Holiday Rentals in Connecticut

17164 available vacation rental offers

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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

Apartment ∙ 1 Bedroom ∙ 2 Guests - Connecticut
No reviews

Apartment ∙ 1 Bedroom ∙ 2 Guests

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.
Beautiful Newly Created 2br Apt In Great Dupont Location - Connecticut
9.8 165 reviews

Beautiful Newly Created 2br Apt In Great Dupont Location

apartment, Washington, D.C.
This smoke-free apartment is located in Northwest Washington, D.C., less than a mile from Embassy Row and the Smithsonian Institution, making it a great base for exploring the city's cultural attractions. It has received excellent ratings for location, cleanliness and overall user experience.
The apartment offers two bedrooms and a sofa bed, providing ample space for a family or group of friends, with a total floor area of 84 square metres. Guests can enjoy a range of amenities including a swimming pool, tennis court, fitness centre, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
Sojourn In Dupont Circle: Modern Meets Historic - Connecticut
10 8 reviews

Sojourn In Dupont Circle: Modern Meets Historic

apartment, Washington, D.C.
This Northwest Washington, D.C. apartment is situated less than 1.6km from Embassy Row and the Smithsonian Institution, offering easy access to Dupont Circle station (5-minute walk) and proximity to major attractions.
The 65 square metre flat features two bedrooms, one bathroom, a sofa bed accommodating up to six guests, a fully equipped kitchen, private balcony, and free Wi-Fi.
Apartment ∙ 1 Bedroom ∙ 2 Guests - Connecticut
No reviews

Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment, Manchester
This cosy one-bedroom flat 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 self-contained apartment sleeps two guests and features a fully equipped kitchen with cooking stove, refrigerator, and coffee maker, plus a queen-sized bed, air conditioning, and laundry facilities nearby; it provides a peaceful retreat close to Manchester's amenities.

Top cities

Best pet friendly Connecticut holiday rentals

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

Come And Enjoy The Bury's Of Ct! - Connecticut
9.9 106 reviews

Come And Enjoy The Bury's Of Ct!

apartment, Waterbury
This Waterbury-area property, ideally located near Litchfield and Long Island Sound (distances to be specified), offers a spacious two-bedroom house perfect for families or groups of up to five.
The self-catering holiday home boasts a half-acre garden, BBQ, fire pit, and ample parking, complemented by a well-equipped kitchen, comfortable living room, and private access.
New Coastal Cottage 2 Miles To Beach + Lake Access - Connecticut
10 23 reviews

New Coastal Cottage 2 Miles To Beach + Lake Access

apartment, Clinton
This newly refurbished flat is located 3.2 kilometres from Hammonassett Beach and downtown Madison, and a short walk to Boulder Lake Beach, also offering proximity to downtown Clinton.
This two-bedroom flat accommodates up to six guests and features air conditioning, a kitchen, Wi-Fi, a screened-in porch with outdoor dining, and a fire pit for evening relaxation.
Guesthouse Farm Stay - Connecticut
10 342 reviews

Guesthouse Farm Stay

house, Portland
This studio apartment is situated on a 12-acre working farm in Portland, Connecticut, just a short drive from Middletown, Glastonbury, and Wesleyan University.
The self-catering studio, housed in a beautifully restored 1800s barn, offers a unique blend of modern comfort and historic charm, with an open plan layout accommodating up to four guests and featuring a private back deck overlooking pastures.
Lakefront Connecticut Retreat Near Uconn - Connecticut
9.8 4 reviews

Lakefront Connecticut Retreat Near Uconn

house, Coventry
This Coventry lakefront property is situated 4.5km from the University of Connecticut, offering tranquil views and easy access to local attractions.
The 130 square metre house sleeps seven guests, boasting two bedrooms, two bathrooms, a fully equipped kitchen with dishwasher, free Wi-Fi, and 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 17164 accommodations in Connecticut, here are the 4 best rentals with a pool

Guilford Carriage House At Granite Lodge! - Connecticut
9.8 59 reviews

Guilford Carriage House At Granite Lodge!

cottage, Guilford
This Guilford cottage, situated on a 4.5-acre plot near Jacobs Beach and a short drive (approximately 16km) from New Haven and Yale University, offers a secluded yet convenient location for exploring the area.
The one-bedroom, one-bathroom property sleeps four guests and features a newly updated interior with stainless steel appliances, a clawfoot bath, in-unit laundry, a fire pit, and access to a shared seasonal swimming pool (Memorial Day to Labour Day); free Wi-Fi is also available.
2 Bedroom Furnished Apartment Near National Museum - Connecticut
No reviews

2 Bedroom Furnished Apartment Near National Museum

apartment, Washington, D.C.
This Washington D.C. flat offers exceptional proximity to the National Mall, a 7-minute walk away, and is 0.6 kilometres from the National Gallery of Art, placing you within walking distance of the Walter E. Washington Convention Centre and various Smithsonian museums.
This 102 square metre residence provides two bedrooms, two bathrooms, and accommodation for up to nine guests, featuring a fully equipped kitchen, air conditioning, complimentary WiFi, and access to an indoor heated swimming pool and on-site fitness centre.
Montville Retreat Near Mohegan Sun: 2-home Bundle! - Connecticut
No reviews

Montville Retreat Near Mohegan Sun: 2-home Bundle!

house, Montville
This detached house in Oakdale, Montville, is located 27 kilometres from Mystic Seaport and is conveniently situated near Mohegan Sun.
This property offers a 2-home bundle for up to 11 guests, featuring 142 square meters of floor area, two bedrooms, two bathrooms, a private swimming pool, hot tub, and a fully equipped kitchen.
Luxury 75ft Yacht With Captain, Flybridge With Bar, 4 Ensuite Staterooms. - Connecticut
No reviews

Luxury 75ft Yacht With Captain, Flybridge With Bar, 4 Ensuite Staterooms.

houseboat, Clinton
This houseboat is situated in Clinton, Connecticut, offering convenient access to RJ Julia Booksellers, located just 300 meters away, and is within easy reach of Clinton Crossing Premium Outlets and Clinton Plaza Shopping Center.
This four-bedroom, four-bathroom vessel accommodates up to eight guests, featuring a king bed, queen bed, and two twin beds, complete with air conditioning and internet, and boasts a flybridge bar and aft deck dining area for enjoying panoramic views.

Best Connecticut holiday rentals with parking

Roxbury Cabin Retreat - Connecticut
9.9 36 reviews

Roxbury Cabin Retreat

cabin, Roxbury
This Roxbury, Connecticut cottage is situated on a secluded 10-acre woodland plot, accessible via a private gravel road offering peace and quiet yet within easy driving distance of Roxbury town centre.
The two-bedroom, two-bathroom lodge sleeps four guests and boasts a fully equipped kitchen, internet access, ample parking, and a spacious porch overlooking the private woodland, perfect for wildlife viewing and hiking on nearby trails.
Nature's Nest - Woodland Retreat - Fireplace - Quiet And Cozy - Connecticut
10 4 reviews

Nature's Nest - Woodland Retreat - Fireplace - Quiet And Cozy

house, Bethlehem
This Bethlehem holiday home, located near the Abbey of Regina Laudis (3.4km) and Flanders Nature Centre (4.7km), offers a peaceful woodland retreat.
The 171 square metre property boasts one bedroom, two bathrooms, sleeps thirteen guests, and includes a fully equipped kitchen, spa, terrace, garden, free Wi-Fi, parking, and outdoor play equipment.
The Chelsea - King 1br In Rosslyn With Queen Sleeper, Free Parking & Metro Access - Connecticut
10 3 reviews

The Chelsea - King 1br In Rosslyn With Queen Sleeper, Free Parking & Metro Access

apartment, Arlington
This Arlington flat offers excellent access to key memorials, with the US Marine Corps War Memorial an 8-minute walk away and the Women in Military Service for America Memorial and Arlington House within 2 kilometres.
This 75 square metre, air-conditioned one-bedroom flat accommodates up to six guests and features a fully equipped kitchen, complimentary WiFi, a fitness centre, and private parking, alongside a sun terrace with an outdoor dining area and fireplace.
Waterfront! Charming 4br Cottage On The Niantic River! - Connecticut
9.6 73 reviews

Waterfront! Charming 4br Cottage On The Niantic River!

cottage, Waterford
This charming cottage is situated on the banks of the Niantic River, just 15 kilometres from Ocean Beach Park, Harkness Park, and the Niantic Boardwalk. It boasts excellent user ratings and offers a peaceful retreat for families and groups. The cottage spans 135 square metres and comfortably accommodates up to eight guests in its four bedrooms and two bathrooms. The property is equipped with a range of amenities, including a fully equipped kitchen, air conditioning, a jacuzzi, a terrace, a garden, a spa, and parking. Guests can enjoy swimming, kayaking, and fishing right from the backyard, or explore the nearby Ferry Landing State Park and Haley Farm State Park.
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