Holiday rentals with outdoor seating in Fairfield

Find and book unique rentals with outdoor seating on Airbnb

Top-rated rentals with outdoor seating in Fairfield

Guests agree: these rentals with outdoor seating are highly rated for location, cleanliness and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in East Haven

4.97 out of 5 average rating, 146 reviews

The Breakaway - a waterfront gem.

Located next to historic Lighthouse Park, this Morgan Point, California-style bungalow overlooks a lighthouse and breakwater that protect New Haven Harbor. Prepare oceanfront dinners in your modern kitchen; relax to sunrises, sunsets, & the sound of waves. A quiet beach is steps from the door for swimming and kayaking. New Haven sights, restaurants, & nightlife are only minutes away. Picturesque coastline communities, local vineyards, breweries, fall foliage, & commuter rail to NYC are nearby.

Guest favourite

Chalet in Carmel Hamlet

4.97 out of 5 average rating, 66 reviews

Secluded Lakefront Chalet-Firepit&yard Dogfriendly

Take it easy at this unique & tranquil getaway just over 1 hour from Nyc. 200 feet of private lake front all yours to enjoy. Secluded, modern chalet & fireplace. King size bed. Spacious bedroom & bathroom. Farm style dining table, sofa & daybed in open concept living room. Desk & lounge area with record player, karaoke & TV. Large sun room with comfy daybed & gorgeous lake views. Lakefront dining & swing. Fenced yard, deck,fire pit,bbq. Lots to do nearby! We❤️dogs. Serenity awaits!

Top guest favourite

Home in New Haven

4.98 out of 5 average rating, 170 reviews

WaterviewsTakeWedding pics,CollegeTours Yale&Beach

Spectacular unobstructed Long Island Sound views to enjoy year-round out your front door along Pardee Seawall! This exceptional shore line property offers all new furniture & amenities. Minutes from wedding venues-perfect for getting dressed on your wedding day & taking photos literally right outside your door (props available). Near: Tweed NH Airport, beach, Yale University & Hosp, restaurants & museums. All new furniture, linens/towels, grill, fire pit, centralAC, WIFI. Onsite parking.

Top guest favourite

Cottage in South Salem

5 out of 5 average rating, 102 reviews

Oscaleta Guest House: Lakefront Cabin

Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine- from grill to canoe…. We recommend 3+nights if you can.

Top guest favourite

Guest house in Bethel

5 out of 5 average rating, 16 reviews

Tranquil getaway cottage in charming neighborhood

Escape the city bustle and unwind in the tranquility of The Red Cedar Cottage nestled between Bethel and Newtown, just a short drive from Danbury, CT. Tucked away in a peaceful neighborhood, this fully renovated cottage offers a serene getaway for couples seeking relaxation. Unwind in style on a high-end king-sized mattress in a whimsically curated space designed to rejuvenate your senses. Discover the Red Cedar Cottage and immerse yourself in a tranquil escape from the ordinary.

Top guest favourite

Home in Milford

5 out of 5 average rating, 101 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌴Steps from Walnut Beach & Silver Sands State Park, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Explore the scenic coastline, build sandcastles, or enjoy a day of kite flying. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC & 15 from New Haven, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

Top guest favourite

Villa in Westville

4.98 out of 5 average rating, 127 reviews

Dove Haven | Find Your Peace

Best & most beautiful Airbnb in New Haven. No expense has been spared in our well-appointed architectural gem just minutes from downtown New Haven. Luxurious amenities and curated design elements await you. Take lunch in the light-filled sun porch, unwind in the 8-person hot tub, move your body in the equipped home gym, or entertain in the private Zenscape garden. Endless possibilities exist at Dove Haven. You will leave feeling relaxed, inspired, and rejuvenated.

Top guest favourite

Tent in Southbury

5 out of 5 average rating, 16 reviews

Romantic Botanical Glamping

A spiritual respite for relaxation and mental wellbeing. The perfect relaxing Romantic Botanical Glamping Spiritual Garden Retreat Getaway, off the beaten track but close to civilization with a rustic romantic flair. Pool, gardens, seasonal vegetables & fruit & Fall Colors. Local activities within minutes. Recline by the pool or gardens, or at the plush upscale movie theater in town. Antique trail, wine trail, breweries and distilleries. 24+ hiking areas.

Superhost

Home in Stamford

4.83 out of 5 average rating, 155 reviews

Gem by the water+ firepit and all fenced backyard

Take it easy at this unique and tranquil getaway. One block away from the water and three blocks away from Dolphin Cove. Enjoy walkings and site-seeings. Perfect for going kayaking, paddle boarding or just stay relaxing in the backyard. It is located at 5 minutes walking distance from the train station and 7 minutes away from downtown. Bus stop in front of the house. The house has a lower level that mostly is occupied by the host and sometimes with guests.

Guest favourite

Houseboat in North Fork

5 out of 5 average rating, 11 reviews

Peconic River Boatel

Perfectly updated nautical houseboat situated on the scenic Peconic River. Featuring two picturesque bedrooms, a full service eat-in kitchen and a living room with panoramic river view. Enjoy your morning coffee on the outside deck while taking in the sunrise. This historic waterfront town was named to Forbes Advisor’s “Best Places to Travel in 2023” — one of just 11 U.S. destinations on this year’s list. A must see for adventurers and families alike!

Guest favourite

Dome in Newtown

4.95 out of 5 average rating, 172 reviews

Dome w/cooling fans on solo campsite.

NOTE: If this space is booked for the dates you chose, we have a similar listing. Send an inquiry and we will respond with the link. Unique/solo campsite, adjacent to 150 acres of open space w/4+ miles of marked trails. Secluded, peaceful, and quiet..AND only 1.5 miles to major shops. Enjoy time hiking or relaxing by the campfire. Perfect couple's weekend getaway to sleep under the stars!

Top guest favourite

Home in Woodmont

4.92 out of 5 average rating, 256 reviews

Bright and Breezy Cottage by the Sea

Bright and breezy beach cottage, 500 ft walk to a private beach on the scenic Long Island Sound! Newly renovated, 100 year old, cozy home in a friendly, quiet residential neighborhood. Relax on the deck, in the hammock or take a luxurious shower outside under the stars. A partially stocked new kitchen is at your disposal along with a washer dryer. House is Solar powered.