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 17164 accommodations in Connecticut, here are the 4 best family friendly rentals

#23 *Comfort & Luxury* 3 Br/2 Ba House - Connecticut
No reviews

#23 *Comfort & Luxury* 3 Br/2 Ba House

house, Southington
This renovated cape-style property in Southington offers excellent access to I-84 and is a short drive from downtown Southington and Plantsville, with Mount Southington Ski Area and Southington Country Club Golf Course approximately 1.6 kilometres away.
This family-friendly house accommodates up to six guests with three bedrooms and two bathrooms, featuring a fully equipped kitchen, central air conditioning, a 55-inch Smart TV, and private garden access, ideal for a comfortable stay in Southington.
Besttown, Estate! Zoom In Map, 1.5 Hrs Nyc Pool - Connecticut
9.7 36 reviews

Besttown, Estate! Zoom In Map, 1.5 Hrs Nyc Pool

apartment, Washington
This Washington estate, situated in the historic district, is a two-hour drive from New York City, offering convenient access to the state's attractions.
This 1486-square-metre property boasts eight bedrooms sleeping sixteen guests, a heated 15-metre pool, tennis court, and extensive grounds including a basketball court, BBQs, and a swing set, alongside luxurious indoor amenities such as a gourmet kitchen, movie room, and wine cellar.
Spacious Living, Fully Equipped Kitchen, Free Parking - Charming Cozy Escape - Connecticut
No reviews

Spacious Living, Fully Equipped Kitchen, Free Parking - Charming Cozy Escape

apartment, Manchester
This one-bedroom flat is located in a quiet district near Manchester, Connecticut, offering straightforward access to East Hartford and Glastonbury, approximately 8 kilometres away, with convenient proximity to I-84.
This family-friendly apartment accommodates two guests, featuring a fully-equipped kitchen with a fridge and microwave, air conditioning, internet, and on-site parking, with a fitness centre available for use.
Cozy 2-bedroom Vacation Home《 Free Wifi & Parking 》New London, Connecticut, Usa - Connecticut
8.0 26 reviews

Cozy 2-bedroom Vacation Home《 Free Wifi & Parking 》New London, Connecticut, Usa

apartment, New London
This centrally located New London flat offers waterfront access and is a short drive from Foxwoods Resort Casino (approximately 32 kilometres), Mohegan Sun Casino (approximately 24 kilometres), and Mystic Aquarium (approximately 16 kilometres), situated within a historic district featuring 16th and 17th-century architecture.
This family-friendly accommodation for six has two bedrooms, a full kitchen, and a spacious garden with an outdoor dining area, alongside three dedicated workspaces with high-speed Gigabit Wi-Fi, and is conveniently near ferry services to Block Island and Long Island.

Top cities

Best pet friendly Connecticut holiday rentals

Among the 17164 accommodations in Connecticut, here are the 4 best pet friendly rentals

Ranch Style Living At Its Best With Country Garden & Patio! - Connecticut
9.2 22 reviews

Ranch Style Living At Its Best With Country Garden & Patio!

apartment, North Haven
This charming ranch-style property is located in North Haven, Connecticut, just a short drive from both New Haven Harbour and Quinnipiac River State Park. The farm has received excellent user ratings and is a popular choice for families and groups.
The property has three bedrooms and one bathroom, comfortably accommodating up to four guests. The farm offers a range of amenities including a spacious backyard, a country garden, a well-equipped kitchen with modern appliances, a washer and dryer, and a kayak and bike for exploring the local area.
Modern Westville Home Near Yale And Hospitals - Connecticut
9.4 25 reviews

Modern Westville Home Near Yale And Hospitals

apartment, New Haven
This Westville flat is conveniently located near Yale University and Yale New Haven Hospital, offering easy access to local amenities such as Camacho Garage and shopping centres including West Rock Plaza.
The two-bedroom, one-bathroom apartment sleeps four guests and features a modern kitchen with granite countertops and stainless steel appliances, free onsite parking, and is pet-friendly.
The Cozy Creamery - Connecticut
No reviews

The Cozy Creamery

apartment, Plainville
This duplex conversion of the 1800s Plainville Creamery is situated on a quiet street in Plainville, Connecticut, within Hartford County, offering direct access to major routes including the 10, I-84, Route 372, and Routes 9.
The "Cozy Creamery" unit accommodates up to three guests with two bedrooms and one bathroom, featuring air conditioning, a dishwasher, a microwave, a fridge, and a large back deck with New England scenery, all within approximately 1.6 kilometres of local amenities.
Beautiful Bunker Hill Home With Gym And Yard! - Connecticut
No reviews

Beautiful Bunker Hill Home With Gym And Yard!

apartment, Waterbury
This two-bedroom flat is located in Waterbury, just 0.6 kilometres from Bunker Hill, offering convenient access to local attractions.
This 1100 square meter apartment accommodates up to seven guests, featuring separate living, dining, and family rooms, a fully equipped kitchen, air conditioning, a terrace, balcony, garden, and private on-site parking, with access to a shared gym and yard.

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 17164 accommodations in Connecticut, here are the 4 best rentals with a pool

Sunny Days W/ Lakeview, Seasonal Pool, Hot Tub, Close To Dining, Shopping, Town - Connecticut
10 26 reviews

Sunny Days W/ Lakeview, Seasonal Pool, Hot Tub, Close To Dining, Shopping, Town

apartment, Newtown
This charming house is located in Newtown, Connecticut, just 5 kilometres from Lake Zoar and within a 10-kilometre radius of Bethel Plaza Shopping Center and Bethel Village Square Shopping Center. Guests have consistently rated this property as excellent, highlighting its comfortable and convenient features.
The house spans 465 square metres and comfortably accommodates up to 12 guests, making it ideal for large families or groups. Guests can enjoy a range of amenities, including a swimming pool, jacuzzi, fitness centre, and a private garden, ensuring a relaxing and enjoyable stay.
Waterfront Oasis 4 Bdr House In Old Saybrook Direct Waterfront Amazing Sunsets - Connecticut
10 7 reviews

Waterfront Oasis 4 Bdr House In Old Saybrook Direct Waterfront Amazing Sunsets

apartment, Old Saybrook
This Old Saybrook holiday home is situated less than 1 kilometre from Harvey's Beach and within a short drive of the General William Hart House and Katharine Hepburn Cultural Arts Center.
The four-bedroom property sleeps eight guests and boasts a fully equipped kitchen, patio, free Wi-Fi, and parking, offering easy access to local attractions such as the Saybrook Country Barn (approximately 4.7 km away).
Akasa Ocean Front Oasis- Seasonal Pool, Grill - Connecticut
10 15 reviews

Akasa Ocean Front Oasis- Seasonal Pool, Grill

apartment, Stratford
This luxurious Stratford apartment, located in the Lordship neighbourhood, offers direct beach access and is close to attractions such as the National Helicopter Museum and Beardsley Zoo.
The 702-square-metre property boasts four bedrooms, five bathrooms, a private pool with ocean views, and can comfortably accommodate ten guests, along with amenities including a fully equipped kitchen, air conditioning, and parking.
Riverfront Cottage W/ Heated Pool, Hot Tub & Fireplace, 35 Min To Nyc - Connecticut
10 12 reviews

Riverfront Cottage W/ Heated Pool, Hot Tub & Fireplace, 35 Min To Nyc

cottage, Greenwich
This cottage in Greenwich is situated a mere 6-minute drive from the Capitol Theatre and Greenwich Avenue, offering convenient access to local attractions.
This property provides a well-equipped kitchen, air conditioning, Wi-Fi, a swimming pool, hot tub, and a garden, alongside on-site parking for your comfort and convenience.

Best Connecticut holiday rentals with parking

Chic Coastal Retreat: Modern Apt Steps From Beach - Connecticut
9.8 219 reviews

Chic Coastal Retreat: Modern Apt Steps From Beach

house, Milford
This modern apartment is located in Milford, just a short walk from the beach and Silver Sands State Park. It boasts excellent ratings for location, cleanliness, and user experience, making it an ideal choice for travellers.
The apartment features two bedrooms and one bathroom, comfortably accommodating up to five guests. It comes equipped with a range of amenities, including a fully equipped kitchen, laundry facilities, and a private backyard with a BBQ grill, perfect for relaxing and enjoying the outdoors.
Spacious Oceanview Villa  Sleeps 22  8br - Connecticut
9.9 72 reviews

Spacious Oceanview Villa Sleeps 22 8br

house, New London
This superb eight-bedroom New London shorefront property, a short 6.4km drive from Ocean Beach Park, boasts stunning 250-degree water views.
The 4-bathroom house sleeps up to 16 guests, offering a fully equipped kitchen, swimming pool, garden, parking, and pet-friendly accommodation (up to two dogs, fee applies); nearby casinos host winter events.
Private Apt In Middletown-wesleyan 101 - Connecticut
No reviews

Private Apt In Middletown-wesleyan 101

apartment, Middletown
This two-bedroom flat is centrally located in Middletown, a mere 500 meters from Wesleyan University, offering convenient access to local shops and restaurants.
This pet-friendly property accommodates up to five guests, featuring a fully equipped kitchen, air conditioning, a washer/dryer in the loft, and parking, making it suitable for both short and extended stays.
3 Acre Forest, 2 King Beds, Fireplace, Bbq & More - Connecticut
9.9 136 reviews

3 Acre Forest, 2 King Beds, Fireplace, Bbq & More

apartment, Seymour
This detached house in Seymour offers a secluded woodland setting on over 1.2 hectares, just 160 metres from RT34, placing it 160 metres from the Housatonic River and 1 kilometre from Lake Zoar.
This pet-friendly accommodation for six features three bedrooms with dedicated workspaces, a fully equipped kitchen with a large fridge and freezer, air conditioning, high-speed internet, and outdoor amenities including a fire pit and BBQ grill.
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