Beautiful upside down home with direct beach access that sleeps 7 people. Enjoy your meals alfresco enjoying the stunning views or relax on the covered porch after a day at the beach. Highly sought after Surfside location in a quiet neighborhood!

Stunning Ocean Views in Surfside!

Nantucket Rental, Surfside | Stunning Ocean Views in Surfside!

This recently renovated guest house is part of a secluded five acre estate nestled within 25 acres of conservation land. Within popular Surfside, the property is a unique natural sanctuary and peaceful retreat and it’s right where you’d want to be with easy access to Surfside beaches (<5 min by bike) and island bike paths to gourmet groceries (10 minutes by bike), town (15 minutes by bike) and beyond. On property trails provide direct access to secluded south shore beaches in ten minutes. 

Not visible from the main residence with an acre of land between the two, the guest house overlooks the estate's 5,000 square foot, formal gardens from the back patio, the king bedroom and its private balcony. There’s a side lounging patio facing conservation land to the east and an adjacent deck with a large teak dining table that’s shaded amid lovely views of the gardens and surrounding greenery facing south. The home has a wrap-around porch in the front and to one side. 

The estate's celebrated gardens are professionally managed with organic practices to deliver complimentary seasonal weekly vegetable harvests to residents from June through the great bounty weeks after Labor Day, potentially through Thanksgiving. The gardens are open to estate residents as a shared resource to explore and sample and are available for exclusive resident use by advanced reservation. 

A versatile function barn is available to estate residents to rent separately. This five-bedroom guest house sleeps nine. The main residence is also available to rent, and sleeps twelve.

Secluded Guest House near the Beach!

Nantucket Rental, Surfside | Secluded Guest House near the Beach!

This 4 bedroom home with an in-ground pool is a beach lover's paradise! Simply walk across the street to spend a day at any of the south shore beaches and return for a late day dip in the pool.

Built in 2015, this custom built home has all you need for a fun, family gathering! A spacious kitchen and eating area offers plenty of room for gathering with a dining table for eight. Top of the line appliances will make the chef in your family happy too. The first floor family room and bonus seating area open directly to the pool and patio. A first floor en suite guest room is tucked away at the front of the house. Every day living is easy with a generous sized mudroom, first floor laundry, and 2 other half bathrooms.

The second floor offers a master suite with a view down the beach path. A bonus upstairs family room has direct access to a deck with water views. There are two more large bedrooms upstairs. One bedroom has built in twin beds in the front of the house and the bedroom in the back of the house offers a queen size bed and two twin beds. These bedrooms share a bathroom. An office overlooks the backyard and pool if you need to sneak away to get a little work done during your stay.

When you return from your day at the beach, take some time to enjoy a fully fenced in backyard retreat. After a quick stop in the outside shower, take a dip in the saltwater pool and then relax with a cocktail. The generous patio and poolside sitting area offer a great place to unwind with lounge chairs for sunbathing, a dining table that seats eight, and sofas surrounding a gas fire pit.

A two week rental is preferred. Rental start and end dates are flexible. No pets allowed. No smoking.

4 BR home with Pool, 200 Steps to Surfside Beach

Nantucket Rental, Surfside | 4 BR home with Pool, 200 Steps to Surfside Beach

This bright and open, post and beam home is a fabulous throwback to the casual summer days spent on Nantucket. Moments to Dionis beach with close access to the Madaket Bike Path and still just minutes to all that downtown has to offer. Enjoy the outside deck for sunsets and relaxing with friends and family.

Bright & Open Post and Beam Home Near Dionis Beach!

Nantucket Rental, Dionis | Bright & Open Post and Beam Home Near Dionis Beach!

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.

First Floor

Second Floor

Big & Little Dipper, Main house

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About this Nantucket Rental Property

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