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Holiday Homes in South Orleans

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

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

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

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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Learn To Sail This Summer At Your Vacation Home!, holiday rental in South Orleans
Learn To Sail This Summer At Your Vacation Home!, holiday rental in South Orleans
Learn To Sail This Summer At Your Vacation Home!, holiday rental in South Orleans

Learn To Sail This Summer At Your Vacation Home!

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham, holiday rental in South Orleans
Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham, holiday rental in South Orleans
Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham, holiday rental in South Orleans

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

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Beautiful home with entertainment - near golf courses & Pleasant Bay, holiday rental in South Orleans
Beautiful home with entertainment - near golf courses & Pleasant Bay, holiday rental in South Orleans
Beautiful home with entertainment - near golf courses & Pleasant Bay, holiday rental in South Orleans

Beautiful home with entertainment - near golf courses & Pleasant Bay

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Near Beaches Bike Trail AC WiFi Lower Cape Escape, holiday rental in South Orleans
Near Beaches Bike Trail AC WiFi Lower Cape Escape, holiday rental in South Orleans
Near Beaches Bike Trail AC WiFi Lower Cape Escape, holiday rental in South Orleans

Near Beaches Bike Trail AC WiFi Lower Cape Escape

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham, holiday rental in South Orleans
Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham, holiday rental in South Orleans
Charming three bedroom home, only 2 miles to Jackknife Beach in Chatham, holiday rental in South Orleans

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

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Next Door to Wequassett Resort!, holiday rental in South Orleans
Next Door to Wequassett Resort!, holiday rental in South Orleans
Next Door to Wequassett Resort!, holiday rental in South Orleans

Next Door to Wequassett Resort!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Close to Pleasant Bay & Beaches!, holiday rental in South Orleans
Close to Pleasant Bay & Beaches!, holiday rental in South Orleans
Close to Pleasant Bay & Beaches!, holiday rental in South Orleans

Close to Pleasant Bay & Beaches!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Next Door to Wequassett Resort!, holiday rental in South Orleans
Next Door to Wequassett Resort!, holiday rental in South Orleans
Next Door to Wequassett Resort!, holiday rental in South Orleans

Next Door to Wequassett Resort!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Gorgeous Waterfront Property, holiday rental in South Orleans
Gorgeous Waterfront Property, holiday rental in South Orleans
Gorgeous Waterfront Property, holiday rental in South Orleans

Gorgeous Waterfront Property

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Close to Pleasant Bay & Beaches!, holiday rental in South Orleans
Close to Pleasant Bay & Beaches!, holiday rental in South Orleans
Close to Pleasant Bay & Beaches!, holiday rental in South Orleans

Close to Pleasant Bay & Beaches!

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

Spacious Harwich home near Round Bay

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Salt Water Views of Namequoit River, holiday rental in South Orleans
Salt Water Views of Namequoit River, holiday rental in South Orleans
Salt Water Views of Namequoit River, holiday rental in South Orleans

Salt Water Views of Namequoit River

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Check-out
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Large, 3 Bedroom Private Home in East Harwich, holiday rental in South Orleans
Large, 3 Bedroom Private Home in East Harwich, holiday rental in South Orleans
Large, 3 Bedroom Private Home in East Harwich, holiday rental in South Orleans

Large, 3 Bedroom Private Home in East Harwich

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Quiet 3 Bedroom on Cul-de-Sac, holiday rental in South Orleans
Quiet 3 Bedroom on Cul-de-Sac, holiday rental in South Orleans
Quiet 3 Bedroom on Cul-de-Sac, holiday rental in South Orleans

Quiet 3 Bedroom on Cul-de-Sac

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Immaculate home that is a Short Distance to Pleasant Bay!, holiday rental in South Orleans
Immaculate home that is a Short Distance to Pleasant Bay!, holiday rental in South Orleans
Immaculate home that is a Short Distance to Pleasant Bay!, holiday rental in South Orleans

Immaculate home that is a Short Distance to Pleasant Bay!

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

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

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Expansive home by Orleans Town Landing, holiday rental in South Orleans
Expansive home by Orleans Town Landing, holiday rental in South Orleans
Expansive home by Orleans Town Landing, holiday rental in South Orleans

Expansive home by Orleans Town Landing

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cape Cod Comfortable House Awaits!, holiday rental in South Orleans
Cape Cod Comfortable House Awaits!, holiday rental in South Orleans
Cape Cod Comfortable House Awaits!, holiday rental in South Orleans

Cape Cod Comfortable House Awaits!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Comfortable, Pet-Friendly Orleans Home, holiday rental in South Orleans
Comfortable, Pet-Friendly Orleans Home, holiday rental in South Orleans
Comfortable, Pet-Friendly Orleans Home, holiday rental in South Orleans

Comfortable, Pet-Friendly Orleans Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Private Home Nestled Among the Cape Pines, holiday rental in South Orleans
Private Home Nestled Among the Cape Pines, holiday rental in South Orleans
Private Home Nestled Among the Cape Pines, holiday rental in South Orleans

Private Home Nestled Among the Cape Pines

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Check-out
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Central AC, Game Room & Outdoor Shower!, holiday rental in South Orleans
Central AC, Game Room & Outdoor Shower!, holiday rental in South Orleans
Central AC, Game Room & Outdoor Shower!, holiday rental in South Orleans

Central AC, Game Room & Outdoor Shower!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Private Orleans Home on the Water, holiday rental in South Orleans
Private Orleans Home on the Water, holiday rental in South Orleans
Private Orleans Home on the Water, holiday rental in South Orleans

Private Orleans Home on the Water

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Check-out
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A Contemporary Gem w/Cape Character, Dog Friendly!, holiday rental in South Orleans
A Contemporary Gem w/Cape Character, Dog Friendly!, holiday rental in South Orleans
A Contemporary Gem w/Cape Character, Dog Friendly!, holiday rental in South Orleans

A Contemporary Gem w/Cape Character, Dog Friendly!

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Pleasant Bay Beauty:  Walk to Beach, Waterfront Restaurants: 353-H, holiday rental in South Orleans
Pleasant Bay Beauty:  Walk to Beach, Waterfront Restaurants: 353-H, holiday rental in South Orleans
Pleasant Bay Beauty:  Walk to Beach, Waterfront Restaurants: 353-H, holiday rental in South Orleans

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Check-out
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Pristine waterfront oasis, plus game room, jacuzzi and home office!, holiday rental in South Orleans
Pristine waterfront oasis, plus game room, jacuzzi and home office!, holiday rental in South Orleans
Pristine waterfront oasis, plus game room, jacuzzi and home office!, holiday rental in South Orleans

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

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Check-out
Payment Protection
9 Woodridge Road 99912, holiday rental in South Orleans
9 Woodridge Road 99912, holiday rental in South Orleans
9 Woodridge Road 99912, holiday rental in South Orleans

9 Woodridge Road 99912

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

Harwich Cape Escape: Minutes from Everything!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Check-out
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Topside MainHouse, holiday rental in South Orleans
Topside MainHouse, holiday rental in South Orleans
Topside MainHouse, holiday rental in South Orleans

Topside MainHouse

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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Topside BoatHouse on Pleasant Bay, holiday rental in South Orleans
Topside BoatHouse on Pleasant Bay, holiday rental in South Orleans
Topside BoatHouse on Pleasant Bay, holiday rental in South Orleans

Topside BoatHouse on Pleasant Bay

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