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Idyllic 8br Estate, Walk to Town & Beach, Large Yard, Pool, Guest House & Pond

Bedrooms 8
Half Baths2
Space 7,150 sq ft
Property type estate
Minimum Stay 3 - 7 nights


About the property

8 bedrooms, 6 baths, 2 1/2 baths, sleeps 23

Unequaled compared to other estate homes In the sought after prime Cliff area next to town, "Pilgrim's Bliss" offers a unique combination of a large home, guest house, pool, pond & privacy all within walking distance to the beach and town, while having the benefit of being set back, not on, Cliff Road. Situated on almost 1/2 an acre with a 210 foot long property line, Pilgrim's Bliss lot is 2x to 3x the size of other vacation rental homes in the area. Always ask about lot size & beware of other new build, soulless spec homes, some with a Cliff Road address (and the associated noise and traffic), others on a tiny boxed in lot with neighbors overlooking the pool and back yard. By contrast, Pilgrim's Bliss offers a calm, luxurious setting for extended, multi-generational families unparalleled in its expansive offering at the price. The large main house has 6 bedrooms, a separate 2 bedroom guest house, heated salt water pool, wrap around porch with an outdoor living room, outdoor fireplace and two distinct dining areas. There is also the large, idyllic flower filled back yard where children can play, or walk down the winding path lined with Christmas lights to the pond, sit in the Adirondack chairs and enjoy a glass of wine, watch the geese & herons & look at the star filled skies. The Cliff district starts from town and runs parallel to Jetties & Galley beaches, beach clubs and restaurants. 'Pilgrim's Bliss' has consistently garnered extraordinary reviews from families and wedding parties. You're a 1 minute drive, 4 minute bike or 10 minute walk to the center of town, and a street away from the restaurants and tennis courts of the popular Westmoor Club. We offer an extensive range of books, a fully equipped children’s playroom, plasma TV's, Sonos internet music streaming & international radio feeds, steam room and air conditioning.

Member since: 2012
Speaks english, french
Response time:
Within a few hours
Response rate:
Calendar last updated:
July 21, 2018

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


Accommodation and Amenities for this vacation estate rental in Cliff, Massachusetts

Property Type:
  • estate
  • Guests provide their own meals
Floor Area:
  • 7150 sq ft
House Rules:
  • Check-in: 3:00 PM
  • /
  • Check-out: 10:00 AM
  • Max. occupancy: 22
  • Max. adults: 18
  • Min. age of primary renter: 30
  • Children welcome
  • 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
  • Dishes & 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 22
  • Bedroom 1 - 1 king
    Bedroom 2 - 1 king
    Bedroom 3 - 4 child bed , Bunks
    Bedroom 5 - 1 queen , 1 child bed , child bed is a toddler bed, crib also available
    Bedroom 4 - 1 king , First floor study
    Bedroom 6 - 2 twin/ single
    Media/Playroom - 1 sleep sofa /futon , Queen sofabed
    Guest House Bed 1 - 1 queen
    Guest House Bed 2 - 2 twin/ single
    Guest House Living Room - 1 sleep sofa /futon , Queen sofabed
  • Books
  • books adult
  • books 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/lanai
  • deck wood
  • 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 -
(18 traveler reviews)

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Idyllic 8br Estate, Walk to Town & Beach, Large Yard, Pool, Guest House & Pond
average rating of 5.0 based on 23 reviews
West Islip, NY

Absolutely Amazing!!!

  • 5 of 5

Absolutely Amazing Home!

It doesn’t get much nicer than this home.

It just felt like home from the moment we walked through the front door. Open living space created a great area for conversation and togetherness. The owner, Robin, was super accommodating and helpful. He treated us like family.

We spent 3 nights here for an adult friend’s retreat and will definitely be back every year.

Wonderfully furnished to feel like you are home.

The Outside Property created an immediate sense of peace and relaxation..........from the outdoor covered porch, fire place conversation area to the Adirondack Chairs down at the lake.........both perfect places to unwind with a good book. The heated Pool was icing on the cake. The location was a short 10-12 minute walk to Town. Amazing, Amazing, Amazing and Highly recommended........we will be back for sure. Thank you Robin!!!

  • Submitted: 23-May-2018
  • Stayed: May 2018
  • Source: HomeAway
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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: 20-Sep-2017
  • Stayed: September 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: 6-Aug-2017
  • Stayed: July 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: 15-Jul-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: 14-Jul-2017
  • Stayed: June 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: 24-Sep-2016
  • Stayed: September 2016
  • Source: HomeAway
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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


Rates & Availability

Rental Rates for this vacation estate rental in Cliff, Massachusetts

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
July 21-28, 2018
Jul 21 2018 - Jul 27 2018
Changeover Day: Saturday
7 night minimum stay
July28-Aug4, 2018
Jul 28 2018 - Aug 3 2018
7 night minimum stay
Aug4-11, 2018
Aug 4 2018 - Aug 10 2018
7 night minimum stay
Race Wk, Aug 11-18, 2018
Aug 11 2018 - Aug 17 2018
7 night minimum stay
Aug 18-25, 2018
Aug 18 2018 - Aug 24 2018
7 night minimum stay
Aug25-Labor Day Weekend
Aug 25 2018 - Sep 3 2018
7 night minimum stay
Sep4-11, 2018
Sep 4 2018 - Sep 10 2018
3 night minimum stay
Sep 11 2018 - Sep 17 2018
3 night minimum stay
Sep18-25, 2018
Sep 18 2018 - Sep 24 2018
3 night minimum stay
Sep 25 2018 - Oct 1 2018
3 night minimum stay
Oct 2-9, 2018
Oct 2 2018 - Oct 8 2018
3 night minimum stay
Christmas Stroll 2018
Nov 30 2018 - Dec 10 2018
3 night minimum stay
My Standard Rate
3 night minimum stay

Additional information about rental rates

Cleaning Fee C$394.35
Property Damage Insurance C$103.85
Refundable Damage Deposit C$3,943.5

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

  • No refunds for cancellations made after payment is made
Contact Owner