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Orleans Vacation Rentals

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4 reviews
Enjoy dining al fresco on the patio with a gorgeous ocean view at this cozy Cape Cod home. Grab one of the two beach chairs and head to Nauset beach, just a few blocks ...
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
Well-maintained, comfortable cottage located on a nicely landscaped property, with an extensive view of a salt marsh and Pleasant Bay. On the first floor, there is a wel...
1 review
Classic Nauset Heights home sitting directly on the bluff with magnificent views of Nauset Beach, the Atlantic Ocean, and Nauset Marsh. Short walk to bay and ocean beac...
''Quail Hill'' is a wonderful, rambling, Cape-style cottage. Located atop a quiet, private road in Orleans, the house is within a short walk or drive of everything a fam...
Enjoy the ultimate in privacy, comfort and affordability in the exclusive Nauset Heights neighborhood, where you can walk to the Mill Pond, Priscilla Landing and down th...
Bright, clean, air-conditioned, smoke-free, pet-free seasonal waterfront guest house located in a private association, featuring a spacious living room, dining and kitch...
1 review
Nauset Heights Classic! Unbelievable value for this 4 bedroom, 2 bath with outdoor shower next to Nauset Heights Association's beach stairs (which you have full use of a...
6 reviews
Enjoy the pleasures of a waterfront property -- Wake up to views of a peaceful Pleasant Bay inlet from this sun-filled, modern 3-bedroom cottage in the woods. Launch you...
Just off beautiful Pleasant Bay, this large Cape Cod home is perfect for families, or generations of families, to spend time together with easy access to everything the ...
2 reviews
2 bedroom condo on beautiful Crystal Lake in Orleans. TV, Internet, full kitchen, outdoor shower, patio, swimming platform, kayaks provided, great fishing and swimming. ...
3 reviews
Families can watch a Nauset Beach sunrise, walk to one of the best beaches in the country or just enjoy a spacious, totally relaxing vacation home. Enjoy evening bbqs on...
6 reviews
We call this our tree top cottage. It sits up on a hill overlooking several acres of wooded conservation land and walking trails. Located on a quiet cul-de-sac that is s...
3 reviews
Immaculate, beautifully decorated, charming 4 bedroom, contemporary Cape on cul-de-sac in family-friendly East Orleans neighborhood, 1.7 miles to desirable Nauset Beach....
1 review
Classic Cape with bright, modern, free-flowing interior and central air conditioning in a tiny neighborhood on a private road in the woods (but only 2 miles to local sto...
8 reviews
Five-minute walk to Nauset Beach, views of the Atlantic Ocean. This vintage Nauset Heights home offers water views and has a spacious interior living space. Walk 5 minu...
1 review
This newly renovated and furnished 3 bedroom home is within 200 yards of a town landing on Pochet Inlet and under a five minute drive to Nauset Beach or Meetinghouse Pon...
2 reviews
This lovely 3 bedroom, 2 bath, ranch style home is in Brewster near the Orleans border and bayside beaches. The home is part of a private association that includes a ten...
3 reviews
A 5 minute drive (1.2 Miles) to Nauset Beach (National Seashore), this bright and sunny cottage sits on a quiet, private road, with only an occasional car rolling by, an...
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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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