Town of Southold Town vacation rentals

Whether you're looking for a cozy escape for you and your special someone or someplace roomy to fit family and friends, you'll find some top vacation rentals in and around Town of Southold Town. Here are a couple to get you inspired:

• Take advantage of conveniences like WiFi and a nearby beach at "Beach House With Short Walk To Ditch Plains Beach". Located around 25 miles from Town of Southold Town, this quality property has 2 bedrooms and good guest reviews.
• Another excellent choice is "Private And Spacious Five Room Suite Steps To Bay Beach And Walk To Village", which is around 3 miles from Town of Southold Town. Featuring 2 bedrooms, a playground and a DVD player, it has everything you need to keep you happy and comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Town of Southold Town vacation rental for you.

Forget about those household chores — weekends were made for having fun. Make your way to one of these weekend getaways in and around Town of Southold Town and experience all the fabulous things to do close by:

• Located 25 miles to the southwest of the center of Town of Southold Town, "New House, 6bd, 5bth, 4200sqft" is a favorite with nature fans and adventure lovers. Get out and discover nearby attractions, such as Mashashimuet Park and Goldsmith's Inlet Park. If you're up for more, try horse riding or fishing.
• Alternatively, take some time out at "Southold Waterfront Complete With Boat Dock". About 7 miles south of Town of Southold Town, fun activities around here include horse riding and windsurfing. Prefer sightseeing? Make a beeline for Gin Beach and Shinnecock Hills Golf Course.

Studio apartments set the bar high when it comes to location and convenience. Escape to one of these studio apartments for rent in or near Town of Southold Town and discover the local energy and vibe:

• Unpack your suitcase at "American Beech - Deluxe King 5". Amenities including a TV and heating will make you feel at home here.
• "Waterfront Enchanted Cottage" is another tempting option. Settle in and enjoy the use of a washing machine, a barbecue grill and more.

With the moolah you save on your studio apartment, you'll be able to see more of Town of Southold Town. Cultural sights like Camera Obscura and Guild Hall will help you get a feel for the character of this destination.

Locating a short-term rental in or near Town of Southold Town won't be an issue if you only have a weekend available. Whether you're after a little apartment for you alone or a property that'll fit your entire family, you'll find a place to suit on Vrbo. Here are a handful of our best options:

• Stay a few nights at "Porch On Front~ Greenport Village 1st Floor Apartment" in central Town of Southold Town. Here, you'll enjoy easy access to attractions like Splish Splash Water Park.
• Or perhaps "Waterfront Cottage Perfection" is more your style. Explore nearby sights such as Tanger Outlet Center during the day and then kick back in your comfy digs at night.

Nothing says "I love you" like a romantic weekend escape. If you want to spend a couple of relaxing nights away with your significant other, we've got some romantic getaways in and around Town of Southold Town that will whisk you off your feet:

• Around 25 miles from Town of Southold Town, "Beach House With Short Walk To Ditch Plains Beach" is the perfect place for lovestruck couples. Beauty services and winery tours are among the many amenities here.
• Another option where you can spend a few dreamy days together is "Private And Spacious Five Room Suite Steps To Bay Beach And Walk To Village". Located around 3 miles from Town of Southold Town, beauty services and a nearby bay add to the atmosphere here.

You'll find some impressive mansions for rent in and near Town of Southold Town. If you're in search of somewhere with plenty of room as well as a big dollop of wow factor, these architectural stunners will tick your boxes:

• Charm, style and oodles of character — "Ultimate Hamptons Vacation Mansion" has it all with some to spare. Around 14 miles south of Town of Southold Town and offering a fireplace and beauty services, this place is hard to top.
• Alternatively, step your vacation up a notch with a stay at "Mansion Near The Bay. 7 Bedrooms Chef’s Kitchen". It's about 12 miles to the south of Town of Southold Town and comes with a swimming pool, a firepit and more.

Big groups mean massive fun. They also mean finding a place that'll easily fit your entire crew. Check out our large group vacation rentals in or around Town of Southold Town and get your loved ones together under one roof:

• A host of amenities including a swimming pool and a kitchen make "New House, 6bd, 5bth, 4200sqft" a standout. This popular retreat has 6 bedrooms and sleeps up to 12 guests. From the heart of Town of Southold Town, it's around 25 miles away to the southwest.
• Invite up to 12 of your favorite folks to "Located In The Heart Of Wine Country" and fill the place with laughter and love. This option has 4 bedrooms and is around 1 mile to the southeast of central Town of Southold Town. It's packed with features to keep your large group comfortable, such as a garden and a kitchen.

A pool is often a key feature of any memorable vacation. Enjoy splashing around or simply unwinding by the water at one of these rejuvenating escapes in or near Town of Southold Town:

• Pool day can be every day at "Beach House With Short Walk To Ditch Plains Beach". A microwave oven and a garden are a few of the other amenities that help make this place a winner.
• Another top-rated option is "New House, 6bd, 5bth, 4200sqft". There's plenty to love about this retreat apart from its pool, such as a swimming pool and a TV.

Every family catch-up should be memorable. Whether you're planning some time off with the kids or a party with relatives, these large family vacation rentals in or near Town of Southold Town offer a comfy home away from home with plenty of space for everyone:

• Sleeping as many as 12 guests in 6 bedrooms, "New House, 6bd, 5bth, 4200sqft" is the perfect place to hang out with the family. This top-rated escape is 25 miles to the southwest of Town of Southold Town and has amenities that include a swimming pool and cable/satellite TV services.
• "Southold Waterfront Complete With Boat Dock" is another popular option. It's about 7 miles to the south of Town of Southold Town, has 3 bedrooms and accommodates up to 10 guests. Useful amenities here include on-site watersports and free toiletries.

When it's time to explore your surroundings, there are lots of family-friendly attractions in the area to keep everyone happy. Splish Splash Water Park, Long Island Aquarium and Exhibition Center and Boomers! Medford should be top of your to-do list.

Nothing is more important than family, which is why we'll help you find a space where you can truly connect. Stay in one of these family cabin rentals in or near Town of Southold Town and make memories with the people you love:

• "Lagoon Lodge North Fork Charming 3bedroom Waterfront Wifi On Beach Near Greenport" - Located about 1 mile southeast of the center of Town of Southold Town, this family-friendly retreat comes with towels and books.
• "Family Cabin On The North Shore Of Long Island" - Another excellent choice, this rental comes with on-site watersports, nearby birdwatching activities and more. You'll find it around 30 miles to the southwest of Town of Southold Town.

For more options, use the search bar at the top of the page and adjust the filters to find the Town of Southold Town vacation rental that's perfect for your needs.