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

Nantucket, Massachusetts
$1340 avg/night
Minimum Stay 1 Nights
Bed 6

Bed

Bath 5

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

Night 1 nights

Min Stay

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

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    1 Total Pets Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    6 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 5000 Sq Ft (465 Sq M)
  • KITCHEN

    Dishwasher Electric Kettle Kitchen Island Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking Onsite Parking Includes Off-street Options
  • INTERNET

    Free WiFi
  • OUTDOORS

    Barbecue Grill Fenced Yard Garden Outdoor Furniture Patio
  • BATHROOMS

    5 Bathrooms Hair Dryer Shampoo Shower Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English French German Italian Spanish
  • THINGS TO DO

    Birdwatching Nearby Ecotours Nearby Hunting Nearby Marina Nearby Power Boating Nearby Scuba Diving Nearby Whale Watching Nearby Windsurfing Nearby Winery Tours Nearby
  • ENTERTAINMENT

    Books Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Dinnerware Children's Games Children's Toys Highchair
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa Near A Hospital Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Availability

Review Review

  • Robyn G.

    Submitted Jan 19, 2026

    Stayed Jan 16, 2026

    Amazing stay and fantastic host - thank you!

  • Mikhaela T.

    Submitted Nov 13, 2025

    Stayed Oct 24, 2025

    Lina was a very responsive and helpful host. The house and interior space was incredibly warm and welcoming, with a gorgeous open kitchen and living room area that was perfect for hosting a group of eleven girls. Almost every bedroom had its own bathroom, and we were able to comfortably move about the house. Location-wise, it was just a short 5 - 10 minute walk into town where we had access to anything we needed. I would absolutely book this location again for next trip to Nantucket.

  • melissa g.

    Submitted Sep 28, 2025

    Stayed Sep 3, 2025

    The house was everything we expected! Clean, well furnished, great location! Will definitely book again.

  • carolyn m.

    Submitted Sep 28, 2025

    Stayed Sep 25, 2025

    We had a great long weekend in this Nantucket home with 11 adult woman. The home is in a great location where we were able to walk to explore downtown Nantucket’s shops and restaurants. The kitchen was well stocked. There was lots of room to gather together as well as to have private space. We enjoyed our stay!

  • Erin V.

    Submitted Aug 10, 2025

    Stayed Aug 2, 2025

    This house has it all for families with kids. Great kitchen perfect outdoor spaces with fencing. The location is perfect for walking or strolling your kids into town. Great house! Tons of space and the third floor was perfect for our grandkids! Out only issue was there is ALOT of street noise. It didn’t bother the adults but it woke the babies after 9pm. Buy everything else was amazing! We loved how beautiful the property was and also all the history of staying in an historic home! The property manager was so helpful in every way. This home is well stocked for families!

  • Bret B.

    Submitted Jul 24, 2025

    Stayed Jul 12, 2025

    The house was perfect for our party of 10! Plenty of room to spread out. Well appointed, clean, and perfect location to walk to town and drive to the beaches. 10 out of 10! Highly recommend!

  • Submitted Jul 23, 2025

    Stayed Jun 28, 2025

    Great house and fully stocked. Location was perfect except it was noisy due to traffic so close to the house

  • Nina W.

    Submitted Jun 23, 2025

    Stayed Jun 18, 2025

    I haven't used VRBO or their competitor much but this rental sold me on it. I was apprehensive spending so much on this; but was overwhelmed with the beautiful design, high end appliances and all the bathrooms. The courtyard in the back was very accommodating for our 11 guests. Its my dream home for sure and we just loved it. Took Uber only for luggage to ferry and wedding events otherwise can walk to the wharf area. Beautiful experience for the whole family and it had everything we needed. I hope to rent this again!.

  • Katy K.

    Submitted Jun 16, 2025

    Stayed Jun 12, 2025

    Can’t say enough good things about the property and the owners . Great location, historical / authentic decor but with updated bathrooms. We had a blast.

  • Maeve C.

    Submitted Jun 8, 2025

    Stayed Jun 5, 2025

    Amazing house! Had everything we needed. Perfect location, house had all the amenities we needed, and it was clean and updated.

  • Stephanie D.

    Submitted May 15, 2025

    Stayed May 8, 2025

    We stayed for 3 nights at this historic and beautifully restored property in May 2025 as a group of 12 adults and could not be more thrilled with this choice. It was a short walk to the center of main street and a quiet location with a lovely garden and outdoor furniture to enjoy. The interior is spacious with plenty of room for us to spread out, and also come together for meals. While the dining area technically seats 8, the owner very kindly ordered extra folding chairs for us so we could seat our full group of 12 around the table very comfortably. We had every kitchen utensil, pot, and pan needed to prepare a full lobster and clambake, and the kitchen was big enough that everyone could easily pitch in to help prep or clean up. The linens were all high quality and each of the 5 bathrooms were PERFECT, even for clean-freaks and design-snobs. Great water-pressure, plenty of hot water, even for a large group. We all loved this beautiful home and each guest agreed we'd stay here again in a heartbeat.

  • Taylor M.

    Submitted Apr 14, 2025

    Stayed Apr 10, 2025

    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.

  • Kimberly S.

    Submitted Dec 26, 2024

    Stayed Dec 23, 2024

    Great location, well shocked, wonderful home for a family gathering.

  • Rika S.

    Submitted Dec 3, 2024

    Stayed Nov 25, 2024

    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.

  • Dan B.

    Submitted Nov 28, 2024

    Stayed Nov 8, 2024

    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

  • Helen K.

    Submitted Nov 2, 2024

    Stayed Oct 30, 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!

  • Robyn G.

    Submitted Oct 29, 2024

    Stayed Oct 11, 2024

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

  • Ben W.

    Submitted Oct 28, 2024

    Stayed Oct 23, 2024

    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.

  • Caitlin O.

    Submitted Oct 23, 2024

    Stayed Oct 18, 2024

    Beautiful home in the perfect location!

  • Mb P.

    Submitted Sep 30, 2024

    Stayed Sep 25, 2024

    This home is beautiful & extremely convenient to restaurants, shopping, & in-town activities.

  • Mariah D.

    Submitted Sep 23, 2024

    Stayed Sep 19, 2024

    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!!

  • Donna W.

    Submitted Sep 13, 2024

    Stayed Sep 10, 2024

    i arranged to have my management team stay there for a business symposium

  • Susan S D.

    Submitted Sep 9, 2024

    Stayed Sep 4, 2024

    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.

  • Chris M.

    Submitted Sep 9, 2024

    Stayed Aug 29, 2024

    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.

  • Brandon W.

    Submitted Aug 27, 2024

    Stayed Aug 24, 2024

    Great house in a perfect location

  • kristine b.

    Submitted Aug 21, 2024

    Stayed Aug 3, 2024

    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 !

  • Kristen H.

    Submitted Aug 17, 2024

    Stayed Aug 10, 2024

    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!

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Total

Includes taxes and fees
$3,334+
View details