By Laura Busk

What is not to love about Nantucket? From the beautiful beaches, chic boutique shopping, dining that includes everything from country-club haute to laid-back clapboard fish shacks, biking, sailing, golf and fishing. We have included a guide to rentals on the island to help you navigate the island and make the best choice for an amazing stay.

Rentals on Nantucket are available all year long but the summer months of July and August still prove to be the busiest rental months of the year. Bookings for rentals should be considered as early as possible to consider as many options, and the best options, to suit your needs and budget. The best time to book a property for an upcoming summer is between November and March but there are always homes available on a last minute basis. Some areas of the island have a limited number of homes for rent so booking early is advisable.

Rental properties range from modest cottages to oceanfront estate properties which translates to a very diverse range of weekly pricing. A modest summer cottage can start at $2500/week while an oceanfront estate property with pool, tennis court, and every imaginable amenity can run as high $100,000/week. However, there are many choices in between and the majority of rental properties range between $5000 - $15,000/week. A four bedroom home in town or near a beach can run approximately $8000 - $10,000/week but a similar sized property with a private pool can range from $15,000 - $35,000 per week.  Waterfront properties are few and far between and the prices for these homes start at $15,000 for a cottage and go up in price considerably depending on location, size and amenities.

The shoulder seasons includes the beautiful months of June, September and October. The popularity of Nantucket as a destination wedding venue has extended the rental season over the past few years. Weekly rental prices tend to be lower than the high season prices and the selection is usually considerably larger.

 33 Jefferson Avenue

33 Jefferson Avenue

Different areas of the island:

Town - The Town of Nantucket boasts an impressive collection of pre-Revolutionary architecture. Claiming the heart of town is the bustling commercial district, home to upscale shops and boutiques, art galleries, museums and restaurants. Homes in this area range from small cottages to Whaling Captain’s mansions. Everything is close by and a car is not a necessity.

Brant Point - Nantucket’s gateway peninsula with the jetties extending welcoming arms to all who enter her Harbor. Known for its beautiful sandy beaches and calm waters, Jetties Beach is a popular rental area for families due to its close proximity to town, beautiful sandy beaches, restaurant and changing rooms.

Cliff - Considered to be one of the most desirable locations on the island, the Cliff area boasts many impressive estate properties and some of the most beautiful views of Nantucket Harbor, Nantucket Sound, Great Point and Coatue. Still close to town, the properties in the Cliff area tend to be on larger lots than downtown properties and many offer pools and modern amenities.

Dionis & Eel Point - Stretching along the north shore heading west, lies the quiet and secluded neighborhoods of Dionis and Eel Point, an area of coastal plains, sand dunes and low shrubs. The Dionis Beach is a life guarded beach and offers calm, shallow and wonderfully warm waters in comparison to the crashing waves of the south shore beaches.

Monomoy - Considered the jewel of Nantucket Harbor’s eastern shore, many of the homes offer beautiful views and high end amenities. Most of the Monomoy beaches are private but public access is available for all water sport enthusiasts, including windsurfers, kite boarders, kayakers, sailors and boaters.

Polpis, Quaise & Pocomo - Many elegant and premier estates are found in the Polpis, Quaise and Pocomo areas with unique, one of a kind views of Nantucket, Coatue, Great Point and the harbor. This rural area, once dotted with farms, is home to hundreds of acres of conservation property offering miles of walking trails, biking and riding trails and are home to a wide variety of wildlife and fauna.

Quidnet - A world of its own, Quidnet provides a picturesque setting perched between Sesachacha Pond and the Atlantic Ocean. This quaint village boasts charming beach cottages and elegant contemporary estates. The pond beach is suitable for non motorized water sports and is ideal for families. A short distance over the dunes leads to a beautiful Atlantic Ocean beach.

Squam - A rural locale with serenity unmatched by any other area on the island, Squam runs parallel to the ocean between the villages of Wauwinet and Quidnet. Most of the homes in this area are on sizable parcels of property offering privacy and seclusion.  Squam homes tend to be private family estates but the properties that are available for rental range from modest beach cottages to grand waterfront estates.

Wauwinet - Pristine village wedged between the Atlantic Ocean and Nantucket Harbor, Wauwinet offers the opportunity to swim in the waves of the Atlantic Ocean or in the warmer calmer waters at the head of the harbor. Trailhead access via four wheel drive vehicle leads to Great Point, Coskata Pond and Coatue, remote and secluded conservation areas ideal for fishing, sunbathing, picnicking and bird watching. Many homes offer both ocean and harbor views. Wauwinet is home to the renowned Wauwinet Inn, an exclusive hotel nestled on the harbor offering world class accommodations and an unforgettable dining experience.

Siasconset - Charming village with tree lined street and beautiful homes, Sconset is approximately 10 miles from the downtown commercial district of Nantucket. It is known for its rose covered cottages, Impressive ocean views and spectacular sunrises. Summer life revolves around Post Office Square which boasts a handful of small businesses, including a general store, liquor store and restaurants.

South Shore  - The South Shore communities of Surfside, Nobadeer, Cisco, Madequecham, Tom Nevers and Miacomet are home to some of the most popular ocean beaches on the island. Living on the south shore translates to living at the beach, with surfing, swimming, sea kayaking and sunbathing heading the long list of activities available in these areas. Each locale has its own distinct character but sparking ocean and spectacular sandy beaches are the main allure of these south shore neighborhoods.

Madaket - As far west as you can go, the village of Madaket radiates a casual and relaxed atmosphere. Madaket Beach faces west, guaranteeing extraordinary sunsets at the end of every sun filled day.

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