Greenwood

Sunlit Milford Townhome < 2 Mi to Riverwalk!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
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Fika Cottage, vacation rental in Greenwood
Fika Cottage, vacation rental in Greenwood
Fika Cottage, vacation rental in Greenwood

Fika Cottage

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful elevated new beach house-1 minute drive to the beach!, vacation rental in Greenwood
Beautiful elevated new beach house-1 minute drive to the beach!, vacation rental in Greenwood
Beautiful elevated new beach house-1 minute drive to the beach!, vacation rental in Greenwood

Beautiful elevated new beach house-1 minute drive to the beach!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Great access to quaint downtown Milton, dining, Broadkill and other beaches, vacation rental in Greenwood
Great access to quaint downtown Milton, dining, Broadkill and other beaches, vacation rental in Greenwood
Great access to quaint downtown Milton, dining, Broadkill and other beaches, vacation rental in Greenwood

Great access to quaint downtown Milton, dining, Broadkill and other beaches

Rental Home
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Cozy home on the beautiful Delaware Countryside., vacation rental in Greenwood
Cozy home on the beautiful Delaware Countryside., vacation rental in Greenwood
Cozy home on the beautiful Delaware Countryside., vacation rental in Greenwood

Cozy home on the beautiful Delaware Countryside.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Entire new build home with plenty of space., vacation rental in Greenwood
Entire new build home with plenty of space., vacation rental in Greenwood
Entire new build home with plenty of space., vacation rental in Greenwood

Entire new build home with plenty of space.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beach Lodge: 3 Bedroom  - Pet Friendly - Game Room - Great for Multi Families, vacation rental in Greenwood
Beach Lodge: 3 Bedroom  - Pet Friendly - Game Room - Great for Multi Families, vacation rental in Greenwood
Beach Lodge: 3 Bedroom  - Pet Friendly - Game Room - Great for Multi Families, vacation rental in Greenwood

Beach Lodge: 3 Bedroom - Pet Friendly - Game Room - Great for Multi Families

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Private townhouse for the entire family! Easy commute to the bay and beaches!, vacation rental in Greenwood
Private townhouse for the entire family! Easy commute to the bay and beaches!, vacation rental in Greenwood
Private townhouse for the entire family! Easy commute to the bay and beaches!, vacation rental in Greenwood

Private townhouse for the entire family! Easy commute to the bay and beaches!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Turnbridge Manor, vacation rental in Greenwood
Turnbridge Manor, vacation rental in Greenwood
Turnbridge Manor, vacation rental in Greenwood

Turnbridge Manor

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Gorgeous views Front & Back, Beach Front Access and hot tub! Summer 2023 Open!, vacation rental in Greenwood
Gorgeous views Front & Back, Beach Front Access and hot tub! Summer 2023 Open!, vacation rental in Greenwood
Gorgeous views Front & Back, Beach Front Access and hot tub! Summer 2023 Open!, vacation rental in Greenwood

Gorgeous views Front & Back, Beach Front Access and hot tub! Summer 2023 Open!

Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Sunnybrae Mansion is family and pet friendly., vacation rental in Greenwood
Sunnybrae Mansion is family and pet friendly., vacation rental in Greenwood
Sunnybrae Mansion is family and pet friendly., vacation rental in Greenwood

Sunnybrae Mansion is family and pet friendly.

Rental Home
9 bedrooms
7 bathrooms
Sleeps 15
Match: Sleeps
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Guest suite in the woods with private entry, vacation rental in Greenwood
Guest suite in the woods with private entry, vacation rental in Greenwood
Guest suite in the woods with private entry, vacation rental in Greenwood

Guest suite in the woods with private entry

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Your rancher at Walnut Village, vacation rental in Greenwood
Your rancher at Walnut Village, vacation rental in Greenwood
Your rancher at Walnut Village, vacation rental in Greenwood

Your rancher at Walnut Village

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Showing results 1-49 of 49
Frequently Asked Questions about Greenwood