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Orleans Vacation Rentals

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9 reviews
<b> Completely renovated in 2012-13.</b> The quiet lane, the light breeze, the water view... Located in the popular oceanside community of Pochet, this home has someth...
4 reviews
Our waterfront estate on the Chatham line in South Orleans features 300 feet on beautiful Pleasant Bay, where it has been a landmark to the area for 100 years. It was ch...
2 reviews
Enjoy breathtaking water views from Manor-by-the-Sea, a handsome estate located on its on 200 feet of sandy beach. Picturesque Big Pleasant Bay is one of the Cape's best...


'Briar Point' is East Orleans' premier rental lodging and is now vacationer review rated #1 on Cape Cod for satisfaction in luxury lodging! Enjoy magnificent views of th...
1 review
Enjoy this lovely, large, sun-filled home in charming East Orleans on a spacious, 1.5 acre private property with saltwater views of Frostfish Cove (leading to Little Ple...
5 reviews
steps away from the sandy shores of Nauset Beach on the Atlantic the views from the Great Room, the adjacent deck will move you the sound of the waves crashing BBQ's by ...
4 reviews
This home, including a separate cottage apartment, sits on an acre of lawn surrounded by mature plantings which secure privacy but leave plenty of room for Capture the F...
3 reviews
Make your reservations now and take advantage of 2014 Special Rates! This 6000 sq-ft luxury Estate is a gracious oasis of tranquility with mesmerizing views suitable for...
2 reviews
Striking water views from every room! Swim off the private dock. Use the 3 kayaks provided to explore the Bay. Bring your motor boat, sailboat, or raft to this waterfron...
1wk available Summer 2015 - July 4-11 Yes! 2 private homes with a solar Heated Pool found on 1.8 acres in desirable East Orleans! Ideal for a large group or families to...
Our waterfront property on Pleasant Bay half way between the charming towns of Chatham and Orleans features 200' of private beach and overlooks the Bay and Chatham. Sit ...
1 review
Come experience the wonder of a truly unique Cape Cod vacation! Enjoy six private, waterfront acres on Old Field Point in the desirable Barley Neck Section of East Orlea...
1 review
Enjoy family time at the Cape in this beautiful, charming, 5-bedroom house in the exclusive Mill Pond area of East Orleans! Located in a family-friendly neighborhood, th...
Nauset Heights - Enjoy the tranquility of this extraordinary location with private access to Nauset Beach. Listen to the waves, and relax on the water-facing decks. This...
East Orleans waterfront home overlooking Meetinghouse Pond. Bright and airy, spacious and comfortable, fully equipped, 4BR/2BA and 2 half bath contemporary home. Enjoy e...
Beautifully decorated 3BR/3.5BA Cape style home with deeded access to Meetinghouse Pond and The River! The interior is spacious, bright, beachy, fresh, and has newer fur...
1 review
Lovely family home with 3-4 bedrooms, serenity! This lovely home sits in a beautiful peaceful setting, and is furnished so comfortably with lovely antiques as welll. An ...
Welcome to Mallard bay View Estate. Perched at the edge of a huge pristine salt marsh, this 3000 square foot ocean-view estate is less than 1 mile to town center, Skaket...
2 reviews
This one of a kind, magnificent, 6 bedroom estate is perfectly situated on Little Pleasant Bay and on nearly 4 acres of pristine, wooded land with 170 feet of private, s...
1 review
Unforgettable...perfect for families travelling from abroad and out of state. Everything provided for your comfort and pleasure. Beautiful, new, architectually pleasing ...
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Another glorious stay
This is our third year at this property, and we've thoroughly enjoyed every visit. The views are fabulous, and entry to a private section of Nauset is a real plus for those of us who love a day at the beach. The accommodations are luxurious--new b... Read more
Again Superb !
We stayed once again in the guest house for a number of days in late April and it was spotless as usual ! After coming to the Cape for decades, this is by far the absolute BEST place we have stayed. Patty & Bob are the perfect couple to rent from ... Read more
Fantastic house
This is a spacious house, very comfortable even for the 6 adults and 5 children present. Both the house manager and the owners were very responsive to questions, which allowed us to truly enjoy the week. The deck had a great view and was perfect f... Read more
Summer Vacation at the Cape
We have been coming to Cape Cod for many years, and this property gave us what we needed for a comfortable and convenient home-away-from-home. The owner was a pleasure to deal with. Orleans is an ideal spot as it provides easy access to both the b... Read more
Like home
Feels like our summer home. 2016 will be our third stay at this comfortable, clean and perfectly located rental. Louisa is wonderful, a great help with my allergies and sensitivities. My husband and I love Orleans, bike trails, beaches, galleries ... Read more
Great location and beautiful house
Our family did not lack for anything during the week that we stayed at this house! Everything was very well thought-out -- from the first aid station in the bathroom to the extra towels and bed linens. The kitchen is huge, with every utensil and a... Read more
Perfect cottage
My husband and I have stayed at the cottage for a week each summer for the past 5 years. We love it. It's perfect for a quick get-away or week-long vacation for two. It's a great alternative to a hotel as it's furnished just like one of the high e... Read more
Couldn't ask better!
We're just about to leave this house, and we have to admit that it's with a little sadness! It's by far the most fully equipped place that we've rented so far! Everything's there! The size or the house was perfect for our family (2 adults, 4 kids ... Read more
Awesome Cape Cod Home
We had an awesome time here. We've stayed in this home before and now that it's been so wonderfully updated, it was even better. We hope to return again soon! The Homeowners have been great to work with. I highly recommend this home---just don't c... Read more
Absolutely Perfect!
This guest house is by far the best place we have ever rented on the Cape. The place is very clean and has everything you could possibly need. It is centrally located making it very easy to get to the beaches, restaurants and other places around t... Read more

Orleans was named to honor the French contribution to the 13 original colonies. Surrounded by nature's beauty and offering a plethora of activities, Orleans blends history with present-day fun.

Orleans Highlights and Features:

  • Cape Cod Rail Trail offers 22 miles of paved trail through local flora and fauna, perfect for biking, hiking, horseback riding and off-trail discoveries.
  • Church of Transfiguration is a stunning cathedral with displays of local and international artisans including mosaic work, frescoes and stained glass windows.
  • Skaket Beach has calm, warm water, lifeguards, snack stands, and restrooms available for hours of family fun. Enjoy the sunsets on this lovely family beach.
  • Nauset Beach is a ten-mile community owned beach with low dunes and large waves offering body and board surfers a great venue.
  • Jonathan Young Windmill Review allows visitors to explore a salt making mill and presents information of the history and operation of this once thriving industry.
  • French Cable Station Museum is the landing point for the 3,000 mile transatlantic cable, a historic communication port with original equipment intact.
  • Mashpee Wampanoag Powwow is a three-day, July festival by the Wampanoag tribe, whose ancestors assisted the pilgrims, features dancing, drumming and a fireball ceremony.

Blog Posts

October 07, 2012
I took a ride on my motorcycle the other night to Orleans, hoping to see the moon rise over Nauset Beach and take some photo's of it. What a beautiful evening! While I was waiting for that orange ball...
September 20, 2012
Nauset Beach in Orleans is one of the town managed beaches within the Cape Cod National Seashore. It has restrooms, showers, a snack bar - it's a very well kept resource. Access is free for Orleans re...
August 05, 2012
Happy Summer! I took a ride on my motorcycle the other night to Orleans, hoping to see the moon rise over Nauset Beach and take some photo's of it. What a beautiful evening! While I was waiting for th...
July 21, 2012
She amassed many recipes and these are from Mayo's Duck Farm, which was in Orleans, MA on the way to Nauset and a real old-fashioned slow food community unto itself. There's a great write up in the w...
September 22, 2010
My husband and I enjoyed a one-day vacation exploring Orleans, Truro and Wellfleet yesterday during the best month on Cape Cod. One of our discoveries was a hidden architectural treasure right at Rock...
September 01, 2010
Stupidly, I hadn’t brought my own kayak. But I got lucky and connected with Julie Martin, manager of the Outdoor Center at the Goose Hummock Shop in Orleans. In summer, Julie teaches kayaking. Her sho...
January 28, 2010
If we see Cape Cod in that way then Orleans would be considered the elbow, and in many ways it is. The elbow connects the upper and lower arm, Orleans connects the two segments of Cape Cod as well. ...
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