Best Value in Nantucket's Premier Cliff Area near Town, Westmore and Beaches.

Nantucket, Massachusetts
$2283 avg/night Minimum Stay 7 Nights
Bed 5

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 9

Max Sleeps

Night 7 nights

Min Stay

Private Cliff Location; 7 min walk to Beach; Enchanting deck and Enclosed Yard

Ideal Nantucket home for couples or an extended family. Very private renovated house with carriage house. Main house sleeps six, 2.5 baths. Carriage house has separate studio with bath (Sleeps one) and one-bedroom private apartment with kitchen, living room and bath (Sleeps two). Perfect for additional couple or in-laws. This is a 5 bedroom 4.5 bath rental sleeping 9.

Private enclosed backyard, idealfor children. Outstanding location just off Cliff Road; 7-minute walk to beach, 15-minute walk to town. Close to the Westmoor Club, bicycle paths, Something Natural, Steps and Washing Pond Beaches. Main house has been recently upgraded to include Central Air and Heat throughout. Carriage house has central air and heat.

Surrounding Area: Our house is located on a charming rural country road (unpaved) at the edge of town, but an easy walk to beaches and a 15/20-minute walk to town center. We overlook a wetlands conservation area, the Westmoor Club beyond, and are just far enough off of Cliff Road so there is minimal traffic noise, yet easy access. We have mature landscaping, so in season the house cannot be seen from the road. Both the front and rear yards are exceptionally private - the rear yard is enclosed and has two gated entrances, so it is perfect for young children (we have two). We are also quite near the Cliff Road bicycle path, so that is always an enjoyable activity and a good way to see more of the island - especially the bayside beaches (Steps, Washing Pond, etc)

Restaurants: We are within a 5 to 15-minute drive of all the resort restaurants, but given the privacy and setting of the house, we find both ourselves and guests frequently dining and relaxing on the rear deck with a barbecue, or a more formal meal if desired. We have a restaurant pedigree DCS oven suitable for all professional cooking purposes, and a Weber gas grill for great fish and meats.

Please note that bookings are for Saturday to Saturday unless otherwise pre-agreed.

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

Feature Features

  • PETS

    1 Total (up To 20 Lbs Per Pet) Pet Friendly Welcoming Dogs Only
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • DINING

    Dining Table
  • SAFETY

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

    5 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Paper Towels Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Recommended Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Garden Gas Grill Outdoor Furniture Patio Yard
  • BATHROOMS

    4.5 Bathrooms Bathtub Or Shower Hair Dryer Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fishing Nearby Hiking Nearby Hiking/biking Trails Nearby Marina Nearby Sailing Nearby Scuba Diving Nearby Snorkeling Nearby Swimming Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books DVD Player Stereo TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Games Children's Toys
  • LOCATION HIGHLIGHTS

    Near A Hospital Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Housekeeping (on Request) Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 09:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 9

Map Map

School District Rates & Availability

Review Review

  • Jerald J.

    Submitted Aug 4, 2025

    Stayed Jul 26, 2025

    This was our second stay at this house. As previously, it is excellent. It is well-located, well-furnished, and well-equipped. Everything worked. The one-bedroom apartment above the garage is particularly charming and comfortable. The yard is beautifully landscaped; there was plenty of room for our family's annual badminton tournament. All-in-all, this is a terrific house and, as the ad notes, a very good value for Nantucket.

  • Jimmy L.

    Submitted Jul 12, 2025

    Stayed Jul 5, 2025

    Awesome house, great host, we will look forward to booking again next year.

  • Lauri L.

    Submitted Jul 6, 2025

    Stayed Jun 21, 2025

    We just spent an amazing week here and found it to be an ideal place for our multi-generational family. The house and carriage house studio gave us the perfect amount of room for 2 families with teenagers, and my Mother loved having her own carriage house apartment. Everything was clean and as pictured when we arrived. Although, I would say the online pictures don’t do justice to how cute and well decorated the house is. It had everything we needed in the kitchen and a great grill and beautiful backyard for cooking at home and enjoying the outdoors. There were also lots of beach chairs and towels that were appreciated on our beach days. The house is in a great location that is nice and private and quiet, but very convenient for walking to Steps beach or the Wave stop. We enjoyed every moment of our stay and hope to be able to come back again soon!

  • Steve K.

    Submitted Jul 6, 2025

    Stayed Jun 28, 2025

    The house was beautiful, well-kept and the location couldn’t be beat! The house had everything we needed for a week stay for a multigenerational vacation.

  • Jerald J.

    Submitted Aug 17, 2024

    Stayed Aug 10, 2024

    House was clean, well-equipped, and well-located. Highly rec.

  • Jane B.

    Submitted Jul 22, 2024

    Stayed Jul 13, 2024

    We have been to Nantucket many times, and this house is our favorite so far. Great front and back yards for a toddler to play in and adults to sit in. Comfortable furniture indoors. Every room is tastefully furnished. Good proximity to sound-side beaches as well as to town. The owner could not have been more responsive.

  • Alexis D.

    Submitted Aug 26, 2023

    Stayed Aug 15, 2023

    37 Pilgrim has been our home when we visit Nantucket for the past 6 years. Perfect location, minutes to town and private back yard and deck. Truly ideal! The owners are wonderful to work with. Thank you again for another great year! See you in 2024!

  • Eric T.

    Submitted Jul 10, 2023

    Stayed Jul 1, 2023

    This is a very lovely and comfortable house. The location is fantastic as well.

  • Julia C.

    Submitted Jul 7, 2023

    Stayed Jun 17, 2023

    This was our third year in beautiful, charming 37 Pilgrim Rd. The house and garden are perfectly appointed -- with lovely bedrooms, great living space, and amazing location right off Cliff Road about a 5 min drive to town and a 15 minute walk. Our family has loved this house which is very much a home. I could not rate it higher than I have - and hope to return for summers to come!

  • Perry C.

    Submitted Sep 4, 2022

    Stayed Aug 27, 2022

    We have stayed here several times and our enjoyment increases every year. The property is well maintained and the home's indoor and outdoor spaces are very appealing for families. Excellent accommodations with easy access to bikeway, beaches and town. The owner cares about your experience and goes above and beyond on many levels.

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Total

Includes taxes and fees
$2,283+
View details