Lake house holiday rentals in New Haven

Beautiful cozy home w jacuzzi & dock for boat

This charming waterfront vacation home has a beautiful deck with ocean views, an open concept family room w/ fireplace, a spacious dining room and kitchen. Equipped with two bedrooms and three bathrooms. From this convenient location you are just 10 minutes away from downtown New Haven, where you can visit various restaurants, coffee shops, and bars. You will enjoy a beautiful deck with amazing view to the water, perfect for morning coffee or late-night talks with family and friends. Our house is a perfect blend between modern upgrades and charm from the 1900s that makes it a stay to remember. It has 2 bedrooms and 3 bathrooms, equipped with everything you might need. This rental utilizes an E-lock, a digital lock that requires a unique code to enter. This code is reset after each guest's stay, making your stay easy and safe.

Seaside Home - Walk to Beach & Marina

This waterfront oasis home is a short walk (2 blocks) to Fairfield Penfield Beach & Marina. Kayak & fish right from your own dock (2 kayaks included w/ home). Enjoy the rooftop deck overlooking the beautiful inlet of The Sound, perfect for stargazing, fireworks watching, or just relaxing. This beautiful home comes furnished w/ 3 bedrooms and 3.5 bathrooms. The 3rd floor can be used as a playroom, extra bedroom or office. The home has been renovated top to bottom over the last couple of years.

Serenity by Lakefront Cottage!

Welcome to our serene waterfront cottage in Newtown CT! This tiny cottage totals 608 sqft (304 sq-ft up and down). Thoughtfully designed to be ideal for a solo getaway or a couple retreat. At our tiny cottage, you may wind down at the spa or relax over a hot/ cold beverage at the upper level deck while bird watching or observing several water vessels as they ride by in warmer weather. If you fancy water activities, you may choose to ride in our 2 seater kayak or roast s’mores by the fireplaces.

Lakeside Sanctuary

Welcome to Lakeside Sanctuary Relax in this calm, stylish retreat perfect for the whole family. Nestled along the scenic shores of Lake Zoar in Southbury, this charming home is just a short, steep stroll from the water—perfect for kayaking at sunset or unwinding by the fire. Enjoy nearby shopping, dining, a local winery, and hiking trails—all just minutes away. Whether you're after peace or adventure, this spot has it all. Space 2 bedrooms plus pull-out couch upstairs, 1.5 bath, office space

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Incredible opportunity to stay in a modern apartment with a water view! Located on the Quinnipiac River close to downtown New Haven. The apartment features a spacious floor plan, a modern kitchen, and chic furnishing. Up to 4 people can stay in the 2 bedrooms, each with a queen-size memory foam mattress and a large closet. Other features: central heating, a 55” smart flat screen TV, gas stove, dishes/utensils, large tub, high-speed internet access, and plenty of off-street parking for cars.

Waterside Bungalow Retreat

Experience the magic of autumn in New Haven from this charming riverfront bungalow, where crisp air and golden reflections dance across the water. Enjoy peaceful marina views right from your window and easy access to all the marina’s amenities just across the street. Recently updated with a modern yet inviting design, the home blends warmth and comfort with its breezy coastal character. Whether you’re here for a quiet weekend retreat or an extended stay, this is the perfect place to unwind!

Once a Pond - time and stress slow down.

If you're looking for a place to escape the City, enjoy family time, work on a book writing project, just breathe, go to the beach or let your dog run, this is the perfect place! The house sits on 4 acres full of wildlife and free of highway noise with a 2 acre pond centrally located in the University area of Fairfield. You can occasionally hear our wonderful neighbors especially on Labor Day weekend, and we also let the kids use one side of the pond for fishing. (Check it on Google map).

Cozy Ski-Lakefront Retreat

Snow on the lake. Coffee in hand. No agenda. This 3 bedroom lakefront retreat is designed for slowing down especially in the winter months, when the lake is quiet and life naturally softens. The home features 3 spacious bedrooms, an entertainer’s kitchen, and an open-concept living and dining area that brings everyone together while still allowing space to unwind. Lake porch looking out over the lake creating a calm, scenic backdrop whether the water is glassy or dusted with snow.

Lakefront Winter Oasis - skate, ski and get cozy!

Relax with family and friends at this breathtaking lake front home. Peaceful setting with beautiful views of Swan Lake. Updated bedrooms, completely renovated bathrooms and all new kitchen appliances. A kayak and paddleboard await your next adventure. A brand new dock was installed for boating, fishing and swimming right from our backyard. Just a few minutes from the town center grocery store, restaurants, amusement parks, skiing and more. Dogs considered on a case by case basis!

Cozy Waterfront Lake House: 5 mins from ski slopes

Relax at this peaceful 1BR lakefront retreat—perfect for couples or small families. Summer: Enjoy kayaking, swimming, grilling, outdoor dining, and fire pit s’mores. Off-season stays offer crisp hikes, lake views, fires, nearby skiing at Mt. Southington (5 mins), and family fun at Lake Compounce. Sleeping arrangements include a queen size bed in a Bedroom, a pullout sofa bed and a queen sized blow up mattress. Self check-in, fresh linens, and a welcoming vibe await.

Relax by the water in a 4 bedroom house

Relax with the whole family at this recently renovated, spacious 4 bedroom house on Beaver Pond. Centrally located in the crossroads of Connecticut and a short train ride away from NYC, come relax by the water in a quiet neighborhood setting. Stay home and enjoy a kayak or canoe on the pond or visit the many nearby attractions like mini golf, skiing, hiking or the rest that Connecticut has to offer. The home has been recently remodeled and has a very spacious yard.

New Haven Gameroom

Welcome to your home away from home in the vibrant city of Connecticut! Whether you're here for a short business trip or an extended stay, our space is designed to make your work-life balance both comfortable and productive making it an ideal choice for work travelers, students, faculty, and families alike. We’re dedicated to making your stay as comfortable as possible. Let us know if you need anything special to accommodate your work needs during your stay!