Lake house holiday rentals in New Haven

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 lakefront home, 4bed 2.5ba

Fully renovated, on 80ft of lake front. Perfect for summer water activities, stunning fall foliage and often ice skating in the winter! East-facing with stunning sunrises. Very well equipped kitchen, cosy sitting room with wood-burning stove, dining room for 8, and powder room. Large porch faces the lake, with a sitting area, and dining table for 8. Ground floor king-size master & bathroom, with stunning lake views. Upstairs, 3 queen bedrooms, all with lake views and ample closet space.

Classic Lakehouse~Fire Pit_Canoes_Kayaks & Sunsets

Private lakefront home on Lake Pocotopaug with a fishing dock, kayaks, fire pit, and spectacular sunset views — perfect for family & friend getaways. Welcome to Lakeside Ferns, where you’ll enjoy direct waterfront access and private dock for swimming, fishing, kayaking, canoeing, and boating. Grill dinner, relax in the hammock by the water, and gather around the outdoor fire pit for s’mores under the stars. End each day with breathtaking sunsets over the lake — beautiful in every season.

Lakefront Summer Oasis - kayak, fish 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!

Boulder Lake House Retreat

🍂 Fall at Boulder Lake House Retreat 🍂 Experience the magic of autumn at our charming lake house—an ideal retreat for families, friends, or a romantic getaway! Nestled along Boulder Lake and just under 3 miles from Hammonasset Beach State Park, our home offers the perfect mix of comfort and outdoor adventure. Wake up to crisp mornings, sip coffee on the deck, and cozy up with a book by the fireplace. Whether you’re kayaking or exploring local trails, enjoy all fall has to offer!

Cottage at Sunny Day- Lakeside, views, kayak, dock

Set in the heart of Connecticut’s beloved lake country, this home offers a 4 season year-round escape where the water is always calling. Spend warm days boating, swimming, and fishing, or simply relaxing by the shoreline. As the seasons shift, the lake becomes just as magical—surrounded by fall colors or turning into a peaceful winter retreat. No matter when you visit, this lakefront getaway invites you to slow down, unwind, and enjoy the timeless charm of life by the water.

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.

Relaxing Lake House Retreat | Family Friendly

Wake up to peaceful lake views, coffee in hand, and nowhere you need to be. This 3-bedroom lakefront retreat is perfect for relaxing getaways, family trips, or weekends with friends. Enjoy an open-concept living space, entertainer’s kitchen, spacious bedrooms, and a lake-facing porch ideal for morning coffee or sunset dinners. Whether you're spending the day on the water or unwinding indoors, this home is designed for slowing down, reconnecting, and making memories.

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.

Grammy's Lake House on Lake Pocotopaug

Some places just feel like home. Grammy's Lake House on Lake Pocotopaug is one of them — a 100-year-old lakefront home with a private dock, covered front porch, and rocking chairs waiting for you. Coffee's on. The lake is right there. Come slow down. 3 bedrooms, private dock, kayaks, game shed, grill, and a porch where the sunrise stops you cold. Perfect for families, reunions, and weekend escapes in Connecticut's most scenic lake town.