Historic Sea Captain's Home in Downtown Chatham

Photo gallery for Historic Sea Captain's Home in Downtown Chatham

A modern kitchen with white cabinetry, a large island with bar stools, stainless steel appliances, and pendant lighting.
A living room with a sofa, a coffee table, and a dining area with chairs and a staircase.
A modern kitchen with white cabinetry, a stainless steel dishwasher, and a large window overlooking a garden.
A house with a front porch, a mailbox, and a door with a window.
A spacious living room with a wooden coffee table, a beige sofa, and a blue armchair.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Cape Cod Beaches

Popular amenities

  • Balcony or patio
  • Massages in spa
  • Barbecue grill
  • Internet access
  • Air-conditioning
  • Pet-friendly

Explore the area

View in a map
Chatham, MA
  • Place, Chatham Lighthouse Beach
    ‪13 min walk‬
  • Place, Cape Cod Beaches
    ‪13 min walk‬
  • Place, Chatham Fish Pier
    ‪2 min drive‬
  • Airport, Hyannis, MA (HYA-Barnstable Municipal)
    ‪37 min drive‬

Rooms & beds

8 bedrooms (sleeps 18)

1 King - 1st floor w/ full En Suite Bath

1 King Bed

1 King Bed - 2nd floor

1 King Bed

1 Queen - 2nd floor

1 Queen Bed

1 Queen Bed - 2nd Floor

1 Queen Bed

1 Queen Bed - 2nd Floor

1 Queen Bed

2 Twin Beds - 2nd floor

2 Single Beds

2 Twin Beds - 2nd floor

2 Single Beds

4 Twin Beds - 3rd floor

4 Single Beds

5 bathrooms, 1 half bathroom

1st floor - Full Bath

Toilet · Shower only

2nd floor - Full Bath

Bathtub · Toilet · Shower only

2nd floor - Full Bath

Bathtub · Toilet · Shower only

2nd floor - Full Bath

Toilet · Shower only

3rd Floor - Full Bath

Toilet · Shower only

Half Bathroom

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

Add dates for prices

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About the area

Chatham

Located in Chatham, this holiday home is in the city centre and near the beach. Chatham Railroad Museum and Chatham Drama Guild are cultural highlights, and some of the area's activities can be experienced at Chase Park and Chatham Seaside Links. Chatham Marconi Maritime Center and Adventure Chatham are also worth visiting. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and hiking/biking trails nearby.
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Map
Chatham, MA

What's nearby

  • Chatham Lighthouse Beach - 13 min walk - 1.1 km
  • Cape Cod Beaches - 13 min walk - 1.1 km
  • Chatham Seaside Links - 13 min walk - 1.1 km
  • Chatham Windmill - 13 min walk - 1.1 km
  • Chatham Fish Pier - 2 min drive - 1.4 km

Getting around

  • Hyannis Transportation Center - 29 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 43 min drive

Restaurants

  • ‪Chatham Bars Inn - ‬14 min walk
  • ‪Cumberland Farms - ‬11 min walk
  • ‪Chatham Squire - ‬5 min walk
  • ‪Snowy Owl Coffee Espresso Bar - ‬4 min walk
  • ‪Three Fins Coffee House & Cacao Factory - ‬2 min drive

Frequently asked questions

Is Historic Sea Captain's Home in Downtown Chatham pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Historic Sea Captain's Home in Downtown Chatham?

On-site parking is available at the property.

What time is check-in at Historic Sea Captain's Home in Downtown Chatham?

Check-in begins at 4:00 PM.

What time is check-out at Historic Sea Captain's Home in Downtown Chatham?

Checkout is at 10:00 AM.

Where is Historic Sea Captain's Home in Downtown Chatham located?

Located in the heart of Chatham, this holiday home is within a 10-minute walk of Mayo House and Cape Cod Beaches. Chatham Lighthouse Beach and Chatham Windmill are also within 10 minutes.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 31 out of 37 reviews
Rating 8 - Good. 6 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

9.8/10

Cleanliness

10/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location to downtown Chatham. House was large enough to accommodate our entire family. Back yard space was excellent for putter ball and cornhole, as well as a lovely fire pit area.
Stayed 7 nights in Jul 2026
Response from VrboOwner on 7 Aug 2026
Thank you for the great review! We are glad the downtown location, spacious house, backyard setup for games, and fire pit were a good fit for your family. We hope to welcome you back to Chatham!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a lovely stay in Chatham at the Priscilla House. Excellent location on Main Street, which is very easy for meals, shopping and ice cream. The real plus is the short walk to the beautiful beach. The house was clean however the first rug, in the kitchen hall, you see was very stained. The main dishwasher, in the kitchen, upper rack is broken and at anytime can crash to the floor hurting a guest and breaking a lot of glass.
Stayed 7 nights in Sep 2026
Response from VrboOwner on 18 Sept 2026
Thank you for the kind review and feedback! We are glad to hear that you had a lovely stay at the Priscilla House. We have since coordinated additional cleaning and maintenance and have addressed these concerns. We hope to host you again soon!
Verified review

10/10 Excellent

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

Awesome stay

This house is perfect. Location is amazing and everything you need is basically in walking distance.
Stayed 3 nights in Jun 2025
Response from VrboOwner on 18 Jun 2025
Thank you for your wonderful review! We're so glad you loved the house and enjoyed the convenience of the location. It’s great to hear everything you needed was just a short walk away. We'd love to welcome you back anytime! Suzanne -On Behalf of New England Vacation Rentals
Verified review

10/10 Excellent

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

Great property in perfect location

The stay was excellent in every respect. In town location right off Main St with spacious accommodations and a nice yard. Would definitely rent again.
Stayed 5 nights in Oct 2024
Response from VrboOwner on 18 Oct 2024
Thank you for reviewing your stay, Eric! We agree that the location fronting Main Street in Chatham is ideal as you can walk to the many surrounding restaurants and stores (as well as the beach nearby!). We look forward to hosting you again soon!
Verified review

10/10 Excellent

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

Loved our stay!

The house was perfect for our large family. It was a great house that gave us the room to spread out, have time and dinner together, and take advantage of all Chatham had to offer just down the road.
Stayed 7 nights in Jul 2019
Response from VrboOwner on 24 Mar 2020
Thank you for your kind comments. We hope to assist you again. Best, New England Vacation Rentals
Verified review

10/10 Excellent

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

September Long Weekend

This home was so perfect for a long weekend with 14 friends. Plenty of bedrooms / sleeping arrangements and the location could not have been more perfect. We loved it here!
Stayed 3 nights in Sep 2021
Response from VrboOwner on 2 Oct 2021
From New England Vacation Rentals- We are thrilled to hear your loved your stay at The Pricilla House! We hope to have you as our guests again in the future.
Verified review

10/10 Excellent

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

Charming and conveniently located

This was our first time to Cape Cod and we enjoyed it so much! The Priscilla house is conveniently located in the heart of Chatham with quick walks to the beach and many shops. The house was charming, comfortable and came with everything we needed! We fell in love with the area and will be back!
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

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

Bridal festivities

A lovely house and great location!
Stayed 4 nights in May 2024
Response from VrboOwner on 23 May 2024
Thank you so much for your review, Kerry! We hope you had a great time celebrating the upcoming nuptials and we look forward to hosting you in the future for another occasion or just a wonderful visit to the Cape!
Verified review

10/10 Excellent

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

388 Main Street, Chatham, MA

The house was amazing….great location, spacious, clean, awesome backyard, plenty of parking and so much more. Would definitely rent again and would recommend this property to others.
Stayed 3 nights in Oct 2022
Response from VrboOwner on 15 Nov 2022
From New England Vacation Rentals - Thank you so much for your review. We are thrilled to hear that you enjoyed your time in The Priscilla House. We agree with you that it is in a great location and we believe that it is a fantastic home for gathering friends or family to create memories. We welcome you to return as our guest anytime!
Verified review

10/10 Excellent

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

Wonderful stay!

We recently rented the Priscilla House for a long weekend for our family to stay to celebrate our son's wedding. Everything was absolutely perfect! Excellent location - just a short walk to the center of town and the beach. Well appointed, kitchen well equipped, and a layout perfect for hosting. Highly recommend!
Stayed 4 nights in Sep 2023
Verified review

10/10 Excellent

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

Great location and spacious layout

Very convenient location for downtown Chatham. The kitchen, dining, and living room are very open and set up very nice for a family gatherings. Beautiful home. We enjoyed our stay. Thank you.
Stayed 4 nights in Nov 2023
Response from VrboOwner on 28 Nov 2023
We are happy to hear you enjoyed this lovely home for your family's get-together on Thanksgiving. Kat with New England Vacation Rentals
Verified review

8/10 Good

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

Great vacation home for multiple families

Great location and perfectly laid out for multiple families. One minute walk to town was great for teenage kids that don’t drive! Beautifully renovated kitchen and bathrooms. All kitchen and beach amenities at our fingertips.
Stayed 7 nights in Aug 2020
Response from VrboOwner on 2 Sept 2020
Thank you for taking the time to review this home. It is a wonderful home in the heart of Chatham. We are happy you enjoyed your stay and it had more than enough room for your extended family to gather. We hope to have you as our guests again in the future. - New England Vacation Rentals
Verified review

10/10 Excellent

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

Great time & location.

Thumbs up. Good communication and responsive. Location can’t be beat. Walk to beach or Main Street. Great for our big family group of all ages.
Stayed 6 nights in Dec 2024
Response from VrboOwner on 6 Jan 2025
Thank you for staying with us. We are happy that you enjoyed your time on Cape Cod and hope to host you again in the future!
Verified review

10/10 Excellent

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

Stellar location, great outdoor area, comfortable for large groups.

We had a large group stay at The Priscilla House and we really enjoyed our stay! The house comfortably accommodated our large group, the check in/out process was easy & the location was great. Less than a five minute walk into town. We really enjoyed the outdoor space in the back as well! Thank you for hosting us.
Stayed 3 nights in Oct 2023
Response from VrboOwner on 18 Oct 2023
We are glad to hear you enjoyed the spacious accommodations and wonderful location at the Pricilla house!
Verified review

10/10 Excellent

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

New, Clean and Great Location

Fantastic time at this large, renovated and well appointed house right. in downtown. Plenty of private backyard space for grilling and eating and great fire pit too. Would definitely come back.
Stayed 7 nights in Jul 2020
Response from VrboOwner on 29 Jul 2020
Thank you so much for taking the time to review The Priscilla House. We are thrilled you had a great time in this centrally located grand home! We hope to have you as our guests again in the future. Best, New England Vacation Rentals
Verified review

10/10 Excellent

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

Incredible Girls Getaway

I traveled with a group of 10 women to Chatham and we stayed at this property. Everything about the stay was a 10/10. We were walking distance from everything beach, coffee, dinner, and going out. The house was also incredibly clean, comfortable and there was great communication from the property management team. Everything was seamless and several of the guests wanted the link to the house to rent in the future. I’d stay here again in a heartbeat and could see it being very family friendly as well.
Stayed 3 nights in Jun 2025
Response from VrboOwner on 4 Jul 2025
Thank you so much for your amazing review! We're thrilled to hear that your group had such a great experience and that everything from the location to the comfort and cleanliness of the home met your expectations. It’s wonderful to know the communication and overall stay felt seamless—that’s exactly what we aim for! We truly appreciate you spreading the word and would be absolutely delighted to welcome you or your friends back anytime. Thanks again for choosing to stay with us!
Verified review

10/10 Excellent

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

Chatham Wedding

We were in Chatham for a family wedding. This home was in the perfect location to walk to everything. Plenty of space and bathrooms for us to get ready. Great set up! We will stay again. Genile
Stayed 5 nights in Jun 2022
Response from VrboOwner on 8 Jun 2022
Thank you for taking the time to review your stay with us. We are happy to hear the home was a great fit for your family! We look forward to having you as our guests again soon. ~ Best NEVR Cape Cod
Verified review

8/10 Good

Liked: Cleanliness, check-in, location, listing accuracy
Property is perfect, exactly as advertised. Gorgeous location. Communication from NEVR could be better. Emails are poorly formatted with tiny print, important information is hard to find and inconsistent across different emails. All in all, just a minor annoyance. In person communication was great.
Stayed 6 nights in Nov 2025
Response from VrboOwner on 1 Dec 2025
Thank you so much for your thoughtful review. We’re happy that you loved the property and the location, and we appreciate your kind words about our in-person communication. Thank you as well for the feedback regarding our emails — we’re already reviewing our templates to make them clearer and easier to read. We appreciate you staying with us and hope to welcome you back again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Kitchen was especially wonderful. While we love Chatham's restaurants, we also love to pick up goodies at the fish market and create great meals. The dining room accommodated us very well. Also, our guests noted that the mattresses were among the best they'd experienced in rental homes. My husband and I agreed. Loved that the linens were supplied. Also that soaps for all purposes except laundry were on hand. GREAT having two washers/dryers and dishwashers.
Stayed 7 nights in Jul 2025
Response from VrboOwner on 23 Aug 2025
Thank you for your thoughtful review! We’re so glad you enjoyed the kitchen, dining space, and all the extra touches that made your stay comfortable. Delighted to hear the mattresses and provided amenities stood out as well. We’d love to host you again for another wonderful Chatham getaway!
Verified review

10/10 Excellent

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

Exceptional!

Priscilla House was even better than we imagined! We had 20 family members from age 13-85 for Thanksgiving weekend and this house perfectly met our needs. Space was larger than we expected from the photos. We could spread out, keep up with football and the World Cup while preparing our feast. We enjoyed meals, played games, did puzzles, and even used the outdoor firepit. The location is perfect- easy access to Main Street shops and a quick stroll to the beach and lighthouse.
Stayed 3 nights in Nov 2022
Response from VrboOwner on 27 Nov 2022
From New England Vacation Rentals - Thank you so much for this complimentary review! We are so happy that this home exceeded your expectations and provided a lovely venue for your family's Thanksgiving. We agree that the Priscilla House offers so much between its spaciousness and its location. We look forward to hosting you again in the future!
Verified review

10/10 Excellent

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

Perfect Location for Great Home

They say in real estate location location location. Being situated a short walk to town and the beach was ideal! We were celebrating a birthday and had a multi generational group. Not needing to drive everywhere was great - teens could go off for an ice cream or lobster roll with ease and everyone could manage their days as they wished! And I was so thankful for the dog friendliness of the place! Just watch for the neighborhood rabbit who popped by on occasion to visit (and then get chased by the dog!!). Thank you for the lovely stay!
Stayed 7 nights in Jul 2021
Response from VrboOwner on 11 Aug 2021
From New England Vacation Rentals- Thank you for this wonderful review of The Pricilla House. The home location is fabulous and it is great to hear worked perfectly for all in your family. Bunnies are so very tempting for pups! We look forward to having you as our guests again in the future.
Verified review

10/10 Excellent

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

Priscilla house

Overall excellent. Dog hair from previous renters caused allergy issues. One “queen bedroom” was not a true bedroom. Otherwise everything was as billed
Stayed 7 nights in Jul 2022
Response from VrboOwner on 30 Jul 2022
From New England Vacation Rentals- Thank you for being our guest and taking the time to review your stay. We are thrilled you enjoyed your time here. We appreciate your feed back it allows us to work with the home owners to improve the home for future guests. The Priscilla house is a pet friendly rental we don't hide this in our listing. The cleaners take great care of this home but not all allergens from pet hair can be removed. We look forward to having you as our guests again in the future.
Verified review

10/10 Excellent

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

MEMORY LANE

I lived summers in the 1960’s at the Priscilla House when it was a rooming house for college girls working in Chatham…. It was fabulous then, and even more fabulous now!!! This was to be a walk down memory lane. But Covid prevented our intended family stay. Fortunately, a few were able to use the time, and we will try again in 2023!!!!
Stayed 7 nights in Aug 2022
Response from VrboOwner on 1 Sept 2022
From New England Vacation Rentals- What a wonderful getaway you had planned. We love to hear when our guests have deep ties to our homes. It was unfortunate that your entire family couldn't enjoy your walk down memory lane but we are excited to host you again next year!
Verified review

10/10 Excellent

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

Perfect Family Reunion location

Beautiful home with room for our large extended family. The location was perfect, in town, but just a short walk to the beach. The kitchen was set up beautifully. The outdoor space was used much of the time to hang out, have coffee in the am and beer and wine in the evening. The fire pit was a big hit, late at night. The only draw back was the house got stuffy and hot as the day progressed. The 3rd floor and some 2nd floor bedrooms needed the fans we brought. We were not able to adjust the air-conditioning. The parking started out challenging, but worked out at the end. We made sweet reconnections at this lovely home and will never forget the wonderful memories!
Stayed 7 nights in Jul 2022
Response from VrboOwner on 24 Jul 2022
From New England Vacation Rentals- Thank you for your kind words about your recent stay. The Pricilla house is a special place and we are thrilled to hear you made some special life long memories. We have some very hot days here in Chatham, if you ever have an issue while your our guests please reach out so we can have our maintenance out to help. We look forward to having you as our guests again in the future.
Verified review

10/10 Excellent

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

Perfect house for a large group!

Just had the most wonderful stay at the Priscilla House in Chatham! Our group of 9 couples all had comfortable rooms in this beautifully appointed house. The common spaces were spacious and the kitchen was newly remodeled with top of the line appliances. When we arrived, check-in was seamless and the house was immaculate! The backyard has a great stone patio with large gourmet gas grill and a separate seating area with a gas fired fire pit! We spent every night gathered around the fire enjoying the beautiful Chatham nights. Days were spent taking walks on the local beaches, bike rides, seal watches and enjoying the local restaurants, everything within walking distance! All in all, a perfect getaway!
Stayed 3 nights in Sep 2021
Response from VrboOwner on 12 Oct 2021
We appreciate you taking the time to review The Priscilla House. It seems like you really took advantage of the location and all the house has to offer. Sounds like a perfect getaway! We would love to have you as our guest again! Best - New England Vacation Rentals
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