Pet-friendly holiday rentals in Nantucket County

South of Town Surf Shack. Best Deal on Island.

If you would like help booking car ferry tickets, contact me. While the exterior is the picture perfect Nantucket cottage home surrounded by hydrangeas, you will be surprised by the casual, surf-vibe of the decor. Enjoy walking to Town (under 1 mi) at this prime location property in the neighborhood “South of Town”. The lot borders conservation land. Guests rave about how clean it is. This property has a separate living area home to two of the homeowner's employees. No parties or events.

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.

Beautiful Custom Nantucket Home

Our custom built home is located on a private, natural and secluded location in the beautiful Fishers Landing neighborhood in Madaket. It is perfect for a family of 4. The home is close to beaches, crabbing, bike paths and Madaket Millies. We have a large private landscaped yard for the kids to play in. We also have a great deck in the back of the house for outdoor dinners, an outdoor shower with and BBQ area. It's a great house in a great spot and we have many happy repeat guests.

3 Bedroom with fenced in yard in Surfside Area

This bright and spacious condo is only seconds from the bike path. A quick bike ride to popular Surfside and Nobadeer beaches - ideal for surfers or beach volleyball fans. It's located near the grocery store, hospital, bus stops, bike shop, 45 Surfside cafe, Yummy cafe and sandwich shop, and wine store. It is perfect for family and friends gatherings. The private yard with the fire pit and grill is a great spot to relax some more after enjoying a day on the beach.

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.

'Sconset Artist's A-frame a/k/a MOBILE HOME

'SCONSET off Baxter Rd - 3/4 mile from 'Sconset center - Open studio cottage short distance from Sankaty lighthouse & beach - Artist's A-frame with cheery mobiles- King sleeping area flanked by 2 full baths, dining for 8, fully equipped kitchen, all amenities for relaxing, entertaining, working remotely with private garage studio w/ Queen bed, bath & kitchenette. A fold away twin mattress is also available.

Luxurious Madaket/Smith Point Gem Water Views!

Rare Madaket beachside custom home with capacity for families and groups! Have it all, a no excuses perfect getaway to a Nantucket paradise with stunning ocean views and beaches. Master king bed and full bath | Guest with queen bed and full bath | Guest with 3 twin beds | Basement pullout sleeper sofa spillover space. Inquire about adding bunk house (queen in loft & sleeper sofa) if extra space is needed.

Quiet Cul-de-Sac near Sconset

Located on a quiet cul-de-sac across from Sconset Golf Club, this classic Nantucket home offers a peaceful retreat with views of Sankaty Head Lighthouse. Just a ten-minute bike ride to Sconset village and a short walk to the free island shuttle. Filled with natural light, the home features a spacious yard, outdoor shower, and all the essentials for an easy summer stay—beach gear, bikes, and more included.

Entire Home w/ yard: Pet Friendly & Renovated

New master suite and outdoor shower added for summer 2026! Fully fenced in back yard with irrigated grass. This pristine property offers access to all of Nantucket's amenities, bike to town or the beach! Moments from multiple shops, restaurants and jogging/bike paths. The home has been completely updated giving the whole family space to enjoy. Off-street parking for multiple vehicles.

Beautiful home in Naushop

A well appointed Nantucket house for 10 guests, centrally located on the island. There is easy bike or car access to town and beaches. Although most families would want to visit during late spring, summer, or early fall, the property is available throughout the year. We have gone to great lengths to make the home comfortable and accommodating to our guests’ wishes.

"Sweet Pea" - Designer 5BR Home Close to Town

Welcome to "Sweet Pea", a renovated designer home located a 15 min walk to Town! The 5 bedroom/3 full bath property has been designed for groups & families. The home feels comfortably Nantucket with designer touches including Matouk linens, Circa Lighting, Casper beds, custom cabinetry & cultivated antiques. Relax on the outdoor patio or take a house bike to Town!