Holiday rentals in Jetties Beach

3 Bedroom - Historic Penthouse (In Town)

Welcome to the Centre Street Penthouse, a captivating 3rd floor (walk up) retreat nestled in the heart of Nantucket. Occupying the entire top floor of a historic building built in 1780, this residence offers a unique blend of 18th-century charm and modern comfort. Situated within the Nantucket Historic District - this penthouse is in the center of all of the best dining & nightlife. The penthouse is walkable to both the Hy-Line & Steamship ferry, ensuring easy access to and from the island

Two-Bedroom Luxury Condo

This two-bedroom suite is located in a restored historic building in Town and the only unit in the building accessed through the original front door. Recently refurbished, the unit elegantly combines Nantucket style with modern accents and upgrades. Minutes from Main St, walking distance to Steps Beach, and a block from free public transportation. There is a shared patio in the back of the building with a gas grill and outdoor furniture. Completely new furniture/mattresses and upgraded HVAC!

Cuddle In Cottage near Surfside Beach

This charming Nantucket chic decorated cottage is your ideal vacation spot. Perfect for 2 and a max of 4 people. The cottage is less than a mile from Surfside Beach, voted the islands favorite, and across the street from a bike path offering biking to the beach or town a safe and easy option. The cottage boasts privacy with fully stocked kitchen, in and out door shower, radiant heat, AC unit in the bedroom, 2 flat screen TV's, top drawer linens, towels, beach chairs and an out door grill.

"Upon a Rock" Peace & Quiet - Mid island retreat!

Our guest suite is a separate wing on the main house. It is separated by a locked door. You have your own separate private entrance. You must come into the backyard of the main house. Look for the arbor with BAIRD written on top. These is an extra charge for any guests after the first 2 guests.,$150 per guest per night. Our guest suite is not suitable for children. We do not allow pets. If you were bringing a car please let us know in advance so we can make parking arrangements

Derrymore Place - an island gem

Located in a quiet neighborhood off of Cliff Road, guests can relax in a spacious 350 sq/ft beautiful bedroom with a comfortable king size bed and single day bed (w/trundle). There is a 3 piece private bathroom with washer/dryer. A full size pull out sofa is available in the very large kitchenette/game room. A 300 sq/ft comfortable sitting room with sofa, cable television, wine fridge and high top table is for your exclusive use. A private entrance allows guests to come and go freely.

Charming 3BR Nantucket Cottage by Town/Beach

Elegant, charming rose-covered cottage on Nantucket. Three-bedroom, 2-1/2 bath (plus outdoor shower), sleeps 5, walkable to town and beach. Open floor plan, eat-in kitchen. Beautiful English gardens. “Pebble Cottage” is practically across the street from Something Natural, a wonderful deli/bakery. In the summer, there is a shuttle bus to town and beach that stops right outside on Cliff Road. Parking space available. Pebble Cottage is the smaller of the 2 houses on the property.

Spouter Cottage

A unique upside down two bedroom cottage with a deck and a view of the Harbor. A curated space with antique beams, handcrafted doors, flooring and cabinetry, antiques and fine art. It all lends a vintage feel to an up to date with all the amenities home. There is a private small side yard and garden with outdoor grill and seating. This is not a party house, it’s a sensitive house, I live right on the property, adjacent to the cottage, you have full privacy but no shenanigans.

Nautical Downtown House (Sleeps 5)

Just a short 10-minute stroll from downtown, our recently renovated house offers the perfect blend of comfort and convenience. Inside, you'll find two bedrooms, each boasting a comfortable queen bed. Our smaller office doubles as a cozy retreat, featuring a twin pull-out couch. Whether you're here to explore the island's historic charm, indulge in delicious local cuisine, or simply bask in the beauty of Nantucket, our home provides the ideal base for your adventures.

Great Condo In Town!

Great two bedroom condo in town renovated in winter 2025 - new kitchen and updated bathroom. If arriving by ferry, you're just a ten minute walk from dropping off your bags and being on vacation. Convenient to restaurants, bars, shopping and everything town offers. Queen bed in master and single in second bedroom. Couch in living room is a pullout as well as option for blow up mattress. The condo is on the second floor.

Beautiful Cottage | Historic Home

This quaint cottage is located Mid Island approximately one mile from Downtown, making it an ideal Nantucket home base for your group. With 2 bedrooms and 1 bathroom, the home comfortably accommodates up to 4 guests. Amenities include a private hot tub and a patio with an outdoor dining area. Inside, the professionally designed interiors feature coastal inspired décor with classic blue and white accents.

BRIGHT & STYLISH 2BD,1BT with deck & BBQ

Newly renovated 2BD, 1BT first floor in convenient mid island area that is great for a family or small group of friends. Great living area,TV. Dining table and chairs, laundry W/D, fully equipped kitchen(fridge/freeze, oven, microwave, coffeemaker, toaster), window units A/C. Could sleep up to 5 people. Deck with outdoor shower and BBQ. Parking for 1 car.The bus stop is right on the corner.

Charter House Luxury Home 2 Blocks from Town

All newly renovated and updated We just completed a top to bottom full renovation of the house. Renovation also included new furniture throughout the space If you have not been to Nantucket you will discover there is no better place to in the world to spend time then in the heart of the historic district.