Entire home

Luxury Waterfront Home with Pool and Dock NEW 5% Discount Until Feb. 28th

Family-friendly holiday home with an outdoor pool, near Cape Cod Beaches

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Exterior -  Luxury Waterfront Home with Pool and Dock  NEW 5% Discount Until Feb. 28th (eastham)
Property grounds -  Luxury Waterfront Home with Pool and Dock  NEW 5% Discount Until Feb. 28th (eastham)
Smart TV, fireplace, video games, table football -  Luxury Waterfront Home with Pool and Dock  NEW 5% Discount Until Feb. 28th (eastham)
Dining -  Luxury Waterfront Home with Pool and Dock  NEW 5% Discount Until Feb. 28th (eastham)
Property grounds -  Luxury Waterfront Home with Pool and Dock  NEW 5% Discount Until Feb. 28th (eastham)
Welcome to The Jeremiah Smith House, a quintessential Cape Cod retreat nestled on 2 acres of waterfront property with direct access to Nauset Harbor. With its classic architecture and modern comforts, this luxury home features 4 en suite bedrooms with private TVs and beautiful views of the Cove.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms4 bathrooms279 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Luxury Waterfront Home with Pool and Dock NEW 5% Discount Until Feb. 28th

Come to your very own private resort on Cape Cod, located directly on the Cove of Nauset Harbor on the Eastham/Orleans line. The Jeremiah Smith House is the place to be for your quintessential Cape Cod getaway. This luxury home offers the perfect convergence of classic Cape Cod architecture and charm with all the modern comforts and amenities. This includes air conditioning throughout, 4 en suite master-sized bedrooms, a game room with TV, a gas fireplace, bumper pool, Xbox and Netflix as well as other games. Three of the bedrooms have their own streaming TV's, sitting areas., and beautiful views of the Cove. The fourth bedroom, on the first floor, is adjacent to a sitting room with streaming tv and a gas fireplace. There is a large, well equipped kitchen with granite counter tops and island, stainless steel appliances, Jenn_Aire cook top, and wall oven and microwave. The laundry room is conveniently located off the kitchen. There is also a dining area in the kitchen that enjoys spectacular views of the Cove. The 30 ft long Great Room ensures very comfortable space for all to gather together. This sprawling home is nestled on a 2 acre wooded waterfront lot (270 ft of direct private water frontage) on a dead end road, replete with a 25 foot dock with beach grass and the smell of salty air. The dock allows easy use of two 2-person kayaks, 2 paddle boards, a single kayak, and provides a docking opportunity for your boat which gives you access to the Atlantic Ocean. A kidney- shaped pool is perched on a knoll, taking advantage of spectacular water views. Next to the pool is a beautiful pergola with a gas fire pit, comfortable seating, and is great as a gathering place day or night. The "Oar House" offers all you need for the beach, including beach chairs, umbrellas, and beach toys and games. The huge rear deck, with gas grill, provides unobstructed views of the pool area and the Cove which are second to none.
All of this combines for a one-of-a-kind retreat built for creating memories. Elegant or casual dining, shopping, mini-golf, ice cream, sail boat, kayak or other boat rentals on the Harbor and the bike trail are all within a short walk away. This home provides all the amenities of your own small resort!

Property amenities

Beach

  • Beach loungers

Pool/Spa

  • Heated pool
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Kitchenette
  • Lobster/crab pot
  • Microwave
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms

Bathroom

  • 4 bathrooms
  • Bathtub or shower
  • Outdoor shower
  • Shower
  • Soap
  • Toilet paper

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Video games

Outdoor areas

  • Firepit
  • Garden
  • Gas grill
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Handrails in stairways
  • Hardwood flooring in public areas
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the ocean
  • On the waterfront

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Boat
  • Foosball table
  • Heated pool
  • Kayak
  • Optional golf privileges
  • Paddleboard
  • Water sports equipment
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Whale watching nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Eco-friendly cleaning products used
  • Garden
  • Recycling
  • Unit size: 3,000 square feet

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 35

Check-out

Check-out before 10:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Rules

No children under 12 years old are allowed to use the pool without adult supervision. Maximum of 10 people in the pool at one time

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
This property uses eco-friendly cleaning products
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number C0093860860

Property is also known as

Luxury Waterfront Home with heated Inground Pool
Luxury Waterfront Home with heated Inground Pool Orleans

About the area

Located in Eastham, this holiday home is on the waterfront. Jonathan Young Windmill and Edward Penniman House and Barn are local landmarks, and the area's natural beauty can be seen at Cape Cod Beaches and Mayflower Beach. Travelling with kids? Consider Orleans Bowling Center and Adventure Chatham. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby. Visit our Eastham travel guide
View more Holiday homes in Eastham
Map
eastham, MA

What's nearby

  • This windmill was built in the early 1700's in South Orleans. By 1839 it was moved to overlook the Town Cove on the present hillside site of The Governor Prence Motor Inn on Rt 6A. During the recent restoration it was relocated to the small park on the shore of Town Cove where it stands today.
    Jonathan Young Windmill
    5 min walk - 0.4 km
  • Beautiful Beach. What a great beach! Big and gorgeous.  Yarmouth's largest saltwater beach
    Cape Cod Beaches
    3 min drive - 2.2 km
  • An evening at the Cape is just what the weather gods recommend. Come summer and most Bostonians don't lose a single opportunity to hit the coastline. These miles of pristine beaches make 100 days of summer absolutely worthwhile. Most people have a few cape stories, and so do we. Hoping to share them with you all over this summer. 

#CapeCod #VisitMA
    Rock Harbor Beach
    3 min drive - 2.2 km
  • Cape Escape Adventure Golf
    3 min walk - 0.3 km
  • Orleans Bowling Center
    2 min drive - 2.5 km

Getting around

  • Hyannis Transportation Center
    30 min drive
  • Hyannis, MA (HYA-Barnstable Municipal)
    39 min drive

Restaurants

  • Wendy's
    3 min walk
  • Hot Chocolate Sparrow
    18 min walk
  • Dunkin'
    2 min drive
  • Hog Island Beer Co.
    4 min drive
  • Town Cove Tap House
    18 min walk

Frequently asked questions

Does Luxury Waterfront Home with Pool and Dock NEW 5% Discount Until Feb. 28th have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is Luxury Waterfront Home with Pool and Dock NEW 5% Discount Until Feb. 28th pet-friendly?

No, pets are not allowed at this property.

How much is parking at Luxury Waterfront Home with Pool and Dock NEW 5% Discount Until Feb. 28th?

On-site parking is available at the property.

What time is check-in at Luxury Waterfront Home with Pool and Dock NEW 5% Discount Until Feb. 28th?

Check-in begins at 4:00 PM.

What time is check-out at Luxury Waterfront Home with Pool and Dock NEW 5% Discount Until Feb. 28th?

Checkout is at 10:00 AM.

Where is Luxury Waterfront Home with Pool and Dock NEW 5% Discount Until Feb. 28th located?

This family-friendly Eastham holiday home is located on the waterfront, within 2 mi (3 km) of Jonathan Young Windmill, Orleans Bowling Center and Rock Harbor Beach. Edward Penniman House and Barn and Skaket Beach are also within 3 miles (5 km).

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Luxury Waterfront Home with Pool and Dock NEW 5% Discount Until Feb. 28th Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 31 out of 33 reviews
Rating 8 - Good. 2 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 0 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

9.8

Cleanliness

10

Location

Reviews

10/10 Excellent

Morgan C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a lovely time. The property is beautiful and so is the view from the deck. It is convenient to get to other parts of the cape as well. Would 100% stay again!
Stayed 7 nights in Jul 2025

10/10 Excellent

sharon f.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect spot for a great vacation

The pool tops off a very equipped house including kayaks, paddle boards, with a great dock to launch from,beach equipment of every kind and a spectacular view. Very child friendly.
Stayed 14 nights in Aug 2023

10/10 Excellent

David M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Better then expected

The ad does do the property justice as the views and location are excellent. The house exudes Cape Cod and the pool makes the family experience wonderful. We would certainly rent again!
Stayed 7 nights in Jul 2023

10/10 Excellent

Joan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home is very special. From the moment you enter the driveway, you see the home, the pool and the expansive front lawn up to the dock on the cove, and you will be impressed by the pristine landscape, and know that beautiful days lie ahead at this property. Inside we found perfect spaces for all ages. The rooms were comfortable, the views were incredible. We have a family aged one to 67 and each person had a perfect bedroom/bathroom combination, comfortable beds, and great AC. I also must mention the very expansive deck that looks over the pool, yard, and the cove. There is a very large table that was perfect to gather for morning coffee, and dinnertime when we would cook on the grill. The dock was the highlight of the home. We caught crabs, kayaked, fished, ate s'mores, and watched the night sky. The weather was beautiful but we did have to contend with the wind and waves from Hurricane Erin. That day proved to be a chance to mini-golf, explore Ptown, hit the gift shops, and explore the Truro vineyard. We are already planning to return next summer. Our hosts could not be nicer and we feel so fortunate to have found this waterfront property!
Stayed 7 nights in Aug 2025

10/10 Excellent

Jeannine H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfection!!!

We had the most glorious family vacation at the Jeremiah Smith House on Cape Cod! From top to bottom, it was sheer perfection!!! Upon arrival, Mo and Pam greeted us at the house and gave us the grand tour of this amazing property, which far exceeded our exceptions!!!! The photos don't do this house justice, seriously, it was AMAZING!!! Mo and Pam were so incredibly kind and knowing that we were there to celebrate my mom's 80th birthday left her a bottle of champagne along with a note in the refrigerator, wow!!...so incredibly thoughtful!!! The shed was loaded with everything we could possibly need/want to create the most memorable family vacation. There were beach chairs, pool floats, lawn games, fishing gear, beach umbrellas, kayaks, paddle boards, I mean, you name it!...it was in there! The back deck dining table sat all of us very comfortably and it was a perfect way to start the day with a cup of coffee overlooking the sound as the sun rose to welcome in the new day!!! Would definitely stay here again!...thank you Mo & Pam for sharing your exquisite home with us, absolute PERFECTION!!!
Stayed 7 nights in Jul 2023

10/10 Excellent

Laura D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved this home! It hit all our buttons....voted by the Family as best Vacation Home Ever!
Stayed 7 nights in Aug 2025

10/10 Excellent

David M.

Liked: Cleanliness, check-in, location, listing accuracy

Wonderful property and location

We are returning renters and love the house and area.
Stayed 7 nights in Jun 2024

10/10 Excellent

Keegan C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding family retreat

Maurice and Pam were wonderful both through the booking process, our stay, and afterwards. I made a point of calling them near the end of our stay to let them just how special it was for us. House is warm. Pool is essential. Pergola area is hard to leave. Close to food. We made memories. We hope to return.
Stayed 7 nights in Jun 2020

10/10 Excellent

Allison S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family reunion week in the Cape

We had a great time at this property. It was the first time that our three generations could be together in almost 2 years. It was the perfect set up for multiple generations. The pool was fantastic. We had no idea that we would spend as much time on the dock and on the water as we ended up doing. The kayaks and standup paddle boards were a great addition. The shed was well equipped for all our beach adventures. The location was central to so many great beaches. The Knack was about a 2 minute walk away and had great lobster rolls and ice cream. We would absolutely rent this property again.
Stayed 7 nights in Aug 2021

10/10 Excellent

Deborah K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect Spot for a Family Vacation

Our family had a wonderful week in Eastham at our dream house! With 6 adults and a toddler, we needed lots of private as well as common spaces. The house, furnished with antiques and nautical decor, is very welcoming and provided a warm gathering place for all of us. The family/great room ran across the back of the house, affording gorgeous views of the Orleans Town Cove. The 2 large upstairs bedrooms had amazing water views as well. The entire basement is furnished and provided a quiet area for our son, daughter-in-law and grandson.We also loved the deck and pergola for morning coffee, afternoon cocktails as well as al fresco dining. The pool was an added bonus, a warm respite after venturing into the chilly Atlantic! Walking through the backyard brought you to the dock on the cove, complete with kayaks and paddle boards. Additionally, there was an entire shed filled with life preservers, lawn toys, beach chairs, etc. The owners, Moe and Pam, have created a lovely oasis in a private setting, yet so close to shops, restaurants and beaches. Moe was quick to answer any questions I had prior to our visit and even sent a Cape Cod guide to us in the spring. He also called me shortly before we left to see if I had any additional questions and was very helpful with his responses. Our daughter and son-in-law were the first to arrive and Moe and Pam were on the premises to "show them the ropes." They even left a bottle of champagne in the fridge with a lovely, welcoming note! Our family will always treasure the memories we created here!
Stayed 7 nights in Aug 2022

10/10 Excellent

sharon f.

Liked: Cleanliness, check-in, communication, location, listing accuracy

stellar vacation home awaits'!

Fabulous stay at this amazing property. Perfect family vacation. Mo and Pam so accessible and a delight to deal with!
Stayed 7 nights in Aug 2022

10/10 Excellent

Megan G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice house - perfect for our group

Owners were there to greet us and show us around. House is well cared for and has a beautiful view of the water. We made very good use of the pool during this recent heat wave. We played plenty of games around the big dining room table and coffee table, did a puzzle on the table in the kitchen, and ate all of our meals out on their deck. Loved our stay. Thank you Moe and Pamela!
Stayed 7 nights in Aug 2022

8/10 Good

Diane M.

Liked: Check-in, communication, location, listing accuracy

Beautiful property!

We traveled to the Cape for a one week stay at the Jeremiah Smith house with our three adult sons, their spouses, and our grandson. We thoroughly enjoyed the gorgeous sunrises and views, gardens, pools, pergola, and large outdoor deck. Each couple had their own private bath and the beds were comfortable. The kitchen was a bit small for a group of 8 trying to cook together but had all of the necessary pots, pans, and tools needed to prepare our meals. We’ve stayed in more modern homes in the past so this was a change for us but we enjoyed the antique feel and historical ambience of the home. Moe and Pam were gracious hosts!
Stayed 7 nights in Jul 2022

10/10 Excellent

alan b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Jeremiah House really exceeded our expectations

This was our 2nd weeklong visit to the Cape. This time with our new granddaughter. We liked being farther out on the Cape, between Chatham, Wellfleet, Orleans… There was so much to do at the house from the pool area, the dock area with the firepit (where we had happy hours), the basement with the bumper pool. Lots of family fund and memories. And Moe is an excellent host!,.
Stayed 7 nights in Sep 2021

10/10 Excellent

Ryan L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Last Hurrah to the Cape!

Amazing experience! Owners were gracious and accessible throughout the entire process (including the week we were there (owner was available via text for any/all inquiries)). BEAUTIFUL property - pictures do not do it justice. Had everything our large group (ages ranging from 3-60) needed to have fun and stay occupied. The owner told me he wanted this to be our "best vacation ever", and I am hard pressed to recall a vacation that compares. Highly recommend!
Stayed 7 nights in Aug 2021

10/10 Excellent

lauren b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful week

We had a wonderful week at this property. It’s every bit as beautiful as it appears in the photos. The owners were lovely and easy to communicate with. The home had everything we needed for a fun and relaxing summer vacation. I hope we can stay again in the future.
Stayed 7 nights in Jun 2021

10/10 Excellent

Daniela B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing property!

My family and I stayed here for a week. Mo and Pam were amazing hosts! We had a great time and everything was perfect. The patio is amazing and the views are unbeatable. Highly recommended!
Stayed 7 nights in Sep 2020

10/10 Excellent

Hillary T., Westfield, NJ

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Rental House Ever!

We have rented vacation houses for years and years and this house is by far the best! Moe and Pam could not have been more hospitable. The house is appointed with love and care. The outside grounds are beautiful. The location is central to everything. We enjoyed every second at their house and would definitely like to come back.
Stayed 14 nights in Aug 2020

10/10 Excellent

Ethan F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house for family vacation

Great place, plenty of room for ten people, beautiful grounds with pool, pergola, tree-shaded Garden and gorgeous views.
Stayed 7 nights in Aug 2020

10/10 Excellent

Christopher B., Sunderland

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful house and location.

The house was beautiful. Plenty of room for the entire family. The outside setup with the pool and veranda was ideal. It was a pleasure working with the owner.
Stayed 7 nights in Jul 2020

10/10 Excellent

Perry O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Peaceful, yet so much to do and see right on the property

We had a wonderful time! We stayed on the property and just relaxed..so much to do!
Stayed 7 nights in Jul 2020

10/10 Excellent

connie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing waterfront property

This home is an incredible property to spend your Cape Cod vacation on. Moe and Pam leave no stone unturned from communicating with us throughout the process to keeping this home to perfection. We enjoyed the views from the home weather we ate on the deck or sat under the pergola watching the kids swim. The kayaks, paddle boards were also a plus I can’t say enough good things...I would return!
Stayed 7 nights in Jul 2020

10/10 Excellent

Tim C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect family vacation home

We loved our stay! Beautiful home with pool, dock, paddle boards, kayaks, and a sailboat. We used them all. Great location. Convenient to restaurants and beaches. And Moe & Pam were gracious hosts.
Stayed 7 nights in Jun 2020

10/10 Excellent

Molly & Norman B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful family getaway

We have rented many homes over the years on the Cape and this house was far and away the best house we have ever stayed in. It’s well stocked, clean, beautiful and the location is beyond perfect. We can’t wait to come back. Pam and Moe were the perfect hosts. Thanks again for your hospitality!!
Stayed 7 nights in Aug 2019

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Property!!!!!!

We just spent a week at this house and had an awesome time. This house has everything you could possibly need to vacation. We have been renting for years on the Cape and this place is very special: kayaking, paddle boarding, the pool, etc. We loved it and can’t wait to go back!!!!!
Stayed 7 nights in Aug 2019