Pleasant Bay Retreat


Address: 588 S Orleans Rd Location: Orleans MA Type: Vacation home Property ID: 12411
3 Bedrooms 8 Beds 3 Baths Sleeps 9 no
About This Home
Pleasant Bay Retreat

This classic Cape Cod home sits on 1.57 acres and is brimming with antique character. The fully remodeled interior includes an updated kitchen and an inviting living room. Enjoy a cookout and dine alfresco on the back patio, where an outdoor fireplace awaits. Mature trees in the sprawling backyard provide shade and privacy. An enclosed outdoor shower is handy after fun-filled beach days. Walk just 3 minutes to the beach at Pleasant Bay. Or head to the beach at Jackknife Harbor (2 miles) to enjoy sailing, paddleboarding, kayaking, or clamming. Soak up the sun at Nauset Beach (5.7 miles) and take in beautiful views of the Atlantic Ocean. Downtown Orleans (3.8 miles) and Main Street in Chatham (4.5 miles) each boast an array of great restaurants, boutique shops, and entertainment options.

Unwind on the new sectional in the spacious living room while watching a movie on the smart TV with a Chromecast device. Relax and unwind on a sofa and two side chairs beside the gas fireplace. A large table with three chairs serves as a game table or a home office space. Release your inner chef in the gleaming kitchen, complete with modern upgrades and a full suite of stainless steel appliances -- including a roomy French-door fridge. Seven can gather at the breakfast table. The large table in the formal dining room seats eight. The primary bedroom has a king bed, two armchairs, and ample natural light. The en-suite bathroom has a walk-in shower. The second bedroom has a twin-over-full bunk bed, a twin daybed, and a crib, while the third bedroom has two queen beds and an armchair. The hallway bathroom has a tub/shower combination. A convenient half bath is located off the foyer. Extra perks include complimentary WiFi, a washer/dryer, and beach gear (including an inflatable standup paddleboard, an umbrella, and chairs).

THINGS TO KNOW
The indoor fireplace in the kitchen is not operational.
No dog(s) are welcome in this home. No other animals are allowed without specific Vacasa approval.
Parking notes: There is free parking available for 3 vehicles.


Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximun occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices -not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!

Damage waiver: The total cost of your reservation for this Property includes a damage waiver fee which covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. More information can be found from the "Additional rules" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

RC-2025-41
C0281442240
Neighborhood
Bedroom Configuration
bedroom
beds
1
King
bedroom
beds
1
Cribs
beds
1
Double
beds
3
Twin
bedroom
beds
2
Queen
Things To Know
  • Cancellation Policy: Full refund 30 days prior to arrival and no refunds after that.
  • Check-in Time: 4:00 PM
  • Check-out Time: 10:00 AM
  • Parking Available: yes
  • Parking Price Type: free
  • Pets Allowed: no
  • Smoking Allowed: No
House Rules
  • By booking this reservation, you agree to the additional policies, terms, and conditions below. UNIT SPECIFIC TERMS - Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation. - No dog(s) are welcome in this home. No other animals are allowed without specific Vacasa approval. - The property shall not be used by more than the number of adults and children listed in your reservation. - All guests shall abide by Vacasa’s good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10 p.m. to 8 a.m. - If early check-in is available for your reservation, you will be notified by 9 a.m. on the morning of your arrival by email. Late check-out is offered whenever possible for a small fee. - No smoking of any kind is permitted anywhere on the premises. - No commercial photography or filming is permitted on the property. Tents or other structures may not be erected. - Renter is liable for any damage to the property and agrees to accept charges to the card on file should damage occur during occupancy. - Permit ID: RC-2025-41 - Tax ID: C0281442240 - Due to local laws, regulations, or Homeowner Association rules, guests may be required to agree to additional terms of service. A signed paper contract is required to be completed and returned to Vacasa. - Property Specific terms: DAMAGE WAIVER The total cost of your reservation for this Property includes a damage waiver fee (USD) with the following costs, plus tax if applicable: 0 bedrooms: $60 for stays 1-3 nights, $15 per night for stays 4+ nights. 1 bedrooms: $60 for stays 1-3 nights, $15 per night for stays 4+ nights. 2 bedrooms: $80 for stays 1-3 nights, $20 per night for stays 4+ nights. 3 bedrooms: $100 for stays 1-3 nights, $25 per night for stays 4+ nights. 4 bedrooms: $100 for stays 1-3 nights, $25 per night for stays 4+ nights. 5 bedrooms: $120 for stays 1-3 nights, $30 per night for stays 4+ nights. 6 bedrooms: $120 for stays 1-3 nights, $30 per night for stays 4+ nights. 7 bedrooms: $140 for stays 1-3 nights, $35 per night for stays 4+ nights. 8 bedrooms: $140 for stays 1-3 nights, $35 per night for stays 4+ nights. The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to Vacasa prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit. How to Report Damage Please report accidental damage as soon as it occurs so we can assess and minimize the extent of the damages. Damage Waiver Additional Terms and Conditions The Damage Waiver only covers damage that occurs during the authorized rental period and that Renter or an authorized guest reports PRIOR TO CHECK OUT. The Damage Waiver does not cover intentional damage or damage caused by smoking, pets or other animals brought onto the Property, or criminal activity. The Damage Waiver does not cover damage to any structure other than the Property covered by your confirmed, non-fraudulent reservation. Renter is responsible for any accidental damage that exceeds $3,000. Damages for covered claims in excess of $3,000 or for uncovered claims will be charged to the Renters credit card. The Damage Waiver program is provided and administered by Vacasa and is not an insurance policy. The Damage Waiver does not provide liability coverage and does not cover vehicles or guest personal items. This property is managed by Vacasa LLC. RC-2025-41 C0281442240
Amenities

Accessibility

  • Path to entrance lit at night

Activities

  • Golf
  • Water skiing
  • Jet-ski

Bathroom

  • Bathtub
  • Shower
  • Bathtub or Shower
  • Separate tub and shower
  • Hairdryer

Business Facilities

  • Business library

Entertainment and Family Services

  • Children's play area
  • Games

Food and Drink

  • BBQ/Picnic area
  • Coffee/Tea maker

Media and technology

  • TV

Miscellaneous

  • Free Parking
  • Carbon Monoxide Detector + Smoke Detector

Outdoor and view

  • Library
  • Fire Pit

Policy

  • Private parking
  • No Pets Allowed

Room amenities

  • Stove
  • Washer/dryer
  • Heating
  • Air Conditioning
  • Complimentary high speed internet in room
  • Desk
  • Dishwasher
  • Fireplace
  • Full kitchen
  • Dining Area
  • Iron
  • Kitchen supplies
  • Washer
  • Dryer
  • Patio
  • Living room
  • Outdoor furniture
  • Outdoor dining area
  • Dining room
  • High-Speed Wifi
  • Patio/Balcony
  • Fireplace: Gas
  • Fireplace: Electric
  • Air Conditioning: Central
  • Baby Crib
  • Barbeque Grill: Gas
  • Microwave
  • Oven
  • Barbecue grills
  • Refrigerator
  • Silverware/utensils
  • Sitting area

Services and extras

  • Beach essentials
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