5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach

Photo gallery for 5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach

A spacious living room with a large brown leather sofa, a white sectional sofa, and a wooden coffee table. There is a kitchen area in the background with white cabinetry and a dining table.
A modern kitchen with white cabinetry, a central island, and stainless steel appliances.
A spacious living room with a fireplace, leather sofa, and a high ceiling with exposed beams.
An aerial view of a residential area with two houses, a swimming pool, and a river.
A bedroom with a large bed, a bench, a chair, a chandelier, and a picture on the wall.

Reviews

10 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to First Congregational Church

Popular amenities

  • Balcony or patio
  • Private pool
  • Kitchenette
  • Toys
  • Air-conditioning
  • Refrigerator

Explore the area

View map
Nantucket, MA
  • Place, Nantucket Atheneum
    ‪2 min drive‬
  • Place, Children's Beach
    ‪2 min drive‬
  • Place, Jetties Beach
    ‪2 min drive‬
  • Airport, Nantucket, MA (ACK-Nantucket Memorial)
    ‪12 min drive‬

Rooms & beds

8 bedrooms (sleeps 20)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

+1
1 Queen Bed, 1 Single Bed and 3 Child Beds

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed and 1 Child Bed

Bedroom 6

4 Child Beds

Guest House Bed 1

1 Queen Bed

Guest House Bed 2

2 Double Bunk Beds

Media/Playroom

1 Double Futon

6 bathrooms, 2 half bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Toilet · Shower only

Bathroom 3

Bathtub or shower · Toilet · Jetted bathtub

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Bathroom 6

Toilet

Bathroom 7

Bathtub or shower · Toilet

Bathroom 8

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Garden
Dining area

Add dates for prices

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About the area

Nantucket

Nantucket Town, a neighbourhood in Nantucket, is home to this holiday home. Lily Pond Park and Smith's Point Wildlife Sanctuary reflect the area's natural beauty and area attractions include Vestal St Observatory and Loines Observatory. Dreamland Film and Performing Arts Center and White Heron Theatre are also worth visiting. Kayaking and windsurfing offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding and cycling nearby.
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Map
Nantucket, MA

What's nearby

  • First Congregational Church - 19 min walk - 1.6 km
  • Nantucket Atheneum - 2 min drive - 1.5 km
  • Quaker Meeting House - 2 min drive - 1.5 km
  • Children's Beach - 2 min drive - 1.5 km
  • Jetties Beach - 2 min drive - 1.5 km

Getting around

  • Nantucket, MA (ACK-Nantucket Memorial) - 9 min drive

Restaurants

  • ‪Brotherhood of Thieves - ‬19 min walk
  • ‪Handlebar Cafe - ‬3 min drive
  • ‪Gazebo - ‬4 min drive
  • ‪Lemon Press - ‬3 min drive
  • ‪The Rose and Crown - ‬3 min drive

Frequently asked questions

Does 5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

Is 5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach pet-friendly?

No, pets are not allowed at this property.

How much is parking at 5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach?

On-site parking is available at the property.

What time is check-in at 5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach?

Check-in begins at 3:30 PM.

What time is check-out at 5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach?

Checkout is at 9:30 AM.

Where is 5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach located?

Located in Nantucket Town, this holiday home is within a 15-minute walk of Lily Pond Park and Jethro Coffin House. First Congregational Church and Fire Hose Cart House are also within 1 mile (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 33 out of 34 reviews
Rating 8 - Good. 1 out of 34 reviews
Rating 6 - Okay. 0 out of 34 reviews
Rating 4 - Poor. 0 out of 34 reviews
Rating 2 - Terrible. 0 out of 34 reviews

10/10

Cleanliness

9.8/10

Check-in

9.8/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was wonderful my family had a great time with plenty of space for everyone. Looking forward to being back next summer
Stayed 11 nights in Jun 2026
Verified review

10/10 Excellent

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

Beautiful place!

Outstanding!
Stayed 4 nights in Sep 2022
Verified review

10/10 Excellent

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

Ideal Nantucket Experience

I was looking at weeks to rebook for next year before I even left. This house is beautiful and was perfect for our family vacation. The kids loved that there was an actual yard to run around and a very manageable ~12 min walk to the Beach (my 5 year old twins did it without a problem). Everything was so clean and we felt very well taken care of during our stay.
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

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

Highly recommend

Very up to date. Spacious. Extremely well equipped kitchen. Very attractive property. We’ll worth the price.
Stayed 8 nights in Sep 2023
Verified review

10/10 Excellent

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

Wonderful home for big family gatherings

We stayed at Pilgrim’s Bliss for one week in late September for my daughter’s wedding. Our family was able to spread out in the main house and the pool house and there was plenty of room for all. The house was wonderfully appointed with lots of beautiful decorating and many cozy touches. The kitchen was fully equipped and the common spaces were generous and comfortable. The caretaker was super responsive and she also recommended a service to stock our kitchen before arrival. All in all, an A+++ experience, we would definitely return!
Stayed 7 nights in Sep 2024
Verified review

8/10 Good

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

Beautiful House and Location

We had a great time staying here with my family and a few friends to celebrate my 40th birthday! The house and yard are gorgeous and the location is perfect! We did have a problem with the heat/AC which made the pool house unsuitable to sleep in for the first 4 nights of our stay. It took management three days to fix the problem which was unfortunate as two of my guests decided to leave and checked into a hotel instead. Other than the heat/AC issue our stay was great and I would definitely come again!
Stayed 7 nights in Aug 2024
Response from VrboOwner on 8 Sept 2024
Hi Katherine, we're so pleased you enjoyed your birthday with friends and family and would welcome you back anytime. The problem with the upstairs pool house HVAC controller was unusual, as we always strive to make things perfect for our guests. Those staying before you over many years and the two families who stayed in the weeks after had no problem, saying the A/C worked perfectly. I'm sorry there was a hiccup during your stay as this has never happened previously and we always aim to please and correct any issues immediately. We hope to see you again and would throw in a few bottles of champagne to show our appreciation. Warm regards, Robin
Archival

10/10 Excellent

A little slice of heaven!

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!
Response from VrboOwner on 2 Apr 2020
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
Verified review

10/10 Excellent

Just Like Home!

From the moment the moment we arrived at Pilgrim's Bliss we knew we were in for a grand 50th anniversary celebration with our family at this beautiful Nantucket home! It is so much more than the photos reveal and the amenities so much more than listed. The house was immaculate and the gardens and landscaping exceptional. All the descriptions were very helpful in our planning and furnishings and accessories are second to none. The home was just the right size for our family and best memories were making meals together in the wonderfully, equipped kitchen and laughing around a large dining room table. The grand back porch was a gathering place with a cup of coffee every morning as we planned the day and for toasting s'mores treats in the evening. The few needs we had were addressed in a blink of an eye by Amanda who made wonderful beach and dining recommendations for Jettie's Beach and The Sandbar our family favorites! Biking to Sconset with lunch at Claudette's, Bartlett's Farm, Cisco Brewers and a visit to The Whaling Museum were tops on our list. This home is so conveniently located to town, the Stop-N-Shop , and ice cream trips to the Juice Guys. Thank you for sharing your beautiful home with our family. None of our children or grandchildren had ever been to Nantucket before. We ALL loved" Pilgrim's Bliss"....and I think it loved us back! Upon departing we threw our pennies in at Brandt Point and would come back in a heartbeat! After my final communication with the owner I felt like I was saying goodbye to a kind friend. Thank you for your graciousness , Robin.
Response from VrboOwner on 2 Apr 2020
Dear Suzi & Larry, thank you for your wonderful review, highlighting some of what the home and Nantucket have to offer. We were so pleased to have your family stay as the house is ideally suited to multi generational families like yours. I certainly hope we have the chance again to host you in the not too distant future. Warm regards, Robin
Verified review

10/10 Excellent

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

Perfect Nantucket Family Vacation

Loved this spacious and conveniently-located house!
Stayed 5 nights in May 2022
Verified review

10/10 Excellent

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

Nantucket -2021

This is a perfect family house and cottage setup. My wife and I had our 3 married children and 7 grandchildren ( aged from 1 year old to 10) with us and there was plenty of room. In fact, there were 4 unused beds available! The house was comfortably furnished for the adults but it wasn’t so fancy as to cause us to worry about the kids harming anything.
Stayed 7 nights in Aug 2021
Verified review

10/10 Excellent

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

What a great house for all 18 of us. 2 weeks of what the house is named “Bliss” Pilgrim.

Well organized and property manager always on top of things. Beds were very comfortable. Some more firm which is great. Air conditioning super. Kitchen with 2 dish washers. 2 refrigs and freezers. Dinners around a great long table plus plenty of seating for the very large TV. Cloths wash and dryer 2 each top floor plus backup below. Definitely go again! Thanks Robin.
Stayed 14 nights in Jul 2021
Verified review

10/10 Excellent

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

Great Experience

Excellent experience from start to finish. The house itself is terrific, well laid out, clean, top of the line finishes. The neighborhood is well located on the island and the property manager was very responsive to any and all questions. Would recommend to anyone.
Verified review

10/10 Excellent

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

Nantucket Bliss

We had a wonderful experience at Pilgrims Bliss. The house is perfect for a large family and Robin and Amanda were very accommodating to our needs.The grounds are beautiful with lots of space for kids to explore and play. Just what we all needed in a time that is so uncertain. Happy memories for all!
Response from VrboOwner on 16 Aug 2020
Thank you Barbara, it was a pleasure to host you and your family, especially as I came to discover we originate from the same area. I hope we have an opportunity to welcome you again at some point in the future.
Verified review

10/10 Excellent

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

Great house and property

Pilgrim’s Bliss is a lovely, clean and beautifully decorated home with everything needed to have a stress free vacation. The kids loved the heated pool and the bunk beds, the adults loved the porches, fireplaces and the big bedrooms and baths. It made our family vacation (15 of us - ages 3months to grandparents) one of the best we have had. The owner, Robin, and the on island manager Amanda are very responsive and easy to work with.
Verified review

10/10 Excellent

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

Family Bliss in Pilgrim!

Our extended family came out to Nantucket for a family gathering. Robin the owner was incredibly helpful prior to our arrival and during our stay when we had some issues with the Sonos. All were addressed and solved promptly. It was windy and chilly so we had the fire going non stop. The large and warm open space made for perfect family time. Our son, an Executive Head Chef in NYC, loved cooking for us in the professionally outfitted kitchen. The location was perfect. Quiet area but close enough to walk to town. We will be back next fall!!
Stayed 4 nights in Oct 2019
Verified review

10/10 Excellent

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

Fabulous

Robin was super easy to work with. The home surpassed our expectations immensely. We had 20 family members there for.a family wedding. The bedrooms are huge and private and elegant for all our needs. The home is well stocked with kitchen, bathroom and pantry supplies. The pool house was equally amazing. The yard is beautiful. The pool was inviting albeit mid September is cool in Nantucket. The house is perfectly located. We walked to the Westmoor club where the rehearsal dinner was. It was an easy uber ride to Mary’s Church and we could have walked except for the formal gowns and black ties. Amanda was great to us and the house was ready and waiting for our arrival. Robin was easy to work with and helped me with all the VRBO concerns I had with a late booking. I highly recommend this home for any large family gathering. It was so easy to entertain there. Thank you Robin and Amanda.
Stayed 3 nights in Sep 2019
Verified review

10/10 Excellent

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

Great home for large family (or two)

This home was perfect for our two families. The teenagers were able to hang out in the basement or pool house when desired, and everyone gathered around the pool and spacious decks in the afternoon. The open indoor layout (kitchen-dining-family room) was also great in the mornings and evenings. A wonderful house.
From a partner site

10/10 Excellent

Absolutely Amazing!!!

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!!!
Stayed 3 nights in May 2018
Archival

10/10 Excellent

Great place for our family reunion

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
Archival

10/10 Excellent

Beautiful Property, Perfect Location

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.
Archival

10/10 Excellent

Amazing Family Vacation Oasis

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!
Archival

10/10 Excellent

Perfection on Nantucket

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!
Archival

10/10 Excellent

Gorgeous Property ideally located!

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.
Archival

10/10 Excellent

Terrific, Wonderful, Magical...

What a terrific, wonderful, magical place this is! We had a suberb stay and already can't wait to come back! So many blissful new memories for our family - our youngest son lost his first tooth here!! Thanks for the hospitality and the beautiful vacation setting!
Archival

10/10 Excellent

ACK Christmas Stroll

This was our first trip to Nantucket for Christmas Stroll & our first time at Pilgrim's Bliss. What a wonderful experience. The house made you feel like you had come home the minute you walked in the door. Every convenience & amenity was thought of (my personal favorite was the bathrobes!!). An absolutely magical experience. We would love to come back again.
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