Holiday rentals with a hot tub in Fairfield

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

Looking for privacy, seclusion, and direct access to Sleeping Giant State Park right from your back yard? Then look no further! Entire Mid Century home centrally located to many great attractions and colleges. Featuring an open floor plan characterized by large glass windows and open space featuring simplicity and an integration with nature. Access to I-91 or Rt15 are both about 1 mile away, with Yale University and Downtown New Haven about a 20 minute drive. Farmington Canal bike trail-.5 miles

Bathroom · Hot tub · Kitchen

3 Bedroom Beach House with Hot Tub!

Enjoy breathtaking sunset views in our spacious beach house while dining or relaxing in the hot tub. Snuggle up in front of the fireplace while watching a movie on the frame TV. Wake up in the master suite to spectacular marsh views while listening to birds from the Audubon Society. Steps to a white sand beach, heated bathroom floors, luxury bathrobes, linens, and organic mattresses. 6-bikes for exploring. A true resort-like experience with a chef's kitchen making a home away from home.

Bathroom · Hot tub · Air conditioning

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.

Outdoor spaces · Bathroom · Value

Waterfront Cottage with access to Owenego Club.

Picturesque waterfront cottage located in the Pawson Park district of Branford, Connecticut. The house is 2400 sqft on .38 acres overlooking the Branford harbor & Long Island sound. During the summer you will have access to a private dock that is a quick boat ride away from the Thimble Island. The house is located close to restaurants, bars and a walking trail. You will also have access to a private neighborhood beach for swimming. Rental includes access to Owenego Beach Club. Pet fee $300

Outdoor spaces · Hot tub · Sleep quality

The Hilltop Harborview

Guests will immediately walk past spacious hot tub into a comfortable sunroom where you’ll watch the most colorful, water view sunsets Long Island has to offer! This one of a kind offers a sprawling layout that has 3 queen size bedrooms and 1 king . We can also provide an air mattress for an additional guest. There is a kitchen equipped with stove, oven, dishwasher and washer and dryer! This beautiful walking Village has so much to offer! We do allow dogs with prior notice with a $75/dog.

Outdoor spaces · Hot tub · Beach

Cozy Riverfront Cottage•Pool•Hot Tub•35 min NYC

Once home to actress Misty Rowe (Hee Haw, Brady Bunch, Love Boat), this historic riverside cottage blends rustic charm with modern luxury. Cozy up by the stone fireplace, cook in the chef's kitchen, or unwind on the river-facing deck. Splash in the heated pool, soak in the year-round hot tub, gather by the gazebo, or spot wildlife along the water. Two fire pits, river views, and pure tranquility — just 5 min to downtown Greenwich and 35 min to NYC. Your riverside escape awaits.

Outdoor spaces · Bathroom · Kitchen

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger

Located just a short train ride away from NYC, walking distance to Cove Island Beach Park and Chelsea Piers. Approximatly 1.7 mi from downtown Stamford and train station. Step into our modern, spacious retreat, offering 3 beautifully designed bedrooms, a convenient 1.5 bathroom setup, a private patio with a motorized awning, fire-pit, BBQ grill and hot tub. Apartment is loaded with all the amenities to make your stay enjoyable and convenient. Pets allowed approval required.

Bathroom · Hot tub · Laundry

3BR/1BA Wildermere Beach, Animal Friendly, Jacuzzi

Welcome to your perfect beach getaway in Milford, CT! This stylish, remodeled, fully equipped 3-bedroom retreat offers everything you need for a relaxing stay. Sleep comfortably with a king, queen, and full bed, and enjoy the outdoor deck, jacuzzi, and fire pit for ultimate unwinding. A wagon stocked with beach gear, sand toys, and games makes trips to Wildermere Beach—just a short walk away—effortless. Book now for the perfect mix of comfort, convenience, and coastal charm!

Bathroom · Outdoor spaces · Back garden

Cozy 1 Bd Private Entrance In-law Suite & Hot Tub

Charming Getaway in Norwalk, CT - Discover comfort and convenience in this cozy low ceiling short-term rental located just 5 minutes from local markets, dining spots, Norwalk River Valley Trail, Norwalk Hospital and shopping centers. Perfect for single travelers, work related or weekend adventurers, this space offers a warm, inviting atmosphere with modern amenities. Enjoy easy access to local attractions and scenic spots, the perfect base for exploring coastal Connecticut!

Hot tub · Outdoor spaces · Access

Modern Beach Getaway

This 4 bedroom, 3 bathroom vacation rental in Milford, CT, boasts beautiful hardwood floors, high ceilings, and an open-concept living area perfect for entertaining guests. Each bedroom is tastefully decorated, and the fenced-in private yard features blue stone patio, hot tub and gas firepit area. The rental is located across the street from a private beach and is a short drive from local shops and restaurants, making it the ideal spot for a summer getaway.

Hot tub · Outdoor spaces · Nearby

Luxury modern farmhouse with heated pool & hot tub

*Pool is now open until late October This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.

Bathroom · Hot tub · Location

Luxury Westport Retreat | Resort Pool | Near Beach

Welcome to The Styled Stay Westport, a thoughtfully designed luxury retreat where elevated interiors meet resort-style outdoor living. Minutes from Compo Beach, downtown Westport, restaurants, shopping, and the train, it’s perfect for families, couples, and longer stays. Enjoy our newly completed backyard oasis with a heated resort style pool, sundeck, integrated spa, expansive sunshelf, designer lounge areas, & outdoor dining pergolas.

Outdoor spaces · Location · Check-in