We found 1,948 holiday rentals — enter your dates for availability
If you'd like to stay close to Mashomack Preserve, scroll through and discover holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include a fireplace and a washer and dryer. At the end of the day, you'll be sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Mashomack Preserve
Showing deals for:10 July - 17 July
Image gallery for Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach
1010 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Cozy Orient Farmhouse on 1.6 Acres with Pool and Walk to Beach
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value
Frequently asked questions
What are the best holiday rentals near Mashomack Preserve?
The best holiday rentals near Mashomack Preserve are primarily located on Shelter Island itself, offering easy access to the preserve's natural beauty. You will find a great selection, predominantly private holiday houses that provide a peaceful retreat, along with a few charming cottages. If you are willing to drive a bit further, renting in nearby areas can be an affordable option, though proximity to Shelter Island usually means a ferry ride. You will find the best holiday rentals near Mashomack Preserve offer a genuine island experience.
Many of these properties come with desirable amenities so you can have a comfortable stay, such as a private pool for a refreshing dip, a deck or patio for outdoor dining, and a fireplace for cooler evenings. These homes are ideal for families or groups seeking a quiet escape and plenty of space.
What are the best pet-friendly holiday rentals near Mashomack Preserve?
There are 49 pet-friendly holiday rentals near Mashomack Preserve, primarily private holiday houses on Shelter Island. These properties often feature amenities such as private gardens, easy outdoor access, and comfortable living areas, ensuring both guests and their pets have a relaxing stay. Many include fully equipped kitchens and Wi-Fi for added convenience.
For guests seeking the best pet-friendly holiday rentals near Mashomack Preserve, it is essential to review the specific house rules regarding pet size restrictions and any additional fees. Mashomack Preserve is pet-friendly, offering ample space for pets to roam.
What are the top holiday rentals with pools near Mashomack Preserve?
There are over 50 holiday rentals near Mashomack Preserve that include access to swimming pools. The majority of these are private holiday houses, with a few charming cottages also available. Properties are concentrated around Shelter Island, offering a mix of private outdoor pools and some shared pool options. These homes typically come with standard amenities such as full kitchens, Wi-Fi, and outdoor spaces, making them well-suited for families or groups seeking a comfortable stay near the preserve.
When selecting your ideal property, consider the benefits of each pool type. Private pools offer seclusion and convenience for families, ensuring a personal space for relaxation. Shared pools, while less private, often come with additional community amenities. For cooler months, many properties offer heated pools, so it is advisable to check for this feature when making your reservation.
What are the best family holiday rentals near Mashomack Preserve?
There are over 70 family-friendly holiday homes available near Mashomack Preserve, primarily private holiday houses and a few charming cottages. These properties offer ample space with multiple bedrooms and bathrooms, full kitchens for preparing family meals, and essential amenities like washer/dryers. Many also feature fantastic outdoor play areas such as gardens, patios, and secured yards, some even with trampolines or playgrounds. Indoor entertainment is often provided through books, games for children, and video games.
When selecting the ideal holiday rental, look for properties that provide separate spaces for adults and children to relax, and practical utilities like well-equipped kitchens and laundry facilities to simplify your stay. Staying close to Mashomack Preserve means less travel time and more opportunity to explore the area.
Are there any luxury holiday rentals near Mashomack Preserve?
There are several luxury holiday rentals near Mashomack Preserve that offer modern comfort. These properties often feature amenities such as private heated pools, private secured pools, onsite golf, onsite outdoor tennis, fireplaces, and designer toiletries. Guests can also find homes with private chefs and Egyptian cotton sheets for an elevated stay.
These homes are ideal for families or larger groups. Many of these top-tier stays are managed by highly rated Stayz hosts, ensuring a professional and premium experience.
Where should I stay when visiting Mashomack Preserve?
When visiting Mashomack Preserve, several locations on Shelter Island offer excellent holiday rental options. The areas around Dering Harbor and Shelter Island Heights provide convenient access to Mashomack Preserve, as well as charming shops and dining establishments. Properties here often feature views of the water or the island's unique landscapes.
For those seeking a more secluded experience, the eastern side of Shelter Island offers homes with private settings, allowing guests to enjoy the island's natural beauty. These rentals are a short drive from Mashomack Preserve, providing a peaceful base for exploring the area.
What is the cheapest month to stay near Mashomack Preserve?
The cheapest time to find holiday rentals near Mashomack Preserve is typically during the late Autumn (October-November). November is frequently the single cheapest month, often providing the best deals on cabins and homes, with rates often 20% lower compared to the peak summer season. Guests can often find various savings during these months, along with greater availability of properties.
Are there any lakefront holiday rentals near Mashomack Preserve
Lakefront holiday rentals near Mashomack Preserve offer a great mix of comfort, scenery, and outdoor adventure. Many are located along quiet lakes or bays on Shelter Island. These properties are a short drive from Mashomack Preserve, offering convenient access to water activities such as kayaking, fishing, or simply relaxing by the shore.
These homes often feature spacious decks, fire pits, hot tubs, and full kitchens, making them ideal for families and larger groups. Guests can enjoy water views, spot wildlife, and unwind in peaceful surroundings.
Are there any top beachfront holiday rentals near Mashomack Preserve
Beachfront holiday rentals near Mashomack Preserve are typically found along the various coves and beaches of Shelter Island, offering direct access to the sand and stunning ocean-view balconies. While the immediate vicinity of Mashomack Preserve is more natural, properties can be found in nearby areas that provide a relaxed environment, often just a short stroll from local shops and eateries.
Guests can often find properties equipped with amenities such as beach sun loungers and beach umbrellas, ensuring a comfortable day by the water. Accommodation types range from private holiday houses to charming cottages, many featuring ocean-facing rooms or multi-bedroom units with private terraces.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.
If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Stayz customer service and Stayz™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare customer service is available 24/7 to support you every step of the way.
Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive.
Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.