Connecticut holiday rentals: compare the best deals
9.8 66 reviews
Connecticut
07/18 – 07/21
HK$2779/nighttotal: HK$8337 (3 )
Family-friendly Lakeside Cottage
1 6
house , East Hampton
This lakeside cottage, near Middletown, Connecticut, offers easy access to St. Clements Castle & Marina (16km) and is approximately 32km from Hartford. Sleeping up to six guests, this newly renovated property boasts two king-size bedrooms, a pull-out sofa bed, a fully equipped kitchen with dishwasher, and a private rock patio with barbecue; kayaks and paddleboards are available for guest use.
9.8 60 reviews
Connecticut
08/09 – 08/31
HK$2454/nighttotal: HK$53988 (22 )
1st Floor The Inn At Highland Lake
1 4
apartment , Winchester
This Winchester apartment, situated near Highland Lake, offers direct waterfront access with a private dock and is a short distance from Winchester city centre. The first-floor flat sleeps four guests comfortably, boasting a fully equipped kitchen, private grill, porch seating, and complimentary use of paddleboats and kayaks, alongside shared laundry facilities and off-street parking.
10 8 reviews
Connecticut
06/30 – 07/28
HK$803/nighttotal: HK$22484 (28 )
Country Charm On Quiet Culdesac
1 2
apartment , New Haven
This New Haven apartment, ideally situated for exploring Yale University and the city's hospitals, offers convenient access to local amenities. The two-bedroom, one-bathroom flat sleeps four guests and includes an eat-in kitchen, in-unit laundry, air conditioning, Wi-Fi, and a rare large, fenced yard.
10 170 reviews
Connecticut
07/02 – 07/06
HK$1701/nighttotal: HK$6804 (4 )
Your Ct Pizza Palace Awaits! - Full Apartment
1 2
apartment , New Haven
This New Haven apartment is located in the city's apizza district, minutes (distance unspecified) from several well-regarded pizzerias. The two-bedroom, one-bathroom flat sleeps four guests and offers free off-street parking, a fully equipped kitchen, and air conditioning; guests have private access to the entire property.
9.9 77 reviews
Connecticut
06/25 – 06/28
HK$1708/nighttotal: HK$5124 (3 )
Mod-chic 1 Bedroom With Free Parking & Wifi
1 2
apartment , Hartford
This modern flat is located in downtown Hartford, close to trendy restaurants, cafes, shops, and some of the city's most famous landmarks. The apartment receives excellent ratings for cleanliness and location, and very good ratings overall. The one-bedroom flat can accommodate up to two guests and features a modern design with an open kitchen. Guests can enjoy a range of amenities, including a fully equipped kitchen, on-site parking, laundry facilities, access to a gym, and complimentary snacks and toiletries.
8.0 8 reviews
Connecticut
06/27 – 07/04
HK$1586/nighttotal: HK$11102 (7 )
Cozy Science Park Hub Near Yale W/ Free Parking
1 2
apartment , New Haven
This Dixwell home, situated less than 1.6km from the Peabody Museum of Natural History and Yale University, offers easy access to New Haven's cultural attractions, including the New Haven Museum and Woolsey Hall, all within a 15-minute radius. The two-bedroom, one-bathroom property sleeps four guests and features a fully equipped kitchen, in-unit laundry, Netflix, free Wi-Fi in public areas, and parking, making it ideal for a comfortable New Haven stay.
9.5 422 reviews
Connecticut
08/21 – 08/23
HK$1907/nighttotal: HK$3814 (2 )
Stocked Home Close To Yale, In Heart Of New Haven
3 3
apartment , New Haven
This house is located in Mill River, a short walk from both Connecticut Children's Museum and Yale University, with Wooster Square and New Haven Green within a 15-minute reach. This property has received excellent ratings for location, cleanliness, and overall user experience. The house offers three bedrooms, providing ample space for families or groups of friends. It comes with free WiFi, a sofa bed, a fully equipped kitchen and parking, ensuring a comfortable and convenient stay.
9.9 546 reviews
Connecticut
10/28 – 11/05
HK$1455/nighttotal: HK$11640 (8 )
Flamig Farm Staycation
2 2
gîte , Simsbury
This charming farmhouse cottage is located in rural West Simsbury, Connecticut, just a short drive from the town centre and within easy reach of the Farmington River and the Simsbury Farms. The cottage has received excellent ratings for location, cleanliness and user experience. The cottage has one bathroom and can accommodate up to five guests. It offers a range of amenities, including a fully equipped kitchen, a private balcony, and access to a petting zoo. Guests can also enjoy farm-fresh provisions, participate in daily farm life, and relax in the peaceful countryside setting.
7.0 2 reviews
Connecticut
06/25 – 06/28
HK$2169/nighttotal: HK$6507 (3 )
Hidden And Comfortable Home Away From Home
1 2
house , Manchester
This Manchester residence offers a comfortable stay with its fully equipped kitchen, including a dishwasher and oven, complimentary high-speed WiFi, and a washing machine, all within a 13-14 kilometre radius of key attractions such as the Wadsworth Atheneum, XL Center, and Bushnell Center for Performing Arts. This 102 square metre dwelling accommodates up to 11 guests, boasting a private entrance, air conditioning, and a family-friendly environment where pets are welcome, situated 29 kilometres from Bradley International Airport.
9.2 7 reviews
Connecticut
07/15 – 07/22
HK$2008/nighttotal: HK$14056 (7 )
Spacious 3-bedroom Unit In Prime New Haven Locationa Perfect Place To Call Home
3 6
apartment , New Haven
This 3-bedroom flat is located in New Haven's West River district, offering convenient access to cultural sites such as Woolsey Hall and the Shubert Theatre, with local shops, restaurants, and transport links within easy reach. This accommodation, suitable for up to 6 guests, features a microwave oven, internet, and on-site parking, providing a secure environment with bright, spacious rooms and an open-plan living and dining area for relaxation and entertainment.
9.6 154 reviews
Connecticut
07/19 – 08/19
HK$1307/nighttotal: HK$40517 (31 )
Lovely 2br Apartment By Wooster Square- Great Neighborhood
2 1
apartment , New Haven
This two-bedroom flat is located in New Haven's Wooster Square neighbourhood, just a short distance from Yale University and the Yale Bowl, offering a peaceful setting close to the city's attractions. The property has received excellent ratings for location, cleanliness, and overall experience. The flat can comfortably accommodate four guests and features a well-equipped kitchen, a private balcony, and a garden. Enjoy free Wi-Fi, air conditioning, and parking, making this a convenient and comfortable base for exploring New Haven.
Connecticut
08/07 – 08/09
HK$6254/nighttotal: HK$12508 (2 )
Historic Home 3 Miles To Middletown Main Street
6 10
house , Middletown
This historic dwelling in Middletown is situated 3 kilometres from Main Street, 3.4 kilometres from Wesleyan University and 24 kilometres from the Goodspeed Opera House. The property offers 545 square metres of living space with 6 bedrooms, 3 bathrooms, and can accommodate up to 23 guests, featuring a fully equipped kitchen, air conditioning, internet, and private parking.
Best family friendly Connecticut holiday rentals
Among the 11702 accommodations in Connecticut, here are the 4 best family friendly rentals
Connecticut
06/27 – 07/04
HK$2436/nighttotal: HK$17052 (7 )
Easton Townhouse With Pool And Hot Tub
2 2
house , Easton
This Easton townhouse is located in Weston, offering a garden setting with convenient on-site amenities. This 177 square meter property accommodates up to 6 guests across 2 bedrooms and 2 bathrooms, featuring a private outdoor swimming pool, hot tub, on-site parking, and free WiFi.
9.9 145 reviews
Connecticut
07/17 – 07/24
HK$1345/nighttotal: HK$9415 (7 )
Retreat In New Haven By Stephanie And Damian
1 2
apartment , New Haven
This ground-floor flat is located in Westville, a short walk from Yale's football stadium, Westville Bowl, and the bustling downtown area with its cafes, restaurants, and art studios. The apartment has received excellent ratings for cleanliness, location, and overall user experience. The flat can comfortably accommodate two guests in its one bedroom and one bathroom. Amenities include a fully-equipped kitchen, a modern bathroom, a cosy living space with a large flatscreen TV, and free access to various streaming services.
9.8 220 reviews
Connecticut
10/28 – 11/05
HK$1696/nighttotal: HK$13568 (8 )
Lakefront - King - W&d - Petsok - Kayaks - Sups
3 2
cabin , Coventry
This lakefront lodge is located in Coventry, Connecticut, just a short drive from UCONN, Hartford, and a range of attractions. The property has consistently received excellent ratings for its cleanliness, location, and overall experience. The cottage offers 3 bedrooms and 1 bathroom, spanning 90 square metres, comfortably accommodating up to 6 guests. Enjoy a host of amenities, including access to a private beach, kayaks and paddleboards, a fully equipped kitchen, a fire pit, and a range of entertainment options.
8.0 59 reviews
Connecticut
06/30 – 07/28
HK$1418/nighttotal: HK$39704 (28 )
Two Families, Up And Down Stairs, The 2nd Floor Is The Vrbos Apartment
3 2
apartment , New Britain
This New Britain apartment is situated in a peaceful and safe neighbourhood, just a short distance from Central Connecticut State University (CCSU) and local amenities. The apartment has received very good ratings for location, cleanliness and overall user experience. The property has three bedrooms and a bathroom, along with a living area, full kitchen and dining room. It includes amenities such as air conditioning, parking, internet and a microwave.
Top cities
Best pet friendly Connecticut holiday rentals
Among the 11702 accommodations in Connecticut, here are the 4 best pet friendly rentals
9.8 156 reviews
Connecticut
10/28 – 11/05
HK$1792/nighttotal: HK$14336 (8 )
Steps To The Beach, Cozy Year Round Cottage Pet Friendly
2 2
apartment , Old Saybrook
This family-friendly holiday home is situated in Old Saybrook, just 3.2 kilometres from the Katharine Hepburn Cultural Arts Center and Saybrook Country Barn, offering a convenient base for exploring the town's cultural attractions. The property consistently receives excellent ratings for its cleanliness, location, and overall user experience. The home provides comfortable accommodation for up to four guests, with one bedroom and bathroom, spanning 66 square metres. Enjoy a range of amenities including a fully equipped kitchen, a relaxing spa, a private garden, and a patio where you can unwind after a day of exploring the nearby beaches and attractions.
8.0 2 reviews
Connecticut
07/03 – 07/05
HK$1836/nighttotal: HK$3672 (2 )
Studio City Stay In The Heart Of Downtown New Haven, Commutable And Walkable To Yale And Yale Hospital.
1 2
studio , New Haven
This New Haven studio apartment is situated in the Dwight neighbourhood, offering convenient access to Yale University Art Gallery (approximately 640 metres on foot) and the New Haven Green (around 800 metres on foot), with East Rock Park a short 4-minute drive away. This pet-friendly apartment accommodates up to three guests and includes air conditioning, Wi-Fi, and a hairdryer, with a 11:00 check-out time.
8.5 8 reviews
Connecticut
08/16 – 08/20
HK$2203/nighttotal: HK$8812 (4 )
Connecticut Retreat Steps To Historic Downtown!
2 4
house , Morris
This house is located in Litchfield, Connecticut, just 11km from the Abbey of Regina Laudis and 12.5km from the Flanders Nature Center. The property enjoys a peaceful setting in a picturesque town known for its charming shops, restaurants, and historical attractions. The house has received excellent ratings for cleanliness and user experience, and the location is rated as good. This two-bedroom property spans 88 square metres and comfortably accommodates up to four guests. Guests can enjoy modern amenities, including air conditioning, free Wi-Fi, a fully equipped kitchen, and a washing machine. The house is also conveniently located for exploring the surrounding area, with attractions like the Witch's Dungeon Classic Movie Museum and Lake Compounce within easy reach.
9.9 120 reviews
Connecticut
08/09 – 08/31
HK$2071/nighttotal: HK$45562 (22 )
3 Acre Forest, 2 King Beds, Fireplace, Bbq & More
1 4
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.
Frequently asked questions about holiday rentals in Connecticut
What are the must-see sights in Connecticut?
For iconic Connecticut sights, you've got to see Mystic Seaport, a living history museum showcasing maritime life; Mark Twain's House & Museum in Hartford, offering a glimpse into the author's life; and the Yale University campus in New Haven, a stunning example of collegiate Gothic architecture. The Bushnell Center for the Performing Arts in Hartford is also a significant landmark.
What are the best Airbnb and vacation rentals in Connecticut?
Are there any unique natural phenomena in Connecticut?
While Connecticut doesn't have dramatic geological features like geysers, its coastline offers unique tidal marshes and estuaries. The Connecticut River Valley provides beautiful scenery and diverse wildlife habitats. Exploring the state's many state parks reveals diverse natural beauty.
Pack comfortable walking shoes, as you'll likely be doing a lot of exploring. Layers are essential, as the weather can be unpredictable. Don't forget sunscreen, insect repellent, and a reusable water bottle, especially during warmer months.
What are the best vacation rentals with a pool in Connecticut?
What famous events or festivals are happening in Connecticut?
Connecticut hosts many local events, but some larger ones include the annual Connecticut Renaissance Faire, offering a medieval experience, and various summer concerts and festivals throughout the state. Check local listings closer to your travel dates for specific events.
What are the best rentals for families and kids in Connecticut?
What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Connecticut?
A daily budget of £150-£300 per person should cover accommodation (mid-range hotels or Airbnb), meals, local transportation (car rental is recommended for exploring beyond cities), and entry fees to attractions. This is a rough estimate and can vary depending on your choices.
What are the best rentals or Airbnbs with a jacuzzi in Connecticut?
Where can you find the best restaurants serving local dishes in Connecticut, and what are the must-try specialties?
For classic New England fare, try a clam chowder or lobster roll. Many restaurants along the coast specialise in seafood. Inland, you'll find hearty dishes featuring local produce. Specific restaurant recommendations would depend on your location within Connecticut, but exploring local farm-to-table restaurants is a great option.
What are some less-famous attractions in Connecticut that are worth a visit?
Consider exploring the charming towns of Litchfield and Mystic. The Florence Griswold Museum in Old Lyme showcases American Impressionist art. The submarine base in Groton offers a fascinating look at naval history. These offer a more intimate experience than the larger, more well-known attractions.
What are the best activities for engaging with locals and understanding their culture in Connecticut?
Visiting local farmers' markets offers a chance to interact with producers and sample regional products. Attending a town meeting (if schedules align) provides insight into local governance. Simply striking up conversations with people in smaller towns and local businesses can be a rewarding way to connect with the culture.
What unique natural landscapes and terrain features can travellers explore in Connecticut?
Connecticut boasts diverse landscapes: the rocky coastline, the rolling hills of Litchfield County, and the forests and rivers of the Connecticut River Valley. Exploring state parks like Talcott Mountain State Park (with its stunning views) or the various coastal parks reveals the state's varied terrain.
How many days are ideal for visiting Connecticut, and what are some itinerary suggestions?
Three to five days allows for a good overview of Connecticut's highlights. A possible itinerary could include: Day 1-2: Exploring New Haven and its surrounding areas (Yale, coastline); Day 3: Hartford and Mark Twain's House; Day 4: Mystic Seaport and the Connecticut shoreline; Day 5: Exploring Litchfield County or the Connecticut River Valley.
Nearby regions
Best Connecticut holiday rentals with a pool
Among the 11702 accommodations in Connecticut, here are the 4 best rentals with a pool
9.6 31 reviews
Connecticut
06/30 – 07/15
HK$3929/nighttotal: HK$58935 (15 )
Historic Colonial...close To Village Green
3 2
apartment , Litchfield
This charming house is located in Litchfield, within a 15-minute walk of Tapping Reeve House and Law School, Litchfield Historical Society Museum, and Litchfield Town Green, making it ideal for exploring the town's historical attractions. The property has received excellent ratings for user experience, location and cleanliness, ensuring a comfortable and enjoyable stay. The house offers three bedrooms and can accommodate up to six guests, making it perfect for families or groups of friends. Guests can enjoy a private pool, a garden with barbecue facilities, and modern amenities such as a fully equipped kitchen, washing machine, three bathrooms, a patio, and a TV.
10 1 review
Connecticut
06/26 – 06/29
HK$3229/nighttotal: HK$9687 (3 )
Beautiful Poolside Oasis With Large Cozy Home!
1 4
apartment , Torrington
This elegantly furnished house is located in the suburbs of Torrington, offering a secluded oasis feel while remaining a short distance from local restaurants. This family-friendly apartment accommodates up to 7 guests across 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, and a garden with a firepit and grill.
10 19 reviews
Connecticut
10/16 – 10/18
HK$7695/nighttotal: HK$15390 (2 )
Charming Farmhouse W/ Pool & Fishing Pond!
5 2
apartment , Bolton
This Bolton holiday home is ideally situated near Bolton Notch State Park (3.2km), Charter Oak Park (9.7km), and Gay City State Park (9.7km), offering easy access to outdoor recreation. This six-bedroom property boasts 279 square metres of floor space, sleeps up to ten guests, and includes a private swimming pool, spa, and fully equipped kitchen with modern appliances; free parking is also provided.
9.9 377 reviews
Connecticut
08/01 – 08/04
HK$6549/nighttotal: HK$19647 (3 )
Casino Wine Down House
3 6
apartment , Montville
This family-friendly house is located in Montville, just a short distance from Camp Oakland and within easy reach of Dinosaur Place and Nature's Art Village. It has consistently received excellent ratings for location, cleanliness, and overall experience. The property offers three bedrooms and two bathrooms, accommodating up to seven guests comfortably within its 140 square metres of space. Amenities include a private pool, a garden, barbecue facilities, a fully equipped kitchen, air conditioning, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Best Connecticut holiday rentals with parking
9.8 17 reviews
Connecticut
07/17 – 07/24
HK$1795/nighttotal: HK$12565 (7 )
< 3 Mi To Uconn: Peaceful Home On Pine Lake
1 2
apartment , Coventry
This Coventry apartment, situated on Pine Lake, is 0.5km from Eagleville Preserve, 5km from the University of Connecticut campus, and 37km from Hartford city centre. This 84 square metre self-catering property sleeps four, boasting two bathrooms, a well-equipped kitchen with dishwasher and microwave, plus on-site fishing, a fire pit, and access to hiking trails.
8.9 237 reviews
Connecticut
06/30 – 07/15
HK$1433/nighttotal: HK$21495 (15 )
Residence Inn New Haven Hamden
1 2
apartment , Hamden
Residence Inn by Marriott Hamden offers spacious studio and one-bedroom suites with fully equipped kitchens, conveniently located in Hamden, Connecticut, with proximity to local amenities (specific distances unavailable). Each suite provides free high-speed internet, a complimentary hot breakfast, and access to an on-site fitness centre, swimming pool, and tennis court; pet-friendly extended-stay options are also available.
Connecticut
07/03 – 07/05
HK$1791/nighttotal: HK$3582 (2 )
Fall In Love With New England Charm This Fall!!!
1 2
apartment , Windsor
This garage-converted flat in Windsor, situated in a quiet residential area opposite a public park, offers convenient highway access and is located 24 kilometres from Bradley International Airport, 16 kilometres from downtown Hartford attractions, and 48 kilometres from UConn. This self-contained unit provides a full kitchen, high-speed Wi-Fi, air conditioning, off-street parking for up to six guests, and is a 16-kilometre drive from MGM Springfield.
Connecticut
06/24 – 06/30
HK$1615/nighttotal: HK$9690 (6 )
Eagle Pamir Guest House
1 2
apartment , New Haven
Apartment. You will stay in New Haven. Facilities and services: a dish washer, air conditioning and a fridge. Take advantage of the Free Parking with this accommodation in New Haven!
