Searside Retreat Charming Cape Escape with Pool, Hot Tub & Fire Pit

  • Experience the full layout with amazing aerial shots from above!
    Experience the full layout with amazing aerial shots from above!
  • new hot tub is being installed- unavailable until January 2026
    new hot tub is being installed- unavailable until January 2026
  • Your perfect spot for evening relaxation — the inviting outdoor firepit.
    Your perfect spot for evening relaxation — the inviting outdoor firepit.
  • Bright and spacious living area for comfort and connection
    Bright and spacious living area for comfort and connection
  • The perfect spot to share breakfast, dinner, or a glass of wine.
    The perfect spot to share breakfast, dinner, or a glass of wine.
  • Everything you need to prepare meals in style and comfort.
    Everything you need to prepare meals in style and comfort.
  • Gather, unwind, and enjoy your favorite shows in the spacious living room.
    Gather, unwind, and enjoy your favorite shows in the spacious living room.
  • Welcome to our front door!
    Welcome to our front door!
  • As you enter, you'll find our hallway—on the right is the living area, and on the left is the garage.
    As you enter, you'll find our hallway—on the right is the living area, and on the left is the garage.
  • It can be your mudroom or hallway, whichever you prefer!
    It can be your mudroom or hallway, whichever you prefer!
  • It can be your mudroom or hallway, whichever you prefer!
    It can be your mudroom or hallway, whichever you prefer!
  • Whether you use it as a mudroom or a hallway, it’s a great spot to step into!
    Whether you use it as a mudroom or a hallway, it’s a great spot to step into!
  • Gather, unwind, and enjoy your favorite shows in the spacious living room.
    Gather, unwind, and enjoy your favorite shows in the spacious living room.
  • Gather, unwind, and enjoy your favorite shows in the spacious living room.
    Gather, unwind, and enjoy your favorite shows in the spacious living room.
  • Relax, watch, and unwind in the spacious living room.
    Relax, watch, and unwind in the spacious living room.
  • Relax, watch, and unwind in the spacious living room.
    Relax, watch, and unwind in the spacious living room.
  • Comfortable dining for 6,with extra chairs close by for bigger groups.
    Comfortable dining for 6,with extra chairs close by for bigger groups.
  • The perfect spot to share breakfast, dinner, or a glass of wine.
    The perfect spot to share breakfast, dinner, or a glass of wine.
  • A welcoming space for every meal and moment.
    A welcoming space for every meal and moment.
  • A welcoming space for every meal and moment.
    A welcoming space for every meal and moment.
  • Everything you need to prepare meals in style and comfort.
    Everything you need to prepare meals in style and comfort.
  • Everything you need to prepare meals in style and comfort.
    Everything you need to prepare meals in style and comfort.
  • Prepare and enjoy meals with all the essentials at your fingertips.
    Prepare and enjoy meals with all the essentials at your fingertips.
  • Prepare and enjoy meals with all the essentials at your fingertips.
    Prepare and enjoy meals with all the essentials at your fingertips.
  • Brew your favorite coffee anytime during your stay
    Brew your favorite coffee anytime during your stay
  • A cozy, clean bathroom with fresh towels waiting for you.
    A cozy, clean bathroom with fresh towels waiting for you.
  • Your sanctuary, complete with soft towels and a spotless bathroom.
    Your sanctuary, complete with soft towels and a spotless bathroom.
  • Relax in a warm, inviting bathroom with fluffy towels.
    Relax in a warm, inviting bathroom with fluffy towels.
  • A bathtub for perfect relaxation!
    A bathtub for perfect relaxation!
  • Our back to back bedrooms!
    Our back to back bedrooms!
  • A spacious bedroom, where comfort and relaxation meet in a king bed.
    A spacious bedroom, where comfort and relaxation meet in a king bed.
  • Drift into a peaceful sleep on our cozy king-sized bed.
    Drift into a peaceful sleep on our cozy king-sized bed.
  • A restful haven, featuring a soft king bed just for you.
    A restful haven, featuring a soft king bed just for you.
  • Get entertained anytime you like!
    Get entertained anytime you like!
  • Rest easy in our room with two plush double beds, designed for relaxation.
    Rest easy in our room with two plush double beds, designed for relaxation.
  • The perfect setup for friends or family, with two comfy double beds.
    The perfect setup for friends or family, with two comfy double beds.
  • Double the comfort, double the relaxation!
    Double the comfort, double the relaxation!
  • A serene escape with two soft double beds, making sleep feel effortless.
    A serene escape with two soft double beds, making sleep feel effortless.
  • A luxurious master suite with a queen bed and private half bathroom, your perfect escape.
    A luxurious master suite with a queen bed and private half bathroom, your perfect escape.
  • Relax in style with a spacious queen bed and your own en-suite half bathroom.
    Relax in style with a spacious queen bed and your own en-suite half bathroom.
  • Your personal retreat, complete with a queen sized bed!
    Your personal retreat, complete with a queen sized bed!
  • Indulge in luxury with a queen bed!
    Indulge in luxury with a queen bed!
  • Enjoy the ultimate comfort in a spacious master suite with a queen bed and en-suite half bathroom.
    Enjoy the ultimate comfort in a spacious master suite with a queen bed and en-suite half bathroom.
  • A stylish, intimate ensuite half bathroom, perfect for your personal use.
    A stylish, intimate ensuite half bathroom, perfect for your personal use.
  • A warm and welcoming ensuite half bathroom, just right for quick moments of relaxation.
    A warm and welcoming ensuite half bathroom, just right for quick moments of relaxation.
  • Step into our cozy basement lounge, where comfort and fun meet.
    Step into our cozy basement lounge, where comfort and fun meet.
  • A warm and welcoming basement hangout, designed for comfort and good times.
    A warm and welcoming basement hangout, designed for comfort and good times.
  • A comfortable space downstairs, perfect for gathering and making memories.
    A comfortable space downstairs, perfect for gathering and making memories.
  • Come relax in our cozy basement lounge, where you can truly feel at home.
    Come relax in our cozy basement lounge, where you can truly feel at home.
  • A charming basement living space, ideal for laid-back hangouts and cozy evenings.
    A charming basement living space, ideal for laid-back hangouts and cozy evenings.
  • We also have a laundry area at the basement available for your convenience!
    We also have a laundry area at the basement available for your convenience!
  • Ready for a splash of fun? Our swimming pool is the perfect place to unwind.
    Ready for a splash of fun? Our swimming pool is the perfect place to unwind.
  • It’s not just any pool—it’s a serene retreat to relax and refresh in.
    It’s not just any pool—it’s a serene retreat to relax and refresh in.
  • This beautiful South Dennis getaway offers a private pool, perfect for sunny Cape Cod days.
    This beautiful South Dennis getaway offers a private pool, perfect for sunny Cape Cod days.
  • Surprise your senses with a swim in our beautiful pool—perfect for both relaxation and fun.
    Surprise your senses with a swim in our beautiful pool—perfect for both relaxation and fun.
  • Welcome to Seaside Retreat, your ultimate Cape Cod escape in the heart of South Dennis!
    Welcome to Seaside Retreat, your ultimate Cape Cod escape in the heart of South Dennis!
  • Take a dip in our inviting pool, the perfect spot to cool off and relax.
    Take a dip in our inviting pool, the perfect spot to cool off and relax.
  • new hot tub is being installed- unavailable until January 2026
    new hot tub is being installed- unavailable until January 2026
  • Whether you’re in the mood to swim or just relax, this is the best spot to be!
    Whether you’re in the mood to swim or just relax, this is the best spot to be!
  • enjoy a meal while your loved ones swim!
    enjoy a meal while your loved ones swim!
  • enjoy a meal while your loved ones swim!
    enjoy a meal while your loved ones swim!
  • We also have a firepit! This house truly has everything you could want for the perfect vacation!
    We also have a firepit! This house truly has everything you could want for the perfect vacation!
  • And don't worry—an outdoor shower has never been forgotten! It’s the perfect touch for a day in the sun.
    And don't worry—an outdoor shower has never been forgotten! It’s the perfect touch for a day in the sun.
  • And don't worry—an outdoor shower has never been forgotten! It’s the perfect touch for a day in the sun.
    And don't worry—an outdoor shower has never been forgotten! It’s the perfect touch for a day in the sun.
  • Our wide driveway is all yours—just please park on it and leave the grass untouched!
    Our wide driveway is all yours—just please park on it and leave the grass untouched!
  • Feel free to use our spacious driveway, but kindly keep the grass clear!
    Feel free to use our spacious driveway, but kindly keep the grass clear!
  • We've got plenty of space in the driveway, let’s keep the grass green!
    We've got plenty of space in the driveway, let’s keep the grass green!
  • Take in the whole picture of our house waiting for you!
    Take in the whole picture of our house waiting for you!
  • Catch the view from above with our stunning aerial shots!
    Catch the view from above with our stunning aerial shots!
  • Aerial shots that capture every angle of this beautiful place!
    Aerial shots that capture every angle of this beautiful place!
  • Aerial shots that show the beauty of the whole space from a new perspective!
    Aerial shots that show the beauty of the whole space from a new perspective!
$273-1,039/night
3 Bedrooms • 2 Baths (1 full, 1 half) • Sleeps 4-8
Allows pets Internet Fireplace Near Ocean Private Pool Hot Tub (more...)

Welcome to Searside Retreat, your ultimate Cape Cod escape in South Dennis! This charming home offers a private pool, open layout, and modern comforts just minutes from top beaches, restaurants, and shops. Relax in a quiet neighborhood while staying close to everything you love about the Cape.

Mayflower Beach - 10min
Chapin Beach - 6 min
Cape Cod Rail Trail – 10min
The Marshside Restaurant – 2min
Sesuit Harbor Cafe - 5 min
Scargo Cafe - 5 min
Smugglers Ice Cream - 5 min


Discover the Cape Cod magic with us – learn more below!


KEY FEATURES:
☀ 3 Comfortable bedrooms (1 King, 1 Queen w/ half bath, 1 with 2 Doubles)
☀ Sparkling full bathroom + additional half bath in primary bedroom
☀ Fully equipped kitchen + dining for 6 (extra chairs available)
☀ Private pool with basketball hoop, hot tub, and wood fire pit
☀ Two living areas + sunroom with easy outdoor access


☆☆ BEDROOMS ☆☆
All bedrooms feature TVs for entertainment and cozy linens for a great night’s sleep. Each bedroom is thoughtfully designed for rest and comfort:
Bedroom 1: Queen bed with a private half bath
Bedroom 2: Two full-size (double) beds — perfect for kids or friends
Bedroom 3: Spacious King bedroom


☆☆ BATHROOMS ☆☆
Full Bathroom: Shared bath with shower/tub combo, ideal for freshening up after a day at the beach.
Half Bathroom: Conveniently located in Bedroom 1, offering added privacy and comfort.


☆☆ KITCHEN, DINING, & LIVING AREA ☆☆
• The fully equipped kitchen has everything you need to cook at home — from morning coffee to family dinners. The dining area seats 6, with additional chairs available in the breezeway and laundry room.
• The spacious living room offers a cozy space to relax, complete with a large TV — perfect for movie nights or catching up after a day exploring Cape Cod.


☆☆ ADDITIONAL INDOOR SPACE ☆☆
Sunroom: Bright and inviting, with easy access to the BBQ grill and outdoor dining area.
Downstairs Living Area: A cozy spot for private moments or movie marathons, offering extra room to spread out and unwind.


☆☆ OUTSIDE SPACE ☆☆
This backyard has everything you need for memorable summer days and nights. Step outside to your private outdoor oasis!
• Pool with basketball hoop — great for family fun and relaxation.
• Hot Tub — unwind under the stars after a day of adventures. ☆☆☆☆ (New hot tub is being installed- unavailable until January 2026)
• Wood Fire Pit — perfect for s’mores and evening chats.
• BBQ Grill & Outdoor Dining Area — ideal for summer cookouts and al fresco meals.
• Outdoor Shower - rinse off after the beach/pool and enjoy the Cape breeze


Book your stay today and experience Cape Cod the way it’s meant to be with comfort, fun, and relaxation at every turn.
We can’t wait to host you at SEARSIDE RETREAT!!


★☆ Book Today & Let Us Take Care Of You! ☆★
- The guest who books must be one of the guests staying on the property (sorry - no booking for others).

- Minimum booking age is 25 and must show proof of a valid ID if asked

- We have an additional 5 Str Co-Host Guest Agreement separate from the booking platform. By booking this home, you agree to this process. The Guest Agreement is a legal document from our law firm that details the rules and policies for staying here.

- After you book, you’ll receive a message with a link to the Renter’s Agreement. Please read it carefully and sign it to complete your booking. Signing this agreement is required for your stay in our home.

- Unexpected things can happen, so WE STRONGLY RECOMMEND getting travel insurance in case you need to cancel your booking.

- No Parties
- No Smoking
- No illegal activity
- Only registered guests allowed

- By booking, you accept responsibility for any damage/extra cleaning your dog causes during the stay. No dogs left home alone unless crated. Please clean up after your pet. Pet fee applies.

- Please note that we permit a maximum of 2 dogs on this property, preferably aged 2 years and above. Below is a list of restricted breeds.

*Pit Bull Terriers
*Pitbulls / Pitbull mixes
*Doberman Pinschers
*Rottweiler
*Staffordshire Terriers
*German Shepherds
*Chows
*Bull Mastiffs
*Huskies
*Alaskan Malamutes
*Wolf - Dog Hybrids
*Great Danes
*St Bernards
*Boxers
*Aikita
*Rhodesian Ridgebacks
**Farm and Ranch animals
**Any attack, non-domesticated or guard dog
**Any non-domestic or exotic animal
**A mixed breed which includes any of the above
**Any animal with a past history or bites or attacks

Cancellation Policy: Ninety-seven percent (97.00%) of the total booking charges will be refunded if the cancellation is made more than 30 days prior to the arrival date of the reservation. Forty-seven percent (47.00%) of the total booking charges will be refunded if the cancellation is made more than 14 days prior to the arrival date of the reservation. For cancellations made within 14 days prior to the arrival date, no refund will be issued.

South Dennis, Massachusetts

Property Type House
Accommodation Entire Home
Check-In A keypad is available 24 hours a day to provide entry for guests
House Rules
  • Maximum occupancy: 8
  • Children welcome
  • Infants welcome
  • Smoking not allowed
  • Wheelchair inaccessible
  • Minimum age of primary renter: 25
  • Pets welcome
Setting & View
  • Near Ocean
  • Rural
  • Town
  • Pool View
General
  • Internet
  • Fireplace
  • Air Conditioning
  • Central Heating
  • Linens Provided
  • Towels Provided
  • Washing Machine
  • Clothes Dryer
  • Hot Water
  • Private Living Room
  • Fitness Room/Equipment
  • Hair Dryer
  • Iron & Board
  • Wifi
  • Ceiling Fans
  • Basic Soaps
  • Paper Towels
  • Shampoo
  • Toilet Paper
  • Hangers
  • Private Entrance
  • Lock On Bedroom Door
  • Extra Pillows & Blankets
  • Free Internet
  • Body Soap
  • Hair Conditioner
  • Shower Gel
  • Clothing Storage (closet or wardrobe)
  • Clothes Drying Rack
Kitchen
  • Kitchen
  • Refrigerator
  • Stove
  • Oven
  • Microwave
  • Dishwasher
  • Dishes & Utensils
  • Spices/Pantry Items
  • Coffee Maker
  • Toaster
  • Ice Maker
  • Freezer
  • Blender
  • Kettle
  • Pots & Pans
  • Dining Table
  • Baking Sheet
  • Barbeque/Grill Utensils
  • Coffee
  • Mini Fridge
  • Wine Glasses
Bathrooms 2 Baths (1 full, 1 half)
  • Full bath – Combination Tub/Shower, Toilet
  • Half Bathroom – Toilet
Sleeping Arrangements 3 Bedrooms, sleeps 4-8
  • Bedroom 3 – 1 King bed
  • Bedroom 1 – 1 Queen bed
  • Bedroom 2 – 2 Double beds
Entertainment
  • Television
  • Games/Board Games
  • Smart TV
  • Sound System
  • Exercise Equipment
  • Life Size Games
Family
  • Baby Gate
  • Outlet Covers
Outdoor
  • Outdoor Grill
  • Deck/Patio (uncovered)
  • Lawn/Garden
  • Beach Essentials
  • Private Yard
  • Fire Pit
  • Fenced Yard
  • Outdoor Dining
  • Outdoor Shower
  • Outdoor Seating
  • Sun Loungers
Pool/Spa
  • Private Pool
  • Hot Tub
Vehicles
  • Parking
  • Free Parking
  • Free Parking On Premises
Theme
  • Family
  • Tourist Attractions
Attractions
  • Museums
Leisure
  • Paddle Boating
  • Boating
  • Water Sports
Sports & Adventure
  • Fishing
  • Golf
Safety
  • Carbon Monoxide Detector
  • Fire Extinguisher
  • First Aid Kit
  • Smoke Detector
  • Cleaning Products
Expectations
  • Cameras/Surveillance
Accessibility
  • Single Level Home