Oceanfront Rentals in Old Gaol, MA: Compare 10+ Sites & Save

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  6.  Old Gaol

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289 Best Oceanfront Rentals in Old Gaol (Starting from $160)

Walk to Attractions Couples Retreat in Nantucket
Walk to Attractions Couples Retreat in Nantucket
Apartment
Nantucket, MA, USA
0.7k from Old Gaol center

Apartments, Accommodations, Parking, Spa, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom2 Guests
9.2

Superb

4 reviews

$271
Average price / night
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Brand New Luxury ACK Home in Town w/ Heated Pool & Outdoor Shower!
Brand New Luxury ACK Home in Town w/ Heated Pool & Outdoor Shower!
House
Nantucket, MA, 02554, United States
0.0k from Old Gaol center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
9.8

Exceptional

10 reviews

$1691
Average price / night
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Carlisle House Inn
Carlisle House Inn
Cabin
Old Gaol, Nantucket, Massachusetts, USA
0.8k from Old Gaol center

Accommodations, Lodges, Cabins, Lodgings, Places to stay, Family

13 Bedrooms28 Guests
9.6

Exceptional

25 reviews

$229
Average price / night
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Luxury Nantucket Getaway; Pool and Spa, Close to Town, Sleeps 22, Accessible
Luxury Nantucket Getaway; Pool and Spa, Close to Town, Sleeps 22, Accessible
House
Nantucket, MA, 02554, United States
0.1k from Old Gaol center

AC, Balcony, Barbecue, Dryer, Elevator, Fireplace, Fitness Equipment, Free Parking, Heater

7 Bedrooms22 Guests
10.0

Exceptional

21 reviews

$5561
Average price / night
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Airy Nantucket Escape in Historic Downtown!
Airy Nantucket Escape in Historic Downtown!
House
Nantucket, MA, USA
0.8k from Old Gaol center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom2 Guests
New to Booking
$1487
Average price / night
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Walk to Town from Beautiful Cottage w/ Guest House & A/C 3bed/3bath!
Walk to Town from Beautiful Cottage w/ Guest House & A/C 3bed/3bath!
House
Nantucket, MA, 02554, United States
0.1k from Old Gaol center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms6 Guests
10.0

Exceptional

132 reviews

$1312
Average price / night
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52 Union
52 Union
Villa
Old Gaol, Nantucket, Massachusetts, USA
1.0k from Old Gaol center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

3 Bedrooms6 Guests
New to Booking
$2150
Average price / night
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Quintessential Nantucket Home Nestled Between Bike Paths
Quintessential Nantucket Home Nestled Between Bike Paths
House
Nantucket, MA, 02554, United States
0.1k from Old Gaol center

AC, Barbecue, Crib, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

4 Bedrooms8 Guests
10.0

Exceptional

13 reviews

$2079
Average price / night
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Stunning Ocean View! Beachfront Nantucket Retreat
Stunning Ocean View! Beachfront Nantucket Retreat
House
Nantucket, MA, USA
5.0k from Old Gaol center

Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Beach, Places to stay

4 Bedrooms8 Guests
New to Booking
$4083
Average price / night
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Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking
Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking
House
Nantucket, MA, 02554, United States
0.2k from Old Gaol center

AC, Balcony, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet

3 Bedrooms6 Guests
10.0

Exceptional

40 reviews

$1467
Average price / night
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Love Sand, Madaket on the Beach
Love Sand, Madaket on the Beach
House
Nantucket, MA, USA
7.0k from Old Gaol center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

4 Bedrooms8 Guests
9.5

Superb

4 reviews

$160
Average price / night
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Prime Nantucket Town Location, Ferry Tickets
Prime Nantucket Town Location, Ferry Tickets
House
Nantucket, MA, 02554, United States
0.2k from Old Gaol center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms10 Guests
10.0

Exceptional

9 reviews

$1407
Average price / night
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Relaxing guesthouse with pool, stunning views close to beach
Relaxing guesthouse with pool, stunning views close to beach
House
Nantucket, MA, USA
7.1k from Old Gaol center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Jacuzzis, Places to stay

1 Bedroom3 Guests
7.0

Good

1 reviews

$675
Average price / night
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LUXURIOUS New Cottage!  5-min. walk to Main St. And Harbor Beaches
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
House
Nantucket, MA, 02554, United States
0.2k from Old Gaol center

AC, Barbecue, Dryer, Fitness Equipment, Free Parking, Heater, Internet, Kitchen, Laundry

1 Bedroom4 Guests
10.0

Exceptional

178 reviews

$1403
Average price / night
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Luxury Dreamy Madaket Destination - Beachside, Ocean Views & Lifelong Memories
Luxury Dreamy Madaket Destination - Beachside, Ocean Views & Lifelong Memories
House
Nantucket, MA, USA
7.9k from Old Gaol center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Beach, Places to stay

7 Bedrooms16 Guests
New to Booking
$1705
Average price / night
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6 BDR, Pet-friendly, newly remodeled whaling captain’s house downtown Nantucket!
6 BDR, Pet-friendly, newly remodeled whaling captain’s house downtown Nantucket!
House
Nantucket, MA, 02554, United States
0.2k from Old Gaol center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms12 Guests
10.0

Exceptional

48 reviews

$1172
Average price / night
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Sea Lion
Sea Lion
House
Nantucket, MA, USA
9.9k from Old Gaol center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

4 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$2250
Average price / night
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Luxury Home in Town! Spa & hotel amenities! Heated salt water pool!
Luxury Home in Town! Spa & hotel amenities! Heated salt water pool!
House
Nantucket, MA, 02554, United States
0.3k from Old Gaol center

AC, Barbecue, Crib, Dryer, Fireplace, Fitness Equipment, Free Parking, Heater, Internet

5 Bedrooms10 Guests
10.0

Exceptional

17 reviews

$1678
Average price / night
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Newly renovated 5BR cottage w/ deck and small yard--walk to town, bike to beach!
Newly renovated 5BR cottage w/ deck and small yard--walk to town, bike to beach!
House
Nantucket, MA, 02554, United States
0.3k from Old Gaol center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Living Area

5 Bedrooms16 Guests
10.0

Exceptional

20 reviews

$1895
Average price / night
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NEW HOME, POOL + CABANA in Town. 5 bdrm, 6 Full + 2 Half Baths. SLEEPS 14
NEW HOME, POOL + CABANA in Town. 5 bdrm, 6 Full + 2 Half Baths. SLEEPS 14
House
Nantucket, MA, 02554, United States
0.3k from Old Gaol center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

5 Bedrooms14 Guests
10.0

Exceptional

65 reviews

$2881
Average price / night
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\"Charming Cottage\" in town off Main St., Perfect location!!!
\"Charming Cottage\" in town off Main St., Perfect location!!!
Cottage
Nantucket, MA, 02554, United States
0.3k from Old Gaol center

AC, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms4 Guests
9.4

Superb

30 reviews

$981
Average price / night
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Historical Main Street Captain's House.  Fantastic Location!!!!
Historical Main Street Captain's House. Fantastic Location!!!!
House
Nantucket, MA, 02554, United States
0.3k from Old Gaol center

AC, Barbecue, Crib, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
9.6

Exceptional

14 reviews

$2602
Average price / night
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Perfect in Town House - Top of Main St
Perfect in Town House - Top of Main St
House
Nantucket, MA, 02554, United States
0.3k from Old Gaol center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms10 Guests
9.6

Exceptional

22 reviews

$1260
Average price / night
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Charming Historic Downtown Cottage
Charming Historic Downtown Cottage
Cottage
Nantucket, MA, 02554, United States
0.3k from Old Gaol center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms6 Guests
9.8

Exceptional

17 reviews

$976
Average price / night
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Charming Pet Friendly Cottage
Charming Pet Friendly Cottage
Cottage
Nantucket, MA, 02554, United States
0.3k from Old Gaol center

AC, Barbecue, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry

4 Bedrooms8 Guests
9.8

Exceptional

25 reviews

$1089
Average price / night
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Island’s best “walk everywhere” location. July dates + car ferry available!
Island’s best “walk everywhere” location. July dates + car ferry available!
House
Nantucket, MA, 02554, United States
0.4k from Old Gaol center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms10 Guests
10.0

Exceptional

48 reviews

$3200
Average price / night
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Newly Renovated Nantucket Downtown Luxury House
Newly Renovated Nantucket Downtown Luxury House
House
Nantucket, MA, 02554, United States
0.4k from Old Gaol center

AC, Arcade, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet

5 Bedrooms14 Guests
New to Booking
$3951
Average price / night
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Pro Tip:
VacationByOwnerRentals aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Oceanfront Rentals in Old Gaol.

Where to stay in Old Gaol? Best neighborhoods & areas

Old Gaol Oceanfront Rentals on the Map

Frequently Asked Questions

You can explore 289 verified oceanfront rentals in Old Gaol. These properties are located directly along the shoreline, offering uninterrupted access to the beach and ocean views.

Oceanfront rental prices in Old Gaol vary depending on the property size, exact beachfront location, and season. Rates typically start from around $160 per night, with higher prices for larger homes or peak travel periods. Properties located directly on popular stretches of coastline tend to command premium rates.

Many oceanfront rentals in Old Gaol offer direct access to the beach, often through private walkways or dedicated entry paths. Some properties may share access points, so it’s helpful to review the listing details to understand the type of beach access provided.

Yes, some oceanfront rentals in Old Gaol welcome pets. Currently, 14 listings allow pets, although policies can vary by property. It’s recommended to check specific house rules for details such as size limits or additional fees.

Oceanfront properties are often in high demand, especially during peak travel seasons, so booking 90 to 120 days in advance is recommended for the best selection. During quieter periods, you may still find availability closer to your travel dates.

Oceanfront rentals in Old Gaol often include features designed for a comfortable coastal stay, such as Ocean View, Oceanfront, and View. These amenities help guests make the most of their time by the water.

Yes, there is a clear difference. "Oceanfront" means the property is located directly on the beach with no obstructions between the home and the water. "Ocean View" typically means the ocean is visible from certain angles or rooms, but the property may not be right on the shoreline.