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Apartment holiday rentals in Fairfield County

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Top-rated apartment rentals in Fairfield County

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Superhost
A spacious bedroom is shown, featuring a large bed adorned with a floral quilt. A dresser is positioned against one wall, and two windows allow natural light to illuminate the space. A doorway leads to an adjoining area.
Flat in Bethel

Spacious Bethel Home Close to Downtown

3 bedroom, 1.5 bathroom apartment on the first floor of a multi family house setback on a main road. It is about 15 minute walking distance to downtown Bethel where you will find a grocery store, restaurants, breweries & locally owned shops all accessible by sidewalks. 5 minutes to the train (MetroNorth) & just a few minutes to I-84 and right near rt. 58. **One pet per booking. Please include # of guests when booking, this is for safety; we need to know how many people are staying at the home

4.86 out of 5 average rating, 125 reviews
Top guest favourite
Flat in South Norwalk

S. Norwalk Studio Apt near the water!

Newly-built sunny studio apartment with separate eat-in kithchen and spacious bath, across the street from the water in the peaceful waterfront community of Shorefront Park in South Norwalk. 20 min walk to South Norwalk shops, restaraunts and the train station (65 min train ride to NYC). Private kepypad entrance, washer/dryer, eat-in kitchen, free off-street parking, wifi, central AC. 2 night minimum Please note the house next door may be under construction. Please inquire for current status.

4.99 out of 5 average rating, 136 reviews
Top guest favourite
An expansive patio extends towards the shimmering waters of Long Island Sound, featuring lounge chairs and a dining table with an umbrella. Decorative planters and lanterns are arranged along the patio edge, complementing the serene waterfront view.
Flat in Milford

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!

4.97 out of 5 average rating, 644 reviews
Superhost
The property features a white two-story house with a covered front porch and lush green landscaping. A red barn stands nearby, contrasting against the blue sky, while a paved driveway leads up to the residence, offering ample space for off-street parking.
Flat in Milford

Renovated Apartment in a Historic Farmhouse Estate

Take-in fresh air and tranquil views from the 2nd floor deck of a 1-acre property with an adjacent apple orchard. Rustic decor mixes with industrial flair to create an inspiring interior that offers country comforts along with modern amenities. Enjoy hardwood floors, Queen memory foam mattresses, high ceilings, keypad door lock (no keys needed), fast Wifi, central air conditioning, & a private deck. We can't wait to host you! This is a multi-unit property, so we do not allow parties or events.

4.87 out of 5 average rating, 267 reviews
Guest favourite
The interior of a wooden sauna is shown, featuring warm cedar walls and benches. A stove is located at the center, surrounded by two folding chairs and neatly rolled green towels. A wooden bucket sits in one corner, emphasizing the tranquil spa environment.
Flat in Cold Spring

HOT Sauna/COLD Plunge- Mountains-Hiking-NYC Trains

Your SPA - Cedar Barrel HOT SAUNA - Outdoor Cozy updated 1814 Cold Spring Village Classic-NATIONAL Historic Register Close to West Point & Beacon Guest Jack's comments "This apartment gave me the feel that I had my own place in a beautiful river town" Mountain Views - Sunny (12+ Windows) 3 Bedroom Modern Garden Apartment (850+SF) Cozy for 1 to 6 #1 Coffees & Teas Walk to Waterfalls, Hiking Trails, River Beaches, NYC trains Restaurants & cafes Outdoor living space in Garden - birds

4.89 out of 5 average rating, 359 reviews
Top guest favourite
The living area features a blend of classic and modern decor, including a comfortable sofa and elegant armchairs around a richly patterned rug. A brick fireplace adds warmth, while a television is positioned in front of the seating area. Natural light fills the space from large windows.
Flat in Westport

Spacious Westport Apt surrounded by nature!

Spacious mother-in-law basement apartment with private entrance that opens to the backyard. Large 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 for up to four people. Very family friendly - little humans and furry friends welcome! Centrally located 8 min drive to downtown Westport, Fairfield, or Southport. Beach, golf course, playgrounds, hikes, wonderful bakeries and restaurants.

4.92 out of 5 average rating, 335 reviews
Top guest favourite
Flat in Holmes

Top Side

Welcome to Top Side! Nestled in Holmes, NY, Top Side offers lovely views of Whaley Lake. Whether you're looking for a relaxing getaway or an adventure, you'll find plenty of reasons to fall in love with this spacious apartment which is designed to help you unwind and recharge. The Hudson Valley is brimming with activities and attractions for everyone. From historic landmarks and charming villages to outdoor adventures and local dining, you're never far from something special to experience.

5.0 out of 5 average rating, 143 reviews
Guest favourite
A spacious living area features a large, U-shaped sectional sofa with various cushions in neutral tones and accents. A wooden coffee table with a candle sits in front, while a wall displays a simple black and white 'LOVE' art piece, enhancing the cozy atmosphere.
Flat in Stamford

Terra Hillside Suite | 3 Bed 2 Bath | Green Oasis

Enjoy this stylish 3-Bedroom apartment located near 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 25 minute walk. Washer and Dryer included in the unit. This unique place has a style all its own! 2rd Fl. Unit use stairs.

4.96 out of 5 average rating, 207 reviews
Top guest favourite
Flat in Southbury

Cozy Apartment Centrally Located in Southbury

Keep it simple at this peaceful and centrally-located apartment. Recently renovated with all the essential amenities to make your stay just like home. Wi-Fi, washer, dryer, cooktop, fridge, oven, microwave, toaster, TV and Keurig are ready to make your stay pleasant. An outdoor porch is available for dining in warmer months. It includes one new queen bed plus sofa bed for one adult or two kids. Located just minutes from shopping and dining in downtown Southbury with easy access to i84

4.97 out of 5 average rating, 110 reviews
Top guest favourite
A wooden porch is visible, featuring two black chairs and an orange table. Potted flowers add color on either side, with a stone pathway leading into the surrounding greenery. The gray siding of the building complements the outdoor seating area.
Flat in Redding

Huckleberry Quarters, the Cozy Redding Retreat.

Now is the time to book your AUTUMN GETAWAY at the Huckleberry Quarters, a beautifully appointed 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 peaceful country getaway to enjoy any season, a writer or artist's retreat. Easy access to Merritt Parkway, trains, local eateries, parks.

4.94 out of 5 average rating, 511 reviews
Guest favourite
A bedroom showcases modern artwork in warm tones above a spacious bed with white bedding and an orange throw blanket. A striped decorative pillow adds contrast. A sleek kitchen area is visible in the background, featuring contemporary cabinets and appliances.
Flat in Danbury

Cozy 1 BR Apt, Kitchen, Central Danbury

‣ Fully Furnished 1 Bedroom Apartment with kitchenette. (cooktop but no oven) ‣ Central Location ‣ Walking distance to Starbuck, C-town, Ridgewood Country Club ‣ Close to the highway (some guests say you can hear cars passing by on the highway) ‣ 2 minutes from Interstate 84 ‣ 15 minutes to Danbury Fair Mall ‣ .5 miles or a 5 to 10 mins walk to food shopping ‣ High-speed Internet ‣ Onsite Coin operated Laundry ‣ Smart TV (no cable)

4.95 out of 5 average rating, 128 reviews
Top guest favourite
The bedroom features a queen size spindle bed with quality bedding, flanked by two nightstands with lamps. A dedicated work desk is equipped with a lamp and USB ports. Shelving adds storage, while a small seating area is present, illuminated by natural light from the windows.
Flat in Fairfield

Sunny Fairfield Studio Apartment

Enjoy this sunny, newly-renovated, modern Fairfield studio apartment, located in the carriage building of a historic early 1900's house. Great for an individual, couple, or family. Well situated, a short drive to Sacred Heart & Fairfield Universities, downtown Fairfield and the beach, Silverman's Farm and other Easton farms for apple picking, petting zoos, and the like, and Fairfield Metro Station for a 1 hour train ride to NYC.

4.98 out of 5 average rating, 193 reviews

Popular amenities for Fairfield County apartment rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Weekly apartment rentals

Top guest favourite
A rustic bench is positioned along a wooden fence, offering a vantage point of rolling hills adorned with autumn foliage. The scene captures a bright, open sky dotted with fluffy clouds, enhancing the natural beauty of the surrounding landscape.
Flat in Marlboro

Cliff Top at Turtle Rock

4.97 out of 5 average rating, 456 reviews
Top guest favourite
A charming three-story house is set amidst well-kept gardens featuring colorful flower beds and neatly trimmed shrubs. A covered front porch is highlighted by decorative elements. A paved pathway leads to the welcoming front door, while trees provide a natural backdrop.
Flat in Northport

NORTHPORT APARTMENT: Private, Clean, Cozy

4.94 out of 5 average rating, 345 reviews
Top guest favourite
A charming white house features black shutters and a well-maintained garden adorned with vibrant pink azaleas. The front steps lead to a welcoming porch, surrounded by lush greenery. A lamp post stands in the front yard, adding to the inviting curb appeal.
Flat in Greenwich

Cozy Apartment in Greenwich CT

4.93 out of 5 average rating, 198 reviews
Top guest favourite
A spacious studio apartment features large windows allowing natural light to fill the room. A comfortable king size bed is positioned alongside a cozy seating area with a sofa and coffee table. A textured area rug covers the hardwood floor, adding warmth to the space.
Flat in Pawling

Quiet Studio Apartment in Pawling

5.0 out of 5 average rating, 152 reviews
Guest favourite
Flat in Norwalk

The Seasons Luxe Pad 1 Bedroom | Center of Norwalk

4.91 out of 5 average rating, 377 reviews
Guest favourite
A cozy living room features a large sectional sofa adorned with decorative pillows. A glass coffee table sits on a soft area rug, while a flat-screen TV is mounted on the wall. Two windows allow natural light to fill the space, enhancing its inviting atmosphere.
Flat in Port Chester

Sunny & Cozy Stay by Capitol Theatre/Downtown

4.98 out of 5 average rating, 131 reviews
Superhost
A bright living area features large windows, allowing natural light to fill the space. A comfortable gray sofa sits alongside a round coffee table and a cozy armchair. The open kitchen is equipped with modern appliances and sleek cabinetry, ideal for a relaxing stay.
Flat in New Haven

Luxurious 3BR Apartment w/ Parking & Gym

4.95 out of 5 average rating, 124 reviews
Top guest favourite
The bedroom features a queen bed with a colorful marine-themed bedding set. Light blue walls complement the natural wood flooring. Two windows allow ample natural light, with blinds for privacy. Decorative elements include beach-themed art, a nightstand, and a dresser.
Flat in Northport

Amazing one bdrm flat at the beach!

4.99 out of 5 average rating, 160 reviews

Private apartment rentals

Superhost
The living and dining area features a cozy leather couch, a circular dining table with four chairs, and large windows allowing natural light. Decorative leaf prints adorn the walls. A coffee table sits in the center of the space, creating a welcoming atmosphere.
Flat in Beacon

Newly Restored 2BR

4.86 out of 5 average rating, 723 reviews
Superhost
A bright living area features a glass coffee table atop a striped rug. A television is situated on a dark console, displaying decorative items. Soft sheer curtains frame a window, allowing natural light to filter into the space, while a potted plant adds a touch of greenery.
Flat in Stamford

Modern Luxe 1BR Apt in Downtown Stamford

4.86 out of 5 average rating, 176 reviews
Guest favourite
A studio space is highlighted by a colorful patterned bedspread covering a spacious bed. A comfortable gray sectional sofa offers seating, and a coffee table sits in front. A kitchen area with modern appliances is visible in the background, enhancing the functionality of the space.
Flat in Southbury

Suite Hill Studio

4.85 out of 5 average rating, 122 reviews
Superhost
Flat in Greenwich

Flex Comfort Apts of Greenwich #2

4.76 out of 5 average rating, 410 reviews
Guest favourite
A modern kitchen features white cabinetry and sleek stainless steel appliances. The spacious layout includes a large refrigerator, a built-in oven, and a dishwasher. Natural light enters through nearby windows, illuminating the stylish countertops and a decorative rug that adds warmth to the space.
Flat in Stamford

Luxurious 1BR Downtown Stamford

4.94 out of 5 average rating, 145 reviews
Top guest favourite
A bright and modern kitchen area features white cabinetry and stainless steel appliances. A large island is equipped with seating for three, while a cozy living space with two leather chairs is visible in the background. Natural light filters through multiple windows.
Flat in New Haven

The Winchester House at Science Park-Yale

5.0 out of 5 average rating, 204 reviews
Guest favourite
A serene view of a calm lake is captured, reflecting the scattered clouds above. Lush trees line the shore, creating a tranquil backdrop. The glassy water appears inviting, with gentle ripples enhancing the natural beauty of the scene.
Flat in Newtown

Spacious Lakeside Hideaway

4.92 out of 5 average rating, 36 reviews
Guest favourite
A comfortable living room is highlighted by a spacious sofa and a leather chair. A coffee table sits in front, with light streaming through large windows. A flat-screen TV stands on a modern stand, and a lamp adds soft illumination to the inviting space.
Flat in Danbury

Welcome to Hat City Danbury | A Suburban Retreat

4.81 out of 5 average rating, 81 reviews

Apartment rentals with a hot tub

Guest favourite
The log cabin is set amidst lush greenery and trees, featuring a sloped lawn that leads to the entrance. Solar panels adorn the roof, while diverse plant life and landscaping surround the home, creating a harmonious blend with nature.
Flat in Philipstown

Foxglove Farm

4.9 out of 5 average rating, 278 reviews
Top guest favourite
Two wooden Adirondack chairs are positioned on a grassy area, facing a serene landscape dotted with trees displaying autumn foliage. A small side table is set between the chairs, providing a space for refreshments. A shed is visible in the background among the greenery.
Flat in Newburgh

Countryside Couples Suite

4.95 out of 5 average rating, 288 reviews
Superhost
A modern seating area features two plush sofas arranged around a central ottoman. A flat-screen television is mounted on the wall opposite the seating. Large glass doors open to a view of the outdoors, allowing natural light to fill the space.
Flat in New Milford

Avi Triangle Island

4.74 out of 5 average rating, 74 reviews
Top guest favourite
Flat in Danbury

Lakeview Suite Pet friendly Hot Tub 4 Park Spots

5.0 out of 5 average rating, 28 reviews
Top guest favourite
The spacious living room features a light-toned sectional sofa complemented by a wooden coffee table. Natural light enters through a nearby window, illuminating the neutral décor. A decorative plant adds a touch of greenery, while a dining area is visible through an adjoining doorway.
Flat in Stamford

Cove Park Sunsets |Hot Tub/Fire Pit/BBQ/EV Charger

4.99 out of 5 average rating, 86 reviews
Superhost
Flat in Mount Vernon

Station Stop Stay

5.0 out of 5 average rating, 9 reviews
Guest favourite
A serene outdoor pool area is highlighted at dusk, featuring a large, heated gunite pool surrounded by lush greenery. Soft lighting around the pool and garden enhances the tranquil atmosphere. A covered seating area with chairs is visible beside the pool, providing a cozy retreat.
Flat in Weston

1BR Guest Apt. Suite /full bath, kitchen -Pool/Spa

5.0 out of 5 average rating, 7 reviewsA swimming pool is surrounded by a spacious wooden deck, featuring several lounge chairs and bright blue Adirondack chairs. Lush greenery and trees frame the area, providing a secluded and peaceful atmosphere.
Flat in Shelton

1st floor Apt. Your private resort, Family-sized!

4.68 out of 5 average rating, 342 reviews

Destinations to explore