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6 BDR, Pet-friendly, newly remodeled whaling captain’s house downtown Nantucket!

Photo gallery for 6 BDR, Pet-friendly, newly remodeled whaling captain’s house downtown Nantucket!

Downtown on Main Street at the Soldiers & Sailors Civil War Monument
107 Main
Entrance
Living Room
Living Room

Reviews

10 out of 10
Exceptional
6 bedrooms5 bathroomsSleeps 12464.5 sq m

Popular amenities

  • Pet-friendly
  • Dryer
  • Parking available
  • Washer
  • Kitchen
  • Barbecue grill

Explore the area

Map
Nantucket, MA
  • Whaling Museum
    ‪10 min walk‬
  • Nantucket Ferry Terminal
    ‪13 min walk‬
  • Jetties Beach
    ‪4 min drive‬
  • Nantucket, MA (ACK-Nantucket Memorial)
    ‪7 min drive‬

Rooms & beds

6 bedrooms (sleeps 12)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed and 1 Double Sofa 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

Property manager

Lina Breskman

Languages

English, French, German, Italian, Spanish

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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

Pets allowed: dogs (limit 1 total)
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Smoking

Smoking is not permitted
Please let us know the exact number of guests as it helps us with planning.
We do allow dogs, however, we charge $500 per dog, as extra cleaning is required. Please be sure to inform us in advance if bringing a dog.
We do try to accommodate an early check-in whenever possible, though we cannot guarantee it.

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 Loines Observatory. Travelling with kids? Consider Nantucket Shipwreck and Lifesaving Museum, or check out an event or a game at Nantucket Community Sailing. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Nantucket, MA

What's nearby

  • Whaling Museum - 10 min walk - 0.9 km
  • Nantucket Ferry Terminal - 13 min walk - 1.1 km
  • Children's Beach - 13 min walk - 1.1 km
  • Jetties Beach - 4 min drive - 2.3 km
  • Surfside Beach - 9 min drive - 4.7 km

Getting around

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

Restaurants

  • ‪Stubbys - ‬10 min walk
  • ‪Island Coffee Roasters - ‬10 min walk
  • ‪Juice Bar - ‬9 min walk
  • ‪Slip 14 - ‬10 min walk
  • ‪Rose & Crown - ‬9 min walk

Frequently asked questions

Is 6 BDR, Pet-friendly, newly remodeled whaling captain’s house downtown Nantucket! pet-friendly?

Yes, this property allows dogs (limit 1 total).

What time is check-in at 6 BDR, Pet-friendly, newly remodeled whaling captain’s house downtown Nantucket!?

Check-in begins at 4:00 PM.

What time is check-out at 6 BDR, Pet-friendly, newly remodeled whaling captain’s house downtown Nantucket!?

Checkout is at 10:00 AM.

Where is 6 BDR, Pet-friendly, newly remodeled whaling captain’s house downtown Nantucket! located?

This family-friendly Nantucket holiday home is located by the sea, steps away from Fire Hose Cart House, Vestal St Observatory and Greater Light Garden. Hadwen House and Historic Mitchell House are just steps away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 37 out of 37 reviews
Rating 8 - Good. 0 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Taylor M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home & great location

We loved our springtime stay in this gorgeous home. The large & open kitchen, number of beds and bathrooms was perfect for our group of girlfriends. Even with lots of rain, the walkability to downtown restaurants and shops was perfect. We had one slight reason to reach out to the host but they were accommodating and quick to respond. Would recommend and hope to stay again.
Stayed 3 nights in Apr 2025

10/10 Excellent

Kimberly S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful large historic home!

Great location, well shocked, wonderful home for a family gathering.
Stayed 3 nights in Dec 2024

10/10 Excellent

Rika S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic!!

We had a great stay for the Thanksgiving week. The proximity to town and our other family and friends was perfect. We had enough space for 11 of us to hang, play games, yet have our own space. Kitchen was fantastic.
Stayed 5 nights in Nov 2024

10/10 Excellent

Dan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nantucket Weekend

This property is terrific. We have stayed in many short term rental properties in North America and Europe and this was one of the very best. It was immaculate, and had abundant cooking supplies to make a large meal (which we did). It is also historically interesting -- one of the oldest houses in Nantucket -- and in a great location. Check in was easy. We will definitely come again
Stayed 3 nights in Nov 2024

10/10 Excellent

Helen K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

50th Reunion 1974-2024

The house was a perfect fit for our group of friends who all met on Nantucket the summer of ‘74. Roomy, comfortable-perfect for sharing our happy memories. The weather was also amazingly warm and pleasant, made visiting our old haunts so easy and fun!
Stayed 3 nights in Oct 2024

10/10 Excellent

Robyn G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Thank you!

A perfect spot close to town with plenty of space for all. Our hosts were accommodating - we had a great stay!
Stayed 3 nights in Oct 2024

10/10 Excellent

Ben W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

PERFECTION

From arrival to check out every single aspect of our stay was far greater than expected. This house has everything that you need. The location is ideal walking distance to everything I only wish we could've stayed longer. The communication with the host was excellent and timely. We will be coming back sooner than later.
Stayed 5 nights in Oct 2024

10/10 Excellent

Caitlin O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay!

Beautiful home in the perfect location!
Stayed 2 nights in Oct 2024

10/10 Excellent

Mb P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautifully appointed home

This home is beautiful & extremely convenient to restaurants, shopping, & in-town activities.
Stayed 4 nights in Sep 2024

10/10 Excellent

Mariah D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful home close to town

While the weather on Nantucket was not cooperative, we had an amazing time thanks in part to this beautiful home! It was in the perfect location and had everything we needed. Lina was easy to contact and always responded promptly. I would highly recommend her home for anyone traveling to Nantucket, and hope to stay there again when I return!!
Stayed 3 nights in Sep 2024

10/10 Excellent

Donna W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Five-Star Symposium

i arranged to have my management team stay there for a business symposium
Stayed 3 nights in Sep 2024

10/10 Excellent

Susan S D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful historic home for family to stay for our daughter’s wedding.

Beautifully renovated home with first floor open floorplan. Bathrooms are modern and kitchen well stocked with cookware and accessories for cooking family meals. Host immediately responded to a question. Lovely backyard area. Wonderful location in town and in an area of many stately historic homes. Would highly recommend if you need a larger home.
Stayed 4 nights in Sep 2024

10/10 Excellent

Chris M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nantucket for Labor Day

We really enjoyed our stay. The house was close to downtown so it was easy to walk to several establishments. The bathrooms were recently remodeled. The layout of the kitchen and dining room was great for our group.
Stayed 5 nights in Aug 2024

10/10 Excellent

Brandon W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay

Great house in a perfect location
Stayed 3 nights in Aug 2024

10/10 Excellent

kristine b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Summer Family Get away

Wonderful week on the Grey Lady! An annual trip for my family and I. The house was spectacular and Lina a wonderful host! Had the best week in her beautiful home! Would highly recommend !
Stayed 7 nights in Aug 2024

10/10 Excellent

Kristen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fabulous Week in Town

Skyemoor was a lovely and accommodating spot for our large group of 12. The house is so charming and beautifully appointed and had everything we needed. The location is great, just steps to all the shops. Our family all loved our stay!
Stayed 7 nights in Aug 2024

10/10 Excellent

Anthony P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Dec 2023

10/10 Excellent

Michael B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house close to town

Perfect location close to town with parking. Great layout and updates were great. Back yard was a nice place to hang out. Overall we were very happy!
Stayed 7 nights in Jun 2024

10/10 Excellent

Tom F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Charming, luxurious, and spacious

The house was very charming, with an authentic history that you can feel, down to the classic latch doorknobs. Still the house was tastefully appointed with the modern luxuries you'd associate high-end stay. An amazing chef's kitchen, an oversized dining room table, a cozy living room looking out over Monument Square. The primary bedroom was also huge, with an impressive en suite that included a walk-in shower and tub. We had 2 couples and 2 children, but the house easily sleeps 4 couples in the four rooms with larger beds, plus 6 kids in the remaining two rooms, including a 3rd floor attic style room with 4 single beds (and a bathroom) that the kids loved. The backyard was also a great sized space for being so close to town, which was less than a ten minute walk down Main St to reach all the restaurants and bars. The house's location at the top of Main St. also allowed for an easy drive out of town to do beaches, Cisco, etc. since you didn't have to deal with the congestion of driving through town. The host was extremely responsive, including letting us know about the 8 beach chairs and some kids' beach toys in the shed for us to use. Overall, the place exceeded all of our expectations and we'd be eager to return soon with an even larger group given how accommodating the house is. Highly recommend!
Stayed 4 nights in Jun 2024

10/10 Excellent

Mike G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wedding week

Our daughter was getting married and we needed a large house for the family. House was great! Owners did a wonderful job renovating a classic old house. Amazing bathrooms! Great kitchen and eating space and lovely garden. Owners were very responsive.
Stayed 6 nights in Jun 2024

10/10 Excellent

Sherry H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Spectacular!

We stayed here as the parents of the groom for a wedding. The place is just amazing. So clean, bright open space for a large group to eat and socialize, so close to everything. The house was perfect! Thanks so much!
Stayed 6 nights in Jun 2024

10/10 Excellent

Elizabeth M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic!

Loved this house--plenty of space, comfortable, great location! Would love to stay there again.
Stayed 4 nights in May 2024

10/10 Excellent

Kylie H., Boston

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location, awesome house!

Our family of 7 plus an infant had the most wonderful stay for Christmas stroll weekend. The house is exactly as described and is in an ideal location for walking to town! We loved our stay!
Stayed 3 nights in Nov 2023

10/10 Excellent

Jordan K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fantastic House in Town

My family stayed at this property for Thanksgiving and we had a fantastic time. The house was just as advertised and was a perfect size for our family. It was also a great location with a short walk to downtown. Lina was also a great host and very responsive. I would definitely stay here again!!
Stayed 4 nights in Nov 2023

10/10 Excellent

Sean C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

As advertised, great location and smooth process. 5/5
Stayed 3 nights in Oct 2023

About the host

Hosted by Lina Breskman

Host profile image
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.

Languages:

English, French, German, Italian, Spanish