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Charming, Family Friendly Home Near Surfside Bike Path

Photo gallery for Charming, Family Friendly Home Near Surfside Bike Path

A wooden deck with lounge chairs and benches, surrounded by greenery.
A two-story wooden house with a dark shingled exterior, a front porch, and a small garden with hydrangeas and other plants.
A bedroom with a bed, two bedside tables, a lamp, a door, and a wall-mounted picture.
A living room with a sofa, armchairs, a glass coffee table, a dining table with chairs, a lamp, and a mirror.
A wooden dining table with chairs, a vase with dried flowers, and kitchen utensils on the counter.

Reviews

9.6 out of 10
Exceptional

Highlights

  • Discover nearby landmarks
    Walk to The Old Mill
3 bedrooms2 bathroomsSleeps 6

Popular amenities

  • Swimming pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Nantucket, MA
  • Place, The Old Mill
    ‪13 min walk‬
  • Place, Nantucket Historical Association
    ‪16 min walk‬
  • Place, Nantucket Atheneum
    ‪4 min drive‬
  • Airport, Nantucket, MA (ACK-Nantucket Memorial)
    ‪10 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Garden
Dining area

About this property

Charming, Family Friendly Home Near Surfside Bike Path

Charming 3 bedroom Cape style home on quiet cul-de-sac in beautiful Nashaquisett neighborhood. House fully equipped for easy family living with all amenities including gas grill, outdoor furniture, children's games, and cable TV.

Relax on the rear deck while grilling after a day at nearby Surfside Beach or after jumping on the bike path only a minute away. A lovely master bedroom with queen bed has its own full bath. Two charming smaller bedrooms feature one with queen bed and the other with two twins. They share a full bath. A washer/dryer makes laundry easy and convenient.

'Gail Winds' is located in Nashaquisett but is independently owned and not part of the cooperative. Therefore, we cannot offer use of the pool or tennis courts.

Our house is available for one or two week rentals in season.

A white picket fence greets you as you approach "Gail Winds'"!

Keywords: Surfside beach, bike-path, mid-island, well maintained community, private, cul-de-sac, convenient

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House Rules

Check in after 4:00 PM
Minimum age to rent: 32
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Non smoking only

Important information

You need to know

Property Registration Number C0042481970
Property # 355539vb
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 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 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

About the area

Nantucket

Located by the sea, this holiday home is in Nantucket Town, a neighbourhood in Nantucket. The area's natural beauty can be seen at Lily Pond Park and Sesachacha Heathlands Wildlife Sanctuary, while Nantucket Lightship Basket Museum and Nantucket Historical Association are cultural highlights. Loines Observatory and Vestal St Observatory are also worth visiting. Kayaking and waterskiing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling nearby.
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Map
Nantucket, MA

What's nearby

  • The Old Mill - 13 min walk - 1.1 km
  • Nantucket Historical Association - 16 min walk - 1.4 km
  • Nantucket Atheneum - 4 min drive - 2.1 km
  • Whaling Museum - 4 min drive - 2.1 km
  • Quaker Meeting House - 4 min drive - 2.1 km

Getting around

  • Nantucket, MA (ACK-Nantucket Memorial) - 7 min drive

Restaurants

  • ‪Handlebar Cafe - ‬4 min drive
  • ‪Lemon Press - ‬5 min drive
  • ‪45 Surfside - ‬8 min walk
  • ‪The Club Car - ‬4 min drive
  • ‪Yummy - ‬10 min walk

Frequently asked questions

Does Charming, Family Friendly Home Near Surfside Bike Path have a pool?

Yes, this property has a pool.

How much does it cost to stay at Charming, Family Friendly Home Near Surfside Bike Path ?

As of 28 Aug, 2026, prices found for a 1-night stay for 2 adults at Charming, Family Friendly Home Near Surfside Bike Path on 19 Oct, 2026 start from S$4,884, 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.

Is Charming, Family Friendly Home Near Surfside Bike Path pet-friendly?

No, pets are not allowed at this property.

How much is parking at Charming, Family Friendly Home Near Surfside Bike Path ?

On-site parking is available at the property.

What time is check-in at Charming, Family Friendly Home Near Surfside Bike Path ?

Check-in begins at 4:00 PM.

What time is check-out at Charming, Family Friendly Home Near Surfside Bike Path ?

Checkout is at 10:00 AM.

Where is Charming, Family Friendly Home Near Surfside Bike Path located?

Located in Nantucket Town, this holiday home is within 1 mile (2 km) of The Old Mill, "Colored" Cemetery and Nantucket Lightship Basket Museum. Nantucket Historical Association and Hadwen House are also within 1 mile (2 km).

About the host

Hosted by Gail Berson

Host profile image
We are academics (professor and dean) who are very fortunate to have a lovely home on Nantucket! Although we travel frequently in the US and abroad, we always look forward to returning to "Gail Winds'"where we can relax on this beautiful island.

Why they chose this property

We've been vacationing on Nantucket for more than 40 years. When we decided to buy a home here, we found Nashaquisett. It provides incredible access to every kind of activity you might enjoy on your vacation. We are just under a mile from town, an easy bike-ride to Surfside Beach, minutes from shopping and fine dining - all in a lovely "'village" community offering privacy,convenience, and beautifully maintained grounds.

What makes this property unique

Nashaquisett is a wonderful neighborhood. We've enjoyed the same neighbors for almost 20 years. The community is beautifully maintained and provides a level of serenity even in the busy summer season on island.
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