27 Pilgrim Road

Renovated in 2026. Bright, summery and newly renovated custom home. "Light Keeper" is located in a quiet area of Sconset village, about a 15-minute walk to Sconset Market. Front door opens to entryway, and very spacious living room with a large TV, sizeable dining room table seats 12, updated kitchen with island and lots of cabinets. Family room features bay window and TV. Hall powder room. Side entrance opens to laundry area with washer/dryer. There are 2 generous first floor bedrooms, each with a King size bed, TV and desk/chair work areas. The back bedroom includes a sun porch. Wach bedroom has adjacent renovated full bathrooms with showers. Second floor features 2 big bedrooms: one with a King bed and one with a Queen bed and two twins. A full bathroom in the hall has a tub/shower combination. An office with a desk, chair and 42" computer monitor. Back second floor wing near the kitchen offers four Twins, full bathroom with a shower, small office with desk, chair and 42" computer monitor. Large garage features ping pong table for rainy days. The backyard terrace offers two outdoor sofas and chairs, gas grill and an outdoor shower. Large lawn area as well.

30 Eel Point Road is a summer oasis. There is a 4 bedroom main house; two bedroom guest house and a spacious one bedroom studio apartment sited on 2.8 acres directly across from the entrance to Dionis Beach. The residences are complimented by a heated salt water pool and outdoor kitchen and living space. You will never want to leave this stunning property! Wonderful gardens, outdoor dining and living spaces complete this stunning home. Main House: First floor: Ensuite bedroom with a Queen bed(Shower) with access to a side porch. Across the hall there is a lovely sitting room and den area with a smart TV. Step down into a bright and spacious open living room and kitchen with a generous island and easy access to the front porch and the back gardens. Large dining area with seating for the 12+. Second Floor: Lovely ocean facing primary suite with a King bed, newly renovated bathroom (Shower) and connects to an office, den, sitting area anchored by a fireplace and smart TV. Both spaces have doors that open to a deck with water views. Across from this primary suite are two bedrooms (King beds) that share a hall bathroom (Tub/Shower). Lower Level: Generous laundry area with two washers and dryers. Storage lockers and wonderful multipurpose family living space with games (Pool Table), arcade games and smart television. Studio one bedroom apartment above the garage. Generous living space with a King bed and bathroom (Shower). and a smart TV Guest House. generous two bedroom, two bathroom guest house that open onto the pool. One bedroom has a king bed and the other has a King bed and a trundle. Both bedrooms are ensuite with a respective private bathroom (shower). Outdoor Kitchen and living space. Adjacent to the heated saltwater swimming pool is a large enclosed outdoor living space with couches, a full kitchen with a gas grill and bar area and smart TV. Amazing entertaining space. There is an attached outdoor shower.

Welcome to your Nantucket getaway, where comfort, privacy, and an unbeatable location come together. Set on a nicely landscaped lot just a quarter mile from the beach, this four-bedroom home offers the perfect setting for a relaxing island escape. Designed for easy summer living, the home features bright, comfortable living spaces and plenty of room for family and friends to gather. The second-floor deck provides a wonderful place to enjoy your morning coffee, afternoon sunshine, or evening cocktails while overlooking the landscaped yard. Whether you're spending your days at the beach or exploring the island, this home is the perfect place to unwind and create lasting memories. Main Level: The main level welcomes you with an open-concept living and dining area, where large picture windows overlook the backyard and surrounding green space, filling the home with natural light. Just off the living area, the kitchen features a cozy breakfast table, perfect for casual meals. Cathedral ceilings and ceiling fans enhance the bright, airy feel throughout this level. Also on the main floor are two guest bedrooms—one with a king-size bed and the other with two twin beds. They share a hall bathroom with a combination tub/shower. Lower Level: From the front entry, stairs lead to the lower level, where a spacious second living area offers the perfect place to unwind. Comfortable seating is arranged around a large flat-screen TV, while picture windows and French doors fill the space with natural light and provide direct access to the backyard. This level also includes two guest bedrooms, each furnished with a queen-size bed, which share a full bathroom with a tub/shower combination. Spacious laundry room with an exterior door.

In the heart of Historic Madaket, this simple cottage has the perfect blend of coastal character and relaxed island living. This location offers spectacular beaches, renowned sunsets, bike paths and shuttle bus transportation. Available for a multiple week rental, this delightful two-bedroom, one bathroom cottage presents a rare opportunity to experience the long-forgotten era of a true Madaket cottage.

Location, location, location. This property is West of Town, 1.3 miles to Steps Beach, 500 feet to a WAVE Bus Stop on Madaket Route and 1.25 Miles to the top of Main Street (Bank of America). This charming four bedroom/three bathroom house features central air, comfortable accommodations and wonderful indoor and outdoor living spaces. There is a front house and it will not be occupied when this home in back, referred to as 4 X6, is rented. Floor one: Large family gathering space with large television, full bathroom with a tub and shower combination, queen sleeper sofa/pull out bed. Floor Two: Kitchen, living space with a television that opens to a large deck with a gas grill. Bedroom with a queen bed, television and a full bathroom with a shower. Floor Three: Laundry, Three bedrooms (queen beds) and a full bathroom with a tub and shower. The house is serviced with internet and ROKU TV's that have YouTube TV. Tenants can log into APPS to watch other streaming services.

"MelAnge" is one of the newest additions to our rental family. A quintessential Nantucket gem in the heart of the "#1 Island in the World" as ranked by National Geographic. Just steps from the beach, this impeccable cottage enjoys distant views of Nantucket Harbor and is a five-minute stroll to Main Street. This gorgeously constructed home includes shiplap walls and ceilings of the highest quality throughout. Professionally decorated by Erin Deombeleg of Charlotte Hill Interiors. Central AC and heat, Halogen pendant lighting in the fully equipped gourmet kitchen. Sonos music system and Bose speaker system, Affinity cable TV and WiFi internet. Flat screen TV's in the living room and each bedroom. Bedding with Stearns & Foster Thornham Plush Pillow Top Mattress. Beautiful bathroom with marble vanity, marble floors and oversized shower. Washer and dryer. All essential toiletries and dishwasher and laundry detergent included. Beach chairs, umbrella and cooler. Outdoor gas grille and dining patio. Beautiful landscaping surrounds the property. ** Access to the exclusive Nantucket Club, spa, dining, swim, fitness and all activities with an additional fee. Come stay and enjoy this fabulous home and island.

Second Wind II -The Perfect Nantucket 4BR Home. This single-family rental in the heart of the “#1 Island in the World,” as ranked by National Geographic, comfortably sleeps 8 surrounded by all the luxury you would expect from a 5-star hotel. This exceptional home has the perfect location! Overlooking extraordinary distance views of Nantucket Harbor, it is a five-minute stroll to Main Street and the ferry, you can walk or bike to almost everything you need! Gorgeous new construction of the highest quality. This home has exquisitely finished bathrooms with double vanity and oversized showers with perpetual hot water system. Bedrooms boast Stearns & Foster Thornham Plush Pillow Top Mattresses and plush Matouk custom bed linens and towels. Gourmet fully equipped kitchen. Wolf stainless steel range and oven, Bosch dishwasher, Sub Zero refrigerator, Keurig coffee maker and pods, Sonos music system, expanded cable TV and WiFi. Luxurious outdoor 6-guest saline hot tub. 50,000 BTU firepit. Washer and dryer. All essential toiletries, dishwasher, and laundry detergent included. 6-beach chairs, umbrella, and cooler. Outdoor gas grille and teak dining patio. Private privet and landscaping surround property. Pocket park adjacent to the home. Exclusive opportunity from June 15 to September 15: Owner’s Hinckley Talaria boat and captain available to renters for additional fees. **Access to the exclusive Nantucket Club, spa, dining, swim, fitness, and all activities with additional fee.

Eliza Cottage – A quintessential Nantucket style home in the heart of the "#1 Island In The World", as ranked by National Geographic. The impeccable Eliza Cottage overlooks Nantucket Harbor, Children's Beach and Park. Next door to the White Elephant Resort and a five-minute stroll to Main Street. Gorgeously renovated in 2025. Highest quality construction. Professionally decorated. King bed with Stearns and Foster Thornham Plush Pillow Top Mattress. Plush Matouk custon bed linens and towels. Gourmet fully equipped kitchen. Viking stainless steel range and oven, Bosch dishwasher, Sub Zero refrigerator, Keurig coffee maker, and pods, Sonos music system, expanded cable TV and WiFi. Beautiful bathroom with double vanity, heated marble floors and oversized triple head shower with perpetual hot water system. Full pull-out custom sofa with plush mattress. Washer and dryer. All essential toiletries, dishwasher and laundry detergent included. 4 beach chairs, 4 beach towels, a beach umbrella and a cooler. Outdoor gas grill and teak outdoor dining set along with conversation seating on the patio. Privacy privet hedge surrounds the property.