Marthas Vineyard Cottages - Vacation Rentals in South Orleans

Luxury Places to Stay in South Orleans

Over 65+ Luxury Places to Stay in or Near South Orleans
Waterfront. Private beach. Pool. Estate has it all! From US $2,163
         

Private Beach 6 Bedroom Newly Renovated! From US $1,855
         

10.0 (1 Review)
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Pond-Front Home w Water Views From US $1,530
         

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Luxurious Waterfront Home! From US $1,300
         

10.0 (33 Reviews)
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Top-Rated Vacation Rentals with a Pool in South Orleans

Over 6+ Top-Rated Vacation Rentals with a Pool in or Near South Orleans
Private, Spacious, Pristine with Heated Pool:005-O From US $1,430
         

Pet-Friendly Vacation Rentals in South Orleans

Over 12+ Pet-Friendly Vacation Rentals in or Near South Orleans
Pond-Front Home w/Water Views! From US $691
         

9.8 (7 Reviews)
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Amazing location! Quiet, picturesque neighborhood! From US $236
         

10.0 (117 Reviews)
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Close To World Class Beaches And Village From US $452
         

10.0 (67 Reviews)
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Comfortable, Pet-Friendly Orleans Home (1479) From US $327
         

9.0 (28 Reviews)
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Waterfront on Pleasant Bay! From US $526
         

9.0 (12 Reviews)
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Large Vacation Homes & Villas in South Orleans

Over 10+ Large Vacation Homes & Villas in or Near South Orleans
Private Beach - 3 bedroom From US $747
         

9.8 (9 Reviews)
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Pleasant Bay Beachfront Property Plus! From US $758
         

9.8 (8 Reviews)
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A Beautiful Cape Cod Escape! (2209) From US $647
         

9.6 (9 Reviews)
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Elegant Orleans Home w/ Private Beach Access! From US $358
         

4.6 (10 Reviews)
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South Orleans Vacation Rentals and Airbnb Places to Stay Under $200

Over 1+ South Orleans Vacation Rentals and Airbnb Places to Stay Under $200

Instantly Bookable Vacation Homes in South Orleans

Over 19+ Instantly Bookable Vacation Homes in or Near South Orleans
Expansive Home by Orleans Town Landing (1086) From US $603
         

Luxurious, Modern Walk to Water! From US $598
         

10.0 (21 Reviews)
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Peaceful and private vacation rental on the pond! From US $856
         

10.0 (1 Review)
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Come enjoy Orleans and Chatham From US $313
         

9.8 (21 Reviews)
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South Orleans Getaway From US $898
         

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About South Orleans Vacation Rentals

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Marthasvineyardcottages South Orleans, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in South Orleans. Places to stay near South Orleans are 1800 ft² on average, with prices averaging $878 a night.

Marthasvineyardcottages makes it easy and safe to find and compare vacation rentals in South Orleans with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in South Orleans

Type Count
Cottages 1

Use these Quick Filters to Find a Vacation Rental in South Orleans

Pro Tip: Marthasvineyardcottages makes it easy to compare the best listings on Marthasvineyardcottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Marthasvineyardcottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in South Orleans.

Weather in South Orleans

View the weather forecast for South Orleans before booking your South Orleans Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

South Orleans Vacation Rental Frequently Asked Questions

How many vacation rentals are available in South Orleans?

Currently, the total number of properties listed in 2026 is over 1 in the South Orleans area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in South Orleans.