Cape Cod Vacation

Waterfront Estate on 2 Acres with 170 Foot Private Dock Orleans, Massachusetts Vacation Rental by Owner Listing 165851

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Location: Orleans, Cape Cod, Massachusetts, USA (Property Is only 1 1/2 Hours From Boston)

Accommodations:  Estate, 11 Bedrooms + No additional sleeping rooms avail, 8.5 Baths (Sleeps 22)

Keywords:  Estate, Compound, Family Reunion, Large Rental on Cape Cod, Waterfront, Water front, Waterview, Water view, Dock, Mooring, Large Family rental

The Captain Heman Smith House, built in 1862, is the Lovely Focal Point of the Compound overlooking the spacious lawn on the Waterfront of Nauset Cove.

Located In-Town on the Eastham/Orleans line, the Compound is a very Pleasant Gathering Place for large groups of family and friends.

The Four Air Conditioned Buildings all of which are fully equipped, provide a variety of accommodation options: Five Bedrooms and Four Bathrooms in the completely renovated Captain Heman Smith House, a Three Bedroom, one Bath Cape at the Water's Edge, a one Bedroom Carraige House with it's own Kitchen, and finally a brand new Two Bedroom, Two and a half Bath Cape with a Granite and beadboard kitchen. All of these beautiful homes overlook the Beautiful Spacious Lawn, Nauset Cove and Hopkin's Island!

The Captain Heman Smith Compound is rated as ''One of the Best Upscale Family Rentals on Cape Cod''

If you are looking for a charming Cape Cod waterfront setting, the Captain's Compound, conveniently located, yet private, should not be missed. The Captain Heman Smith Compound is well equipped to House and Sleep Twenty Two Guests Comfortably. The Captain's Compound comes complete with a beautiful 170 foot dock as well as a swimming dock and ladder on its own mooring in the Cove.

The Compound is a perfect setting for your Family Reunion, Anniversary, Corporate Retreat, or just a Long Weekend in the Off-Season with the Best of Friends.

''There are very few properties on Cape Cod that allow everyone to be together yet still have their own space''
J.H. - Greenwich, Connecticut.

''Our family felt like we had our own Kennedy Compound for the week'' K.J. - Boston, Massachusetts

''You have done a marvelous job restoring this landmark property''
B.L. - Avon, Connecticut

''Your house is so beautiful, right down to every last detail''
K.T. - Winchester, Massachusetts

''The Compound was absolutely perfect for our Family Reunion''
J.P. - Westport, Connecticut

''Our only complaint was that we had to leave''
L.B. - Wellesley, Massachusetts

''Your property was exactly what our family was looking for''
L.C. - Andover, Massachusetts

''Our immediate and extended family can't wait for next summer, this place is awesome''
K.P. - Greenwich, Connecticut

The Main Captain's House and the accompanying Homes combine for Nine Bedrooms ranging in size and feel. Each is unique in character and aesthetic appeal, with great attention paid to the design.

There is 1 King Size Bed, Seven Queen Size Beds, 1 Full Size Bed, 7 Twin Size Beds, Nine Bathrooms, Nine Showers, Three Bath Tubs and a Granite Jacuzzi Tub in one of the Master Suites. There is also a Gorgeous Tiled Handicap Accessible Shower.

The Four Kitchens are fully equipped with everything one needs to create meals of any size. There are also Two Gas Grills for Outdoor Cooking complete with Two Extra Large White Picnic Tables for those Memorable Backyard Meals.

There are also Multiple Televisions, DVD players, VCR's, a Full Stereo with built in speakers, a Temperature Controlled Wine Fridge, Wireless Internet Access, a Telescope, Plenty of Adirondack Chairs, Linens and Bath Towels

Need more space? Need less space? Contact us about other properties we have to offer!

Vacation Rental Features

  • Amenities
    • Air Conditioning
    • Linens Provided
    • Washer (3)
    • Dryer (3)
    • Off Street Parking
    • Parking for RV/Boat/Trailer
  • Beds
    • King Bed
    • Queen Bed (6)
    • Double Bed
    • Twin/Single Bed (7)
    • Convertible Bed
  • Entertainment
    • Jetted Tub in Bath
    • Cable/Satellite TV
    • DVD (3)
    • VCR (2)
    • CD Player
    • Stereo System (2)
  • Kitchen
    • Full Kitchen (4)
    • Cooking Utensils Provided
    • Refrigerator (3)
    • Dishwasher (3)
    • Microwave (3)
    • Ice Maker
    • Catering Available
  • Outdoor Features
    • Gas/Electric BBQ Grill (2)
    • Deck/Patio : Brand new Beautiful 1100 Sq ft Cobbelstone and Paver Patio
    • Lanai
  • View/Location
    • Waterfront, not Lake/Oceanfront. Ask for details : We are located directly on Nauset Cove (or Town Cove) which is a beautiful inlet off the Atlantic Ocean.
  • Communications
    • Telephone
    • Free Long Distance
    • Broadband Internet
    • WiFi (Wireless Internet)
  • Suitability
    • No Pets Allowed
    • Kid Friendly
    • Smoking Not Allowed
  • Activities
    • Golf
    • Tennis
    • Shopping
    • Kayaking
    • Sailing
    • Boating
    • Waterskiing
    • Swimming
    • Surfing
    • Windsurfing
    • Biking
    • Mountain Biking
    • Wildlife Viewing
    • Fishing
    • Health/Beauty Spa
    • Racquetball
    • Basketball Court
    • Antiquing
    • Miniature golf
    • Shelling
    • Hiking
    • Restaurants
    • Fitness Center/Gym
    • Cinemas/Movie Theaters
    • Museums

 

Rate Details (In US Dollars)

Personal Currency Assistant

Jan-Jun .. $5000-$14,000/week
Jul-Aug .. $16,000/week
Sep-Dec .. $6000-$12,000/week

Note: Until confirmed, rates are subject to change without notice.

Dates available:Year Round
Before contacting us, please check our calendar for your desired dates

Links to more information:

Note: Each property is individually owned or managed.

Owner's Profile

Year Purchased: 2006

Property Photos

Traveler Reviews (10)

Waterfront Estate on 2 Acres with 170 Foot Private Dock
5/5

Our very best family vacation!

Guest: BeachFamily12 (West Hartford, CT)
Date of Stay: 09/07/07 Review Submitted: 06/16/08

This property is picture perfect! Our whole family enjoyed every minute we were there. The Compound is a really special place, we were all together and still had our own space. The layout of the houses was ideal for our family and extended family. When we arrived the houses were all spotless. The kids loved swimming and fishing from the dock as well collecting various shells. The 4 kitchens were a huge plus for our “theme dinners”. We loved the fact that Nauset Beach was so close by and the proximity to shopping and the local restaurants was a huge plus. The owners were great and really personable. They have done a fantastic job with this landmark property right down to every last detail. I would recommend this rental to any large group looking for the quintessential getaway on Cape Cod, while still having all the modern conveniences of home. This rental was worth every penny, we look forward to returning again next year and for years to come – well done!

Did you find this review helpful? Yes | No

Helpful votes: 19/25

Guest Comment Entered by Owner

Guest: Cape Family Reunion (-)
Date of Stay: 06/19/10 Review Submitted: 10/24/10

The Captain's Compound was the ideal place for our family reunion! What a beautiful spot - sea life in the water, rabbits galore and awesome sunrises. Best of all, our extended family were all there and not on top of one another as you find in other large rentals. Having the 4 homes was a dream come true...thank you!

Did you find this review helpful? Yes | No

Helpful votes: 3/4

Guest Comment Entered by Owner

Guest: Brian and Susan (-)
Date of Stay: 08/21/10 Review Submitted: 10/24/10

The Sea Captains home...what a beautiful & welcoming property. Incredible views! Everyone fell in love with the feel of this house and the warmth within it. Every room has its own special character and feel. Would recommend it to all. Our only wish...we could all just live here.

Did you find this review helpful? Yes | No

Helpful votes: 2/4

Guest Comment Entered by Owner

Guest: Matt and Karen (-)
Date of Stay: 07/10/10 Review Submitted: 10/24/10

We thoroughly enjoyed ourselves. We've taken 10 'family vacations' over the past 10 years - Maine, Wyoming, Colorado etc., and we all agreed this was the best. You have lovely facilities and the convenience of nearby beaches, shopping and restaurants. We had a great week, the house was beautiful & comfortable. Are hoping to be back every year - even the weather was perfect! Thanks for sharing your beautiful home.

Did you find this review helpful? Yes | No

Helpful votes: 2/4

Guest Comment Entered by Owner

Guest: Harvard Crimson (-)
Date of Stay: 05/08/10 Review Submitted: 10/24/10

Our group of Harvard Professors have rented many of the larger rentals on Cape Cod, this property is the very best by far. If you are looking for a private estate for a large group or family vacation, then look no further. See you again in the Spring!

Did you find this review helpful? Yes | No

Helpful votes: 3/5

Guest Comment Entered by Owner

Guest: Mac508 (-)
Date of Stay: 08/07/10 Review Submitted: 10/24/10

What a lovely property! We filled the compound to capacity and had plenty of room. This was the location for our annual family summer vacation, a group of 20. The property was very clean and well maintained. The compound is divided into 4 houses/cottages which gave everyone their "own space" and the grandparents a quiet place to hide with the 11 children running around. Although we didn't swim from the docks, the kids spent hours fishing and crabbing down there. Sunrises were lovely and the yard gave us enough room for a lobster/clam bake and to set up the badminton tent. Shopping is very close by (within walking distance) which made it very easy for anything we needed! Great ocean and bay beaches are also close by. We have been doing our annual trip for 9 years and this property ranks at the top! I would recommend this property for any large group looking to have a fun and relaxing trip!

Did you find this review helpful? Yes | No

Helpful votes: 1/2

Guest Comment Entered by Owner

Guest: Rebecca55 (-)
Date of Stay: 08/14/10 Review Submitted: 10/24/10

Our family rented the Captain Heman Smith House last fall for accommodations during our daughters wedding. The property was perfect! The wedding was held at the Chatham Bars Inn and The Captain Heman Smith Estate gave our family the feeling of having our own compound on Cape Cod for the long weekend. Family members were able to pop in and out giving us the perfect laid back gathering place. We loved the property so much we’re taking the family back next summer for a week in August! If you are looking for the ultimate Cape Cod vacation be sure to book a week at this landmark property.

Did you find this review helpful? Yes | No

Helpful votes: 1/2

Guest Comment Entered by Owner

Guest: Beach Family (-)
Date of Stay: 09/04/10 Review Submitted: 10/24/10

This property is picture perfect! Our whole family enjoyed every minute we were there. The Compound is a really special place, we were all together and still had our own space. The layout of the houses was ideal for our family and extended family. When we arrived the houses were all spotless. The kids loved swimming and fishing from the dock as well collecting various shells. The 4 kitchens were a huge plus for our “theme dinners”. We loved the fact that Nauset Beach was so close by and the proximity to shopping and the local restaurants was a huge plus. The owners were great and really personable. They have done a fantastic job with this landmark property right down to every last detail. I would recommend this rental to any large group looking for the quintessential getaway on Cape Cod, while still having all the modern conveniences of home. This rental was worth every penny, we look forward to returning again next year and for years to come – well done!

Did you find this review helpful? Yes | No

Helpful votes: 1/2

Waterfront Estate on 2 Acres with 170 Foot Private Dock
5/5

I wish we could live there!

Guest: Rebecca55 (Westport, CT)
Date of Stay: 09/25/08 Review Submitted: 11/23/08

Our family rented the Captain Heman Smith House last fall for accommodations during our daughters wedding. The property was perfect! The wedding was held at the Chatham Bars Inn and The Captain Heman Smith Estate gave our family the feeling of having our own compound on Cape Cod for the long weekend. Family members were able to pop in and out giving us the perfect laid back gathering place. We loved the property so much we’re taking the family back next summer for a week in August! If you are looking for the ultimate Cape Cod vacation be sure to book a week at this landmark property.

Did you find this review helpful? Yes | No

Helpful votes: 8/12

Waterfront Estate on 2 Acres with 170 Foot Private Dock
5/5

Captain Heman Smith House-Perfect!

Guest: Mac508 (Massachusetts)
Date of Stay: 08/01/07 Review Submitted: 12/19/07

What a lovely property! We filled the compound to capacity and had plenty of room. This was the location for our annual family summer vacation, a group of 20. The property was very clean and well maintained. The compound is divided into 4 houses/cottages which gave everyone their "own space" and the grandparents a quiet place to hide with the 11 children running around. Although we didn't swim from the docks, the kids spent hours fishing and crabbing down there. Sunrises were lovely and the yard gave us enough room for a lobster/clam bake and to set up the badminton tent. Shopping is very close by (within walking distance) which made it very easy for anything we needed! Great ocean and bay beaches are also close by. We have been doing our annual trip for 9 years and this property ranks at the top! I would recommend this property for any large group looking to have a fun and relaxing trip!

Owner response:Thank you very much for your review! It means so much to us every time we hear about the great experiences families like yours have at the Compound. We look forward every summer to making the property even that much better. Summer on Cape Cod together with family and friends is what life is all about – creating an experience filled with memories that will last a lifetime. All the best!

Did you find this review helpful? Yes | No

Helpful votes: 29/36

First (10) of (10). Write a Review

Dates available:Year Round
Before contacting us, please check our calendar for your desired dates

Note: Each property is individually owned or managed.

Vacation Rentals by Owner Listing #165851

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This listing was first published here in 2008.

Date last modified - Friday, June 24, 2011