Entire home
6 BDR, Pet-friendly, newly remodeled whaling captain’s house downtown Nantucket!
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Reviews
10 out of 10, Loved by Guests
Top 10% based on
6 bedrooms5 bathroomsSleeps 125000 sq ft
Popular amenities
Explore the area

Nantucket, MA
- Place, Nantucket Atheneum6 min walk
- Place, Whaling Museum10 min walk
- Place, Nantucket Ferry Terminal11 min walk
- Airport, Nantucket, MA (ACK-Nantucket Memorial)8 min drive
Rooms & beds
6 bedrooms (sleeps 12)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Double Bed
Bedroom 3
2 Single Beds and 1 Crib
Bedroom 4
1 King Bed
Bedroom 5
1 Queen Bed
Bedroom 6
2 Single Beds
5 bathrooms
Bathroom 1
Toilet · Shower only
Bathroom 2
Toilet · Shower only
Bathroom 3
Toilet · Shower only
Bathroom 4
Toilet · Shower only
Bathroom 5
Bathtub · Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden
Dining area
About this property
6 BDR, Pet-friendly, newly remodeled whaling captain’s house downtown Nantucket!
Historic Skyemoor, originally built in 1694, is one of the 50 oldest houses on the island. Built by the Macy family, who arrived on Nantucket with the first settlers, Skyemoor is steeped in island history and culture, played host to Herman Melville and others, as well as served as the home of wealthy Whaling Captains throughout Nantucket’s whaling golden age.
Today, Skyemoor is the perfect family home, having been tastefully and carefully renovated to provide modern conveniences without losing its antique roots. The house sits high up on Main Street, at the head of town and central to all that Nantucket has to offer. Charming shops, fine dining restaurants, and beautiful beaches are all just steps away. Experience Nantucket the way the island is meant to be, with an appreciation for her beauty, a nod to the past, and from the comfort of a welcoming and grand family home.
Floor Plan
First Floor: Living Room, fireplace, dining room with a table for 8 and room for extra seating. A gourmet kitchen with Wolf stove, Miele appliances, an island with seating, and pantry.
One queen bedroom, a hallway full bathroom, and another bedroom with a full bed, a pullout twin bed and ensuite bathroom.
Second Floor: One Queen bedroom overlooks the beautiful back garden. Another bedroom with two twin beds. These two rooms share a full bathroom in the hall, complete with a shower, washer & dryer. A luxurious master bedroom suite has its own soaking tub and shower.
Third Floor: 2 twin trundle beds and an ensuite full bathroom with a shower.
The house has a private garden accessible only to Skyemoor. Skyemoor has an attached cottage that shares a wall with the main house, and runs down the side street of Gardner Avenue. The cottage has 3 bedrooms and 2 baths, and depending on the time of year, it can be let along with the main house to provide a total of 9 bedrooms for large groups or families. Most of the time the back cottage is let to respectful island professionals who have limited contact with anyone from the main house, as their entrance is separate.
2 off street parking spots on Gardner Avenue behind the house
1 additional crib is available if needed
WiFi
6 Bedrooms
5 Full Bathrooms
Outside Garden with grill and furniture.
In order to keep this house pet friendly, please be sure to let us know if you plan to bring a dog. We have a dog fee that goes directly to a separate cleaner and we need to be sure to schedule the pet cleaner in advance if you plan to bring a dog. In addition, for liability’s sake, please be sure to disclose the total number of people in your booking. We don’t charge per person, so it won’t affect your rate, we just need to know as part of our booking management process. Thanks for understanding and enjoy your time on Nantucket!
**Please note, in the event we are booked during your desired dates, we have another 5 bedroom property in the neighborhood https://www.vrbo.com/4290324
Today, Skyemoor is the perfect family home, having been tastefully and carefully renovated to provide modern conveniences without losing its antique roots. The house sits high up on Main Street, at the head of town and central to all that Nantucket has to offer. Charming shops, fine dining restaurants, and beautiful beaches are all just steps away. Experience Nantucket the way the island is meant to be, with an appreciation for her beauty, a nod to the past, and from the comfort of a welcoming and grand family home.
Floor Plan
First Floor: Living Room, fireplace, dining room with a table for 8 and room for extra seating. A gourmet kitchen with Wolf stove, Miele appliances, an island with seating, and pantry.
One queen bedroom, a hallway full bathroom, and another bedroom with a full bed, a pullout twin bed and ensuite bathroom.
Second Floor: One Queen bedroom overlooks the beautiful back garden. Another bedroom with two twin beds. These two rooms share a full bathroom in the hall, complete with a shower, washer & dryer. A luxurious master bedroom suite has its own soaking tub and shower.
Third Floor: 2 twin trundle beds and an ensuite full bathroom with a shower.
The house has a private garden accessible only to Skyemoor. Skyemoor has an attached cottage that shares a wall with the main house, and runs down the side street of Gardner Avenue. The cottage has 3 bedrooms and 2 baths, and depending on the time of year, it can be let along with the main house to provide a total of 9 bedrooms for large groups or families. Most of the time the back cottage is let to respectful island professionals who have limited contact with anyone from the main house, as their entrance is separate.
2 off street parking spots on Gardner Avenue behind the house
1 additional crib is available if needed
WiFi
6 Bedrooms
5 Full Bathrooms
Outside Garden with grill and furniture.
In order to keep this house pet friendly, please be sure to let us know if you plan to bring a dog. We have a dog fee that goes directly to a separate cleaner and we need to be sure to schedule the pet cleaner in advance if you plan to bring a dog. In addition, for liability’s sake, please be sure to disclose the total number of people in your booking. We don’t charge per person, so it won’t affect your rate, we just need to know as part of our booking management process. Thanks for understanding and enjoy your time on Nantucket!
**Please note, in the event we are booked during your desired dates, we have another 5 bedroom property in the neighborhood https://www.vrbo.com/4290324
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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- Kitchen
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (12 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
Events
No events allowed
Pets
Pets allowed: dogs (limit 1 total)
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
Safety features at this property include a fire extinguisher and a deadlock
Property Registration Number C0339091970
About the area
Nantucket
Located by the sea, this holiday home is in Nantucket Town, a neighbourhood in Nantucket. Nantucket Ferry Terminal and Cisco Brewers are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Vestal St Observatory and Theatre Workshop of Nantucket. Travelling with kids? Consider Loines Observatory and White Heron Theatre. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Nantucket, MA
What's nearby
- Nantucket Atheneum - 6 min walk - 0.6 km
- Nantucket Historical Association - 8 min walk - 0.7 km
- Whaling Museum - 10 min walk - 0.8 km
- Nantucket Ferry Terminal - 11 min walk - 1.0 km
- Children's Beach - 13 min walk - 1.1 km
Getting around
Restaurants
- Brotherhood of Thieves - 8 min walk
- Lemon Press - 7 min walk
- The Rose and Crown - 9 min walk
- Handlebar Cafe - 8 min walk
- The Nantucket Tap Room - 8 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
19 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jan 2026
10/10 Excellent
melissa g.
28 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
melissa g.
Stayed 4 nights in Sep 2025
10/10 Excellent
carolyn m.
28 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
carolyn m.
Stayed 3 nights in Sep 2025
10/10 Excellent
Mikhaela T.
13 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mikhaela T.
Stayed 2 nights in Oct 2025
10/10 Excellent
Katy K.
16 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Katy K.
Stayed 3 nights in Jun 2025
10/10 Excellent
Caitlin O.
23 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay!
Caitlin O.
Stayed 2 nights in Oct 2024
10/10 Excellent
Brandon W.
27 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Stay
Brandon W.
Stayed 3 nights in Aug 2024
10/10 Excellent
Bret B.
24 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bret B.
Stayed 7 nights in Jul 2025
10/10 Excellent
Maeve C.
8 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Girls weekend
Maeve C.
Stayed 3 nights in Jun 2025
10/10 Excellent
Verified traveller
23 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy


Verified traveller
Stayed 14 nights in Jun 2025
10/10 Excellent
Kimberly S.
26 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful large historic home!
Kimberly S.
Stayed 3 nights in Dec 2024
10/10 Excellent
Elizabeth M.
29 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic!
Elizabeth M.
Stayed 4 nights in May 2024
10/10 Excellent
Taylor M.
14 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home & great location
Taylor M.
Stayed 3 nights in Apr 2025
10/10 Excellent
Kylie H.
18 Dec, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location, awesome house!
Kylie H.
Stayed 3 nights in Nov 2023
10/10 Excellent
Mb P.
30 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautifully appointed home
Mb P.
Stayed 4 nights in Sep 2024
10/10 Excellent
Robyn G.
29 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Thank you!
Robyn G.
Stayed 3 nights in Oct 2024
10/10 Excellent
Julia T.
8 Sept, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous time in Nantucket
Julia T.
Stayed 4 nights in Aug 2023
10/10 Excellent
Chris M.
9 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nantucket for Labor Day
Chris M.
Stayed 5 nights in Aug 2024
10/10 Excellent
Heather E.
5 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house so close to town
Heather E.
Stayed 7 nights in Jul 2023
10/10 Excellent
Kristen H.
17 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fabulous Week in Town
Kristen H.
Stayed 7 nights in Aug 2024
10/10 Excellent
Rika S.
3 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic!!
Rika S.
Stayed 5 nights in Nov 2024
10/10 Excellent
Ariel B.
30 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
40th birthday
Ariel B.
Stayed 3 nights in Aug 2023
10/10 Excellent
Michael B.
6 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house close to town
Michael B.
Stayed 7 nights in Jun 2024
10/10 Excellent
Donna W.
13 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Five-Star Symposium
Donna W.
Stayed 3 nights in Sep 2024
10/10 Excellent
kristine b.
21 Aug, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Summer Family Get away
kristine b.
Stayed 7 nights in Aug 2024
About the host
Hosted by Lina Breskman
My husband and I bought this gem of a House in 2020 and spent the last two years renovating it. This is our private vacation home, and we love spending time here as a family.
Why they chose this property
The location couldn't be better. The kids are walking distance to the whaling museum, Children’s beach & kid’s attractions. Adults are walking distance to shopping, restaurants, the harbor, parks and all the beauties Nantucket has to offer.
We hope that your time in our house will make you as happy as it makes us and that you will be able to create beautiful memories.
We hope that your time in our house will make you as happy as it makes us and that you will be able to create beautiful memories.
Languages:
English, French, German, Italian, Spanish
Premier Host
They consistently provide great experiences for their guests
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