Southampton Cottage Rentals & Holiday Homes

Frequently Asked Questions About Southampton Rental Cottages

What are the top rated Cottage Rentals in Southampton?

There are a lot of options in Southampton. If you plan on staying in the Southampton area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Southampton:

• LOCATION! LOCATION! - only 125 Daily JAN & FEB, Cross Bay Private Estate & Beach
• Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course
• Large studio apartment w/views. Close to beaches
• Lovely Garden Setting, Close to Sail GP Site, PGA Port Royal,2 min walk to Beach
• Stunning Views of Horseshoe Bay Beach. Enjoy the sounds of the lapping waves!
• A Charming Bermuda Gem 🌸
• [A]MOUR AMOUR HEART OF HOSPITALITY!
• Two Bedroom with Private Dock near Golf and Beach
• Luxury 2-bedroom villa overlooking Horseshoe Bay Beach
• 'RIPPLE WATERS' - More for Le$ Great One Bedroom Pool House

How much does it cost to rent a cottage in Southampton?

The average cost for a cottage rental in Southampton is $292 per night. Vacation Cottage has a wide list of great cottages near Southampton that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Southampton that allow pets?

Yes, here are the top cottage rentals in Southampton that allow you to bring your pet:

• Charming , Comfortable Cottage Near Amenities
• PalmSprings Accommodations - 3 Bedroom Cottage Near Horseshoe Bay
• Coral Suite - close to beaches/kayaks/dock/stunning views/EVcharger
• Private studio cottage with pool near beaches
• LOCATION! LOCATION! - only 125 Daily JAN & FEB, Cross Bay Private Estate & Beach
• Wade's Garden Inn
• Bermuda Connections Guest House
• Luxury Villa with Stunning Views of Horseshoe Bay on the Turtle Hill Golf course

See all pet-friendly vacation rentals in Southampton on Vacation Cottage

Do you have any rental cottages in Southampton that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Southampton to find one that works for you.

Are there quality cottages in Southampton that have indoor swimming pools?

As of 2026, the data from Vacation Cottage shows that there are Over 4 private swimming pools or cottages with indoor pools in the Southampton area along with other great amenities.

Do any cottages in Southampton have hot tubs?

About 4 cottages in Southampton boast of premium hot tubs. Some of the popular places to stay with hot tubs include:

• Southampton rentals with hot tub

Are there luxury cottages in Southampton?

Yes, there are luxury cottages in Southampton. Find more luxury, lakefront, winter, & last-minute cottage rentals near Southampton.