Entire home

Dazzling High End Home with Heated Pool, Spa and Guest House RPAM013

Holiday home in South Dennis with private pool and kitchen

Photo gallery for Dazzling High End Home with Heated Pool, Spa and Guest House RPAM013

Fridge, microwave, oven, stovetop
A heated pool
TV, fireplace, offices
Fridge, microwave, oven, stovetop
TV, fireplace, offices
Escape to 58 Pleasant Street in East Dennis, where this exquisite property combines thoughtful finishes, artful design, and spectacular amenities. With a grand main home featuring an expansive living space and gourmet kitchen plus a charming guest house with well-equipped kitchenette and comfortable living area for up to 14 guests.

Reviews

9.8 out of 10
Exceptional

Entire home

6 bedrooms5 bathroomsSleeps 14

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pool
  • Fireplace

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Dazzling High End Home with Heated Pool, Spa and Guest House RPAM013

Welcome to your dream getaway at 58 Pleasant Street in East Dennis, where luxury meets comfort in this fully renovated, oversized home. Nestled in a serene setting, this exquisite property combines thoughtful finishes, artful design, and spectacular amenities, making it the perfect choice for the most discerning renters.

As you step onto the meticulously landscaped grounds, you'll find a grand main home, a charming guest house, and a heated saltwater pool and spa. The main home greets you with an expansive living space, featuring a gourmet kitchen equipped with top-of-the-line appliances, a cozy breakfast nook, and an inviting sitting area. Perfect for entertaining, the dining room comfortably seats 14 and is conveniently located near the kitchen. The main level also boasts a library/office room, offering a quiet retreat near the front door, and a cozy den off the main living area, ideal for intimate conversations or spirited board games. A side entrance leads to a mudroom and a full bathroom, adding to the home's thoughtful layout.

Upstairs, the home offers four beautifully appointed bedrooms, including two with ensuite baths. The primary bedroom features a spacious deck overlooking the pool area and guest house, providing a tranquil space to enjoy your morning coffee or evening sunset. The lower level of the home includes a finished rec room and an additional bedroom, offering even more space for relaxation and entertainment.

The guest house is a delightful retreat on its own, complete with a well-equipped kitchenette, a comfortable living area, and a full bath. Combined, the main home and guest house comfortably accommodate up to 14 guests, making it ideal for large families or groups of friends.

Location is key, and this property does not disappoint. Cold Storage Beach is just 0.6 miles away, offering pristine sands and sparkling waters for your enjoyment. Dennis Village, located 3 miles away on historic Route 6A, provides charming shops, delightful eateries, and a glimpse into the area's rich history.
Experience the perfect blend of luxury and convenience at this exceptional Pleasant Street property, where every detail has been thoughtfully designed to create an unforgettable vacation experience. Whether you're lounging by the heated saltwater pool, enjoying a meal in the elegant dining room, or exploring the local attractions, this home promises to be your ideal home away from home.

The home is available for year round bookings. Please see below for minimum stay requirements based on the time of year. Please note, off season bookings do not include the pool, spa or guest house and occupancy for these bookings is capped at 12 people in the main house only. The cleaning fee is reduced as well during these stays.

Subject to applicable taxes and fees. No pets please. All linens and towels are provided. All Robert Paul Vacation Rental bookings include a non-refundable $250 fee that includes administrative fee and damage waiver insurance for self-reported incidental damage up to $1,000.00. Upon receipt of a booking request, an agent will reach out to discuss additional security protection which may be required at this property.

STAY REQUIREMENTS:
8/30/25- 10/3/25- 4 night minimum stays (Pool and Spa are Open)
10/4/25 - 5/15/26 - 3 night minimum stays (Pool and Spa are Closed)
5/16/26 - 6/26/26 - 4 night minimum stays (Pool and Spa are Open)
6/27/26 - 8/28/26 - 7 night minimum stays, Sat. to Sat. only (Pool and Spa are Open)
8/29/26 - 10/2/26- 4 night minimum stays (Pool and Spa are Open)
10/3/26 - 12/31/26 - 3 night minimum stays (Pool and Spa are Closed)

BEDROOM CONFIGURATION:
Main House 2nd Floor:
Bedroom 1 (Primary Suite)- 1 king bed w/ ensuite bathroom
Bedroom 2- 1 queen bed w/ ensuite bathroom
Bedroom 3- 1 queen bed
Bedroom 4- 2 double beds (1 double w/ double trundle bed underneath)
Main House Lower Level:
Bedroom 5- 4 single beds (2 sets of bunk beds)
Guest House 2nd Floor:
Bedroom 6- 1 king bed

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Kitchen island
  • Kitchenette
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Bathtub or shower
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Games
  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Laundry detergent
  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Heated pool
  • Tennis
  • Water park
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Sailing nearby
  • Swimming nearby
  • Whale watching nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Garden

Similar properties

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number C0076140750

Property is also known as

2594-228571

About the area

Located in South Dennis, this holiday home is near the beach. While the natural beauty of Mayflower Beach and Nauset Beach can be enjoyed by anyone, those looking for an activity can explore Hyannis Harbor. Cape Cod Museum of Natural History and Cape Cod Baseball & Bumper Boats are also worth visiting. Discover the area's water adventures with sailing and fishing nearby, or enjoy the great outdoors with hiking and ecotours.
Map
East Dennis, Massachusetts

What's nearby

  • Corporation Beach - 6 min drive - 3.6 km
  • Cape Playhouse - 6 min drive - 4.7 km
  • Cape Cod Museum of Art - 7 min drive - 5.4 km
  • Cape Cod Rail Trail - 10 min drive - 8.4 km
  • Mayflower Beach - 11 min drive - 7.2 km

Getting around

  • Hyannis Transportation Center - 29 min drive
  • Hyannis, MA (HYA-Barnstable Municipal) - 31 min drive

Restaurants

  • ‪Sesuit Harbor Cafe - ‬5 min drive
  • ‪7-Eleven - ‬3 min drive
  • ‪Captain Frosty's - ‬7 min drive
  • ‪Dunkin' - ‬5 min drive
  • ‪Grumpy's - ‬3 min drive

Frequently asked questions

Does Dazzling High End Home with Heated Pool, Spa and Guest House RPAM013 have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Dazzling High End Home with Heated Pool, Spa and Guest House RPAM013 pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Dazzling High End Home with Heated Pool, Spa and Guest House RPAM013?

Check-in begins at 3:00 PM.

What time is check-out at Dazzling High End Home with Heated Pool, Spa and Guest House RPAM013?

Checkout is at 10:00 AM.

Where is Dazzling High End Home with Heated Pool, Spa and Guest House RPAM013 located?

Situated by the sea, this holiday home is within 3 miles (5 km) of Cape Cod Museum of Natural History, Corporation Beach and Scargo Tower. Paine's Creek Beach is 2.8 mi (4.5 km) away.

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