But don't worry, we're on call to make sure your stay goes smoothly.But don't worry, we're on call to make sure your stay goes smoothly.
3 bedrooms2 bathroomsSleeps 7
Popular amenities
Kitchen
Washing machine
Air-conditioning
Deck or patio
Balcony or patio
Non-smoking
Explore the area
Nantucket, MA
Surfside Beach
Place, Surfside Beach
10 min walk
Nobadeer Beach
Place, Nobadeer Beach
11 min walk
Nantucket Ferry Terminal
Place, Nantucket Ferry Terminal
9 min drive
Nantucket, MA (ACK-Nantucket Memorial)
Airport, Nantucket, MA (ACK-Nantucket Memorial)
5 min drive
Rooms & beds
3 bedrooms (sleeps 7)
Bedroom 1
1 Single Bunk Bed
Bedroom 2
4 Single Beds
Bedroom 3
1 Queen Bed
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Deck or patio
Kitchen
About this property
Upside Down Surfside Beach House
Please contact host prior to submitting a booking request. This property is professionally managed by Nantucket Rentals. Availability must be confirmed with the property manager prior to any request being accepted. Booking requests submitted without confirming availability may need to be declined.
An upside down beach house, only steps from the popular Nobadeer Beach. This wonderful home with central air, was recently remodeled and well appointed with stainless appliances, beautiful teak deck furniture, top of the line linens and tastefully decorated with Nautical-Nantucket decor.
Please note: A signed rental agreement is required to finalize your reservation. Even if your booking request is accepted through VRBO, it is not fully confirmed until the rental agreement has been reviewed and signed. Instructions to complete the agreement will be provided immediately after booking. Surfside is a favorite area of Nantucket for vacation renters because of its easily accessible beaches and its proximity to Town and Mid-Island conveniences. This family-friendly area offers a laid back summer vacation on the south shore beaches and a three mile bike path - the perfect distance for young children to ride. Many homes in Surfside enjoy water views and peaceful, woodsy surroundings. A rear access road from Surfside to Nantucket Memorial Airport is also convenient for those arriving by air.
Beaches
Just a few miles south of Town, this wide beach offers plenty of room for sunbathing and has a lifeguarded swimming area. There is also ample vehicle parking, bike racks, bus service, bathroom facilities, and the Surfside Beach Shack that sells food and rents beach chairs and umbrellas. This is the only beach on the south shore that boasts this many amenities. A few smaller beaches are located nearby. Fisherman’s & Stones Beach can be found between Surfside and Nobadeer beaches and are favored with locals, however, there are no amenities and they can have strong surf. Nobadeer Beach allows four-wheel drive vehicles to drive on the beach with an Over Sand Permit and it’s a great spot to see airplanes flying overhead since it is close to the airport.
Restaurants
In addition to the Surfside Beach Shack, 45 Surfside Bakery and Cafe offers breakfast and lunch and can be found right along the bike path. They are especially known for their delicious pastries. Yummy is also located on the bike path and is a great place to stop for an ice cream to or from the beach.
Pets - not allowed
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property Registration Number C0076871970
About the area
Nantucket
Nantucket is home to this holiday home. Nantucket Lightship Basket Museum and Hadwen House are cultural highlights, and some of the area's attractions include Vestal St Observatory and Theatre Workshop of Nantucket. Loines Observatory and Dreamland Film and Performing Arts Center are also worth visiting.
Nantucket, MA (ACK-Nantucket Memorial) - 6 min drive
Restaurants
Cumberland Farms - 5 min drive
Nantucket Inn - 5 min drive
Siam to Go - 5 min drive
Wicked Island Bakery - 5 min drive
Cumberland Farms - 6 min drive
Frequently asked questions
Is Upside Down Surfside Beach House pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Upside Down Surfside Beach House?
As of 12 April 2026, prices found for a 1-night stay for 2 adults at Upside Down Surfside Beach House on 26 September 2026 start from NZ$922, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
What time is check-in at Upside Down Surfside Beach House?
Check-in begins at 3:00 PM.
What time is check-out at Upside Down Surfside Beach House?
Checkout is at 10:00 AM.
Where is Upside Down Surfside Beach House located?
Situated in Nantucket, this holiday home is within a 10-minute walk of Nobadeer Beach and Surfside Beach. Miacomet Pond and The Old Mill are also within 3 miles (5 km).