Holiday Rentals in Connecticut

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Connecticut holiday rentals
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Best Holiday rentals and Airbnb offers in Connecticut

Best family friendly Connecticut holiday rentals

Among the 11702 accommodations in Connecticut, here are the 4 best family friendly rentals

The Little Villa - 2bed 1bath Private Suite - Connecticut
9.6 9 reviews
Connecticut
09/08 – 31/08
SG$455/nighttotal: SG$10010 (22 )

The Little Villa - 2bed 1bath Private Suite

2 4
house , Bristol
This Bristol property is conveniently located just 7km from Witch’s Dungeon Classic Movie Museum, 9km from Lake Compounce, and 19km from Central Connecticut State University, making it ideal for exploring the surrounding area. The property has received excellent ratings for cleanliness, location, and overall user experience.
This 2-bedroom house, offering 28 square metres of space, comfortably accommodates 6 guests. The house features a fully equipped kitchen, air conditioning, free Wi-Fi, parking, and a garden, perfect for relaxing after a day of exploring.
Rogers Lake House (87) · Ct College+beach+uscga - Connecticut
10 7 reviews
Connecticut
14/07 – 15/07
SG$709/nightfor 1 night

Rogers Lake House (87) · Ct College+beach+uscga

3 5
apartment , Lyme
This Old Lyme holiday home, near the sea and less than 1.1 km from Beckett Hill State Park, offers easy access to Rocky Neck State Park and Cockaponset State Forest (both within 9.7 km).
The 175 square metre property boasts four bedrooms, two bathrooms, sleeps six, includes a fully equipped kitchen, terrace, garden, parking, Wi-Fi, and an arcade/game room.
Apartment ∙ 1 Bedroom ∙ 2 Guests - Connecticut
Connecticut
28/07 – 30/07
SG$202/nighttotal: SG$404 (2 )

Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment , Manchester
This comfortable apartment is located in a quiet Manchester neighbourhood, conveniently close to Junction 63 of the I-84, offering easy access to East Hartford, Glastonbury, and other towns in Hartford County.
The one-bedroom flat, sleeping up to two guests, boasts a fully equipped kitchen including a stove, refrigerator, and coffee maker, plus air conditioning, parking, and Wi-Fi.
Cabin Love At The Lake - Connecticut
9.4 61 reviews
Connecticut
01/08 – 04/08
SG$627/nighttotal: SG$1881 (3 )

Cabin Love At The Lake

3 6
apartment , Coventry
This three-bedroom property is situated in Coventry Lake, a peaceful neighbourhood close to the University of Connecticut and a short drive from the Coventry Golf Course. The apartment has received excellent ratings for cleanliness and location, making it a great choice for travellers.
The property offers a spacious living area, perfect for families or groups of up to seven guests. A range of amenities are available, including a private fire pit, a garden, a jacuzzi, and a game room, ensuring a comfortable and enjoyable stay.

Top cities

Best pet friendly Connecticut holiday rentals

Among the 11702 accommodations in Connecticut, here are the 4 best pet friendly rentals

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home. - Connecticut
8.2 24 reviews
Connecticut
12/07 – 14/07
SG$264/nighttotal: SG$528 (2 )

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

2 4
apartment , New Haven
This New Haven waterfront flat boasts stunning lake views and is conveniently located 4km from Yale University, 4.3km from City Hall, and 6km from Tweed-New Haven Airport.
The 991 square metre property offers two bedrooms, one bathroom, sleeps seven guests, and includes a terrace, parking, and free Wi-Fi, alongside a well-equipped kitchen and modern amenities.
Criscaris Homes - Connecticut
9.0 9 reviews
Connecticut
25/07 – 30/07
SG$203/nighttotal: SG$1015 (5 )

Criscaris Homes

1 2
apartment , New Britain
This New Britain apartment, located 3.7 kilometres from Central Connecticut State University and within a 14.5 kilometre radius of attractions such as the Bushnell Center for the Performing Arts and the Wadsworth Atheneum Museum of Art, offers convenient access to local amenities. This self-catering flat boasts 11 square metres of floor space, sleeps seven guests, and includes a fully equipped kitchen, free Wi-Fi, in-unit laundry, and private parking.
Cheerful 5 Bed Residential House. - Connecticut
9.6 38 reviews
Connecticut
07/08 – 09/08
SG$871/nighttotal: SG$1742 (2 )

Cheerful 5 Bed Residential House.

5 10
apartment , Bridgeport
This four-bedroom house is located near the Bridgeport Downtown South Historic District, a 15-minute walk from both the historic district and the Hartford HealthCare Amphitheater. The property has received excellent user ratings, making it a popular choice for travellers.
The house is ideal for larger groups, comfortably accommodating up to eight guests. It comes with a fully equipped kitchen, a private yard, a terrace, and parking, ensuring a comfortable and enjoyable stay.
The Wadsworth Suite A2 - Connecticut
8.6 68 reviews
Connecticut
28/10 – 05/11
SG$148/nighttotal: SG$1184 (8 )

The Wadsworth Suite A2

1 2
apartment , Hartford
This one-bedroom flat is situated in the South Downtown district of Hartford, just a short walk from the Bushnell Center for Performing Arts and within a mile of the XL Center and Wadsworth Atheneum. It has received excellent ratings for location, cleanliness, and user experience.
The flat is modern and well-equipped, offering a comfortable stay with a fully equipped kitchen, a balcony with city views, a flat-screen TV with streaming services, complimentary Wi-Fi, and private parking.

Frequently asked questions about holiday rentals in Connecticut

  • What are the must-see sights in Connecticut, United States?

    Mystic Seaport Museum, a living history museum showcasing maritime life; Mark Twain House & Museum, the preserved home of the famous author; Yale University in New Haven, a stunning campus with historical buildings; and the charming coastal towns of Mystic and Essex are all popular choices.
  • What are the best Airbnb and vacation rentals in Connecticut?

    Whole Apartment - Private - Walk To Yale And Downtown, Windy Top Cottage ~ A Romantic "European" Getaway and Villa Signor are the most popular Airbnb and vacation rentals in Connecticut among travelers.

  • What hotel options are available in Connecticut?

    You can find luxury hotels overlooking a harbor, budget motels, study hotels in Yale, humble inns, as well as cozy bed and breakfasts in historic houses in Connecticut. We can help you find the right hotel for you in Connecticut in just seconds and at the best price.
  • Are there any unique natural phenomena in Connecticut, United States?

    While Connecticut doesn't have dramatic geological features like massive canyons, its coastline offers beautiful rocky shores and sandy beaches. The state also boasts numerous state parks with diverse ecosystems, including forests and wetlands. Talcott Mountain State Park offers stunning views from Heublein Tower.
  • What are the most popular Airbnbs in Connecticut?

  • Where is the best town to book a hotel in Connecticut?

    Although Stamford, Windsor Locks, and Groton are some of the more popular destinations for travelers visiting Connecticut, you may want to consider some of the smaller, more picturesque towns to visit. Connecticut is not a big state, so anywhere you find pleasant would make a good base. Perhaps consider Essex, Cornwall, Mystic, or Greenwich for somewhere picturesque and peaceful to stay. Of course, if you want somewhere bigger, you can always rub shoulders with the Ivy League crowd in New Haven or head to the state capital of Hartford.
  • What essentials should you bring along to Connecticut, United States?

    Comfortable walking shoes are a must, as are layers of clothing, as the weather can be changeable. Sunscreen and insect repellent are also advisable, especially during warmer months. Don't forget a reusable water bottle, as staying hydrated is important.
  • What are the best vacation rentals with a pool in Connecticut?

    Villa Signor, Charming Historic House In Downtown Mystic and Quiet 2 Bed Room Apt W/ Private Entrance are the best vacation rentals with a pool in Connecticut.

  • Where should you book a hotel for the International Festival of Arts and Ideas?

    The International Festival of Arts and Ideas takes place in New Haven, so you'll want to book your Connecticut hotel here. But make sure you book your hotel in advance.
  • What famous events or festivals are happening in Connecticut, United States?

    The annual Connecticut Renaissance Faire is a popular event, offering a taste of medieval times. Many towns and cities host smaller festivals throughout the year, often celebrating local produce or arts and crafts. Check local listings for specific dates and events.
  • What are the best rentals for families and kids in Connecticut?

  • What is there to do in Connecticut?

    For some history, head to Mystic Seaport, which is home to one of the United State's most prominent maritime museums. Also, don't miss the Yale University Museums, like the Yale Art Gallery or the Peabody Museum of Natural History. Animal lovers may want to come face-to-face with marine life in the Mystic Aquarium, while literature lovers will want to make a pilgrimage to the Mark Twain House and Museum. Of course, you can also just relax by the sea, drive through quaint and pretty villages and enjoy Connecticut life.
  • Where can you find the best restaurants serving local dishes in Connecticut, United States, and what are the must-try specialties?

    Many excellent restaurants across the state serve fresh, locally sourced seafood. Look for restaurants in coastal towns like Mystic and Stonington for the freshest catches. Steamed clams, lobster rolls, and New England clam chowder are must-try specialties.
  • What are the best rentals or Airbnbs with a jacuzzi in Connecticut?

    The best vacation rentals or Airbnb with a jacuzzi in Connecticut are Whole Apartment - Private - Walk To Yale And Downtown, Villa Signor and Spacious 2 Bedroom Apartment Close To Yale Bowl.

  • How can you get around in Connecticut?

    You can get around Connecticut by car easily, as the highways are easy to navigate and plentiful. You can travel by train if you are going along the coast, and there are also services between New Haven and Hartford. In addition, you can get a ferry from Long Island to Connecticut ports. There are also Greyhound buses and buses operated by other companies, like Peter Pan Bus lines.
  • What are some less-famous attractions in Connecticut, United States that are worth a visit?

    The Florence Griswold Museum in Old Lyme, showcasing American Impressionist art; the charming town of Litchfield, with its historic architecture and quaint shops; and hiking trails in the Litchfield Hills offer a more off-the-beaten-path experience.
  • What are the best activities for engaging with locals and understanding their culture in Connecticut, United States?

    Visiting local farmers' markets, attending community events in smaller towns, and striking up conversations with people in local pubs or cafes are great ways to connect with the local culture. Exploring the state's many historical sites can also provide insights into Connecticut's past.
  • What unique natural landscapes and terrain features can travellers explore in Connecticut, United States?

    Connecticut offers a variety of landscapes, from its rocky coastline and sandy beaches to rolling hills and forests in the Litchfield Hills. The state also has several rivers and lakes, perfect for kayaking or canoeing. The diverse terrain provides opportunities for hiking, biking, and other outdoor activities.
  • How many days are ideal for visiting Connecticut, United States, and what are some itinerary suggestions?

    A long weekend (3-4 days) allows for a taste of Connecticut's highlights, focusing on a specific region like the coast or the Litchfield Hills. A week-long trip offers more time to explore different areas and engage in more activities. Possible itineraries could focus on coastal exploration, a historical tour, or a nature-focused trip.

Nearby regions

Best Connecticut holiday rentals with a pool

Among the 11702 accommodations in Connecticut, here are the 4 best rentals with a pool

Litchfield Modern Farmhouse - Connecticut
9.1 6 reviews
Connecticut
28/10 – 05/11
SG$358/nighttotal: SG$2864 (8 )

Litchfield Modern Farmhouse

2 2
house , Litchfield
This modern farmhouse is located in Litchfield, just 16km from the Abbey of Regina Laudis and 18km from the Flanders Nature Center, offering a peaceful retreat in a picturesque setting. The property has received very good user and location ratings, and an excellent cleanliness rating.
The 139 square metre property has two bedrooms and two bathrooms, comfortably accommodating up to seven guests. The house features a well-equipped kitchen, a terrace, a garden, a swimming pool, and parking, providing everything you need for a relaxing and enjoyable stay.
Luxury Estate Near Nyc Pool, Privacy, Sleeps 10 - Connecticut
Connecticut
17/07 – 23/07
SG$2782/nighttotal: SG$16692 (6 )

Luxury Estate Near Nyc Pool, Privacy, Sleeps 10

4 2
house , Redding
This detached house in Redding is situated 16 kilometres from the Russian Railway Museum and 24 kilometres from Richter Park Golf Course.
This spacious property offers 372 square metres of living space with four bedrooms and five bathrooms, accommodating up to 15 guests with amenities including a private swimming pool, Wi-Fi, air conditioning, and a fully equipped kitchen.
Seashore Getaway - Ct Shoreline - Connecticut
9.8 100 reviews
Connecticut
25/07 – 26/07
SG$381/nightfor 1 night

Seashore Getaway - Ct Shoreline

1 2
apartment , Old Saybrook
This one-bedroom apartment is located in Old Saybrook, just a short walk from the beach and within easy reach of the train station. It has received excellent ratings for location, cleanliness, and overall user experience.
The apartment has two bathrooms and can comfortably accommodate two guests. It boasts a range of amenities including a swimming pool, fitness centre, and garden, providing plenty of opportunities for relaxation and recreation.
Landing In Downtown Hartford Near Dunkin' Park - Connecticut
Connecticut
28/10 – 05/11
SG$202/nighttotal: SG$1616 (8 )

Landing In Downtown Hartford Near Dunkin' Park

1 2
apartment , Hartford
This flat is located in the Downtown Hartford district, within a 10-minute walk of Hartford Stage, Constitution Plaza, and Dunkin' Donuts Park, with Hartford Union Station a 13-minute walk away.
Guests can enjoy an outdoor swimming pool and an on-site fitness centre, with free WiFi in public areas and complimentary self-parking available.

Best Connecticut holiday rentals with parking

Relaxing 3-bedroom Apartment In New Haven - Connecticut
8.0 1 review
Connecticut
27/06 – 28/06
SG$459/nightfor 1 night

Relaxing 3-bedroom Apartment In New Haven

3 2
apartment , New Haven
This three-bedroom flat is located in New Haven, directly opposite a park, and within 1.5 kilometres of the Knights of Columbus Museum and the Shoreline Trolley Museum.
This accommodation offers parking, Wi-Fi, air conditioning, and a kitchen equipped with a fridge and microwave, comfortably sleeping up to six guests with three queen beds.
56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests - Connecticut
Connecticut
10/07 – 09/08
SG$129/nighttotal: SG$3870 (30 )

56 M² Apartment ∙ 1 Bedroom ∙ 2 Guests

1 2
apartment , New Haven
Book this vacation rental for up to 2 guests. Your accommodation will be located in New Haven.
Facilities and services: free parking, an iron and a freeze. Take advantage of the terrace in this apartment in New Haven.
West Hartford Center Apartment - Connecticut
9.6 36 reviews
Connecticut
27/06 – 04/07
SG$218/nighttotal: SG$1526 (7 )

West Hartford Center Apartment

1 2
apartment , West Hartford
This one-bedroom flat is conveniently located in West Hartford, just a short walk from the bustling Blue Back Square and the West Hartford Center, offering easy access to shops, restaurants, and entertainment. This property has received excellent reviews from previous guests.
The flat can accommodate up to two guests and features a fully equipped kitchen, a private balcony, and a large smart TV for entertainment. Guests can enjoy the convenience of on-site parking, laundry facilities, and high-speed internet, as well as the added benefit of being pet-friendly.
Renovated 2 Bedroom Entire Apartment W/parking - Connecticut
10 2 reviews
Connecticut
15/07 – 18/07
SG$309/nighttotal: SG$927 (3 )

Renovated 2 Bedroom Entire Apartment W/parking

2 2
apartment , Ansonia
This Ansonia apartment is conveniently located near Osborndale State Park (1.4 km) and the Housatonic River (4.3 km), with Indian Well State Park also within a 9.7 km radius.
This two-bedroom, one-bathroom flat sleeps four guests and offers a fully equipped kitchen, on-site parking, and amenities including a TV and coffee maker, perfect for exploring Ansonia's natural attractions.
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