Beachfront holiday rentals in Old Saybrook

Look no further! The Beach Cottage is beautiful, immaculate, private, and all things one would hope a vacation getaway would entail. This location feels “off the grid” albeit close to modern amenities/stores. Hope to be back soon!

Barbara’s place reminded me of the way airbnbs used to be. It felt like home-away-from-home. The accommodations were high quality and clean, and there were even some tasty snacks! We loved our stay. Everything was as pictured. Stony Creek was wonderful, and we look forward to visiting again next year!

My family and I had such a wonderful stay at this house. The house was immaculate and well stocked for our stay. Matthew and Celia are great hosts. We really appreciated the basket of snacks and dog cookies that were left for us and our fur babies (Thank you!). They truly thought of everything and it felt like “home” the entire time we were there. The views from the back deck are truly spectacular. We spent many hours sitting in the sunroom and out on the deck enjoying the sights. My pups enjoyed daily walks at the sea wall park that was steps from the house. I can’t say enough great things about our stay. Thanks to our hosts for sharing their beautiful home with me and my family.

This cabin was a wonderfully cozy stay for my group. One thing to note is the cabin is on a shared property with other buildings, including the sauna. The lake was beautiful and the Finnish Sauna next to the lake was a very unique touch that I'm glad we got to experience. Angela was a great host and provided clear communication on how to get to the cabin and check in/out. The cabin was compact but had all the bedding fit into it and even a bench inside. The fridge, microwave, and stovetop were all welcome additions to the cabin as well and we never had an issue with electricity. Definitely check this place out if the amenities interest you and you are passing through Connecticut.

Loved the stay! Exactly what we thought it was - extremely convenient and cozy. Plenty of beaches to walk to and the food options were plentiful. Would definitely stay again.

We had a great, comfortable stay here. It was especially nice to be so close to the beach and the restaurants in Walnut Beach. Would definitely stay again!

This house is amazing, even more spacious than the photos indicate. Everything was spotlessly clean. The hosts were great communicators, and made sure I had everything I needed. The rooms were nicely furnished and so beautiful. I’d definitely stay here again.

We enjoyed our stay. The property was quiet, bright and convenient to our families home. Southport is a cute little area to visit. Westport is a 10 minute drive with many restaurants and shops. The public beach is 100 yards down the driveway. Plenty of parking is available in front of the unit. The unit is very large and the kitchen is full size. We would definitely book the unit again.

Fantastic location! We were literally a two minute walk from the beach. The studio apartment was as advertised and we would stay there again. We highly recommend!

An amazing stay overall. It was comfortable for 6 adults. Spencer was extremely helpful throughout our stay — I had lots of questions and Spencer was quickly responsive. The house itself is beautiful and has that eastern Long Island charm. The backyard had lots of space and is well maintained alongside the pool. We also enjoyed a sunset evening at the beach which is just a few steps away. It was a wonderful weekend and I am certainly looking forward to staying here in the future!

Allana was very easy to work with. Always answered back quickly no matter the time. Open concept and everyone was able to be together. It was a rainy stay so had to be inside. No one minded. Nicely set up for games or conversations. Thank you so much!!

Jim’s place was an absolute gem for my inaugural trip to Black Rock! The Loft is incredibly spacious and equipped with everything you could possibly need for a perfect stay. From the moment I arrived, I was impressed by the meticulous cleanliness, attention to detail, and beautiful furnishings. Jim's communication was top-notch, making the entire experience seamless. One of the highlights was the extensive music collection, perfect for setting the mood during my downtime. The bed and furniture provided a level of comfort that made it hard to leave. Nestled on a serene, tree-lined street, the location couldn’t be better; it’s just a leisurely stroll away from delightful restaurants, charming shops, food markets, and more. I can’t wait to return for another stay whenever I’m in the area!

Loved Samy’s corner unit, which gave us a bit more privacy and quiet than other parts of the property. The studio was as described, with great light and well-cleaned prior to our arrival. Enjoyed use of the tennis courts every day. Only minor disappointment was that we were not yet allowed to use the pool, which we were told would be ready by Memorial Day (we were there one week prior). Still, a worthwhile stay and I’d come back and recommend it to others.

The view was 10/10, perfect stay

We had a wonderful time. The weather was perfect. The view of the water was everything and was accessible from nearly every room. The home was modern and easily accommodated our large group. Yet it was cozy and beautifully appointed with all the amenities you would ever want. It is ideal for children with every toy imaginable. There was a highchair and a pack and play for our toddler and child appropriate dishes. The kitchen was fully equipped and had 2 sinks, 2 dishwashers and 3 tables for dining. The beautiful pool and hot tub were in constant use. Mary is very thoughtful and assembled a ringed binder with important contacts and suggestions for dining, shopping and entertainment. Although there was no beach on the property there are nearby beaches. The towns of Guilford and (nearby) Madison are charming and well worth visiting. Mary was very accommodating and responded promptly to several inquiries.

Great place ideally located next to town and the view is amazing. highly recommend in particular for short term stay.

My family and I stayed at Jason's house for four days for my graduation, and it's no exaggeration to say that it was the best B&B stay we've ever had! The views throughout the house are just beautiful, and the huge floor-to-ceiling windows give you a perfect view of the lake from the moment you open the door to your room. The deck set up, and the lake amenities make this house a perfect vacation spot. The amenities were great! The grill, dishwasher, and washer were all there, and the hot tub, kayaks, and life jackets made it perfect for our lake activities. I also personally loved the special hand sanitizers in the house, they seemed to be a custom brand and smelled great! Overall, this is a very beautiful, modern house that you won't regret staying in!

We continue to visit Rose’s house for our yearly weekend girls getaway. It’s the perfect cozy beautiful place to catch up with friends and relax. Rose is an amazing host!

Our 2 day stay at the cottage was just what we’d hoped for our wedding weekend! Annalisa was so responsive and accommodating. A wonderful host, such wonderful hospitality and an amazingly stunning private retreat! Would definitely return!

Great little house. Very well stocked and very clean. High quality all around! Little beach area is very rocky so not for lounging but a great launch point for small boats. Water in the area is very calm. Neighborhood is very quiet and cute with lots of amenities.

Unique mid-century mod house design with glass walls viewing the deck & garden, comfortable furniture, fully equipped kitchen, short safe walk to the beach & nearby playground. Responsive hosts. Pristine bathrooms & plush linens. Sauna! Parents of young children may want to block access to the spiral stairs & loft. Older kids will want to hang out in the cool loft! Also perfect for yoga… Great food & brews at nearby Haywire Burger Bar! We plan to return. Thank you Melissa & Patricia

Had a girls trip here this weekend and our stay was great! it wasn’t the most luxurious of places but it was cozy and gave the vibes of a beachside motel. Incredible location made it worth the price, overall really enjoyed our stay!

Cheryl's place was adorable! I felt right at home in the cosy open concept living space. My mom crashed the weekend portion of the trip which was nice. My cat Mushu had a wonderful time and we even went outside. The beach was about a four minute walk for me, and a breathtaking view as you approach. Cheryl had everything necessary and mentioned. Next time I'll be sure to bring coffee filters and sugar. There were unexpected amenities too like paper towels and trash bags, and candles. There were also tons of spare toiletries like shaving cream and shampoo and conditioner and body wash. Thanks again!

Quiet stay at Kim's place, perfect for a quick coastal getaway. Relax on the deck to the sound of the ocean, then enjoy the Guilford area.