10/10 Excellent
Stephanie C.
16 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stephanie C.
Stayed 1 night in Nov 2025
Entire home
LolliPop Nantucket: A Thoughtfully Designed Island Home for Families and Friends
Family-friendly holiday home in Nantucket with an outdoor pool
Photo gallery for LolliPop Nantucket: A Thoughtfully Designed Island Home for Families and Friends
Reviews
10 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 10
Popular amenities
Explore the area
Nantucket, MA
- Place, Nantucket Historical Association4 min drive
- Place, Nantucket Atheneum4 min drive
- Place, Nantucket Ferry Terminal4 min drive
- Airport, Nantucket, MA (ACK-Nantucket Memorial)5 min drive
Rooms & beds
5 bedrooms (sleeps 10)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
1 King Bed
Bedroom 4
2 Single Beds
Bedroom 5
1 Double Bed
4 bathrooms
Bathroom 1
Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 3
Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 4
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Spaces
Kitchen
Separate dining area
Outdoor play area
Dining area
About this property
LolliPop Nantucket: A Thoughtfully Designed Island Home for Families and Friends
Stylish Nantucket Escape with Pool, Cabana & Private Backyard
Welcome to your private Nantucket oasis—beautifully appointed, spacious, and thoughtfully designed for effortless island living. This 5-bedroom, 4-bathroom home offers refined style, resort-like amenities, and an unbeatable location close to town and the beaches.
Sleeping Arrangements
This home comfortably sleeps 10 guests across five spacious bedrooms plus a flexible cabana space:
- Bedroom 1: First floor King bed with en-suite bathroom
- Bedroom 2: First floor King bed with en-suite bathroom
- Bedroom 3: First floor Double bed
- Bedroom 4: Second floor King bed
- Bedroom 5: Second floor Twin beds (can be converted to a king upon request)
- Pool Cabana: Private, air-conditioned studio.
Whether you’re a group of couples or a family with children, the sleeping layout offers flexibility and privacy for everyone.
Bathrooms
There are four full bathrooms:
- Bathroom 1: First floor master en-suite with luxurious steam shower and large bathtub ideal for post-beach relaxation.
- Bathroom 2: Additional first floor en-suite
- Bathroom 3: First floor full bathroom
- Bathroom 4: Second floor full bathroom with shower/tub
- Outdoor shower: Plus, an outdoor shower near the pool for rinsing off sandy feet or taking in the fresh air.
Outdoor Living
The fully fenced, landscaped yard feels like your own private resort:
- Heated saltwater pool
- Stone patio with loungers and dining area
- Fire pit for evening gatherings
- Expansive yard ideal for games, sunbathing, or simply relaxing under the trees
- Outdoor shower adds convenience and charm
Poolside Cabana
The detached air-conditioned cabana offers a versatile retreat. Use it as:
- A quiet reading room or yoga space
- A fun hangout area for teens or kids
- A private sleeping area for one guest
- A poolside lounge for napping or relaxing out of the sun
Chef’s Kitchen & Living Area
The heart of the home is a chef’s kitchen equipped with:
- Miele and Thermador appliances
- All new premium dishes, glasses, utensils, and cookware
- Ample prep space including kitchen island with four barstools for additional seating
- Large kitchen table that has seating for 12 people
- Open layout that flows into the dining and living areas
The décor blends upscale coastal design with comfort—think curated art, plush furnishings, and natural light in every room.
Location & Convenience
- Located on a quiet corner lot just minutes from Nantucket Town
- Quick access to beaches, shops, restaurants, and bike paths
- On-property parking available for multiple vehicles
- Easy bike rides or short drives to explore the island at your pace
Perfect For...
- Families seeking a safe, relaxing space with room to spread out
- Couples or friends on a luxury getaway
- Multi-generational groups needing both comfort and flexibility
This home was designed for effortless gathering and memorable moments—whether that’s poolside, biking into town for dinner, or curling up for movie night after a long beach day.
Welcome to your private Nantucket oasis—beautifully appointed, spacious, and thoughtfully designed for effortless island living. This 5-bedroom, 4-bathroom home offers refined style, resort-like amenities, and an unbeatable location close to town and the beaches.
Sleeping Arrangements
This home comfortably sleeps 10 guests across five spacious bedrooms plus a flexible cabana space:
- Bedroom 1: First floor King bed with en-suite bathroom
- Bedroom 2: First floor King bed with en-suite bathroom
- Bedroom 3: First floor Double bed
- Bedroom 4: Second floor King bed
- Bedroom 5: Second floor Twin beds (can be converted to a king upon request)
- Pool Cabana: Private, air-conditioned studio.
Whether you’re a group of couples or a family with children, the sleeping layout offers flexibility and privacy for everyone.
Bathrooms
There are four full bathrooms:
- Bathroom 1: First floor master en-suite with luxurious steam shower and large bathtub ideal for post-beach relaxation.
- Bathroom 2: Additional first floor en-suite
- Bathroom 3: First floor full bathroom
- Bathroom 4: Second floor full bathroom with shower/tub
- Outdoor shower: Plus, an outdoor shower near the pool for rinsing off sandy feet or taking in the fresh air.
Outdoor Living
The fully fenced, landscaped yard feels like your own private resort:
- Heated saltwater pool
- Stone patio with loungers and dining area
- Fire pit for evening gatherings
- Expansive yard ideal for games, sunbathing, or simply relaxing under the trees
- Outdoor shower adds convenience and charm
Poolside Cabana
The detached air-conditioned cabana offers a versatile retreat. Use it as:
- A quiet reading room or yoga space
- A fun hangout area for teens or kids
- A private sleeping area for one guest
- A poolside lounge for napping or relaxing out of the sun
Chef’s Kitchen & Living Area
The heart of the home is a chef’s kitchen equipped with:
- Miele and Thermador appliances
- All new premium dishes, glasses, utensils, and cookware
- Ample prep space including kitchen island with four barstools for additional seating
- Large kitchen table that has seating for 12 people
- Open layout that flows into the dining and living areas
The décor blends upscale coastal design with comfort—think curated art, plush furnishings, and natural light in every room.
Location & Convenience
- Located on a quiet corner lot just minutes from Nantucket Town
- Quick access to beaches, shops, restaurants, and bike paths
- On-property parking available for multiple vehicles
- Easy bike rides or short drives to explore the island at your pace
Perfect For...
- Families seeking a safe, relaxing space with room to spread out
- Couples or friends on a luxury getaway
- Multi-generational groups needing both comfort and flexibility
This home was designed for effortless gathering and memorable moments—whether that’s poolside, biking into town for dinner, or curling up for movie night after a long beach day.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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9.8 out of 10, Exceptional, (10 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Pool is not fenced—supervision is required.
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
Property Registration Number C0553971970
About the area
Nantucket
Nantucket Town, a neighbourhood in Nantucket, is home to this holiday home. Nantucket Lightship Basket Museum and Hadwen House are cultural highlights, and some of the area's landmarks include The Old Mill and Fire Hose Cart House. Travelling with kids? Consider Vestal St Observatory and Loines Observatory. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Nantucket, MA
What's nearby
- Nantucket Historical Association - 4 min drive - 2.1 km
- Nantucket Atheneum - 4 min drive - 2.1 km
- Whaling Museum - 4 min drive - 2.1 km
- Nantucket Ferry Terminal - 4 min drive - 2.5 km
- Children's Beach - 4 min drive - 2.5 km
Getting around
Restaurants
- Slip 14 - 4 min drive
- Handlebar Cafe - 4 min drive
- Cumberland Farms - 8 min walk
- Cumberland Farms - 17 min walk
- Siam to Go - 9 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window10/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
10/10 Excellent
Verified traveller
8 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Verified traveller
Stayed 1 night in Nov 2025
About the host
Hosted by Kirby Joseph
Hi, we’re Kirby and Jeff! Nantucket has been a part of our family’s story for generations—Kirby’s roots here go back 12 generations, and her grandfather was even born on the island. Over the years, we’ve spent countless summers on Nantucket with our four kids (two sets of twins!) and have made some of our most treasured memories here as a family.
When we recently purchased this home, we saw it as more than just a house—it was a chance to create a space where our family could continue to grow, laugh, and unwind together. With the help of a talented interior designer, we renovated the home to blend the charm of Nantucket with the comfort and ease of high-end coastal living. We named it LolliPop because it captures the fun, light-hearted, and family-friendly vibe we want every guest to feel the moment they walk through the door.
Whether you're a couple looking for a peaceful island getaway or a family wanting a space to slow down and reconnect, we hope LolliPop offers you the same sense of joy, warmth, and belonging it brings to us.
We’re honored to share a little piece of our Nantucket with you and hope it becomes a part of your story, too.
When we recently purchased this home, we saw it as more than just a house—it was a chance to create a space where our family could continue to grow, laugh, and unwind together. With the help of a talented interior designer, we renovated the home to blend the charm of Nantucket with the comfort and ease of high-end coastal living. We named it LolliPop because it captures the fun, light-hearted, and family-friendly vibe we want every guest to feel the moment they walk through the door.
Whether you're a couple looking for a peaceful island getaway or a family wanting a space to slow down and reconnect, we hope LolliPop offers you the same sense of joy, warmth, and belonging it brings to us.
We’re honored to share a little piece of our Nantucket with you and hope it becomes a part of your story, too.
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