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.

Beautiful Waterfront 4 Bedroom, 1.5 Bathroom Unit.

Your family will be close to everything when you stay at this centrally-located place. This unit is within close proximity to Yale and Downtown New Haven. This newly renovated unit is also located in a quiet, peaceful area with a waterfront view to ensure a tranquil stay. This unit has many features to accommodate a large family: memory foam beds, fast wifi, washer/dryer, central air/heating, large sectional, dining area, and 50-inch flat-screen TV. You don’t want to miss this opportunity!

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!

Lakefront Oasis - Getaway to this Oxford Treasure!

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!

Wake Up on the Water, Ski by Noon

Enjoy lakefront living at its finest on Lake Hitchcock! This 3 bed, 2.5 bath sleeps 6 with an open plan, entertainer’s kitchen, and lake-view porch. Step to your private dock for kayaking, fishing, swimming, and sunrise/sunset magic. Cap the night at the fire pit. Winter? You’re about 10 minutes to Mt. Southington. Year-round, Downtown New Haven and Hartford are an easy drive for dining, museums, and nightlife. The ultimate escape—book now and make memories by the lake!

Cozy Waterfront Lake House

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.

3.5 Acres of Relaxation, Pool, & Cozy Charm

Spacious 3-Bedrooms, 2-bath home on 3.5 acres with two cozy living rooms, full kitchen, dining area, washer/dryer, Wi-Fi, and private patio. Guests enjoy shared access to a 32-ft pool, artist studio, garden, BBQ, and pool table. Ideal for families, friends, and creatives seeking comfort, inspiration, and space to relax. A perfect country escape just minutes from local shops, trails, and farm markets. Book today! Pool is scheduled early June for opening-closed late Sep

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!

Sunny and Spacious 2 Bedroom, patio and lake

Modern and spacious 2 bedroom home filled with light overlooking a large garden and lake. Large living room. Full kitchen. Laundry with washer and dryer. One bedroom with a queen sized bed and single trundle, the other with a double (full) bed. An additional single fold-out bed is also available. Large outdoor patio and grill with outdoor eating area. Quiet, safe, and tranquil neighborhood, only 15 minutes from New Haven. Free parking. Hosts live next door.