Brewster Barefoot Bliss - Image 1
Brewster Barefoot Bliss - Image 2
Brewster Barefoot Bliss - Image 69
1/69

Brewster Barefoot Bliss

6 bedrooms·7 bathrooms·12 guests
Beach access
Pool
Hot tub/Jacuzzi

A rare gem in Brewster, this expansive six-bedroom estate redefines Cape Cod luxury with an unmatched blend of elegance, comfort, and outdoor allure. Nestled steps from the Cape Cod Rail Trail and across from Nickerson State Park, it offers immediate access to the region's most scenic trails and just under a mile to the shores of Crosby Landing Beach. With four private bedroom suites and seven full bathrooms, the home is perfectly tailored for multi-generational families or group getaways seeking space and sophistication. From the awe-inspiring Great Room—featuring soaring ceilings, antique wood paneling from a French chateau, and a spiral staircase from a British ship—to the brand-new kitchen and cozy parlors, every space tells a story. Outdoors, a heated pool, hot tub, fire pit, and full kitchen under a covered cabana turn the patio into a private resort. A fully equipped gym and beautifully landscaped grounds elevate the experience further, offering wellness, play, and relaxation in equal measure. Whether savoring dinner under the stars, unwinding in the outdoor spa, or exploring downtown Orleans just two miles away via bike, every detail invites connection and ease. Linens are included and beds are made, so you can drop your bags and dive straight into a truly unforgettable Cape escape.

Our promise

Satisfaction Guarantee

We've reviewed thousands of homes and approve only the best. Each one is professionally managed and vetted for comfort and style, raising the bar for every stay.

KEY Curation Notes

Heated saltwater pool and hot tub create the centerpiece of outdoor living, with a covered cabana and full outdoor kitchen overlooking the patio. Seasonal availability runs May through Columbus Day.
Every bedroom includes a private bathroom—six bedrooms total with varied layouts, including a self-contained upper apartment with a kitchenette. This is genuinely rare in large-group rentals.
Crosby Landing Beach is less than a mile away, and the property sits directly across from Nickerson State Park with its kettle pond trails. The Cape Cod Rail Trail starts at your door; Orleans Center shops and restaurants are a two-mile bike ride.
The great room stands out architecturally—original soaring ceilings with wood paneling salvaged from a French chateau and a spiral staircase from a British ship create genuine character. It anchors the home's interior.
Built for entertaining large groups—the kitchen features an oversized island with counter seating, formal dining table for 12 or more, wet bar, wine refrigerator, and full pantry. Multiple staircases and flow throughout the home make managing a full house effortless.

Amenities

Indoor
Gym
Blender
Coffee maker (Standard)
Coffee maker (Keurig)
Ice maker
Outdoor
Heated pool
Pool
Hot tub/Jacuzzi
Firepit
Outdoor kitchen
Misc
Generator
Cable/Satellite TV
Sonos system
Carbon monoxide detector
Fire extinguisher

Elevate your stay with add-on services

Book a home, then customize your experience. From beach gear delivery to pre-arrival groceries and private chefs, we coordinate everything you need so you can make memories in the waves and stories at sunset.

Private chef

Private chef

In-home massage

In-home massage

Beach rentals

Beach rentals

Pre-arrival groceries

Pre-arrival groceries

Alcohol delivery

Alcohol delivery

Private driver

Private driver

Bedroom details

Bedroom 1 - Second Level: King
Bedroom 2 - Second Level: Queen
Bedroom 3 - Second Level: Queen
Bedroom 4 - Main Level: Queen
Bedroom 5 - Main Level: Two Twins
Bedroom 6 - Second Level: Queen

Location

Inside the destination

Neighborhood: Brewster Village - Adjacent to the Cape Cod Rail Trail and just across the street from Nickerson State Park. Spend your days exploring the park’s scenic trails or take a short stroll (under a mile) to Crosby Landing Beach for a quintessential Cape Cod day by the water. Hop on the Rail Trail on foot or by bike and be in downtown in Orleans in about 2 miles.

Parking information

During peak hours at town beaches, parking stickers are required. Of course, most of our properties are directly on or within easy walking distance of private, neighborhood association beaches, so no pass is required. For those properties that aren’t right on or within walking distance a pass is necessary. You can stop by the town offices to pick up a weekly pass or pay per visit. Beach passes are issued by vehicle so are not transferable.

We're here to help

Whether you have questions on this home or want us to source other options, we're a message away!

Reviews

Judy

Our family had an absolutely wonderful stay at this vacation home. It was everything we hoped for and more! The house was spotless, beautifully maintained, and thoughtfully equipped with everything we needed for a comfortable week. The layout was perfect for our large family, giving everyone plenty of space to gather together while also providing quiet places to relax. The location couldn't have been better, with easy access to the beach, restaurants, and local attractions. The host clearly take great pride in their home. Every detail made us feel comfortable and at home from the moment we arrived. We created so many special memories here and wouldn't hesitate to stay again. If you're looking for a beautiful, comfortable, and well-appointed vacation home, we highly recommend this property. It truly was the perfect place for our family vacation!

Policies

Check-in: 4:00 PM
Check-out: 10:00 AM
No smoking allowed
No events allowed
Pets allowed by request

Cancellation policy

Plans change, we get it.

Enjoy peace of mind when booking with KEY.co.

Full Refund: Receive a full refund (excluding credit card fees) when you cancel your reservation at least 120 days before check-in.

No Refund: Reservations canceled 119 days or less before check-in are not eligible for a refund.

Refunds subject to a 5% processing fee of the total.

Things you need to know

This property has a seven-night minimum and rents Saturday to Saturday during the peak season.

This property is part of a three-structure compound featuring a grand primary home with six bedrooms, seven full bathrooms, and accommodations for up to 12 guests. It can be rented alongside the “Summer House,” which sleeps up to six additional guests for a combined capacity of 18. The owners occupy the third home and maintain a low profile unless assistance is needed.

An additional separate two-bedroom cottage is available to rent next door, with a total occupancy of sixteen possible.

Fresh sheets and bath towel sets for each guest are provided. A bath towel set includes a bath towel, hand towel and face cloth. Bed linens at the premises are provided – no need to pack them and bring them with you!

A “starter set” of cleaning/paper products is also provided. There will be paper towels and bath tissue to start off your week. Similarly, you will be provided with cleaning products like dish soap, laundry detergent, all-purpose cleaners, etc. We ask that you replace what you use so the guests coming in after you can enjoy the same convenience. Some kitchen trash bags will also be provided.

Restrictions

Guests & Occupancy

  • No more than the number of guests listed on the lease may occupy the property at any time, including infants, children, and overnight visitors.
  • Guests are responsible for all damage, loss, or added expenses incurred during the stay (including pay-per-view charges). All known damage or loss must be reported before departure to remain eligible for accidental damage coverage.

Events & Noise

  • Weddings, receptions, reunions, or any gathering exceeding the approved occupancy are prohibited without prior written approval. Failure to obtain approval will result in a penalty equal to an additional full weekly rental rate.

Prohibited Activities

  • Pets: No animals, birds, or pets of any kind unless explicitly approved in the lease. Violation fee: $5,000.
  • Smoking/Vaping: Smoking or vaping is prohibited anywhere on the premises. Violation fee: $5,000.
  • Illegal Substances & Fireworks: Illegal activities and fireworks are strictly prohibited.
  • Security Cameras: Tampering with, disabling, redirecting, or obscuring exterior security cameras (e.g., Ring doorbell) is prohibited and may result in lease cancellation. No interior cameras are used.

Equipment & Amenities

  • Utilities are provided (electricity, water, gas if applicable, heat, trash). Guests must use utilities responsibly and avoid waste.
  • Appliances & Equipment _(if equipped)_: Appliances and equipment (HVAC, internet, cable TV, dishwasher, washer/dryer, gas grill) are maintained but not guaranteed. No refunds will be issued for outages or malfunctions.
  • Parking: The number of vehicles parked at the property may not exceed the number listed on the lease and must be parked only in assigned spaces. Camper vehicles or vehicles providing sleeping accommodations are not permitted without prior written approval.

Checkout & Care

  • Check-in: 4:00–6:00 PM (early arrival only if confirmed). Check-out: 10:00 AM.
  • Checkout procedure: Guests must text upon departure to notify housekeeping. The property must be left clean and in good, habitable condition per the checkout checklist.
  • Late Checkout Fees: $500 per hour (or portion thereof) for up to two hours past checkout. After two hours, additional lease penalties apply.
  • Lost key fee: $25 per key.

Liability & Disclaimers

  • Not responsible for lost or stolen items. Guests must pay shipping and handling for any items requested to be returned after departure.
  • Guests assume all risk for injury, loss, or damage resulting from use or misuse of the property or its fixtures and agree to indemnify the landlord and agent.
  • May enter the property with reasonable notice to inspect, make repairs, or protect the premises.
  • Minor or non-material changes to furnishings, fixtures, equipment, or property details do not constitute liability.
  • Failure to comply with lease terms may result in eviction with as little as two hours’ notice and additional charges equal to a full weekly rental rate, plus legal fees if enforcement is required.
  • If the property becomes unavailable or uninhabitable due to fire, casualty, or legal violation, rent will be prorated or refunded accordingly. The landlord is not liable for additional losses.