Virtual Tour
USA Massachusetts Cape Cod Chatham Listing #3712

The Sea Chest in The South of Chatham - Chatham, MA

32 reviews
Max occupancy: 8 1 King Bed, 6 Twin Bed 4 bedrooms  plus loft 2 bathrooms No pets 
5 Bobbies Lane, Chatham, MA 02659

Worry-free booking

Enjoy peace of mind with flexible, no-fee options for trip changes and cancellations.

You can reschedule your trip, cancel it and receive 100% credit for a future stay, or cancel it for a refund (minus the booking fee) at least 30 days before check-in.

Note: If your trip starts after August 31, you have these options as long as you change or cancel your trip at least 30 days before check-in.

Expert cleaning

Professional housekeepers clean and stock each home, using an EPA-approved disinfectant.

Local support

Each trip is backed by 24/7 customer support and local teams everywhere we operate.


Most Vacasa homes use smart locks or lockboxes for a smooth, contactless check-in.

Post-and-beam home near beach with modern conveniences & high-end furnishings

Tradition meets modern comforts at this elegant Cape Cod vacation rental. With beach access nearby as well as high-end furnishings inside, you'll be hard pressed to leave the comfortable confines of this lovely home. It's a choice escape for a large family seeking solitude amid scenic splendor.

Situated on a quiet corner lot near a serene natural salt marsh, this two-story abode is just a half mile from idyllic Forest Beach and less than two miles from historic Taylors Pond.

The traditional exterior belies a modern and updated interior. Post-and-beam construction can be found throughout the home. The main floor is home to a lovely sitting room featuring vaulted ceilings, a wood stove, two comfortable wicker chairs, a Persian rug, red chest, and hardwood floors. Head out to the front porch for your morning cup of joe or to just enjoy the scenery.

The dining area and kitchen are nearby. The six-seat dining set is perfect for formal meals indoors. The gourmet, open-concept kitchen has been updated and features high-end stainless steel appliances including a dishwasher and gas stove. Select a few bottles of wine from the local wine shop and hold them in the provided wine storage unit. The plentiful counter space means you can whip up a chef-worthy repast in no time and enjoy it at the two-seat breakfast bar or out on the spacious back deck with its loungers, table, and charcoal grill. There's a half bath down the hall as well.

Also down the hall you'll find the large master suite. A lovely king bed in a white wood frame dominates the space. Sink your toes in the Persian rug or head out onto the back deck via the glass doors. An elegant en-suite bath features a tub and window to the world.

Head up the wooden stairs to the lovely second story, festooned with nautical objects. There's a ship's wheel on one wall, and the living space is bright and open, with skylights galore as well as a blue-and-white striped sofa, blue armchair, hardwood floors, and a large flatscreen smart TV (with access to streaming media).

You'll find three additional bedrooms here, perfect for the younger members of your party. All three feature two twin beds apiece, colorful walls, seascape artwork, and small rugs. One of the bedrooms even has a desk for correspondence or catching up with friends back home via the free WiFi. There's also a large full bath with skylights and a standalone shower. This home is ideal for up eight guests.

Guests have access to a washer and dryer as well as central AC. The outdoor shower is strategically placed to wash of the sand and surf from the beach, which is only a half mile down the road.

Chatham is one of the most idyllic towns in the Lower Cape. Atwood House, the Caleb Nickerson House, and the Josiah Mayo House will keep history buffs entertained. The Chatham Railroad Museum boasts locomotives from the 1939 World's Fair as well as a vintage caboose. The Chatham Lighthouse is always a treat, and then there are the myriad beaches for fun in the sun.

Clean lines and modern conveniences collide at this serene Chatham vacation rental. It's the perfect Cape Cod escape. A damage waiver, covering up to $2,000 of accidental damage to the property or its contents, is included in the cost of your reservation.

You must be 21 years or older to rent this property.

Property tax ID: C0119640550



Washer/dryer : Private

Heating & cooling

Partial AC

Wood-burning fireplace

Wood stove

House rules

Not suitable for children

Kitchen & dining






Internet : Comcast



Wireless router

Netflix streaming

Nearby activities & attractions

Board games

Golf Nearby


Gas grill : Private




32 reviews

Ben S. Aug 2019
Overall, the house was very nice. Clean, well-equipped, spacious. Vacasa was very responsive to even minor questions.

The house is advertised as being air conditioned. However, it is only "partially air conditioned," which we did not find out until we arrived. This means that there is a single remote-controlled unit high up on one wall of the house, which when it was 95 degrees and 95 percent humidity simply did not cut it. The local manager did bring us several fans upon request which helped a bit, but keep this in mind when renting in July/August.
Manager response:
We are happy you enjoyed your stay! We have this home listed with it having partial air conditioner so our future guests can see that now. We are glad that the fans helped a bit to cut down on the heat!
Kate S. Nov 2017
Will be back
Douglas R. Oct 2017
As happens on all our trips, we had lots of rain during our stay. That did not deter us from enjoying the beach or the bike path in between downpours. And during the downpours, the house was a comfortable, clean, and warm haven. We enjoyed several restaurants close by in Chatham, and a day trip to P-Town. I highly recommend this home for a vacation stay.
Terranova T. Sep 2017
We very much enjoyed our stay at 5 Bobbies Land.
Steven L. Aug 2017
great house and floor plan.
Susan C. Jun 2017
The house was everything the website described! Beautifully furnished and great location. Had enough room for people to hang out as a group of retreat for their own time.
Sara P. May 2017
This home is well-maintained and perfectly equipped for a large group getaway. It is within walking distance of Forest Beach and only a 10-15 min drive to downtown Chatham. We really enjoyed the beautiful kitchen. The only negative is that there isn't much insulation, so you can hear everything in and out of bedrooms really easily. Other than that, we had a fantastic weekend at this home!
Vincent L. May 2017
Perfect house, nice location. Love the kitchen.
Chun Eng F. May 2017
The house was lovely and had everything we needed. As for food, I was glad we brought oil and seasoning as previous users didn't leave too much behind except for salt and pepper. There were some filters for the coffee maker, which was nice to have. I was expecting a slotted toaster but it was a toaster oven. There is a Stop and Shop nearby so it was convenient if we needed anything.
Since we were there in April there weren't many people around and we enjoyed the quiet. The beach is a short 5-10 min walk. There is tennis court available for public use. The TV reception was poor but WiFi was good.
Overall, a clean, well furnished and homey place to chill.
Nancy P. Apr 2017
I stayed in this house for two nights in April during school vacation week.
Pro's The interior of the house is beautiful. Nice open floor plan, hardwood floors, nice woodwork and stonework along with high-end kitchen. It's a great location, walking distance to the beach and short drive to the center of town .
Con's: Being that I was only there for two nights, the 4 o'clock check-in felt late. I was informed that sometimes an earlier check-in is allowed but you're not notified until that day and unfortunately for me it was not available. There is also only one television in the house in the den/family room ( no TV in bedrooms) and they do not have cable. The TV they have is a smart TV so Netflix and Hulu is offered, but since the day we arrived was a Bruins playoff game it was a bummer to have to listen to it through our phone and not on TV. The ceiling in the master bedroom and the floor in the second-floor bedroom or one in the same, therefore there is not much of a noise buffer and you can hear the footsteps clearly above you.
Overall this is a beautiful home, in a great location and I would recommend it if you don't require much television .
Karen T. Mar 2017
House was very clean, well stocked, and the process with vacasa was simple and fast.
I would definitely use them again.
Crystal C. Feb 2017
I just returned from my vacation from Cape Cod at this property. I had a spectacular time and very relaxing in this house. It is the perfect get away to vacation with the family. It is in a very nice area with spectacular views all around, it is also a walking distance to the beach. This house has everything and more you will ever need. Its kitchen has top of the line appliances, it is every specious with very comfortable beds. I highly recommend this property for everyone who is looking forward to spend a fabulous family time at Cape Cod. You will love it!!!!!!
Krysta H. Jan 2017
This home offered MANY kitchen amenities that made life as a chef easy. Also very close to Chatham's best family beach, Ridgevale. Would 100% stay in this home again!
Bernard S. Oct 2016
Very spacious and comfortable home with off street parking. Loved being able to walk to the beach every morning to watch the sunrise.

Very quiet residential setting with lovely well maintained and landscaped homes on the block.
David N. Oct 2016
Great place to enjoy a summer vacation. Away from the hustle & bustle, but close enough to beach & activities. Very relaxing.
Rebecca S. Jul 2016
Our summer started perfectly this year with a short stay at 5 Bobbies Lane! The house was wonderful - lovely interior and great location. The beach at the end of the road was fun...but my kids enjoyed the beach at Oyster Pond better. Chatham itself is a lovely town and we spent many evening strolling through downtown.

The house was very comfortable - it had everything you need for a vacation rental. The street is peaceful and the neighbors are friendly.
Kelsey R. Jun 2016
This home was well decorated and had EVERYTHING we needed! It was a quick WALK to the beach.
Vicky W. Jun 2016
The house was equipped with everything one might need for a comfortable stay. Beds were great, linens were very comfortable. I would change nothing about the house. I wish it were mine????????
Beatriz M. Jun 2016
We enjoyed our stay. We had a few minor inconveniences which we reported, but overall, we really enjoyed our stay in a beautiful area. Very peaceful!
Frank S. Jun 2016
Had a great couple of days in South Chatham with family. This house offers a lot of comforts away from home. Close proximity to downtown Chatham and Chatham Bars Inn and a quick walk to the beach. The house is very nice and all wood but note there is no insulation between floors -- you can hear EVERYTHING in the evening -- so make sure you are close with your house mates! :)
Jill B. May 2016
We truly loved the location and the house, the quick walk to the beach, the restaurants close by, and the quiet neighborhood, but we were disappointed that the listing was not accurate about the amenities. There was no espresso machine, coffee grinder, or blender. We purchased about $100 worth of groceries that we couldn't use - whole bean coffee, espresso pods, and loads of fruit and veggies for smoothies. We were also surprised that we had to set up the deck furniture. Going on vacation typically doesn't mean having to haul heavy furniture up the stairs.
Damien N. Apr 2016
A beautiful home in beautiful Chatham. We had a wonderful time and were able to enjoy - unexpectedly - the beach down the street because of the warm weather on Marathon Monday!
Barbara H. Mar 2016
We hope to rent again here this summer!!
Sarah M. Feb 2016
The house was in absolute perfect condition when we arrived and provided the perfect home base for a weekend away from the city. Loved the fun nooks and hang out spaces, the beautiful kitchen, and the awesome porch. Would absolutely rent the house again!
David Z. Jan 2016
The cabin is about 15 minutes away from downtown Chatham, in a very quiet and lovely area. The house is is beautiful and perfectly kept, and Vacasa's service was excellent.
David R. Nov 2015
The house had everything we needed. Just a short walk to the beach. Plenty of space for 8 people. The kids enjoyed using the games and the adults enjoyed the comforts of home.
David B. Oct 2015
Our family members met up from Chicago, Washington, DC and Atlanta to spend 2 nights on the Cape before a family reunion. The house accommodated eight adults perfectly. It was well stocked with everything we needed. Half of our group spent the day in Provincetown and the other half stayed closer to the house and explored Chatham. There is no cable TV, however, so make sure your sports-addicted friends and family know that ahead of time.
Amy G. Sep 2015
Perfect for a small group of friends to gather. Beautiful kitchen and deck and gets a nice breeze.
Joseph L. Aug 2015
A wonderful house in Chatham. Perfect for a family vacation.