Orleans

Orleans offers a classic Cape Cod vacation setting where coastal beauty, small-town charm, and natural landscapes come together. Located on the Lower Cape, Orleans is perfectly positioned between the Cape Cod Bay and Atlantic Ocean, giving visitors easy access to a variety of scenic waterfronts. 

A stay in Orleans means enjoying a relaxed atmosphere that makes it easy to settle into vacation mode. The town has a charming village center with shops and restaurants, while the surrounding neighborhoods feel peaceful. Orleans strikes a comfortable balance between quiet coastal living and convenient access to nearby Cape Cod towns, making it a great home base for exploring the region. 

Orleans vacation rentals offer spacious living areas, private outdoor space, and proximity to the water. With a variety of waterfront homes, expansive estates, and cozy cottages, you are sure to find a property that provides the flexibility and comfort you are looking for when planning your Cape Cod stay. 

With its beautiful surroundings, small town atmosphere, and central location on the Lower Cape, Orleans offers visitors a timeless Cape Cod experience that is perfect for anyone looking for a relaxed coastal getaway.



Properties Available 21 properties available
*Contact us for information on long-term booking opportunities!*This home is represented by Nauset Rental, a local vacation rental management company.Escape to one of the largest parcels of waterfront properties left on Cape Cod. This spacious 4 acre private waterfront estate is located in the secluded Snow Point Association with private steps down
Hot HOT 27
Cove Gardens
Orleans Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 4 baths
Half Bath(s) 1 half bath(s)
Guests 14 guests
Rating 5 (3)
*Contact us for information on long-term booking opportunities!*This home is represented by Nauset Rental, a local vacation rental management company.Views of Nauset Beach from almost every room of this 5 BR/3 BA classic, wood filled Cape Cod home in Nauset Heights. A 3 minute walk to world-renowned Nauset Beach and easy walk to inland waters and b
Hot HOT 38
Dune Grass
Orleans
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 9 guests
This home is represented by Nauset Rental, a local vacation rental management company. Beach bound or poolside, the choice is yours. This 5 bedroom/5 bathroom Orleans home has been recently updated to provide all of the modern amenities that you have become accustomed to. This home is the perfect location for your family to enjoy a vacation full of
Hot HOT 21
Beach Bound
Orleans Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 3 baths
Half Bath(s) 2 half bath(s)
Guests 12 guests
Welcome to Orleans Oasis! This breathtaking waterfront estate on Pilgrim Lake is spread out over an acre of private, wooded land, offering a serene and sanctuary-like escape. Pilgrim Lake is the largest freshwater lake in Orleans. It spans an impressive 43 acres, is shaped like a heart, and has an island at it's center. It is known locally as a won
Hot HOT 13
Orleans Oasis
Orleans
Bedrooms 5 bedrooms
Bathrooms 3 baths
Guests 10 guests
Rating 5 (1)
This home is represented by Nauset Rental, a local vacation rental management company.Incredible location in highly desired Nauset Heights neighborhood. 1 minute walk to Nauset Beach via Callanan's Pass, just North of the public beach. This beautiful, well-maintained home is the perfect East Orleans beach getaway, with nice big yard and outdoor sho
Hot HOT 17
Sea Turn
Orleans
Bedrooms 4 bedrooms
Bathrooms 3 baths
Half Bath(s) 1 half bath(s)
Guests 11 guests
Rating 5 (3)
This home is represented by Nauset Rental, a local vacation rental management company.Are you looking for a classic Cape Cod home in the Nauset Heights area of Orleans for your next Summer vacation? Then look no further because we have the PERFECT home for you & it's just moments away from Nauset Beach! Nauset Lookout offers water views of the Atla
Hot HOT 36
Nauset Lookout
Orleans Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Rating 4.9 (24)
This well appointed home, is situated on a quiet lane yet centrally located to several bodies of water for swimming, boating, fishing, as well as all of the activities, restaurants and entertainment that Orleans has to offer. Complete with a private backyard and heated pool, this home has all the makings for a wonderful Cape Cod vacation. Entering
Hot HOT 14
Poolside Oasis
Orleans Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Nauset Tide pairs sophisticated coastal architecture with beautifully selected furnishings, warm natural materials, and luxurious finishes. Expansive windows fill the home with natural light and showcase the water views, while the open-concept kitchen, dining, and living area create an impressive setting for gathering with family and friends.Multip
Hot HOT 54
Nauset Tide
Orleans
Bedrooms 4 bedrooms
Bathrooms 5 baths
Half Bath(s) 2 half bath(s)
Guests 12 guests
Step back into Cape Cod history at the “1700 House,” one of the oldest homes in Orleans, while enjoying a relaxing getaway in one of the Cape’s most sought-after towns. Dating to 1765, this remarkable property is filled with authentic 18th-century character, from hand-hewn exposed beams – some reclaimed from shipwrecks – to wide-plank pine floors,
Hot HOT 29
Heritage Hideaway
Orleans Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
*Contact us for information on long-term booking opportunities!*This home is represented by Nauset Rental, a local vacation rental management company.Situated in a private setting (last house on ‘no outlet’ street), this quiet retreat offers convenient Cape vacation fun. The 3-bedroom, 2.5 bath home has a spectacular light-filled open plan living r
Hot HOT 17
Bayberry House
Orleans Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bath(s) 1 half bath(s)
Guests 6 guests
Rating 5 (7)
Welcome to Rocky Point Retreat, a stunning Cape Cod vacation home of uncompromising quality and style. Nestled atop a grassy knoll in Orleans, this private waterfront haven offers breathtaking views of Town Cove, where the sparkling waters stretch west toward Eastham. Thoughtfully designed for comfort and relaxation, the home provides 1,500 square
Hot HOT 12
Rocky Point Retreat
Orleans
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
Rating 5 (2)
Welcome to Love & Luck, a breathtaking, well-maintained vacation retreat in South Orleans. This spacious, magazine-worthy home offers multiple living spaces both inside and out, ideal for multi-generational gatherings. Thoughtfully designed with curated details and abundant natural light, it provides a sanctuary for relaxation and a place to reconn
Hot HOT 35
Love and Luck
Orleans Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Half Bath(s) 1 half bath(s)
Guests 8 guests
Rating 5 (4)

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