
Holiday rentals near Nantucket Community Sailing
We found 916 holiday rentals — enter your dates for availability
If you'd like to stay close to Nantucket Community Sailing, take a look at private holiday rentals to find the perfect one for your trip. Whether you're staying in a holiday rental with family or friends, you'll find the best amenities for hanging out with the people that matter most, which might include air conditioning and a pool. You'll be sure to find a property to rent that has what everyone needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Nantucket Community Sailing
Showing deals for:27 Mar - 3 Apr
Image gallery for Charming Historic Downtown Cottage

9.89.8 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
Charming Historic Downtown Cottage
Nantucket
8% off
Price is AU$10,531
AU$10,531
for 7 nights, 1 cottage
AU$1,504 per night
includes taxes & fees
Image gallery for Secluded, spacious, clean, pet friendly cottage that sleeps 6

9.69.6 out of 10, Exceptional, (7 reviews)
Exceptional
(7 reviews)
Secluded, spacious, clean, pet friendly cottage that sleeps 6
Nantucket
8% off
Price is AU$7,785
AU$7,785
for 7 nights, 1 cottage
AU$1,112 per night
includes taxes & fees
Image gallery for "Curlew Cottage" Secluded Island Getaway, Sleeps 6, Pet Friendly

1010 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
"Curlew Cottage" Secluded Island Getaway, Sleeps 6, Pet Friendly
Nantucket
8% off
Price is AU$6,550
AU$6,550
for 7 nights, 1 cottage
AU$936 per night
includes taxes & fees
Image gallery for Nantucket Luxury: New Pool & Hot Tub, Upscale Family Comfort

1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Nantucket Luxury: New Pool & Hot Tub, Upscale Family Comfort
Nantucket
8% off
Price is AU$41,827
AU$41,827
for 7 nights, 1 home
AU$5,975 per night
includes taxes & fees
Image gallery for Stunning hse-AC, heatd Pool, spa, fire pit, private acre, walk/free bus to town

9.89.8 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)
Stunning hse-AC, heatd Pool, spa, fire pit, private acre, walk/free bus to town
Nantucket
8% off
Price is AU$26,350
AU$26,350
for 7 nights, 1 home
AU$3,764 per night
includes taxes & fees
Image gallery for Eastern end of Nantucket pet friendly, Kid friendly secluded cottage

1010 out of 10, Exceptional, (14 reviews)
Exceptional
(14 reviews)
Eastern end of Nantucket pet friendly, Kid friendly secluded cottage
Nantucket
8% off
Price is AU$6,550
AU$6,550
for 7 nights, 1 cottage
AU$936 per night
includes taxes & fees
Image gallery for 100 Steps to Main Street. 5 bedrooms and 6.5 baths. New and Completely renovated

1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
100 Steps to Main Street. 5 bedrooms and 6.5 baths. New and Completely renovated
Nantucket
8% off
Price is AU$23,647
AU$23,647
for 7 nights, 1 home
AU$3,378 per night
includes taxes & fees
Image gallery for New to VRBO! 2/1 Mid Island Apartment, Sleeps 5

9.49.4 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
New to VRBO! 2/1 Mid Island Apartment, Sleeps 5
Nantucket
13% off
Price is AU$37,303
AU$37,303
for 7 nights, 1 apartment
AU$5,329 per night
includes taxes & fees
Image gallery for Modern 5 Bedroom Home. Newly constructed. Large yard. Close to beaches and town.

1010 out of 10, Exceptional, (36 reviews)
Exceptional
(36 reviews)
Modern 5 Bedroom Home. Newly constructed. Large yard. Close to beaches and town.
Nantucket
8% off
Price is AU$11,835
AU$11,835
for 7 nights, 1 home
AU$1,691 per night
includes taxes & fees
Image gallery for RARE-RENT 2 HOMES ON 1 PROPERTY WALK TO TOWN! 8 BR suites, pool, home theater.

1010 out of 10, Exceptional, (49 reviews)
Exceptional
(49 reviews)
RARE-RENT 2 HOMES ON 1 PROPERTY WALK TO TOWN! 8 BR suites, pool, home theater.
Nantucket
8% off
Price is AU$51,355
AU$51,355
for 7 nights, 1 home
AU$7,336 per night
includes taxes & fees
Image gallery for Beautiful home with private heated pool, basketball and large outdoor space.

1010 out of 10, Exceptional, (49 reviews)
Exceptional
(49 reviews)
Beautiful home with private heated pool, basketball and large outdoor space.
Nantucket
8% off
Price is AU$11,837
AU$11,837
for 7 nights, 1 home
AU$1,691 per night
includes taxes & fees
Image gallery for Exquisite Oceanfont Cottage at Madaket Beach!

1010 out of 10, Exceptional, (20 reviews)
Exceptional
(20 reviews)
Exquisite Oceanfont Cottage at Madaket Beach!
Nantucket
8% off
Price is AU$6,144
AU$6,144
for 7 nights, 1 cottage
AU$878 per night
includes taxes & fees
Image gallery for 3-bedroom vacation home just 3 minutes drive to Whaling Museum

9.89.8 out of 10, Exceptional, (17 reviews)
Exceptional
(17 reviews)
3-bedroom vacation home just 3 minutes drive to Whaling Museum
Nantucket
8% off
Price is AU$21,130
AU$21,130
for 7 nights, 1 home
AU$3,019 per night
includes taxes & fees
Image gallery for OCEAN VIEWS! Immaculate Quintessential Nantucket Beach Cottage see virtual tour.

1010 out of 10, Exceptional, (84 reviews)
Exceptional
(84 reviews)
OCEAN VIEWS! Immaculate Quintessential Nantucket Beach Cottage see virtual tour.
Nantucket
8% off
Price is AU$8,602
AU$8,602
for 7 nights, 1 home
AU$1,229 per night
includes taxes & fees
Image gallery for Cheerful 5 br Nantucket home; perfect for families

1010 out of 10, Exceptional, (5 reviews)
Exceptional
(5 reviews)
Cheerful 5 br Nantucket home; perfect for families
Nantucket
8% off
Price is AU$15,193
AU$15,193
for 7 nights, 1 home
AU$2,170 per night
includes taxes & fees
Image gallery for 2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town

1010 out of 10, Exceptional, (106 reviews)
Exceptional
(106 reviews)
2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town
Nantucket
7% off
Price is AU$3,988
AU$3,988
for 7 nights, 1 cottage
AU$570 per night
includes taxes & fees
Image gallery for Large beautiful home near Quidnet Beach ASSIST WITH CAR FERRY RESERVATIONS

1010 out of 10, Exceptional, (54 reviews)
Exceptional
(54 reviews)
Large beautiful home near Quidnet Beach ASSIST WITH CAR FERRY RESERVATIONS
Quidnet Nantucket
8% off
Price is AU$14,473
AU$14,473
for 7 nights, 1 home
AU$2,068 per night
includes taxes & fees
Image gallery for QUIDNET 3 ACRES PERFECT FOR PLAYING/ RELAXING

1010 out of 10, Exceptional, (26 reviews)
Exceptional
(26 reviews)
QUIDNET 3 ACRES PERFECT FOR PLAYING/ RELAXING
Quidnet, Nantucket
8% off
Price is AU$8,835
AU$8,835
for 7 nights, 1 home
AU$1,262 per night
includes taxes & fees
Image gallery for Hog Heaven-Quintessential ACK in Naushop w/ Pool & Tennis ~ Near Beaches & Town

1010 out of 10, Exceptional, (36 reviews)
Exceptional
(36 reviews)
Hog Heaven-Quintessential ACK in Naushop w/ Pool & Tennis ~ Near Beaches & Town
Nantucket
8% off
Price is AU$11,464
AU$11,464
for 7 nights, 1 home
AU$1,638 per night
includes taxes & fees
Image gallery for Charming home tucked on a lovely lane - 10 min walk to main street

9.89.8 out of 10, Exceptional, (84 reviews)
Exceptional
(84 reviews)
Charming home tucked on a lovely lane - 10 min walk to main street
Nantucket
8% off
Price is AU$14,095
AU$14,095
for 7 nights, 1 home
AU$2,014 per night
includes taxes & fees
Image gallery for Nantucket Beach House - private beach

9.49.4 out of 10, Exceptional, (10 reviews)
Exceptional
(10 reviews)
Nantucket Beach House - private beach
Nantucket
8% off
Price is AU$23,031
AU$23,031
for 7 nights, 1 home
AU$3,290 per night
includes taxes & fees
Image gallery for Classic Gem! Nothing Like it! Private cottage on Main St.

9.89.8 out of 10, Exceptional, (64 reviews)
Exceptional
(64 reviews)
Classic Gem! Nothing Like it! Private cottage on Main St.
Nantucket
6% off
Price is AU$9,229
AU$9,229
for 7 nights, 1 cottage
AU$1,318 per night
includes taxes & fees
Image gallery for Secluded Gem Prime Location. 5 Min Walk to Beach & Main Street.

1010 out of 10, Exceptional, (16 reviews)
Exceptional
(16 reviews)
Secluded Gem Prime Location. 5 Min Walk to Beach & Main Street.
NANTUCKET
8% off
Price is AU$35,173
AU$35,173
for 7 nights, 1 home
AU$5,025 per night
includes taxes & fees
Image gallery for Charming new renovated 3 bed/ 1 Bath condo sleeps 6+Walk & Bike to everything

1010 out of 10, Exceptional, (22 reviews)
Exceptional
(22 reviews)
Charming new renovated 3 bed/ 1 Bath condo sleeps 6+Walk & Bike to everything
Nantucket
8% off
Price is AU$6,993
AU$6,993
for 7 nights, 1 apartment
AU$999 per night
includes taxes & fees
Find spaces that suit your style
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Villa
Chalet
Find the best place to stay - Nantucket Community Sailing
Charming Brant Point Rose Covered Cottage - with Smart TVs, Free WIFI and AC
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
126 reviews(126 reviews)
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
291 reviews(291 reviews)
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
178 reviews(178 reviews)
Rebuilt Captains Home A Couple Blocks From Town Center
Sleeps 8 · 4 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
56 reviews(56 reviews)
Pet friendly cottage in town on quiet paved street- AC, Wifi, Laundry, Parking
Sleeps 4 · 2 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
70 reviews(70 reviews)
Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything
Sleeps 4 · 2 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
153 reviews(153 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value





