We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

Fairfield places to stay

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Fairfield

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Home in Milford

4.94 out of 5 average rating, 135 reviews

#2 Milford Beach by Charles Island/Silver Sands Pk

Welcome to your perfect Milford beachfront escape! This beautifully furnished 2-bedroom, 1-bath 2nd floor unit sits directly across from the beach, with beautiful water views. Just 100 yards from Silver Sands State Park, you’ll have easy access to its beaches, nature trails, and famous boardwalk. This unit offers beach gear, private yard for sunset dining, and proximity to Milford’s lively downtown. Whether here for a romantic getaway or family retreat, this spot offers relaxation or adventure!

Apartment in Downtown Stamford

4.96 out of 5 average rating, 170 reviews

Sugar Shack Studio | Downtown Skyline Views

Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment. This unique place has a style all its own!

Home in Stamford

4.95 out of 5 average rating, 242 reviews

Midcentury Modern ZenHouse Sculptor Studio

ZENHOUSE mission is rooted in the values of respect, creativity, and excellence. Inspired by the timeless principles of Zen, we offer a luxurious and exclusive experience where tranquility blends with art, spirituality, and nature. We provide a serene environment and personalized service to awaken your true nature and find Zen. Mid-century modern historic private estate surrounded by river @Zenhouse_satori and main house. Great for memorable romantic getaway, photoshoots and film locations!

Home in Woodbury

4.99 out of 5 average rating, 123 reviews

Your Perfectly Wonderful Woodbury Sanctuary!

Just 90 minutes from NYC, this Getaway is Perfect! Antiques, photographs, & sculptures fill this sanitized, rambling, relaxing, light-filled 2 story 4 bedroom 2.5 bath on Connecticut's Antique Trail. All 2,800 sq. ft of my home is at your disposal and 2 minutes from 5 popular, fabulous restaurants. Your Host lives in the attached Artist Studio with its own access and parking. Stay here and you may agree with Reader’s Digest magazine that "Woodbury is Connecticut's Most Charming Small Town."

Cabin in Rocky Point

4.89 out of 5 average rating, 454 reviews

Great little place just for a couple

The outdoor courtyard is especially nice and private-,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton!

Guesthouse in Mahopac

4.94 out of 5 average rating, 177 reviews

Lakeview Guesthouse with Sauna

Art and light filled spacious studio with panoramic views overlooking lake Mahopac perched on a steep hill. A short 5 min walk down the hill to swimming/paddleboarding/canoeing. Walkable to an on-the-lake restaurant/ dining/ takeout options + boba tea! Drivable to farm fresh food markets, restaurants and art museums. Cedar dry Sauna on property for use. Nearby towns and hikes include Fahenstock Park, Pound Ridge, Cold Spring, Beacon, Ridgefield, or walk up the hill to trails of Volz park!

Home in Northport

4.94 out of 5 average rating, 114 reviews

Cool pad, Private Rms, Walk to village, Wtr view

Beautiful pad on a tranquil street and walkable neighborhood. 5-10 minute walk to the village and 2-minute walk to the cliffs overlooking the bay and sound. Water view from one bedroom, great outdoor yard - very private. Updated amenities, marble bathroom, cozy indoor living area and very comfortable beds. The rental space is private and is the entire first floor of the home. The home is a two-story duplex with a shared entrance and private locking doors to each space. Wonderful location.

Guesthouse in Bethel

5 out of 5 average rating, 12 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.

Apartment in Mount Vernon

4.97 out of 5 average rating, 216 reviews

Modern & Quiet Serenity Getaway Enhanced Cleaning

Located in a nice and quiet tree lined neighborhood. It's located right off Sanford blvd which has all the local shops. Which includes Stop & Shop, Target, CVS, Burger King, McDonald's and KFC just to name a few. Some of the amenities available are Smart Tv,WiFi, work station,coffee maker, cookware and utensils, iron, ironing board and hair dryer just to name a few. There's also plenty of parking. It's also a 15 min walk to metro north Station, you can be in the NYC in 25-30min.

Houseboat in North Fork

5 out of 5 average rating, 10 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!

Home in Coram

4.91 out of 5 average rating, 80 reviews

Entire independent Apt close to Airport and Ferry

Enjoy the simplicity of this quiet and central accommodation, where you can have close to you the busiest places in Coram New York. You can enjoy a good wine at Harmony Vineyards. You can enjoy the Splish Splash Water Park with your family And if you like everything that has to do with the Marina an ideal place to visit is Danfords Marina. Come and stay with Julio and Karina, we will make your stay a good experience.

Apartment in Downtown New Haven

4.85 out of 5 average rating, 334 reviews

A Cut Above

Upscale studio. Private entrance. Queen bed. Tile bathroom. You are provided with a refrigerator, microwave, toaster oven, and a hot water kettle. Ample closet space. Desk area. Recliner and TV. Light and airy. Free off-street parking nearby by request. Backyard Seating. Umbrella - in case you forgot yours.

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Fairfield places to stay

Laptop-friendly workspace

Air conditioning

Stay near Fairfield's top sights

Compo Beach46 locals recommend

Sherwood Island State Park43 locals recommend

Trader Joe's62 locals recommend

Colony Grill46 locals recommend

Fairfield University12 locals recommend

Jennings Beach38 locals recommend

Other great vacation rentals in Fairfield

Guesthouse in Southbury

4.93 out of 5 average rating, 313 reviews

Charming Guest Cottage with Modern Amenities

Cottage in Milford

4.83 out of 5 average rating, 12 reviews

Come to Maresol Cottage w/family & friends.

Guesthouse in Milford

4.92 out of 5 average rating, 203 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

Cottage in Guilford

4.99 out of 5 average rating, 124 reviews

"Red House on the Knoll" at Indian Cove

Home in Woodmont

4.98 out of 5 average rating, 42 reviews

Beachfront paradise- come, stay, relax!

Home in Woodmont

4.93 out of 5 average rating, 14 reviews

Point Beach House

Home in Woodmont

4.93 out of 5 average rating, 14 reviews

Charming 3 bedroom Beach Front Cottage

Home in Milford

5 out of 5 average rating, 6 reviews

Big House On Maddox

Quick stats about vacation rentals in Fairfield

Total rentals
310 properties
Total number of reviews
6.8K reviews
Family-friendly rentals
200 properties are a good fit for families
Pet-friendly rentals
120 properties allow pets
Rentals with a pool
40 properties have a pool
Rentals with dedicated workspaces
180 properties have a dedicated workspace

Frequently Asked Questions

Where should I stay in Fairfield?
Make yourself at home in Fairfield by choosing from our most frequently booked neighborhoods. We have over 380 vacation rentals in Black Rock, over 140 vacation rentals in Fairfield Beach, and over 120 vacation rentals in Greens Farms.
Are there vacation rentals with a dedicated workspace in Fairfield?
Yes! Work meets play with ease at over 180 vacation rentals in Fairfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in private suite rentals in Fairfield?
Experience the best of Fairfield with our private suite rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Fairfield?
Four-legged friends are welcome in Fairfield. Choose from more than 120 vacation rentals for guests traveling with pets.
Are there Fairfield vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 40 vacation homes with pools in Fairfield, available on Airbnb. Make a splash and soak up the sun in style!
Are there family-friendly vacation rentals in Fairfield?
Fairfield has more than 200 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do private suite rentals in Fairfield have wifi?
Absolutely! We offer over 10 private suite rentals with wifi in Fairfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Fairfield have a bbq area?
Absolutely! We offer over 70 house rentals with a bbq area in Fairfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Fairfield have a gym?
Absolutely! We offer over 30 house rentals with a gym in Fairfield. Enjoy a tailored experience with all the comforts you desire.
Do cottage rentals in Fairfield have air conditioning?
Absolutely! We offer over 10 cottage rentals with air conditioning in Fairfield. Enjoy a tailored experience with all the comforts you desire.

Destinations to explore