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South Orleans Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
30 rentals in South Orleans.
Close to beaches -  Bright Interior, Tranquil Backyard - Three Levels With A/C, vacation rental in South Orleans
Close to beaches -  Bright Interior, Tranquil Backyard - Three Levels With A/C, vacation rental in South Orleans
Close to beaches -  Bright Interior, Tranquil Backyard - Three Levels With A/C, vacation rental in South Orleans

Close to beaches - Bright Interior, Tranquil Backyard - Three Levels With A/C

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Learn To Sail This Summer At Your Vacation Home!, vacation rental in South Orleans
Learn To Sail This Summer At Your Vacation Home!, vacation rental in South Orleans
Learn To Sail This Summer At Your Vacation Home!, vacation rental in South Orleans

Learn To Sail This Summer At Your Vacation Home!

Rental Home
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham, vacation rental in South Orleans
Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham, vacation rental in South Orleans
Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham, vacation rental in South Orleans

Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful home with entertainment - near golf courses & Pleasant Bay, vacation rental in South Orleans
Beautiful home with entertainment - near golf courses & Pleasant Bay, vacation rental in South Orleans
Beautiful home with entertainment - near golf courses & Pleasant Bay, vacation rental in South Orleans

Beautiful home with entertainment - near golf courses & Pleasant Bay

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Near Beaches Bike Trail AC WiFi Lower Cape Escape, vacation rental in South Orleans
Near Beaches Bike Trail AC WiFi Lower Cape Escape, vacation rental in South Orleans
Near Beaches Bike Trail AC WiFi Lower Cape Escape, vacation rental in South Orleans

Near Beaches Bike Trail AC WiFi Lower Cape Escape

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham, vacation rental in South Orleans
Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham, vacation rental in South Orleans
Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham, vacation rental in South Orleans

Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Next Door to Wequassett Resort!, vacation rental in South Orleans
Next Door to Wequassett Resort!, vacation rental in South Orleans
Next Door to Wequassett Resort!, vacation rental in South Orleans

Next Door to Wequassett Resort!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Close to Pleasant Bay & Beaches!, vacation rental in South Orleans
Close to Pleasant Bay & Beaches!, vacation rental in South Orleans
Close to Pleasant Bay & Beaches!, vacation rental in South Orleans

Close to Pleasant Bay & Beaches!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Next Door to Wequassett Resort!, vacation rental in South Orleans
Next Door to Wequassett Resort!, vacation rental in South Orleans
Next Door to Wequassett Resort!, vacation rental in South Orleans

Next Door to Wequassett Resort!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Gorgeous Waterfront Property, vacation rental in South Orleans
Gorgeous Waterfront Property, vacation rental in South Orleans
Gorgeous Waterfront Property, vacation rental in South Orleans

Gorgeous Waterfront Property

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Close to Pleasant Bay & Beaches!, vacation rental in South Orleans
Close to Pleasant Bay & Beaches!, vacation rental in South Orleans
Close to Pleasant Bay & Beaches!, vacation rental in South Orleans

Close to Pleasant Bay & Beaches!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Spacious Harwich home near Round Bay, vacation rental in South Orleans
Spacious Harwich home near Round Bay, vacation rental in South Orleans
Spacious Harwich home near Round Bay, vacation rental in South Orleans

Spacious Harwich home near Round Bay

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Salt Water Views of Namequoit River, vacation rental in South Orleans
Salt Water Views of Namequoit River, vacation rental in South Orleans
Salt Water Views of Namequoit River, vacation rental in South Orleans

Salt Water Views of Namequoit River

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Large, 3 Bedroom Private Home in East Harwich, vacation rental in South Orleans
Large, 3 Bedroom Private Home in East Harwich, vacation rental in South Orleans
Large, 3 Bedroom Private Home in East Harwich, vacation rental in South Orleans

Large, 3 Bedroom Private Home in East Harwich

Rental Home
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Quiet 3 Bedroom on Cul-de-Sac, vacation rental in South Orleans
Quiet 3 Bedroom on Cul-de-Sac, vacation rental in South Orleans
Quiet 3 Bedroom on Cul-de-Sac, vacation rental in South Orleans

Quiet 3 Bedroom on Cul-de-Sac

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Immaculate home that is a Short Distance to Pleasant Bay!, vacation rental in South Orleans
Immaculate home that is a Short Distance to Pleasant Bay!, vacation rental in South Orleans
Immaculate home that is a Short Distance to Pleasant Bay!, vacation rental in South Orleans

Immaculate home that is a Short Distance to Pleasant Bay!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cape Cod Nest: A Spacious Home with Large Deck, & Beautiful Yard with Firepit, vacation rental in South Orleans
Cape Cod Nest: A Spacious Home with Large Deck, & Beautiful Yard with Firepit, vacation rental in South Orleans
Cape Cod Nest: A Spacious Home with Large Deck, & Beautiful Yard with Firepit, vacation rental in South Orleans

Cape Cod Nest: A Spacious Home with Large Deck, & Beautiful Yard with Firepit

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Expansive home by Orleans Town Landing, vacation rental in South Orleans
Expansive home by Orleans Town Landing, vacation rental in South Orleans
Expansive home by Orleans Town Landing, vacation rental in South Orleans

Expansive home by Orleans Town Landing

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cape Cod Comfortable House Awaits!, vacation rental in South Orleans
Cape Cod Comfortable House Awaits!, vacation rental in South Orleans
Cape Cod Comfortable House Awaits!, vacation rental in South Orleans

Cape Cod Comfortable House Awaits!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Comfortable, Pet-Friendly Orleans Home, vacation rental in South Orleans
Comfortable, Pet-Friendly Orleans Home, vacation rental in South Orleans
Comfortable, Pet-Friendly Orleans Home, vacation rental in South Orleans

Comfortable, Pet-Friendly Orleans Home

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private Home Nestled Among the Cape Pines, vacation rental in South Orleans
Private Home Nestled Among the Cape Pines, vacation rental in South Orleans
Private Home Nestled Among the Cape Pines, vacation rental in South Orleans

Private Home Nestled Among the Cape Pines

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Central AC, Game Room & Outdoor Shower!, vacation rental in South Orleans
Central AC, Game Room & Outdoor Shower!, vacation rental in South Orleans
Central AC, Game Room & Outdoor Shower!, vacation rental in South Orleans

Central AC, Game Room & Outdoor Shower!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private Orleans Home on the Water, vacation rental in South Orleans
Private Orleans Home on the Water, vacation rental in South Orleans
Private Orleans Home on the Water, vacation rental in South Orleans

Private Orleans Home on the Water

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A Contemporary Gem w/Cape Character, Dog Friendly!, vacation rental in South Orleans
A Contemporary Gem w/Cape Character, Dog Friendly!, vacation rental in South Orleans
A Contemporary Gem w/Cape Character, Dog Friendly!, vacation rental in South Orleans

A Contemporary Gem w/Cape Character, Dog Friendly!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Pleasant Bay Beauty:  Walk to Beach, Waterfront Restaurants: 353-H, vacation rental in South Orleans
Pleasant Bay Beauty:  Walk to Beach, Waterfront Restaurants: 353-H, vacation rental in South Orleans
Pleasant Bay Beauty:  Walk to Beach, Waterfront Restaurants: 353-H, vacation rental in South Orleans

Pleasant Bay Beauty: Walk to Beach, Waterfront Restaurants: 353-H

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pristine waterfront oasis, plus game room, jacuzzi and home office!, vacation rental in South Orleans
Pristine waterfront oasis, plus game room, jacuzzi and home office!, vacation rental in South Orleans
Pristine waterfront oasis, plus game room, jacuzzi and home office!, vacation rental in South Orleans

Pristine waterfront oasis, plus game room, jacuzzi and home office!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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9 Woodridge Road 99912, vacation rental in South Orleans
9 Woodridge Road 99912, vacation rental in South Orleans
9 Woodridge Road 99912, vacation rental in South Orleans

9 Woodridge Road 99912

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Harwich Cape Escape: Minutes from Everything!, vacation rental in South Orleans
Harwich Cape Escape: Minutes from Everything!, vacation rental in South Orleans
Harwich Cape Escape: Minutes from Everything!, vacation rental in South Orleans

Harwich Cape Escape: Minutes from Everything!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Topside MainHouse, vacation rental in South Orleans
Topside MainHouse, vacation rental in South Orleans
Topside MainHouse, vacation rental in South Orleans

Topside MainHouse

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Topside BoatHouse on Pleasant Bay, vacation rental in South Orleans
Topside BoatHouse on Pleasant Bay, vacation rental in South Orleans
Topside BoatHouse on Pleasant Bay, vacation rental in South Orleans

Topside BoatHouse on Pleasant Bay

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Showing results 1-30 of 30
Frequently Asked Questions about South Orleans