Holiday rentals with a hot tub in New Haven County

Modern Hammonassett River Retreat

Meander down a hidden drive to your own private paradise with direct river access. Set upon a picturesque knoll, you'll feel worlds away in this newly renovated riverside escape yet it's only minutes from Hammonassett State Park and Madison Town Center. Built in 1930, this air conditioned cabin has been completely renovated to capture modern comforts while preserving the original details. Bring your bikes, kayaks, fishing poles and bathing suits to explore everything that Madison has to offer!

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.

Beach Haven - waterfront, near Yale, sunsets

Everything you need for an amazing vacation, year-round, in our comfortable home right on the beach! Walk out the back door and dip your toes in the sand and in Long Island Sound. Enjoy spectacular views from the back patio, sun room, and most rooms in the house. Watch the sunset while soaking in the hot tub. Sit by the gas fireplace with a book. Stroll along the lovely nearby sea wall. 10-minute drive to Yale and all downtown New Haven has to offer. 5-minute drive to Lighthouse Point Park.

Walk to Wesleyan & Dwtn New Hot tub w/ outdoor TV

.5 mile walk to Main St. w/ restaurants, shops and bars! New hot tub seats 7 & outdoor TV! Right across the street from Wesleyan University. Don’t miss this renovated 3br apt in a historic 1829 home. All new appliances, private deck with grill and seating for 7! TV with Roku, WIFI, dishwasher, full kitchen stocked with everything you need, private deck, fire pit, cozy living room, close to wedding venues, Rt 9,I-91, Hartford and short drive to beaches. Questions? Msg us!

Oceanfront Retreat: Modern Beach House

Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

Relax at 3BD Art Home w/ Hot Tub + EV | Near Beach

Welcome to Hummingbird House! Relax at this cozy 3-bedroom, 1.5-bath retreat just minutes from Yale, Downtown New Haven, Tweed Airport, and beaches like Nathan Hale Pier. Unwind in the private hot tub, explore nearby parks with tennis courts and playgrounds, and enjoy original local artwork throughout the home. Fast Wi-Fi, free EV charging, and a peaceful backyard complete your perfect New Haven escape. Family, couples, and professionals — all are welcome!

Cozy Colonial - Private Hot Tub & Entire House

The way Airbnb was meant to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more.

Bright, Cozy Apartment in Guilford

Welcome to Guilford! Our cozy, private apartment has everything you need for a relaxing stay in Guilford. Swim in the pool or explore the hiking trails behind the property! If you'd like to explore further, we are a 10 minute drive from the center of town, and a 25 minute drive to New Haven. Featured Amenities: Pool Free Off-Street Parking Private Entrance Grill and Outdoor Seating Hiking Trails

Field of Dreams Hot Tub - Fire Pit Retreat

Welcome to Field of Dreams, kick back and relax in the hot tub, hang out by the propane fire pit. Stunning large hexagon great room, will easily accommodate everyone, kitchen island seats 7, bar height dining table seats 8. Star gaze enjoyed from the hot tub. This property is perfect for creating memories in an area of natural beauty with meadow views.