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Dennis Vacation Rental home in Cape Cod MA, 5/10 mile to Sea Street (Dennis port) | ID 18302
6 BR
3 ½ baths
Sleeps 15
Beds: 1 king, 3 queens, 8 XL Twin beds - 2 convert to king
Beach: 5/10 mile to Sea Street (Dennis port)
Daily
Weekly
Monthly
Off-season 2025/26
 
Summer 2026
 
Off-season 2026/27
 
Off-season 2025/26
 
Summer 2026
$5,000 - $9,000
Off-season 2026/27
$6,000
Off-season 2025/26
$3,500 - $4,000
Summer 2026
 
Off-season 2026/27
 
State and local taxes of 14.45% will apply
Listed by Kim
Active
5+ years
Property ID 18302
5
Description

Description

This charming antique home welcomes you with modern amenities and a beautiful, spacious fenced back yard. Great for large or multiple families, the main house includes 4 bedrooms and 2.5 baths, while the cottage in the backyard offers 2 more bedrooms and 1 bath. Enjoy your days together and spread out comfortably at night.

Located about a half mile from Sea Street Beach, this home offers a walk to the ocean and quick access to many great restaurants, coffee shops, ice cream, shopping, fishing, golf and tennis.

Each room has ductless AC/Heat units. Kitchen is large and sunny and adjoins to the deck with a gas grill and plenty of space to relax. The living room offers a comfortable couch, loveseat and several chairs, large TV and fireplace for charm. There are 4 bedrooms in the main house which include a King bedroom, Queen bedroom with a XL Twin, bedroom with 2 XL Twins that can convert to a King! Upstairs has a Queen bed with 3 XL Twins and a half bath.
<br /> There are 2 Full baths on the first floor and a 1/2 bath upstairs. There is a second large family room with couches, large screen TV and a table for board games or cards.<br /> <br /> The cottage in the backyard is incredibly cute and comfortable with a window AC in every room. Living room includes a large TV with a couch and reclining chair. One bedroom has two XL Twin beds and a Queen bed in the second bedroom. The kitchen has stainless steel appliances. The best room is the dining area which has three walls of windows and feels super sunny and warm which overlooks the yard.<br /> <br /> Each house has a hot/cold water outdoor shower. The fenced in backyard is spacious with plenty of room for children to play. There is a fire pit in the backyard.<br /> <br /> Dennis Port provides many Nantucket Sound beaches nearby and plenty of great shops. <br /> read more show less

Location

Location - Dennis Port

Nearest beach: 5/10 mile to Sea Street (Dennis port)

41.6600720 -70.1296570 0
Photos

Photos

Pricing & Availability

Pricing & Availability

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Minimum Stay Requirements:
  • Off-season 2025/26
    1 month
  • Summer 2026
    7 nights
  • Off-season 2026/27
    245 nights
Available
Unavailable
Check-in Only
Check-out Only
Unknown

Calendar Last Updated: April 15, 2026

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Additional availability info: Will consider multi-week rentals at reduced rates - please inquire if interested. This is a Saturday to Saturday vacation rental.

Long-Term Rental (1 month or more): Available for Long-term winter rentals - Cottage is NOT included since it is not winterized Price range from $3,400 to 4,000

Payment Methods: Zelle, PayPal, Venmo (transaction fees vary); and personal checks

Fee Breakdown:

OPTIONAL FEES

Pet Fee:

$250 Per pet

SECURITY DEPOSIT

Security Deposit:

$750

ADDITIONAL PRICING INFO

Additional Pricing Info: Pets must be pre-approved, State and local taxes of 14.45% will apply

Amenities

Amenities

  • Walk to a salt water beach Walk to a salt water beach

  • Central air Central air

  • A/C unit(s) A/C unit(s)

  • Outdoor shower Outdoor shower

  • Washer&dryer Washer&dryer

  • Pets considered Pets considered

  • Internet Internet

  • Linens provided Linens provided

  • Bathtub Bathtub

  • Firepit Firepit

  • Deck, porch or patio Deck, porch or patio

  • BBQ-grill BBQ-grill



    Green Amenities

    5
    • Solar Panels Solar Panels

    • Heat Pumps Heat Pumps

    • ENERGY STAR appliances ENERGY STAR appliances

    • Recycling Recycling

    • Reusable grocery totes Reusable grocery totes

    Reviews

    Guest Reviews

    5.0 29 reviews
    Have you stayed here? Write a review
    Wendy W.
    Rockland, MA
    1 review
    11 years on WeNeedaVacation
    Amazing rental for multi-generations or large groups!!
    April 2026

    We stayed at Relaxing Retreat for an amazing week From 8/23/2025-8/30/2025! Thanks Kim and Chris for being wonderful hosts! The weather was great, so we were able to enjoy the house, the outdoor space, and the beach (with a few walks to Sundae School for ice cream). The house is set up for privacy for large groups with many bedrooms apart from each other. The 2nd floor multi-bed room (I think there were 5) was great for the kids, with a bath. The cottage with two more bedrooms and a bath provided privacy to the older generation at the beginning of the week, and a family with a small baby at the end of the week. Having 2 kitchens (stocked with everything!!), multiple baths, 2 outdoor showers, and an amazing deck with grills was appreciated by all during the week. The outdoor area was well stocked with a firepit, hammock, and all the yard games that you can imagine. Great wiffle ball games during the week! Beach a short walk, even the beach equipment stored in the shed came in VERY handy for those that forgot chairs, beach wagons, umbrellas, and bikes!

    Great farm stand across the street for fresh veggies! Fresh corn every day......highly recommend, can't wait to go back!
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    Date of stay: February 2026
    Owner Response:

    Wendy,

    Thanks so much for the amazing review and so happy your multi generational family was able to use our home for you Cape family vacation.

    I agree one of the key elements of our home provides separation with each bedroom and living area. Giving you the chance to all be together if you want and the chance to have some alone time if needed.

    We do hope you consider us again in the future

    Thanks again!!
    Kim

    Michelle W.
    Great vacation home
    April 2026

    We stayed here 6/21/25 until 06/28/25 with our Ohio family. Beautiful and spacious home with sweet guest cottage, has everything you might need then some. Great yard for outdoor activities w/ plenty of parking for all. Enjoyed grilling and dinners on the spacious, nicely furnished deck. S'more's at the fire pit. Literally no need to bring anything except food. Plenty for everyone to do with all the bikes, games, movies and out door toys. We loved being within walking distance to beach, restaurants and a short walk to the best ice cream spot. Best vacation spot !! Can't wait to go back! The owner went above and beyond with all the accommodations. Oh, I cannot forget- I loved the coffee bar in main house !!!! show more show less

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    Date of stay: January 2026
    Owner Response:

    Michelle
    Thanks so much for the kind words and are really happy that our home met the needs of your family.

    I agree with you that Sundae School being a few buildings away is a big bonus..no need to navigate the car backup .. you can just walk!!

    Hope you consider us again in the future

    Thanks again,
    Kim

    Elisabet B.
    Westford, MA
    1 review
    5 years on WeNeedaVacation
    Amazing vacation!
    September 2024

    We had an amazing vacation at this beautiful home! It was huge and very well stocked. There was nothing we needed that it didn't have, including beach stuff. There are several fridges, which was great for so many people. The yard is massive and perfect for our dogs and for the kids to play games. The smaller cottage was great for the grandparents to get away from the noise and to control the temperature to their liking. Everything was just a short drive away. We especially loved Holy Cow Ice Cream!! The landlord was very fast at responding for the one small issue we had, thank you for that. And thank you so much for letting us stay at your home! show more show less

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    Date of stay: August 2024
    Owner Response:

    Elisabet,

    We are so happy that our house met your needs for your family vacation and that you loved it as much as we do!

    The yard is perfect for large families with kids or dogs.. being fenced in allows you to relax and just enjoy your time!

    Hope you consider us again in the future!!

    Thanks again,
    Kim

    Lindsey C.
    Hanover, MA
    3 reviews
    6 years on WeNeedaVacation
    Fantastic Location and House for a Large Family or Group
    August 2024

    We stayed a week at the Relaxing Retreat and had one of our best vacations. We were a mixed family group ages 9-78 and the house checked the boxes for our entire group and their needs. The house is on a busier street but has a large driveway/parking lot to accommodate several cars (we had 6 one night) so parking wasn't an issue. It is also walking distance to some of the best small businesses in Dennisport: Wee Packet restaurant and gift shop, Woflie's Bakery, Bandera's deli, mini-golf, ice cream shops. And the best part was the farm stand across the street where we could get fresh corn for dinner every night and ice for the coolers.
    We were about a 15 minute walk to Sea Street Beach and 20 mins to Inman and Depot. We ended up driving to Inman most days and getting a weekly parking sticker which worked out with handicapped parking and easy access to the beach. We could load up the car and take everyone in one trip.
    The main house has 4 bedrooms. One doesn't have a door but a curtain for privacy which worked out fine. The upstairs bedroom was great for kids - they had their own space and loved it. The two main bedrooms are very spacious. We loved the kitchen which had plenty of seating and was very well- equipped. The cottage is adorable and a great spot for our older kids to have a place to hang out. The ACs worked so well, we were very comfortable at night.
    And the yard is massive! Great place if you bring your dog to run around safely. And it was great for firepits and lawn games.
    The homeowner was so communicative and helpful. We had no issues during our stay and check in was easy. There were even some nice touches like a gift back when we arrived which was very thoughtful.
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    Date of stay: August 2024
    Owner Response:

    Lindsey,

    I am so happy that your family enjoyed their time at Relaxing Retreat! We try very hard to think of everyones needs because I know the little things like s'moores sticks and spices make a big difference!!

    We love the location and all the local establishments are our favorite spots when we visit. The large backyard being set back from the street you don't even hear the cars go by!!

    We do hope you will consider us again in the future!!

    Thanks again
    Kim
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    Kathleen K.
    1 review
    7 years on WeNeedaVacation
    Perfect house for a large family group
    August 2024

    What a wonderful house and cottage! The house was perfectly equipped for our multi-generational family of 10 - fully stocked kitchen, comfy beds and bedrooms for all, room for 10 at the dinner table, large area for several cars to park. We made good use of the coffee bar, and the two small additional refrigerators. The dogs loved the huge fenced-in yard, and we enjoyed all the outdoor seating and eating options and lawn games. Was great not having to bring any beach chairs or other beach equipment, all was available at the house.
    The location is unbeatable, so much is walkable - the beach, ice cream, bakery, restaurants, even a farmstand across the street.
    Owner Kim was great in the whole rental process, super-prompt in answering questions, we even got a 'Relaxing Retreat' welcome bag, a nice surprise. Really can't say enough about this house, definitely was a Relaxing Retreat!
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    Date of stay: August 2024
    Owner Response:

    Kathleen,

    We are so happy the house was perfect for your entire family including your 4 legged kids!!

    We try to have all your needs for a vacation so you just need to back your clothes and stop at the supermarket.. then you can just relax and enjoy your time!!

    I am glad you liked your bag and hope you made some great family memories during your stay.. hope to see you again if your plans bring you back to the Cape!!
    Thanks
    Kim

    Eileen H.
    1 review
    2 years on WeNeedaVacation
    Great place for families
    July 2024

    This property was perfect for our extended family reunion. All the bedrooms were comfortable and plenty of room to spread out. The backyard was vast and we enjoyed the firepit and many games that were available for our use. The house is stocked with everything you need for cooking and serving. Beach, chairs, wagons and umbrellas for the beach are also available and in really good shape. Beach is a short walk down the road. Close to restaurants and shopping. We all enjoyed staying and would stay again. Kim is a great host. show more show less

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    Date of stay: June 2024
    Owner Response:

    Eileen,
    So happy our home worked for your family reunion. We love how all the bedrooms are spaced out in the house and that there is enough room for everyone to gather together.
    We try to make sure you have everything you need for a fun vacation from a fully stocked kitchen, games and beach equipment. Making sure everything is in good shape for our guests.

    Hope you consider us again in the future!!
    Thanks
    Kim

    Samantha W.
    1 review
    13 years on WeNeedaVacation
    Fantastic!
    July 2024

    Our family stayed in this house 11 years ago before Kim purchased the home. The upgrades and improvements she made are awesome!! We loved being back to spot the changes! This house was perfectly sized for our family of 11 with room to spare. We made dinner at home nearly every night and always had room for everyone. The washer and dryer were great! My kids loved (and I appreciated!) all of the yard games and toys along with the bikes in the shed for use. My oldest 2 girls (11&6) rode 2 wheel bikes for the first time here! We made use of the beach chairs as well. Tons of board games and kids games too for use and my 5 year old definitely did! Great location for everywhere on the cape!
    Great trip all around and we will definitely look to come back here! Thank you Kim so much!
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    Date of stay: June 2024
    Owner Response:

    Sam
    Thanks so much for the kind words and happy you are able to bring your kids back to a place that gave you great memories!! I Hope they were able to make some great memories at our home as well!
    Thanks again,
    Kim

    Elizabeth K.
    Slingerlands, NY
    1 review
    12 years on WeNeedaVacation
    Great for kids and dogs
    August 2023

    We loved our stay here. It was a great place for kids and dogs. Besides having lots of space both inside and out, there was lots to keep the kids busy when not at the beach. The living room was stocked with board games, and the shed had plenty of outdoor games to play with, as well. The property was fenced, which kept the little ones and the dogs safe. The best part of the backyard, though, was the fire pit, which was perfect on cool nights--and for those who like s'mores. We liked it so much that we plan on going back next year. show more show less

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    Date of stay: August 2023
    Owner Response:

    Liz

    We are so happy that you enjoyed your stay and that our home worked for your entire family..including your four legged members!!

    We tried to think of all the things you would need when you go on vacation and have the opportunity to spread out but also have enough room for everyone to eat together!!

    We look forward to hosting you again in the future!!

    Thanks again
    Kim and Chris

    Marycate M.
    North Easton, MA
    1 review
    3 years on WeNeedaVacation
    Making Memories
    August 2023

    Great house with additional cottage for large family vacations. There was so much space between the two houses for all of us to relax and enjoy the week. The location was perfect. Walking distance to restaurants, beaches, ice cream, farm stand, and so much more. The house had everything we needed, from beach chairs to reusable grocery bags to bring to the store, the owners really thought of everything. Kim was so great at communicating when the house was ready and quick to respond when we had a question. Our family had an amazing week, we created some great memories that will last a lifetime. Thank you! show more show less

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    Date of stay: July 2023
    Owner Response:

    Marycate,

    I am so happy that you enjoyed your stay on the Cape and that our home was a big part of making the perfect vacation for your family.

    We love how close our house is to so many great locations that you can walk or take a bike. We have also tried to think of what people would need and have it ready so you just need to pack your clothes!

    Glad to hear about the amazing memories you made and hope you will make a lot more in the future!!

    Thanks again
    Kim
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    Ann K.
    Friendswood, TX
    1 review
    13 years on WeNeedaVacation
    Wonderful vacation
    July 2023

    We loved staying at your house. The rooms worked out great. My grandkids loved the upstairs room and enjoyed all the outside toys, bikes, and inside toys and puzzles.
    Your yard was amazing and easily contained the wiffle balls that were hit about.
    The new grill was awesome and Smores at the firepit were delicious.
    We walked to the beach, pizza, ice cream (multiple trips), coffee and muffins and to pick up the daily paper.

    Beach. Crabs. S'mores. Breakfast with friends. Ice cream. Puzzles. Sharks. Baseball cards. Swimming. Putt putt. Baseball. Wiffleball. Boating. Corn hole. Bike riding. And more ice cream
    Cape Cod, 2023.
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    Date of stay: July 2023
    Owner Response:

    Ann

    So happy to hear that our home worked out well for your family vacation! There is nothing better than relaxing on the Cape in the summer and it sounds like your family took advantage of all the Cape has to offer!

    Appreciate you choosing our home for your home base and hope you will consider us again in the future!

    Thanks again
    Kim

    About

    About Kim

    Member since:
    10/1/2020
    Reviews:
    29 reviews
    Response Time:
    Within a day
    Response Rate:
    100%
    We have been renting our home for several years in Dennis Port - where our childhood vacations started our love for this area - which continued well into our adulthood.

    Now we share this great location with our kids and grandkids and look forward to sharing it with you as well!

    We are born and raised on the South Shore in Massachusetts and know that feeling when you go over the bridge and enter Cape Cod - where you can feel the stress leaving your body and you enter vacation mode!

    We treat every guest like family and are always a call or text away to answer any questions

    What is special about this property?
    Spacious private fenced in backyard - lots of room for many outside games. With the security of knowing the kids are in a yard that is secure.

    The house has plenty of room to spread out but opportunity for everyone to be able to eat together. Not always easy to serve a large group at one time and this house is perfect for that!


    What is special about your town?
    Dennis Port is the perfect vacation spot for families, couples and anyone in between. There are lots of great beaches, shops, restaurants and activities close by.

    Being Mid-Cape you can easily take a day trip to Provincetown or to Martha's Vineyard.

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