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

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.

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.

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 $65/dog.

1BR Guest Apt. Suite /full bath, kitchen -Pool/Spa

Private Apartment on 3-Acre Retreat | Heated Gunite Pool, Spa & Terrace. -Near Westport & NYC. Experience peace & privacy at this comfortable, 624sqft. apartment, tucked into a beautifully landscaped 3-acre retreat. With a private entrance, furnished terrace, and access to a shared heated 50-foot gunite pool & spa, this serene getaway is ideal for rest and recharge. It features a California king bed, sleeper couch, a kitchen and a bathroom. Washer & dryer are available in the pool house.

3BR, Wildermere Beach, Animal Friendly, Fire Pit

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!

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!

Silver Sands Suite

Kick back and relax. Welcome to Your Coastal Retreat This charming getaway comfortably hosts up to four guests with a pullout couch in the spacious living room. Enjoy stunning sunrise and sunset views from your private deck. Cook in the chef’s kitchen, fire up the barbecue. A fenced-in yard for your pets features a fire pit. Steps from Silver Sands State Park private beach, we’re also a short drive to Milford’s downtown, featuring boutique shops and diverse restaurants.

Oceanfront Retreat with Hot Tub

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.

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.

Penthouse Perfection: with Unmatched Skyline Views

Step into your oasis above the hustle and bustle of Downtown Stamford. Perched on the top floor, this luxurious 2-bedroom apartment offers unparalleled views of the vibrant Stamford skyline. As you step through the door, you're greeted by modern elegance and sophistication at every turn. Floor-to-ceiling windows flood the space with natural light, framing breathtaking vistas that stretch as far as the eye can see.

Peaceful Garden Retreat w/ big Jacuzzi near Yale

Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Just minutes from Yale and downtown, this spacious home offers warmth, comfort, and good vibes — perfect for families, groups, and work trips seeking a relaxing escape.