Holiday rentals with a hot tub in Fairfield

Luxury cottage by the sea with hot tub and pool

We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)

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.

The Monroe | Elegant 2BR/2BA Downtown Stamford

Step into The Monroe, where timeless elegance meets modern comfort in the heart of Downtown Stamford. This thoughtfully designed 2-bedroom, 2-bathroom apartment features a warm and inviting palette of cream, rich browns, and gold accents, creating a serene escape from the bustle of the city. Unwind in a sophisticated living space adorned with designer touches and curated décor. Whether you're relaxing or catching up on work, the Monroe offers a perfect blend of luxury and livability.

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!

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.

Sleeps 16! Hot Tub/Lake/Dock/SUP/Firepit

**We only book to 25 and older. The Skytopia Lakeside Oasis is brand new and sleeps 16 people! Short walk across the street for direct lake access and a dock to enjoy endless lake fun. You will have full access to the dock. This home has high rise sunset SKY VIEWS with HOT TUB! You’ll love the sunset views, floating on your flamingo raft, fishing and paddle boarding from the dock. There’s even a spot to bring your own boat + jet ski. IG stay_at_the_lake

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.

Coastal Villa Suite pool•sauna•gym•theater•beach

Not many places can offer this many amenities: 15 seat movie theater🍿🎥🎞️ , full gym 🏋️, sauna room🧖‍♀️, and pool table 🎱! Outdoors, you can enjoy the fire pit🔥, nearby beaches⛱, hot tub♨️, heated pool🏊🏾‍♂️, children’s playground🏞, a huge soccer/football field ⚽️🥅🏈, 2 off road go karts 🏁🏎️!