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Fairfield places to stay

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Top-rated places to stay in Fairfield

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

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Guest suite in Fairfield

4.92 out of 5 average rating, 127 reviews

Suite; 1 Bedroom & Living Area/Xtra Bedrm; Kitchen

Fully accessorized, large (1,255 sq ft) beautiful suburban space consisting of bedroom (queen), an exclusive-use living room/extra bedroom with twin pull-out bed, private full bath; in-unit washer/dryer; for stays of 1 week or less: exclusive use of main kitchen; private entrance to space. Includes continental breakfast, 2 large-screen TVs. Unit on the ground floor of a 3 story home. Owners on property. Train station about a mile away (NYC: 70 minutes). Easy walk to Fairfield University.

Guesthouse in Wilton

4.96 out of 5 average rating, 102 reviews

The Cozy Little Cottage

Charming guest cottage on our property on 1.5 acres in pastoral neighborhood, 7 minutes to Wilton center and 8 minutes to Westport center. The cottage is separate from the main house, connected by a breezeway, above the garage. It is a quaint and cozy. High end kitchen appliances include gas range, mini fridge, microwave and dishwasher drawer. The bedroom has a queen bed and the living room has a futon couch which folds down. We also have a twin air mattress. It is perfect for one or two people.

Rental unit in Milford

4.93 out of 5 average rating, 120 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!

Rental unit in Norwalk

4.92 out of 5 average rating, 298 reviews

The Seasons Luxe Pad 1 Bedroom | Center of Norwalk

The Space Private one bedroom apartment with a modern decor offers everything you need for a short or long term stay. Space includes a separate living/dining area and New York City inspired artwork. Bedroom offers a Queen Sized bed, desk, 40 inch Roku Smart TV & plenty of closet space. The Location Half mile from I-95 & near Merritt Parkway, South Norwalk train station, South Norwalk downtown and a half mile away from the Norwalk Hospital. Minutes away from shopping centers and grocery stores.

Guest suite in Fairfield

4.93 out of 5 average rating, 126 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 suite in Wilton

4.91 out of 5 average rating, 116 reviews

Serene Pond Views charming private patio…

Country Charm Awaits. 45 miles north of George Washington Bridge. Our 2 room efficacy apartment w. microwave, mini fridge & private entrance + parking space. Great WiFi, Apple TV. Enjoy views overlooking Henderson Pond. 1/4 walk to Query State Park, 36 acres w. trails. Our apartment is 4 miles from town of Ridgefield, 3 miles from Wilton town center, 6 miles from New Caanan & 8 miles from Westport Town Center. We have a couple of small puppies who will welcome you too. So we don’t allow pets…

Rental unit in Westport

4.92 out of 5 average rating, 142 reviews

Spacious Westport Apt surrounded by nature

Spacious mother-in-law apartment w/ private entrance on the 1st floor of our beautiful home. Windows in every room give view to the creek in the backyard and birds welcoming our guests. Two bedrooms with a queen size bed. Walk-in shower. Plenty of space up to four people. Very family friendly - little humans and furry friends welcome! Centrally located 8-10 min drive to downtown Westport, Fairfield, or Southport. Beach, golf course, playgrounds, and wonderful bakeries and restaurants nearby!

Loft in Woodmont

4.94 out of 5 average rating, 108 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.

Home in Milford

4.98 out of 5 average rating, 173 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!

Cottage in Milford

4.96 out of 5 average rating, 256 reviews

Cozy Cottage | Pet-friendly | Walk to Beach

Inspired by my Dad's wanderlust and love of sea & sand. Relax and unwind in this completely remodeled, stylish Cottage a block and a half from Long Island Sound and .9 mile to Walnut Beach - walk to coffee, pizza, lobster shack! We offer a modern kitchen, breakfast nook, dining area, natural stone wall, parking and W/D. Located in a charming coastal town - enjoy quiet neighborhood walks, coastal trails, boardwalk, breweries and restaurants. 15 min to Yale/New Haven, 65 mi to NYC.

Guest suite in Norwalk

4.89 out of 5 average rating, 119 reviews

Efficiency Garden Studio in South Norwalk, CT

Beautiful Efficiency Studio with private entrance in South Norwalk. Self-contained with private bath, kitchenette and off street parking. 10 min walk to South Norwalk Rail Station. 60 minutes to Manhattan, 10 min to historic SoNo. 10 min drive to Stamford. 5 minute drive to Merritt 7 and corporate business district. 5 minute to Norwalk Hospital. 5 min to City Hall. Close to all main arteries. Part of a quaint and charming arts & crafts bungalow, has separate entrance, very quiet.

Guesthouse in Westville

4.94 out of 5 average rating, 255 reviews

Square 6ix

Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. Stylishly decorated with mid-century modern furniture and adorned with pieces from local artists, this quiet home has a separate entrance, separate porch, high ceilings, and a fully equipped kitchen. The guest house is located a walking-block away from the charms of Westville Village and Edgewood Park.

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Popular amenities for Fairfield places to stay

Laptop-friendly workspace

Air conditioning

Stay near Fairfield's top sights

Westfield Trumbull Mall23 locals recommend

Penfield Beach21 locals recommend

Whole Foods Market33 locals recommend

Stop & Shop11 locals recommend

The Chelsea4 locals recommend

Colony Grill46 locals recommend

Other great vacation rentals in Fairfield

Rental unit in Stamford

4.99 out of 5 average rating, 83 reviews

Standalone Cottage surrounded by woods

Home in Fairfield

4.91 out of 5 average rating, 88 reviews

Downtown Fairfield 3 bedroom Colonial

Guesthouse in Milford

5 out of 5 average rating, 41 reviews

The studio downtown

Rental unit in Stamford

5 out of 5 average rating, 34 reviews

Cozy King BR | Walk to beach | Close to downtown

Rental unit in Southport

5 out of 5 average rating, 27 reviews

Lovely studio apartment, furnished, Southport CT

Rental unit in Westport

4.96 out of 5 average rating, 27 reviews

Westport CT, Hide-away!

Rental unit in Bridgeport

5 out of 5 average rating, 21 reviews

Polita’s Place # 2

Home in Fairfield

4.97 out of 5 average rating, 59 reviews

Modern Beach Bungalow

Quick stats about vacation rentals in Fairfield

Total rentals
310 properties
Total number of reviews
6.3K reviews
Family-friendly rentals
200 properties are a good fit for families
Pet-friendly rentals
110 properties allow pets
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
170 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 140 vacation rentals in Fairfield Beach, over 370 vacation rentals in Black Rock, and over 110 vacation rentals in Greens Farms.
Are there vacation rentals with a dedicated workspace in Fairfield?
Yes! Work meets play with ease at over 170 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 apartment rentals in Fairfield?
Experience the best of Fairfield with our apartment rentals, starting at about $10 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 110 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 30 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 house rentals in Fairfield have wifi?
Absolutely! We offer over 200 house 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 private suite rentals in Fairfield have air conditioning?
Absolutely! We offer over 10 private suite rentals with air conditioning in Fairfield. Enjoy a tailored experience with all the comforts you desire.

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