In a quintessential Nantucket getaway, Windward Cottage offers a relaxing retreat just steps from bike paths and beaches. Unwind on the deck overlooking the shared yard with comfortable outdoor furniture, or explore Main Street's shopping and dining options within walking distance. Quality linens, beach chairs, towels are provided along with WiFi and Cable TV.
Reviews
1010 out of 10
Exceptional
Entire home
2 bedrooms1 bathroom51 sq m
Popular amenities
Kitchen
Washing machine
Dryer
Free Wi-Fi
Air-conditioning
Outdoor space
Add dates for prices
About this property
Walk to Town! Bike or Bus to Beach! Charming Cottage on Quiet, Private Lane
Located on a private lane just a short walk to town and easy access to bike paths and beaches, our property is a quintessential Nantucket getaway. Our property consists of two cottages (Cottage A, Leeward and Cottage B, Windward), duplex style, with separate entrances and decks and a large shared yard (see listing #602380 for Cottage A). There is also a separate studio on the property that the owners use occasionally.
Cottage B (Windward) has two bedrooms, 1 bathroom, and main living room with efficient kitchen and living space. Both bedrooms have full size beds. The deck with comfortable outdoor furniture and a Weber gas grill overlooks the large shared, nicely landscaped yard. There is also ample off-street parking. Quality linens included. Beach chairs, beach towels and small cooler bag available for use. Just bring yourself! The cottage is equipped for four (4) guests and that occupancy limit is very strict. If you have questions or concerns, please ask.
If you are traveling with small children, we can help connect you to a local rental company that can provide anything else you might need for your stay. We do not maintain bikes for use by guests but please ask about local rentals!
The kitchen is efficiently updated with an LG refrigerator, compact stove, microwave and a dishwasher, and everything that you would need for a week's getaway is provided. Our Keurig coffeemaker can make a single cup using a pod, or a pot using coffee grounds.
The bathroom features marble floors and tile walls with a modern glass shower surround.
Outside you will find a large professionally landscaped yard and a convenient outdoor shower with on demand hot water and a dressing area for privacy.
While just a short walk to Main Street for shopping and dining along with the harbor area- the cottage is down a secluded lane that is quiet and a great place to relax.
WiFi and a flat screen TV with Cable TV are provided.
There are security cameras located on the end of the Cottage B overlooking the driveway area and on the exterior of Cottage C overlooking the yard immediately in front of that cottage. The cameras are monitored by the hosts. There is a motion-activated light to illuminate the driveway after dark (the light turns on temporarily and then turns off automatically). The walkway is lit by solar-powered landscape lighting and your cottage has an exterior light by the entrance that can be switched on and off from inside the cottage. Please let us know if you have any questions about these features.
We offer a discount for stays of 7 nights or more. Inquire about a monthly rental at reduced rate and no lodging tax (rental period must be more than 31 days).
With such a short season, we have a strict cancellation policy. We recommend that you consider purchasing travel insurance to mitigate the risk of disruption due to illness (including COVID), transportation issues, etc. We will try to work with you in the case of extreme circumstances but may not be able to in every situation. Thank you for understanding and planning accordingly.
Property amenities
Beach
Beach loungers
Beach towels
Internet
Available in the cottage: Free WiFi
Parking and transport
Car not required
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Electric kettle
Hob
Kitchen island
Microwave
Oven
Refrigerator
Spices
Toaster
Dining
Dining table
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
1 bathroom
Hair dryer
Shower
Soap
Towels provided
Living spaces
Dining table
Living room
Entertainment
Smart TV with cable/satellite channels
Outdoor areas
Barbecue grill
Garden
Outdoor furniture
Patio
Laundry
Laundry facilities
Washing machine
Comfort
Air conditioning
Heating
Pets
Service animals only (pets not allowed)
Suitability/Accessibility
Area rugs in public areas
No lift
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
Near a hospital
Near the marina
Near the sea
Things to do
Cycling nearby
Fishing nearby
Golfing nearby
Kayaking nearby
Motor boating nearby
Sailing nearby
Surfing/bodyboarding nearby
Whale watching nearby
Wildlife walks nearby
Windsurfing nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
Traveler making reservation must be an occupant of the cottage; no subleasing etc. Gatherings, limited to 8 people total, may occur 8am-10pm only.
Guest is required to answer a series of questions via inbox within 24 hours of reservation being accepted, including providing list of occupants
See rental agreement / terms and conditions for other applicable rules and policies
Pets
Pets not allowed (service animals are welcome, and are exempt from fees)
Children and extra beds
Children are welcome
Note from host: children do count for occupancy limit
Events
No events allowed
Gatherings at cottage limited to 8 people
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Note from host: Gatherings at cottage limited to 8 people
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number C0018911970
We should mention
This property does not have any lifts
A car is not required for transport to and from this property
About the area
Located by the sea, this cottage is in Nantucket Town, a neighbourhood in Nantucket. The Old Mill and Hadwen House are local landmarks, and the area's natural beauty can be seen at Lily Pond Park and Sesachacha Heathlands Wildlife Sanctuary. Vestal St Observatory and Loines Observatory are also worth visiting. Kayaking, windsurfing and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling nearby. Visit our Nantucket travel guide
Is Walk to Town! Bike or Bus to Beach! Charming Cottage on Quiet, Private Lane pet-friendly?
No, only service animals are welcome at the property.
How much is parking at Walk to Town! Bike or Bus to Beach! Charming Cottage on Quiet, Private Lane?
On-site parking is available at the property.
What time is check-in at Walk to Town! Bike or Bus to Beach! Charming Cottage on Quiet, Private Lane?
Check-in begins at 4:00 PM.
What time is check-out at Walk to Town! Bike or Bus to Beach! Charming Cottage on Quiet, Private Lane?
Checkout is at 10:00 AM.
Where is Walk to Town! Bike or Bus to Beach! Charming Cottage on Quiet, Private Lane located?
Located in Nantucket Town, this cottage is within a 10-minute walk of The Old Mill, Nantucket Lightship Basket Museum and "Colored" Cemetery. Hadwen House and Francis Street Beach are also within 10 minutes.
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Walk to Town! Bike or Bus to Beach! Charming Cottage on Quiet, Private Lane Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Great location, enough for what I needed, Confortable, Private, clean.
Jorge L.
Stayed 4 nights in May 2025
Verified
10/10 Excellent
Robyne
14 Jan 2026
Liked: Cleanliness, amenities, property conditions & facilities, communication
The apartment was beautifully decorated, clean and centrally located. There was an unavoidable problem with the heating system, which the owners immediately addressed and kept me informed on their progress. They graciously adjusted the price without my having to ask! I will stay there again in the future!
The property was exactly what we hoped for. We loved being able to walk anywhere downtown and enjoyed a beautiful sunset. Everything was clean and cozy.
We had a fabulous stay. The communication and check-in were seamless, and anything expected of us during our stay was clearly explained. It was the perfect distance from town, close enough to bike and walking paths, and overall a beautiful cottage. We would love to one day come back to Nantucket and stay here again!
Love this little tucked-away cottage/duplex. It has everything you need including beach chairs, a grill, and an outdoor shower. Walking/biking distance to town and beach.
Our stay in Nantucket could not have been more perfect! This was our third summer vacationing on the island and this was by far our favorite accommodation. Kendra and Phil were very responsive before, during and after our stay. The cottage was absolutely perfect! It is not far from town to walk, buses can be easily accessible from the location, and overall everything was great. We had everything we needed as far as towels, chairs, kitchen tools, etc . The backyard was perfect for grilling, enjoying meals outside and our puppy had an absolute blast having an outdoor area, especially coming from the city. We couldn’t have asked for a better place and hosts. Thank you!
Adorable house, comfy beds, cute decor. Communication was excellent with host.Mother and daughter doing "The Blue Book' trip through Elin Hilderbrand reads.Walked, Ubered, shuttled, so much fun.
This property was great for our family of three! The location was walking distance to town and everything we needed. Beautiful backyard. Easy checkin and great communication with with host!
We enjoyed our stay in this very cute cottage. Nicely decorated, clean, comfortable mattresses .. great patio with table chairs and umbrella! Owners extremely nice and responsive. Great location for an easy walk or bike to town. Highly recommend!
Nice property. Highlights were the location and the outdoor shower. The house was well stocked with everything we needed - cooler, towels, etc. We hope to return!