Recently constructed cottage located on the edge of town and just a short distance to Cisco area beaches. Offering 2 bedrooms and 1.5 bath plus lovely patio, ideal for private outdoor enjoyment! Abutting Mill Hill park in the rear, provides direct access to walking trails. This dwelling is serviced by wall-mounted, mini-split air-conditioning units.

Little Dipper - centrally located cottage

2 bedroom, Nantucket vacation rental home in Edge of Town featuring Air conditioning, Outdoor shower, Parking, Beach chairs, Beach towels

Nantucket Rental, Edge of Town | Little Dipper - centrally located cottage

This luxurious home is perfect for large groups looking to relax and enjoy the novelties of Nantucket. The professionally designed space boasts an open concept layout outfitted with modern coastal décor. Enjoy the island air while grilling on the outdoor patio, or unwind from a day of exploring in the spacious living areas. This listing includes our entire Nantucket compound with a main house, carriage house, and guest cottage that sleep up to 27, and are tailored to help you make your island experience memorable.

-Space is professionally designed and crafted with large groups in mind.
-Private pool and hot tub
-Private, heated pool is open from Memorial Day through Labor Day.
-Indoor chef's kitchen is fully stocked with essential cookware.
-Quintessential Nantucket architecture with wood shingles and white trim
-Modern coastal interior design with blue accents
-Original spiral staircase in carriage house
-Roomy outdoor showers
-Two spacious outdoor patios with grills
-All beds feature Tempur-Pedic-quality mattresses and silky, high thread count linens.
-All bathrooms are immaculate and include essential toiletries and stacks of plush cotton towels.

Please note that the guest cottage does not have a cooking space or a refrigerator.

Nantucket Luxury Compound

10 bedroom, Nantucket vacation rental home in Surfside featuring Pool, Air conditioning, Outdoor shower, Parking, Beach chairs

Nantucket Rental, Surfside | Nantucket Luxury Compound

Fully renovated in 2018, this beautiful property has been meticulously maintained and exquisitely decorated. Cato Beach is a stunning gem of quiet elegance and contemporary style located one mile from town. Designed for a large, fun loving group and those who love to entertain and enjoy indoor/outdoor living space. The six-bedroom main house and the five-bedroom guest house are situated on almost an acre with abutting conservation land. The home and cottage are connected by grounds carefully arranged to offer elegant outdoor living enclosed within exquisite landscaping providing complete privacy. A fully landscaped yard, an oversized 20’x40’ custom designed sports pool with automatic cover, outdoor film projector and oversized screen, hammock, professional grill, plenty of off-street parking and immense attention to detail make this an ideal rental choice. This private property is located directly behind the Nashaquisett community, giving residents close access to the Surfside bike path in one direction and the Cisco beach area in the other.

Cato Beach stunning home designed for large groups

11 bedroom, Nantucket vacation rental home in Edge of Town featuring Pool, Air conditioning, Parking, Beach chairs, Beach towels

Nantucket Rental, Edge of Town | Cato Beach stunning home designed for large groups

This three-bedroom beachfront cottage is a true oasis to get away from it all. Located down a long sandy road, the home is directly on the beach and was renovated in 2021. The home includes a fire pit and hot tub, adding to the outdoor enjoyment. Spend your days on the beach and head to Millie's for dinner and the sunset. 14 Sheep Pond is also a three-bedroom cottage next door and there is the ability to rent both homes to accommodate larger groups.

3 Bedroom Beachfront Home!

3 bedroom, Nantucket vacation rental home in Madaket featuring Air conditioning, Outdoor shower, Parking, Beach chairs, Beach towels

Nantucket Rental, Madaket | 3 Bedroom Beachfront Home!

This three-bedroom beach front cottage is a true oasis to get away from it all. Located along a long sandy road, the home is directly on the beach and was renovated for Summer 2021. The home includes a fire pit and hot tub, adding to the outdoor ambiance of the home. Enjoy your days on the beach and the convenience of having Millies restaurant and the market moments away. Additionally, 16 Sheep Pond is also a three-bedroom cottage and there is the ability to rent both homes to accommodate larger groups.

Madaket Waterfront Oasis

Nantucket Rental, Madaket | Madaket Waterfront Oasis

This beautiful old piece was made by Joseph Swain in 1767. On the first floor, there is a front foyer that leads to a formal living room with a fireplace that works. A warm dining room has a second fireplace that works. Beautiful master bedroom on the first floor with a tiled bathroom, walk-in closets, and stylish built-in shelves. The living room is big and bright, with original windows that have been fixed up, raised paneling, and a working fireplace. The beautiful eat-in kitchen has cathedral ceilings, a bar with space for four people, and a breakfast nook that can fit the whole family. Doors to the sunken deck stand out on the brick wall that is higher and looks out over beautiful gardens. On the second floor, there is a classic bedroom that faces east and has its own tiled bathroom and the original fireplace mantle. Built-in bunk beds for two people with drawers for storage and a private bathroom. There is a laundry room, two bathrooms, and two closets in the master bedroom. On the third floor, there is an office nook, a bedroom with hand-built bunk beds, and a tiled bathroom with two sinks.

Exquisite antique home built in 1767

Nantucket Rental, Cliff | Exquisite antique home built in 1767

Quaint cottage situated in town on a peaceful side street. Kitchen, dining area, and living room are all open. complete bathroom and a queen bedroom. recently painted, and comfortably furnished. The main home, which may be rented separately or lived in by the owner, is situated on the same land as this cottage. There is a pet ban.

Quaint cottege in town

Nantucket Rental, Town | Quaint cottege in town

15-bedroom home situated on 2 acres of privacy in Surfside. Each of the bedrooms boats a private bathroom and the house offers two large living rooms, kitchen with adjacent dining area with huge dining table. Expansive decks on the front of the house and an 800 square foot screened porch on the rear afford dining and entertaining opportunities. The huge lawn area has been popular with past guests as the perfect spot for a wedding tent. This property is one of a kind and a great location for family reunions, business retreats and weddings.

15-Bedroom Home in Surfside

15 bedroom, Nantucket vacation rental home in Surfside featuring Tennis court, Air conditioning, Outdoor shower, Parking, Beach chairs

Nantucket Rental, Surfside | 15-Bedroom Home in Surfside

This ocean view property offers many features that are rarely found together in a Nantucket rental home. Generous 2-acre parcel of land with sweeping lawns, beautiful gardens, swimming pool, hot tub, tennis court, and deeded beach access. Outdoor covered porch with teak dining table and chairs, outdoor eating area under pergola, gas and charcoal barbecues, and outdoor wood burning oven. Digital cable high definition television, and wireless high speed internet access. First Floor: Country Kitchen/Den with fireplace, dining area, living room with fireplace, King Bedroom and Queen Bedroom with shared bath. Second Floor: King master bedroom with deck and full bath, Queen bedroom with deck and full bath, Bedroom with Twins, Bedroom with Full size bed and separate Single bed. These two bedrooms share the hall bath. Basement: bedroom with Twins, room with 2 bunk beds and full bath.

Ocean view home in Tom Nevers

Nantucket Rental, Tom Nevers | Ocean view home in Tom Nevers

Just a few minutes from Downtown Nantucket is a brand-new, custom-built home with 5 bedrooms and 5 bathrooms. accommodates up to 12 people (three king bedrooms, one dual twin room, and one bunk room with four twins). This home has beautiful finishes and is a great place to relax and host parties.

Includes a media room with an 80-inch TV, Sonos, a salt pool and spa with an outdoor shower, and a covered deck with an outdoor kitchen (grill) and speakers. There is a fireplace in the living room, two washers and dryers, a large chef's kitchen with a Wolf range, two Bosch dishwashers, an ice maker, and an extra refrigerator in the garage. Two cars can park away from the street.

Brand new 5 bedroom home in downtown Nantucket

Nantucket Rental, Cliff | Brand new 5 bedroom home in downtown Nantucket

This beautiful, brand new four bedroom home in Miacomet is made for relaxing and family gatherings. The home is located on a quiet street in lovely, spacious Miacomet Preserve, one of Nantucket's premier neighborhoods. There is parking for three cars and sleeping capacity for eight. This home has a gorgeous pool surrounded by incredible hydrangeas where you can truly unwind. The home offers sleek modern appliances, large kitchen, and all expected conveniences and comforts. The house is nicely located next to Miacomet Beach (0.8 Miles), Surfside Beach (1.6 Miles). Enjoy the green space that surrounds the neighborhood making Miacomet Preserve a special spot on the island.

Stunning 4 Bedroom, 4 Bath Home with Heated Pool!

Nantucket Rental, Miacomet | Stunning 4 Bedroom, 4 Bath Home with Heated Pool!

Renovated in 2018, this beautiful home located is Downtown Nantucket. Pass through a covered front porch and enter a foyer that connects to a front living room and dining room for eight persons with three fireplaces. Kitchen island seats four. Back deck off kitchen provides dining for eight people. A hallway connects the kitchen to a king bedroom with en-suite bath. Spiral staircase leads to a finished lower level that has a king bed, sitting area with TV, coffee table, fridge and sink. There is also a king bedroom with en-suite European style bathroom. A half bathroom, large storage room and washer and dryer are also on the lower level. Second floor has a queen bedroom with en-suite bathroom and fireplace and also two bedrooms with a shared bathroom in hallway.

Recently rennovated, beautiful home in town 

Nantucket Rental, Town | Recently rennovated, beautiful home in town 

Beautiful gardens, mature hedges, and a large, well-kept lawn make this house in town look nice and charming. On the first floor, the living room has old wide pine floors, and the dining room opens to a custom-built kitchen with a pantry. The sunny front bedroom has a double bed, bathroom, laundry room with a large closet, and a door that leads to the new addition through a hallway. Step down into the large living room, which has a TV, a wet bar, and a bar fridge. French doors lead to a beautiful patio and gardens. On the second floor, the front of the house has a large bedroom with two twin beds and a private bathroom with a cathedral ceiling. A small room with a pull-out bed. In the back of the house, there is a new second floor with stairs leading to the master bedroom suite, which has a sitting area, a private deck, and a private bathroom. Views of the lily pond and conservation land are beautiful. In some rooms, the ceiling is low. The fireplace is not for use by the renters. In the house, there are 4 window air conditioners. Three of them are in the bedrooms, and one is in the family room.

Attractive and charming home in town with beautiful gardens 

Nantucket Rental, Town | Attractive and charming home in town with beautiful gardens 

Charming one-bedroom cottage in Codfish Park in 'Sconset. Conveniently located one block from beach and 'Sconset Village. Living room with french doors opens to a private patio with a gas firepit, a barbecue and an outdoor shower. King bedroom with a bathtub and shower. There is an open kitchen with dining room and breakfast bar. Cheerful and picturesque island interior.  Tenant to pay $160.00 departure cleaning fee, subject to 11.7% state/local tax.

Charming one bedroom cottage in Sconset

Nantucket Rental, Sconset | Charming one bedroom cottage in Sconset

Welcome to Big & Little Dipper~ Main house + cottage centrally located at the edge of town, short distance to the beach and downtown. The 'Big Dipper' main house offers 5 bedrooms, 4.5 baths and the 'Little Dipper' back cottage offers 2 bedrooms, 1.5 baths. Newer construction and freshly decorated for the 2021 rental season. Spacious yard and blue stone patios perfect for outdoor entertaining including fire pits w/ seating and additional dining area.

Big & Little Dipper, Main house

Nantucket Rental, West of Town | Big & Little Dipper, Main house

This large ground floor condo is located at 106 Orange St and is a short distance to Nantucket’s historic district, or along the harbor, to reach all downtown shops and restaurants. The harbor beach is also close by.

The condo’s open format makes for convenient living and entertaining. 2 sets of sliding doors lead to a large deck for lounging, BBQ’ing and outside dining. The condo’s backyard deck is surrounded by conservation land which allows privacy and light to filter inside. The condo has a private outside entrance separate from the 1 other unit on this property.

Separating the kitchen dining area is an eat-in counter with 4 stools. From anywhere in the room you can see the large flat screen TV above the brick working fireplace surrounded by built-in bookcases. Lovely tile floors run throughout the kitchen, dining, foyer, and living areas.

One bedroom is a comfortable 12’ x 13’. The other is a very large 15’ x 15’ (both have queen beds). Off street parking for 1 car is available.

Pets welcome for an additional charge.  Owner will only consider a 32 night minimum rental.

Modern 1st Floor Condo in Town

2 bedroom, Nantucket vacation rental home in Town featuring Air conditioning, Parking, Beach chairs, Beach towels, Linens provided

Nantucket Rental, Town | Modern 1st Floor Condo in Town

Adorable post-and-beam cottage with high-end features like central air conditioning, granite countertops, tiled bathrooms, brand-new furniture, linens, and a fully stocked kitchen. Everything has been painted. The living room, dining room, and kitchen are all open and filled with light. There is also a powder room with a full-sized washer and dryer stacked. On the second floor, there are two bedrooms with cathedral ceilings that make this cottage feel open and bright. This lovely offering comes with a sweet private patio, off-street parking, a covered porch, and beautiful plants. In the heart of Nantucket's Historic District, close to shops and restaurants.

Adorable post and beam cottage

2 bedroom, Nantucket vacation rental home in Town featuring Air conditioning, Outdoor shower, Parking, Beach chairs, Beach towels

Nantucket Rental, Town | Adorable post and beam cottage

'Sconset Village: Home features six bedrooms and four and half baths. Sits on an oversized lot and is a short distance the beach. The great room and kitchen are perfect for entertaining or relaxing after a day of surf and sun. Enter from porch into great room with high vaulted ceilings, exposed beams and American Walnut floors. Open kitchen with granite counter tops, center island and stainless steel appliances. Dining area through French doors lead to large deck and back yard. Hallway off great room leads to powder room leads to 2 master bedrooms with en-suite baths and 2 guest bedrooms with shared bath and Jacuzzi tub. Lower Level: Stairs lead to lower level with 2 additional bedrooms and tiled shared bath. Laundry room and media room with surround sound and projection screen. Storage, mechanics and a bulk head leading outside. Hardwood floors throughout, bead board, tiled baths, outdoor shower, all top of the line features.

Luxurious Sconset Home w/ 6BR & Ocean Views

Nantucket Rental, Sconset | Luxurious Sconset Home w/ 6BR & Ocean Views

This spacious four bedroom home is located on the edge of Town; approx. one mile from Main Street. First floor: Living room, den, full bathroom with tub/shower, two bedrooms each with twin beds, dining room with sitting area open to kitchen with fireplace half bath. Second floor: Master bedroom has private bath with tub and shower, king bedroom has private bath with shower stall. Large deck with enclosed outside shower is accessed from the dining room. One a/c unit located in master bedroom.  Large, private yard.  Close proximity to Madaket bike path and shuttle bus stop. Minimum security deposit of $1000 or 10% of the lease amount, whichever is greater. HOUSE ONLY RENTS FOR 2 WKS no one week requests.   NO SMOKING

Spacious 4 bedroom home located on the edge of town

Nantucket Rental, Edge of Town | Spacious 4 bedroom home located on the edge of town

Newly constructed in 2022, it's located only moments to Town and Cliff Road. With an open, airy and bright interior and  high end finishes and appliances, this house won't disappoint. There is a private pool with a beautiful outdoor space perfect for splashing around or lounging after the beach.

Newly constructed home in Town!