Montgomery Cottages - Vacation Rentals in Old Gaol
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★ Pro Tip: Montgomerycottages makes it easy to compare the best listings on Montgomerycottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Montgomerycottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Old Gaol.
Weather in Old Gaol
View the weather forecast for Old Gaol before booking your Old Gaol Vacation Rentals to confirm your best time to go.
December - February
High 45°F Low 24°F
March - May
High 66°F Low 27°F
June - August
High 81°F Low 59°F
September - November
High 77°F Low 35°F
Top Attractions Around Old Gaol, MA
Montgomerycottages offers a large selection of top attractions around Old Gaol. Research things to do on your vacation before you visit Old Gaol.
Jetties Beach
Surfside Beach
Tom Nevers Beach
Madaket Beach
Cisco Beach
Whaling Museum
Theatre Workshop of Nantucket
Children's Beach
Old Mill
Brant Point Light
Siasconet Beach
Nantucket Lightship Basket Museum
Nantucket Atheneum
Quaker Meeting House
Hadwen House
Nantucket Historical Association
Coffin School
Abiah Folger Franklin Fountain
Nantucket Community Sailing
Peter Foulger Museum
Old Gaol Vacation Rental Frequently Asked Questions
What are the top vacation rentals in Old Gaol?
There are a lot of options in Old Gaol. If you plan on staying in the Old Gaol area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Old Gaol:
- Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
- Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
- Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
- Renovated Cottage off Main Street- Great Location
- MAY BLOOMS FANTASTIC on ORANGE ST, WALK TO MAIN! PERFECT FOR FAMILY VACATION!
- Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
- Charming Brant Point Rose Covered Cottage - with Smart TVs, Free WIFI and AC
- Save now for Stroll and winter! Charming cottage, close to lower Main Street.
- Charming Convenient & Affordable Prime 5-Star Rated In-Town Location
- 2 Bedrooms + Loft - Sleeps 6 in Beds but max 4 adults- 5 Blocks to Town
How many vacation rentals are available in Old Gaol?
Currently, the total number of properties listed in 2026 is over 89 in the Old Gaol area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Old Gaol.
