Best Vacation Homes in Shimmo
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Why Choose Rent By Owner for your Shimmo Vacation Rental Homes?
What makes our Vacation Rentals special?
Popular Areas for Shimmo Vacation Rentals
Where are the best neighborhoods to stay in Shimmo?
Exploring the neighborhoods of Shimmo on Nantucket offers a unique opportunity to experience the charm and tranquility of this picturesque area. Known for its scenic surroundings and close-knit community, Shimmo provides an ideal setting for those seeking a peaceful retreat while still being within easy reach of island attractions. When booking your vacation rental in this neighborhood, you can enjoy a blend of natural beauty and convenient access to Nantucket’s renowned beaches and scenic spots. Whether you're looking for a serene getaway or a comfortable base from which to explore the island, Shimmo's welcoming atmosphere makes it a top choice for your Nantucket vacation.
Nantucket Town
This historic area offers a vibrant atmosphere and charming architecture, making it an ideal base for exploring Nantucket's cultural scene and local shops. Staying here puts you close to the heart of the region’s vibrant community life.
View 591+ Rentals in Nantucket TownBrant Point
Located along the waterfront, this neighborhood provides stunning views and quick access to the harbor, perfect for those seeking scenic coastal scenery during their stay.
View 34+ Rentals in Brant PointCliff
Perched atop scenic bluffs, this area offers breathtaking ocean vistas and peaceful surroundings, ideal for travelers looking for tranquility and natural beauty.
View 851+ Rentals in CliffTom Nevers
Known for its expansive landscapes and quiet streets, this destination is perfect for visitors wanting a secluded retreat while still enjoying easy access to the island’s attractions.
View 49+ Rentals in Tom NeversPocomo
Nestled near the beach, this neighborhood provides a relaxed environment with proximity to Nantucket’s sandy shores, making it a popular choice for beach lovers.
View 54+ Rentals in PocomoNaushop
A family-friendly community with charming streets and local amenities, ideal for those traveling with children or seeking a welcoming neighborhood.
View 113+ Rentals in NaushopMadequecham
Offering a more rural setting, this area features scenic trails and open space, perfect for outdoor enthusiasts and nature seekers.
View 349+ Rentals in MadequechamDionis
Positioned along the coast, this neighborhood provides serene beaches and picturesque landscapes, attracting visitors looking for peace and natural beauty.
View 643+ Rentals in DionisBest Times to Visit Shimmo
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit ensures you experience the region’s charm at its best, whether it's the quiet serenity or lively local events, making your stay in Shimmo's vacation rentals truly memorable.
Peak Season Highlights
Summer (June to August)
During the summer months, this destination experiences its peak tourist season with warm weather perfect for outdoor activities and relaxing on beaches.
Early Fall (September to October)
The early fall offers pleasant weather and fewer crowds, making it an ideal time for exploring the region's natural beauty and enjoying quieter vacation stays.
Off-Season Highlights
Late Fall to Winter (November to February)
During these cooler months, the area sees fewer visitors, providing a peaceful retreat and an opportunity to enjoy the local scenery without the crowds.
Early Spring (March to May)
As the region transitions into spring, off-peak travel allows for a more relaxed experience before the busy summer season begins.
Weekly Weather Forecast for Shimmo
How to Book Your Shimmo Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Shimmo
Common Vacation Rentals Amenities
What amenities can you expect?
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy spacious outdoor patios or decks perfect for relaxing and entertaining.
- Take advantage of well-maintained gardens or lush landscaping surrounding your rental.
- Make the most of private or shared outdoor swimming pools available in some properties.
- Benefit from scenic outdoor dining areas ideal for meals with a view of the region’s natural beauty.
- Relax by cozy fire pits during cooler evenings, offering a great spot for gathering outdoors.
- Utilize outdoor showers or bathing areas that blend seamlessly into the natural surroundings.
- Explore access to nearby beaches or waterfront areas directly from your rental for outdoor activities.
Top Attractions Around Shimmo
What attractions are nearby?
Here, you can explore a variety of outdoor activities and scenic spots that highlight the natural beauty and charm of Nantucket’s coastal region, offering plenty of opportunities for relaxation and adventure just moments from your vacation rental.
Family Activities
- Visit the Nantucket Shipwreck & Lifesaving Museum: Engage with fascinating maritime history that offers an educational and fun experience for families exploring this charming area.
- Spend a day at Jetties Beach: Enjoy sunbathing, swimming, and picnicking along the sandy shores perfect for relaxing family outings in this scenic coastal region.
- Explore the Whaling Museum: Discover the rich seafaring heritage through interactive exhibits, making it an engaging activity for children and adults alike.
- Take a family-friendly bike ride along the Scenic Bike Path: Cycle through picturesque landscapes and coastal views, ideal for outdoor adventure in this beautiful destination.
Adult Activities
- Sailing Adventures: You can explore the region’s pristine waters with a sailing tour that offers breathtaking views of Nantucket's coastline and the Atlantic Ocean.
- Beach Relaxation: Spend your days unwinding on nearby beaches, where soft sands and gentle waves create the perfect setting for leisure and tranquility.
- Historic Walking Tours: Discover the area's rich maritime history and charming architecture through guided walking tours that highlight local heritage sites.
- Wildlife Watching: Observe native seabirds and marine life in their natural habitat, an activity that immerses you in the natural beauty of this coastal destination.
Other Places to Stay in Shimmo, MA
Shimmo Travel Tips
How Can You Make the Most of Your Stay?
- Plan Your Activities in Advance: Take time to research local beaches, scenic spots, and outdoor activities to maximize your experience here.
- Choose the Right Vacation Rental: Select a property that offers convenient access to key attractions and amenities in this destination for a truly relaxing stay.
- Explore Local Cuisine and Shops: Make the most of your visit by discovering nearby eateries and boutiques that showcase the area's unique charm.
- Respect the Community and Environment: Follow local guidelines to preserve the natural beauty and tranquility that make this region special.
Transportation Options
- Private Car Services: You can hire local car services for convenient and personalized transportation around the area and to nearby attractions.
- Rental Cars: Renting a car provides flexibility to explore Nantucket at your own pace while staying close to your chosen vacation rentals in this destination.
- Public Transportation: The regional bus system offers an affordable way to get around the region and visit various beaches, shops, and dining spots near your accommodations.
- Bicycle Rentals: Cycling is an eco-friendly and enjoyable method to navigate here, especially with many scenic routes near your Nantucket vacation rental.
Local Customs Options
- Oyster Shucking Tradition: Locals here have a long-standing tradition of oyster shucking, reflecting the region’s rich seafood heritage.
- Sea Glass Collecting: The area is renowned for its sea glass, and many residents participate in collecting this natural treasure along the shores.
- Historic Preservation Practices: Respect for historical architecture and preservation efforts are common, emphasizing the area's commitment to maintaining its Nantucket charm.
- Seasonal Harbor Festivals: The community celebrates seasonal harbor festivals that highlight local maritime customs and strengthen neighborhood bonds.
Frequently Asked Questions About Shimmo?
1. What are the top vacation rentals in Shimmo?
There are a lot of options in Shimmo. If you plan on staying in the Shimmo area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Shimmo:
- Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
- Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
- Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
- LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
- Renovated Cottage off Main Street- Great Location
- Charming, Convenient Mid-Island Nantucket Cottage on Surfside Beach Bike Path
- BEAUTIFUL COTTAGE ON ORANGE STREET, WALK TO MAIN! BOOKING NOW FOR 2026!
- Walk to Town from Beautiful Cottage w/Guest House & A/C 3bed/3bath!
- Charming Brant Point Rose Covered Cottage - with Smart TVs, Free WIFI and AC
- Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
2. How many Rentbyowner vacation rentals are available in Shimmo?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 905 in the Shimmo area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Shimmo.
3. What is the cancellation policy for booking a vacation rental in Shimmo, Nantucket?
4. Are there any additional fees I should be aware of when booking a vacation rental in Nantucket?
5. How do I confirm my reservation for a vacation rental in the region?
6. Can I modify or cancel my stay in a Nantucket vacation rental after booking?
7. What amenities are typically included in vacation rentals around Nantucket's Shimmo area?
Best Vacation Homes in Shimmo
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
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- Pet Friendly
- Air Conditioner
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- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
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