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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Luxury 8br 7ba Home, Pool+Guest House, Nantucket Charm & Modern Comforts

Bedrooms 8
Half Baths2
Property type estate
Minimum Stay 3 - 7 nights


About the property

8 bedrooms, 7 baths, sleeps 16

For those desiring walking distance to town, "Pilgrim's Bliss" off of Cliff Road is unequaled in it's expansive offering, including a separate guest house & heated salt water pool, a large back yard where children can play, a pond 20 feet beyond the pool with Adirondack chairs where one can enjoy a glass of wine and watch the geese & herons or look at the star filled skies, and a 7 minute walk to Steps Beach, off of the famous Lincoln Circle The compound is a favorite for wedding groups & multi-generational families in the Cliff Road area of town, one of the most desirable areas on the island which starts from town and runs parallel to the cliff side beaches, beach clubs and restaurants. 'Pilgrim's Bliss' has consistently garnered extraordinary reviews by renters, including a renter with a long history of renting other top end homes on the island, indicating it was by far the best home where they stayed over the years. You're a 10 minute walk, 4 minute bike ride or one minute drive to the center of town, and one street away from the restaurants and tennis courts of the popular Westmoor Club. There are the comforts of the extra large, burnished leather Chesterfield sofa, nautical themed arm chairs and dining table constructed of 100 year old planks that can seat up to 14, to the extensive range of books, playroom, children's games, 3 plasma TV's (two are 3D large format), extra large covered wrap-around porch with distinct areas, including outdoor living area with fireplace, dining area, breakfast table, Sonos internet radio, steam room and air conditioning. At night, sit on the porch and look through the astronomical telescope at skies exploding with stars, or wander down to the duck pond, along the private, flower filled path lined with low level, white Christmas lights and enjoy a glass of wine while reclining in the Adirondack chairs.

Member since: 2012
Speaks: english, french
Response time:
Within a few hours
Response rate:
Calendar last updated:
October 17, 2017

Guestbook comments from the owner

Thanks so much for providing your beautiful home for us to stay on beautiful Nantucket. We were here to celebrate our matriarch's 70th birthday and, young and old, everyone had a wonderful time. We hate to have to leave! So many nice memories. Pilgrim's Bliss is perfect.
May 2017
  • 1 of 5


Car: not necessary

Pilgrim's Bliss is located just off Cliff Road, one of the most exclusive areas of Nantucket, a stones throw from the popular Westmoor Club, 5 minutes walk to Step's Beach, 1 minute drive to the Something Natural sandwiches/picnic area, and a 2 minute drive to town


Cliff Estate Accommodation and Amenities

Property Type:
  • estate
  • Guests provide their own meals
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 16
  • Parties/events not allowed
  • Pets not allowed
  • Non smoking only
  • Air Conditioning
  • Alarm Clock
  • Clothes Dryer
  • Fireplace
  • Firewood
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Parking
  • Parking Off Street
  • Parking On Street
  • Security System
  • Telephone
  • Towels Provided
  • Washing Machine
  • Wireless Internet
  • fax
  • 4 Ring Stove
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishwasher
  • Freezer
  • Grill
  • Ice Maker
  • Lobster Pot
  • Microwave
  • Oven
  • Refrigerator
  • Toaster
  • Dining Room
  • seating for 16 people
  • 6 Bathrooms
  • 2 Half Baths
  • Bathroom 1 - toilet , combination tub/shower
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , combination tub/shower , jetted tub
    Bathroom 4 - toilet , shower
    Bathroom 5 - toilet , shower , Steam room
    Bathroom 6 - toilet
    Bathroom 7 - toilet , combination tub/shower
    Bathroom 8 - toilet
  • Steamroom in basement bathroom
  • 8 Bedrooms, Sleeps 16
  • Bedroom 1 - 1 king
    Bedroom 2 - 1 king
    Bedroom 3 - 4 child bed , Bunks
    Bedroom 4 - 1 sleep sofa /futon , Queen Firm Sofabed
    Bedroom 5 - 1 queen
    Bedroom 7 - 1 queen
    Bedroom 8 - 2 twin/ single , Sofabed
    Bedroom 6 - 1 sleep sofa /futon , Playroom Sofabed
  • Books
  • Books for Adults
  • Books for Kids
  • CD Player
  • DVD Player
  • Game Room
  • Games
  • Music Library ...
  • Satellite / Cable
  • Stereo
  • Television
  • Toys
  • Balcony
  • Barbecue
  • Deck / Patio ...
  • Lawn / Garden
  • Outdoor Grill
  • Outdoor Grill Gas
  • Unscreened Porch / Veranda
  • Wood Deck
  • 8 garden chairs
  • 4 beach chairs
  • suitable for elderly or infirm
  • wheelchair inaccessible
Pool / Spa:
  • Heated Pool
  • Outdoor Pool
  • Private Pool ...
  • Whirlpool
  • bay/sound
  • churches
  • cinemas
  • library
  • museums
  • playground
  • pond
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • horseback riding
  • paddle boating
  • photography
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • hiking
  • pier fishing
  • sailing
  • sound/bay fishing
  • surf fishing
  • surfing
  • swimming
  • wind-surfing
Steam room in basement bathroom


Exceptional! 5/5 -
(17 traveler reviews)

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Luxury 8br 7ba Home, Pool+Guest House, Nantucket Charm & Modern Comforts
average rating of 5.0 based on 22 reviews

A little slice of heaven!

  • 5 of 5

I've stayed in luxury properties all of the world and would recommend this home with a full 5 stars. Although only two of us stayed in the home, it could accommodate any large family with kids. The house is set for both kids to hangout and for adults to have adult time. But even with two people we were very comfortable. Robin is a joy to work with and is very attentive. The grounds are stunning and wonderfully cared for and the lake is a great place to unwind after the day. Location to town is excellent, a quick walk or short drive. A great home in ACK!

  • Submitted: Sep 20, 2017
  • Stayed: Sep 2017
  • Source: HomeAway
Owner's Response: Thank you so much for your kind review. We try our best, tweaking things each year to accommodate an extended family in warmth and comfort, not just as a luxury rental. Warm regards, Robin
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Great place for our family reunion

  • 5 of 5

We had a great time in ACK and loved our time at Pilgrim's Bliss. It worked great for the four days we had the whole family there. The pool was the highlight and the deck space was fabulous for our dinners. We had a couple catered dinners and rented some tables and chairs which worked great. The easy walk to Steps Beach proved manageable even for my 87 year old mother and the Juice Bar was also well within range. My wife and I walked everyday, a few mornings down to Eel Point Rd and Dionis Beach (yesterday morning in a very steady rain!) and one morning took the group out to loop Smith Point. That was a highlight. Lots of great memories for all

  • Submitted: Aug 6, 2017
  • Stayed: Jul 2017
  • Source: HomeAway
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Beautiful Property, Perfect Location

  • 5 of 5

Thanks so much for providing your beautiful home for us to stay on beautiful Nantucket! We were here to celebrate our matriarch's 70th birthday and, young and old, everyone had a wonderful time. We hated to leave! So many nice memories. Pilgrim's Bliss is perfect.

  • Submitted: Jul 15, 2017
  • Stayed: May 2017
  • Source: HomeAway
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Amazing Family Vacation Oasis

  • 5 of 5

Our extended family of 16 stayed at the "Pilgrim Bliss" house over July 4th week, and "bliss" it was.

Only minutes away from the beach and town, we had endless options of how to spend out warm summer days. Nights at Pilgrim Bliss were spent huddled around the campfire, lounging out on the beautiful wrap-around porch, overlooking the backyard and pool. It was such a great way to spend our holiday. The house came fully equipped with everything we needed to make this July 4th perfect at our home away from home.

Thank you Pilgrim Bliss for helping us make family memories for life!

  • Submitted: Jul 14, 2017
  • Stayed: Jun 2017
  • Source: HomeAway
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Perfection on Nantucket

  • 5 of 5

Pilgrim's Bliss is aptly named . . . the home is impeccable yet comfortable, close to town yet serene, spacious yet warm . . . we couldn't have asked for more! I rented the home for a group of 12 women and we were impressed with everything from the decor to the landscaping to the enviably outfitted kitchen! Our group so loved the back deck fireplace, and we spent hours chatting and visiting in this beautiful space. The beds were incredibly comfortable, the showers luxurious and the proximity to Steps beach and Something Natural made for easy and fun walking excursions for sandwiches and sunshine . . . so perfectly Nantucket! Working with the owner was a dream, and we can't wait to book this piece of heaven again. We had high expectations going in, and they were surpassed. Well done!

  • Submitted: Sep 24, 2016
  • Stayed: Sep 2016
  • Source: HomeAway
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Gorgeous Property ideally located!

  • 5 of 5

This is a gorgeous manicured property, located about a mile from Nantucket village and about 1/2 mile to Stepps beach which was ideal for my young grandchildren. The House was spotlessly clean, spacious, with beautiful architectural details and all the amenities of home. Each bedroom had a very large bathroom for optimum privacy. We loved the attached guest house which was just as charming as the main house. Sitting by the pool in the evening provided a nice way to wind down after a busy day of touring, biking, swimming. When we dined in, it was always on the large outdoor porch that accommodated our 14 family members. Fun to be all together! We loved the local bakery, "Something Natural" which was a short walk or bike ride away-delicious home made breads and pastries, plus sandwiches for lunch. A safe bike path was right across the street from Pilgrim Rd, so we felt very comfortable allowing the children to ride. Nearby Barlett Farms provided us with delicious fresh produce and cheeses. I guess I can just sum this up by saying this property is on the top of the list of our favorite annual family vacations. From 8 to 80 years old, there was something for everyone to do and enjoy.

  • Submitted: Aug 17, 2016
  • Stayed: Aug 2016
  • Source: HomeAway
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Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Property Damage Protection $79
Refundable damage deposit $3,000
Cleaning $300

There is a specific contract that both parties must sign. There is an allowance for propane usage (primarily used by the pool heater).

Owner's Cancellation Policy

  • Canceled bookings will not receive a refund

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