Inspiring Family Legacies Since 1948
Morning walks on the beach. Sunset cocktails on the deck. Whether you are looking for a simple cottage or a unique beachfront retreat, we can help you find your place in the sun.
Our Featured Rentals
View some of our best properties selected just for you
8489# Comfort
- 9 Bedrooms
- 7 Bathrooms
- Sleeps 14
8564 Fox Point
- 5 Bedrooms
- 4 Full & 1 Half Bathrooms
- Sleeps 10
8586 Eldredge Square Retreat
- 3 Bedrooms
- 2 Bathrooms
- Sleeps 6
8605 Nickerson
- 3 Bedrooms
- 3 Bathrooms
- Sleeps 10
8606 Breathwood
- 7 Bedrooms
- 6 Full & 2 Half Bathrooms
- Sleeps 16
8610 Loveland
- 3 Bedrooms
- 2 Bathrooms
- Sleeps 5
4128# Naley
- 4 Bedrooms
- 2 Bathrooms
- Sleeps 8
Things to Do
Things to Do
Allow us to highlight some of Chatham's tried and true experiences & activities.
Chatham's #1 selling real estate team for 18 consecutive years
For the last 18 years, Pine Acres Realty has been Chatham`s #1 selling real estate team, selling more than $2 billion in residential properties since 2004. Co-owned by Chris Rhinesmith and Lori Fanning Smith, the agency is widely recognized as the leader on Cape Cod, with brokers who are deeply rooted in the community and dedicated to providing unparalleled service to clients.
With more than 70 years of experience, Pine Acres has superior expertise and property exposure on Cape Cod from Harwich all the way up to Provincetown, with a particular focus in Chatham, a one-of-a-kind village that offers an array of restaurants, boutiques, beautiful waterways and charming beaches. Pine Acres` personalized culture and client-focused approach have allowed us to maintain our position all these years, an accomplishment that inspired Compass Real Estate of Boston -- the technology-driven company changing the face of traditional brokerage -- to bring our team into its forward-thinking network.
Pine Acres Realty builds on our years operating as a small, independent agency to offer personal, insightful guidance to clients, while at the same time utilizing Compass` broadly networked group of brokers to extend our reach.
Recent Client Testimonials
Hear what some of our clients have said about us
“So last summer my cousin decided he wanted to come to the Cape on a last minute vacation. Anyone knowing Cape Cod last minute means Motels are all booked! So I gave them Pine Acres phone number and he was lucky he got into a house last minute and was thrilled! He loved how the staff in the office treated him. They were so helpful in everything he needed for his family. His wife has very bad OCD and she had no complaints! Their family was so happy he just called to let me know they are booking two weeks for this summer!
Lori L.
“Absolutely 5 Stars!
I have family that came to the cape last August. This is their 5th time coming to visit. They have used other rental businesses but were not impressed. They are booking through pine acres once again this summer for the 3rd time. Hands down pine acres is the best! The staff is amazing & every house they have rented was above and beyond what they expected. Summer on the cape is the best & I am happy to know that when my family is here they are happy & comfortable!!
Kristy D.
“We Love Pine Acres Realty - Rental Division. We Have Been Renting From Them For The Past 8 Years. They Are Always Quick To Respond To Questions Or Replace Something At A Cottage, If Needed. One Year Our Schedule Changed And They Were Very Helpful In Finding Us A Cottage For The New Week. (We Loved The New Cottage And Rent It Every Year Since.) I Love The Addition Of The Concierge Service. The Sheets And Towels Are Good Quality And Kristin Is Always Willing To Help Out. I Would Strongly Recommend Pine Acres To Anyone Looking For A Vacation House In Or Around Chatham. Chris And His Team Have Great Properties And Always Go Above And Beyond For Their Clients.
Liz W.
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