Southold lake rentals

We found 19 lake rentals — enter your dates for availability

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Frequently asked questions

Are there any lake house holiday homes with a private pool in or near Southold?
A pool is often a necessity when considering where to stay on holiday, especially if you've got kids in tow. Love to be near the water too? Lock in one of these lake houses in or near Southold and experience the best of both worlds:

  • Pack your swimwear and take a break at "Northfork Serenity, Next To Beach And Wineries". This popular getaway also has loads of other quality amenities, such as a restaurant dining guide and a barbecue grill.
  • "Curated Country Living In A Historic Farmhouse" is another place where you can hang out in nature. After a day on the lake, come home to its inviting pool as well as a nearby marina and a garden.

Southold has an oceanic climate, with average summertime temperatures ranging from 21 ºC to 24 ºC. But you don't have to wait until summer to visit. Check out the search bar at the top of the page and adjust the filters to find the Southold holiday home that's perfect for you, and plan your holiday for any time you like.
How can I find the best waterfront cabin holiday homes in or near Southold?
For the best waterfront cabin holiday homes around Southold, enter your preferred dates and use our handy filter function to fine-tune your search by property type, price, location, amenities and more. Take advantage of our map to find a great destination. Stressed about changing plans? Don't sweat it. Use the filter to search for cabin holiday homes that offer free cancellation. You won't have any trouble finding a great place for you to sit back and relax with your loved ones.
Are there pet-friendly lake house holiday homes in or near Southold?
Play ball, search for sticks or just relax and unwind beside the water together. Whatever you and your best friend plan to do on your lakeside adventure, one of these pet-friendly lake houses in or near Southold will make the ideal base:

  • After an active day by the lake, your tired pup will appreciate winding down at "Northfork Serenity, Next To Beach And Wineries". It comes with amenities including WiFi and a microwave oven and is approximately 2 kilometres southeast of Southold.
  • Or, stay a few nights or more at "Waterfront Southold Retreat Steps To Beaches", around 2 kilometres to the southeast of Southold. A private pool and a porch are a few amenities at this lakeside escape.

Are there any luxury lake holiday houses in or near Southold?
Combine classy décor, upscale amenities and striking views and you have a getaway to remember. These luxury lake houses in Southold take a holiday by the water to another level:

  • Indulge your appetite for the finer things in life at "Northfork Serenity, Next To Beach And Wineries" in North Fork. Nestled near a serene lake, this swish retreat features a fireplace and a firepit.
  • Spend your days having fun around the lake and your nights unwinding in luxury at "Curated Country Living In A Historic Farmhouse". A swimming pool and a firepit are among the highlights of this North Fork retreat.

How can I find cheap lake house holiday homes in or near Southold?
To find the best cheap lake house holiday homes in Southold, all you have to do is type in your travel details and then click the search button. Play around with the page filters to narrow your search by price, property type and more. It's as simple as that. Prefer more flexibility? Choose a holiday home with free cancellation for more peace of mind. And, our Book with Confidence Guarantee means we're here for you — from the moment you book until you're happily back at home.
Are there any mountain lake holiday houses in or near Southold?
Only one thing beats going on holiday, and that's holidaying someplace with both majestic mountains and lakes. These mountain lake houses will help make your next adventure one you'll always remember:

  • Nature is on your doorstep at "Waterfront Southold Retreat Steps To Beaches". This idyllic option comes with 4 bedrooms and handy amenities, such as air conditioning and a chef. Around 2 kilometres southeast of Southold, it has enough room for 16 guests.
  • Whether you'd love to run around the lake or walk through the mountains, "Unspoiled North Fork Charm, Walk To Bay And Sound Beaches" offers lots of opportunity for adventure. It's around 11 kilometres northeast of Southold and its 2 bedrooms can accommodate up to 3 of your best buddies. It comes with features to keep everyone happy, including a theme park and a chef.

What are some of the best lake houses to rent for a weekend in or near Southold?
A change of scenery is always nice, even if it's just for a handful of days. Book one of these lake houses for a weekend where you can kick back or get your adventure on:

  • Get comfy at "Northfork Serenity, Next To Beach And Wineries" in North Fork and spend your time at nature's poolside. Leading attractions such as Kontokosta Winery and Sparkling Pointe are close by if you're in the mood for some sightseeing.
  • Relaxation or adventure? Whatever you prefer, you'll have plenty of both at "Curated Country Living In A Historic Farmhouse" in North Fork. Be at leisure in your cosy lake house or head out and explore Bedell Cellars and Pindar Vineyards.

Are there any lake cabin resorts in or near Southold?
Just you, your nearest and dearest and the peaceful outdoors; lake cabin resorts in Southold offer a fantastic escape from the treadmill of life. Make treasured memories with friends or family at these leading retreats:

  • Spend a few nights or more at "Northfork Serenity, Next To Beach And Wineries" in North Fork. When you're not hanging out at the lake gazing at the vistas, relax at home and make the most of amenities like a porch and cookware, dishware and utensils.
  • Alternatively, use "Curated Country Living In A Historic Farmhouse" as a base for your waterside stay. This welcoming option offers a hair dryer and outdoor furniture and is located in North Fork.