The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
8 bedrooms6+ bathroomsSleeps 20
Popular amenities
Balcony or patio
Private pool
Kitchenette
Toys
Air-conditioning
Refrigerator
Explore the area
Nantucket, MA
Whaling Museum
Place, Whaling Museum
2 min drive
Nantucket Atheneum
Place, Nantucket Atheneum
2 min drive
Jetties Beach
Place, Jetties Beach
2 min drive
Nantucket, MA (ACK-Nantucket Memorial)
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
About this property
5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach
"Pilgrim's Bliss" offers a unique combination of amenities, one of the largest back yard/pool/pond areas of any home for lease in the Cliff area, ideal for children to play and families to relax, a comfortable guest house that can sleep 4, salt water heated pool, a winding path down to 2 Adirondack's at the edge of a pond frequented by geese, ducks, turtles, stunning white egrets and bullfrogs. All walking distance to town and beaches. Privacy from tall trees & hedges (in the rear there is no home for more than 100 ft) and having the benefit of being set back from, not on, Cliff Road (a main, busy artery to town with the associated noise and traffic). Pilgrim's Bliss is situated on almost 1/2 an acre, much larger than other vacation rental homes in the area (ensure you check carefully as many homes are on smaller, boxed-in lots), offering a calm, luxurious setting for extended, multi-generational families. The main house has 6 bedrooms, wrap around porch with an outdoor living room, outdoor fireplace and two distinct dining areas. There is a separate two bedroom guest house with covered terrace. Enjoy the idyllic flower filled back yard or in the evening stroll down the winding path to the pond and enjoy a glass of wine while looking at the star filled skies. 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 children’s playroom, plasma TV's, Sonos internet music streaming & international radio feeds and steam room.
July & August are 7 day minimums.
Our prices include all fees. No hidden fees.
Add dates for prices
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LUXURIOUS HOUSE AND COTTAGE - Total 8 BR suites, pool, home theater.
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House rules are outlined in the lease. There are separate swimming pool, fireplace and bbq rules.
Guests must remove sand by towel or outdoor shower before entering and shall not sit on any indoor furniture in wet clothing or swimsuit
Pool is not included Oct 1 to April 30th. During that time guest house is only available on request at added fee.
Important information
You need to know
Property Registration Number C0065071970
Property # 3003175
This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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 hiking nearby.
First Congregational Church - 19 min walk - 1.6 km
Whaling Museum - 2 min drive - 1.5 km
Nantucket Atheneum - 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
Lemon Press - 3 min drive
Gazebo - 4 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.
How much does it cost to stay at 5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach?
As of 1 Sept 2026, prices found for a 1-night stay for 2 adults at 5 star, grand 8 BR estate, large yard, pool, pond, walk to town & beach on 30 Nov 2026 start from £10,226, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
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).