Entire home
NEW! Private Home on Cape Cod Rail Trail: Family Oasis Minutes from Beaches
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Reviews
9.6 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 7
Popular amenities
Explore the area
Eastham, MA
- Place, Cove Burying Ground10 min walk
- Place, Edward Penniman House and Barn3 min drive
- Place, Cape Cod Beaches4 min drive
- Airport, Hyannis, MA (HYA-Barnstable Municipal)33 min drive
Rooms & beds
3 bedrooms (sleeps 7)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Double Bed
Bedroom 3
1 Twin Bed and 1 Double Bed
Living Room 1
1 Twin Bunk Bed
2 bathrooms
Bathroom 1
Soap · Bathtub or shower · Toilet · Shampoo · Hair dryer
Bathroom 2
Soap · Toilet · Shower only · Shampoo
Spaces
Deck or patio
Kitchen
Separate dining area
Garden
Dining area
About this property
NEW! Private Home on Cape Cod Rail Trail: Family Oasis Minutes from Beaches
NEW! Private Family Home near Beaches & Cape Cod Rail Trail
Welcome to your Cape Cod getaway at "Anchor in the Pines"! Our spacious and private 3-bedroom, 2-bath home is located just steps from the Cape Cod Rail Trail and a short drive to the pristine bay and National Seashore beaches.
Key Features:
Location: Perfectly situated on the Cape Cod Rail Trail and minutes from bay side beaches and National Seashore.
Accommodation: 3 bedrooms, 2 full baths, open floor plan with a living room, dining room, and kitchen. Game room with bunk beds for added fun!
Entertainment: Explore the calm bayside beaches like First Encounter (less than 3 miles) or experience the excitement of Coastguard and Nauset Light beaches on the National Seashore side (4.2 miles).
Dining: Fabulous Eastham restaurants just a short drive away. Owners are happy to provide a curated list of favorites and recommendations, including options for dietary restrictions.
Recreation: Ride your bike or take a walk on the 25-mile Cape Cod Rail Trail, right around the block! We love to ride this into town in Orleans and grab a coffee at Hot Chocolate Sparrow, or up to Wellfleet and have lunch at PB Boulangerie. Catch a once in a life time sunset at First Encounter Beach.
Amenities: Complimentary Wi-Fi, smart TV with Amazon Firestick, washer/dryer, and bathrooms stocked with Living Proof hair products.
Baby/toddler-friendly beach supplies available, including a California Beach Co. tent, Fisher Price on-the-go baby dome, boogie boards and floaties.
Important Information:
Linens: Please bring your own bath and beach towels, as well as sheets and blankets. We have linens available for a fee, please reach out pre-trip to coordinate that, if needed.
Supplies: Paper towels and toilet paper provided.
Note: Basement (bunk room) does not have air conditioning, but tends to be cooler during warmer months.
Book your family retreat now and make lasting memories on beautiful Cape Cod!
Welcome to your Cape Cod getaway at "Anchor in the Pines"! Our spacious and private 3-bedroom, 2-bath home is located just steps from the Cape Cod Rail Trail and a short drive to the pristine bay and National Seashore beaches.
Key Features:
Location: Perfectly situated on the Cape Cod Rail Trail and minutes from bay side beaches and National Seashore.
Accommodation: 3 bedrooms, 2 full baths, open floor plan with a living room, dining room, and kitchen. Game room with bunk beds for added fun!
Entertainment: Explore the calm bayside beaches like First Encounter (less than 3 miles) or experience the excitement of Coastguard and Nauset Light beaches on the National Seashore side (4.2 miles).
Dining: Fabulous Eastham restaurants just a short drive away. Owners are happy to provide a curated list of favorites and recommendations, including options for dietary restrictions.
Recreation: Ride your bike or take a walk on the 25-mile Cape Cod Rail Trail, right around the block! We love to ride this into town in Orleans and grab a coffee at Hot Chocolate Sparrow, or up to Wellfleet and have lunch at PB Boulangerie. Catch a once in a life time sunset at First Encounter Beach.
Amenities: Complimentary Wi-Fi, smart TV with Amazon Firestick, washer/dryer, and bathrooms stocked with Living Proof hair products.
Baby/toddler-friendly beach supplies available, including a California Beach Co. tent, Fisher Price on-the-go baby dome, boogie boards and floaties.
Important Information:
Linens: Please bring your own bath and beach towels, as well as sheets and blankets. We have linens available for a fee, please reach out pre-trip to coordinate that, if needed.
Supplies: Paper towels and toilet paper provided.
Note: Basement (bunk room) does not have air conditioning, but tends to be cooler during warmer months.
Book your family retreat now and make lasting memories on beautiful Cape Cod!
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Kitchen
Washer
Dryer
Pet friendly
Air conditioning
Outdoor Space
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- Kitchen
- Washer
- Dryer
- Free WiFi
10.0 out of 10, Exceptional, (45 reviews)
House Rules
Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0-17
Events
No events allowed
Pets
Pets allowed: dogs less than 50 lbs per pet (limit one pet total)
Smoking
Smoking is not permitted
Check-out instructions
The host requires you complete the following before checking out:
Load and start the dishwasher
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
Property Registration Number C0463880860
About the neighborhood
Eastham
Located in Eastham, this cottage is by the sea. The area's natural beauty can be seen at Cape Cod National Seashore and Cape Cod Beaches. Edward Penniman House and Barn and Cape Escape Adventure Golf are also worth visiting. Kayaking, scuba diving, and windsurfing offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby.
Eastham, MA
What's nearby
- Cove Burying Ground - 10 min walk - 0.9 km
- Edward Penniman House and Barn - 3 min drive - 2.2 km
- Cape Escape Adventure Golf - 4 min drive - 2.1 km
- Fort Hill - 4 min drive - 2.5 km
- Cape Cod Beaches - 4 min drive - 2.5 km
Getting around
Restaurants
- Wendy's - 4 min drive
- Hot Chocolate Sparrow - 5 min drive
- Dunkin' - 6 min drive
- Hog Island Beer Co. - 7 min drive
- Town Cove Tap House - 5 min drive
Frequently asked questions
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window8.6/10
Cleanliness
10/10
Check-in
9.6/10
Communication
9.6/10
Location
8.6/10
Listing accuracy
Reviews
Aug 10, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in Aug 2024
10/10 Excellent
Richard F.
Aug 2, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Richard F.
Stayed 7 nights in Jul 2025
8/10 Good
Jessica P.
Jul 26, 2025
Liked: Check-in, communication, location
Jessica P.
Stayed 6 nights in Jul 2025
10/10 Excellent
Debra K.
Jul 20, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Quiet but close to everything!
Debra K.
Stayed 7 nights in Jul 2025
About the host
Hosted by John & Shauna Winer
Our young family lives in Massachusetts.
Why they chose this property
Eastham is our favorite part of the cape. Nothing compares to an outercape sunset and the calmness of the family friendly bayside beaches that you can walk and explore for miles on, or the excitement of the National Seashore Beaches with large waves and seal and (maybe!) shark sightings.
What makes this property unique
Our home has been in our family for years. It's nestled on the corner of a private street with most neighbors living here for the same amount of years. Its quiet yet close to everything.
Languages:
English
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