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.

Spacious 4BR Waterfront Home | Downtown New Haven

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!

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.

Cozy Cottage

Enjoy the peacefulness of Litchfield county, Ct. This cottage is nestled in the middle of the woods in Watertown CT, where you are sure to have plenty of privacy and relaxation. When you’re ready to venture outside you can take a dip in our private beach, cast a fishing rod or enjoy the beautiful CT foliage. Cottage has been fully renovated and newly furnished. Short drive to Quassy amusement park, hiking trails, wineries, brewery, antique shops, Taft school, Westover school and so much more.

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.

Coastal Cottage on the Water

A coastal cottage on the water surrounded by vineyards and farm stands on the North Fork. Unwind in the backyard with a private view of the Goldsmith's Inlet where you can watch the sunrise, bird watch, and admire our local swans. A quick 5-minute walk to the Long Island Sound where you can sunbathe, swim, kayak, and watch the beautiful sunset. Conveniently located near Greenport, Orient, and Southold. *IMPORTANT* Kayaks and grill are only available from May 1st to October 31st.

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