Nantucket Rentals
Beds Type / Floor
26 Okorwaw Avenue, Nantucket, MA
An ultra-private 5-bedroom, 4.1-bathroom Surfside estate situated on three acres of meticulously maintained grounds, featuring a 20'x40' gunite saltwater pool and close proximity to multiple south shore beaches.
First Floor Description
Renovated in 2019, Caulfield House features a bright and airy kitchen with white Caesarstone counters and high-end appliances, including a double Viking wall oven with warming drawer, 6-burner Wolf gas cooktop, Sub-Zero refrigerator, Sub-Zero undercounter wine fridge, and Miele silent dishwasher. Adjacent to the kitchen is an open dining area with French doors leading out to the spectacular pool, expansive mahogany deck, and bluestone patio ideal for al fresco dining. An original dual-sided brick fireplace faces the living room and kitchen/dining areas, lending a touch of provincial charm to the inviting first-level living spaces.
Also situated on this level is a primary suite offering a king bed and stunning marble bath with oversized double vanity and spa-like walk-in shower with luxe marbled tile. Additionally, a tucked-away guest wing offers two bedrooms, one with two twins, the other a queen, with shared access to a full hallway bath equipped with tiled rain shower. An elegant powder room completes the layout of this floor.
Second Floor Description
The second level of this stunning home features an additional primary king suite and brand-new bathroom with custom, handmade floor tiles, separate sink vanities, marble walk-in shower, and soaking tub. The suite's French doors lead out to a private balcony overlooking the pool and lawn with southerly views. High-end linens are featured throughout the entire home.
Cottage
A stand-alone apartment above the detached garage offers a fifth en-suite bedroom with full bath, kitchenette, and mini-split air conditioning, perfect for family staff.
Outdoor Space
Spend the afternoon swimming in the heated 20'x40' saltwater pool or sunbathe on the surrounding stone pool deck. This seamless outdoor space also features an expansive mahogany deck with cushioned teak seating, oversized deck umbrellas, and access to a bluestone dining terrace with an outdoor dining set and gas grill. A shaded bocce court is situated to the side of the lawn and is available for tenant use.
Distance to Town: 3.2 Miles to Main Street
Distance to Beach: 0.9 Miles to Stones Beach
Note: this home is part of a larger, three-acre estate. This listing is for the main house, which is situated on the rear two acres with its own drive and 10' privet separating it from the guest cottage. The cottage has its own drive at the front, right corner of the property. One is neither visible nor audible from the other. Tenants should consider this as with renting any private property.
Household Amenities
- Washer
- Dryer
- Iron
- Ironing Board
- Hair Dryer
- Pack 'n Play
Outdoor Amenities
- Beach Towels
- Beach Chairs
- Beach Umbrella
- Gas BBQ
- Cooler
- Outdoor Shower
- Patio/Deck Furniture
- Outdoor Dining Furniture
Kitchen Amenities
- Ice Maker
- Ice Maker
- Ice Maker
- Gas Stove
- Microwave
- Disposal
- Dishwasher
- Toaster
- Mixer
- Coffee Maker (Drip)
- Food Processor
- Lobster Pot
Electronic Amenities
- Wi-Fi
- Smart TV
- Cable Television
Property Amenities
- Bocce Court
- Bocce Court
- Yard
- Porch
- Patio
- Deck
- Parking : Y - 3
- Private Pool
- Central A/C
- Heat
- Usable Fireplace

June | ||
---|---|---|
06/07 - 06/14 | $20,000 | RENT NOW |
06/14 - 06/21 | $20,000 | RENT NOW |
06/21 - 06/28 | $20,000 | RENT NOW |
06/28 - 07/05 | $30,000 | |
July | ||
---|---|---|
07/05 - 07/12 | $30,000 | RENT NOW |
07/12 - 07/19 | $30,000 | RENT NOW |
07/19 - 07/26 | $30,000 | RENT NOW |
07/26 - 08/02 | $30,000 | RENT NOW |
August | ||
---|---|---|
08/02 - 08/09 | $30,000 | RENT NOW |
08/09 - 08/16 | $25,000 | RENT NOW |
08/16 - 08/23 | $30,000 | RENT NOW |
08/23 - 08/30 | $25,000 | RENT NOW |
08/30 - 09/06 | $25,000 | RENT NOW |
September | ||
---|---|---|
09/06 - 09/13 | $20,000 | RENT NOW |
09/13 - 09/20 | $20,000 | RENT NOW |
09/20 - 09/27 | $20,000 | RENT NOW |
09/27 - 10/04 | $20,000 | RENT NOW |
*Rates must be confirmed before booking and do not include state and local taxes, which are currently 11.7%.