Find the best cottages in Town of Southold Town - We found 81 exact matches
About Town of Southold Town Cottage Rentals on Vacation Cottage
For travelers seeking a comfortable and luxurious retreat in Town of Southold Town, Vacation Cottage has you covered. Opt for a cottage rental, lake house retreat, or summer home resort and enjoy the flexibility of a hotel. With over 81 options available in Town of Southold Town on Vacation Cottage, we can assist you in finding the perfect accommodation.
Elevate your next vacation with a picturesque cottage rental in Town of Southold Town, offering top-notch amenities such as swimming pools, fitness centers, Wi-Fi, luxury suites, and fully-equipped kitchens. Discover unbeatable deals on outdoor vacation cottages, lake houses, and summer home retreats. Start planning your trip to Town of Southold Town today and secure your accommodation in minutes on our website.
Whether it's a short-term getaway or a long-term seasonal stay, find the perfect cottage rental, lake house, or summer home for your favorite travel destinations. Compare options with Vacation Cottage and stay close to nature.
Frequently Asked Questions About Town of Southold Town Rental Cottages
What are the top rated Cottage Rentals in Town of Southold Town?
There are a lot of options in Town of Southold Town. If you plan on staying in the Town of Southold Town area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Town of Southold Town:
- Fabulous Waterfront Property in the Heart of Wine Country
- Lovely North Fork Beach Cottage (2 BR/2 bath)!
- Restored Seaport Village Cottage
- Private Coastal Two Bedroom Cottage on the Water
- Cottage on Beach front Estate with Dockage .Walk to Village
- Southold cottage with Private Beach Rights ~ Walk to Kayak & Paddle Board
- One Of A Kind, Resort- Like Waterfront Cottage In Wine Country
- Charming Cottage
- Beachfront - endless sunsets, sandy beach, cozy sunroom & open concept kitchen
- Incredible Beachfront Home w/Private Beach!
How much does it cost to rent a cottage in Town of Southold Town?
The average cost for a cottage rental in Town of Southold Town is $522 per night. Vacation Cottage has a wide list of great cottages near Town of Southold Town that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Town of Southold Town that allow pets?
Yes, here are the top cottage rentals in Town of Southold Town that allow you to bring your pet:
- Lovely North Fork Beach Cottage (2 BR/2 bath)!
- The Endless Summer Cottage
- Private Coastal Two Bedroom Cottage on the Water
- Cozy Greenport Cottage
See all pet-friendly vacation rentals in Town of Southold Town on Vacation Cottage
Do you have any rental cottages in Town of Southold Town that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Town of Southold Town to find one that works for you.
Are there quality cottages in Town of Southold Town that have indoor swimming pools?
As of 2025, the data from Vacation Cottage shows that there are Over 81 private swimming pools or cottages with indoor pools in the Town of Southold Town area along with other great amenities.
Do any cottages in Town of Southold Town have hot tubs?
About 81 cottages in Town of Southold Town boast of premium hot tubs. Some of the popular places to stay with hot tubs include:
See all holiday vacation rentals in Town of Southold Town on Vacation CottageAre there luxury cottages in Town of Southold Town?
Yes, there are luxury cottages in Town of Southold Town. Find more luxury, lakefront, winter, & last-minute cottage rentals near Town of Southold Town.
