Pet-friendly holiday rentals in Nantucket Island

South of Town Surf Shack. Best Deal on Island.

Redecorated for summer 2025 with new linens and Casper beds! 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 the best of Nantucket by walking to Town (under 1 mi) at this prime location property. The lot has privacy hedges and borders conservation land. This property has a separate living area home to two of the homeowner's employees. No parties, dinner parties, or events are allowed.

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.

Historic Downtown Nantucket Home - Up to 12 Guests

Experience a beautifully restored 6-bedroom, 5-bath antique Whaling Captain's home located in the heart of Historic Main Street. Just a short walk away, you'll find shops, restaurants, and museums. • Features a custom kitchen • Newly renovated bathrooms • Private backyard • Air conditioning • Two designated parking spots • Crib and high chair available upon request • Complimentary WiFi This charming property offers both comfort and convenience for your stay.

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.

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.

PRICE DROP Coastal Getaway 1BRM Apartment w/BBQ

Relax in this serene and stylish apartment located in Mid-Island, just 1.5 miles from downtown. You'll find numerous local restaurants, grocery stores, and liquor stores within a five-minute drive. Additionally, the famous Surfside Beach is only 2.2 miles away, approximately a seven-minute drive. You'll also have easy access to the NRTA Wave shuttle stop."

Charming two bedroom Historic District condo.

Charming two bedroom Historic District condo - easy walk to downtown Nantucket. First floor living room features wide planked original wooden floors and great light - connected to well equipped galley kitchen. Queen bed in master and bunk beds in second bedroom share Jack and Jill bathroom - with nice towels and linens. Quintessential pied-a-terre!

New Free Standing Studio with private patio

This studio has everything you need for an enjoyable Nantucket vacation. Fully equipped kitchen/full bath with tub/patio space for dinning / grilling and outdoor shower . Convenient to bus stop/ town /brewery and Miacomet Beach. Updated Patio photos to come soon. Please ask about our Month long or longer stay discount.