Vacation rentals with outdoor seating in Fairfield

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Top-rated outdoor seating rentals in Fairfield

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Guest favorite

Rental unit in Milford

4.94 out of 5 average rating, 137 reviews

The Boathouse, private downtown Harborside suite

The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

Guest favorite

Home in Fairfield

4.92 out of 5 average rating, 102 reviews

Downtown Fairfield 3 bedroom Colonial

Enjoy a charming, 3 bed/2 full bath Colonial that is only a 4 block walk from the coffee shops, bars, and restaurants on the Post Road and .7 mile from the Fairfield Train Station. The house is over 1500 sq. feet on a quiet street and only a mile to the town beaches. Work has taken me from Fairfield, but it remains home, so the house is fully stocked with everything. If you're into shooting hoops, you'll like the lined and paved court. Small well-trained dogs and longer stays are negotiable.

Guest favorite

Cottage in Fairfield

4.97 out of 5 average rating, 119 reviews

Charming Fairfield Cottage By The Sea

Newly renovated cottage, steps from private beach. Whether you enjoy walking, biking, swimming, fishing, kayaking, or the daunting task of napping in a shady hammock, this is the place is for you. Near Metro North and I-95, just an hour from Manhattan. Bring back memories of childhood summers—put your toes in the sand and your mind at ease, while enjoying the tranquility of this spectacular Long Island Sound getaway in Fairfield. Also, we have added Amazon Alexa and Fire Stick to our smart TV.

Guest favorite

Guest suite in Fairfield

4.94 out of 5 average rating, 397 reviews

Private Studio Apartment; Kitchen; Fully Furnished

This 625 sqft fully furnished studio apartment has its own private entrance and sleeps 2-3 with a queen bed and Murphy bed. Other than outside, there is no contact with other people (hosts, other guests, etc) possible unless the guest allows such. The unit consists of a living room, dining space (breakfast basics provided), kitchen, full bathroom/laundry. Walk to Fairfield U; an easy train ride to NYC. (Need the Murphy bed? PLEASE do not wait until just before checkin to let us know that!)

Guest favorite

Guest suite in Fairfield

4.94 out of 5 average rating, 140 reviews

Adorable private apt w/ W/D in lovely neighborhood

Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.

Guest favorite

Rental unit in Woodmont

4.97 out of 5 average rating, 552 reviews

Water front studio apartment with fireplace.

This is a beautifully appointed studio apartment located off the patio level of a water front home. Guests enjoy a large private patio over looking gorgeous sweeping views of Long Island Sound. A private entrance and off street parking. The amazing views and amenities make this space the perfect romantic getaway! Close to I95 and Metro North railroad. Ten minutes to great dining in downtown Milford. A true waterfront oasis! Come and experience this beautiful retreat! You won't be disappointed!

Guest favorite

Guest suite in Woodmont

4.93 out of 5 average rating, 126 reviews

Lovely water front lower-level loft, free parking

This unique centrally located water front loft is located on the second Gulf Pond 1.5 miles from historic Milford center buzzing with water front restaurants and downtown shopping. This one bedroom, one bath, has a private entrance and free off street parking. Outdoor patio & grill with kitchenette, enjoy a waterfront view throughout the 400 sq ft space. Close to I-95, the Merrit Parkway, and Milford train station. Explore 17 miles of beaches in this New England town by bike, kayak, or foot.

Guest favorite

Home in Milford

4.98 out of 5 average rating, 192 reviews

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

Superhost

Condo in Fairfield

4.83 out of 5 average rating, 135 reviews

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr

Come stay in our clean and cozy condo located close to Fairfield University, great restaurants, local grocery stores, appliance centers, and other essential shops. Also includes: - Free Wi-Fi - Washer and dryer - Keurig with K-cups - Full kitchen with essentials - Smart Roku TVs with apps (Netflix, Hulu, etc.) - Fenced in/gated backyard - Outdoor patio set and grill - Free parking (4 car max) - Central heating and AC Perfect for those that need a temporary space!

Guest favorite

Home in Stratford

4.94 out of 5 average rating, 147 reviews

Cozy Colonial - Private Hot Tub & Entire House

The way Airbnb used 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. 🍂 Fall seasons + hot tub = pure bliss

Guest favorite

Rental unit in Redding

4.94 out of 5 average rating, 476 reviews

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your HOLIDAY getaway to the Huckleberry Quarters, a totally renovated studio apartment with full bathroom in a secluded, 1918 farm house. A nature lover's retreat within hiking distance of the Saugatuck reservoir and the Centennial Watershed Forest. Private entrance with all the amenities; internet, access to laundry. A perfect HOLIDAY getaway, writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

Guest favorite

Home in Fairfield

4.97 out of 5 average rating, 103 reviews

Family Xmas Bliss:Tree, Cozy fireplace & hot cocoa

Our newly renovated, cozy 3-bedroom, 2 bath home, offers a bright and refreshing atmosphere for your family getaway. Conveniently located just 1 mile to Fairfield University and close to Sacred Heart University. Our home also provides easy access to local attractions such as the Norwalk Aquarium, Beardsley Zoo, and charming local farms. Unwind at the nearby Jennings and Penfield beaches, or explore the quaint village of Southport, all within a 4-mile radius.