Connecticut holiday rentals: compare the best deals
10 11 reviews
Connecticut
06/27 – 07/04
HK$8222/nighttotal: HK$57554 (7 )
Best Town Within 1.5 Hrs Nyc, Restaurants, Celebs, Shops,views! Hot Tub Spa, Bbq
5 9
apartment , Roxbury
This luxurious Roxbury retreat, situated on a 3-acre hilltop property near Maple Bank and Toplands Farms, offers stunning views and is approximately a 2.4-km drive from Washington, CT. The 223-square-metre property boasts three bathrooms, sleeps ten guests, and includes a hot tub, large terrace with gas grill and firepit, trampoline, and full access to a tennis court, garden, and parking; all within easy reach of local restaurants, wineries, breweries, hiking trails, Mohawk Mountain ski resort, and Lake Waramaug State Beach.
9.8 56 reviews
Connecticut
10/28 – 11/05
HK$1128/nighttotal: HK$9024 (8 )
Unique And Gorgeous Historic Loft Style Rental
1 2
apartment , Woodbury
This Woodbury loft apartment, a short drive from Roxbury's land trust hiking trails and approximately 240km from New York City, offers easy access to local attractions and historic Woodbury. The first-floor private entry leads to a uniquely designed third-floor dwelling with one bedroom, one bathroom, sleeping two guests, and features a well-equipped kitchen, in-unit laundry, seasonal fresh eggs from on-site chickens, and shared access to a back porch and large garden.
8.4 8 reviews
Connecticut
07/24 – 08/02
HK$1187/nighttotal: HK$10683 (9 )
Spacious Bohemian Nook
2 2
apartment , New Haven
This Edgewood district flat is located a short walk from Yale Medical and Chapel Street, placing you near restaurants, cafes, and cultural attractions. This 102 square metre flat offers two bedrooms, accommodates six guests, and includes a fully equipped kitchen, dedicated workspace, and high-speed WiFi, with on-site parking and 24/7 security.
9.6 205 reviews
Connecticut
06/25 – 06/28
HK$1021/nighttotal: HK$3063 (3 )
Rose Garden Studio, ‘Romantic’
1 2
resort , New Haven
This New Haven studio apartment is ideally located within walking distance of Yale University and the Peabody Museum of Natural History. The self-contained apartment, sleeping up to two guests, features a kitchenette with fridge, freezer and microwave, a private bathroom, complimentary Wi-Fi, a Smart TV, and off-street parking; optional cooked breakfasts are available.
8.7 3 reviews
Connecticut
07/10 – 08/30
HK$939/nighttotal: HK$47889 (51 )
Furnished 2 Bed Great Amenities Free Pool & Gym
1 3
apartment , Hartford
This Hartford city centre apartment on Morgan Street offers easy access to downtown attractions, its precise location requiring further address specifics for distance calculations to landmarks. The two-bedroom, one-bathroom flat sleeps four, boasting a fully equipped kitchen, private deck, in-building fitness centre and swimming pool, plus a queen-sized bed and flat-screen TV with streaming services.
9.8 23 reviews
Connecticut
08/01 – 08/03
HK$1411/nighttotal: HK$2822 (2 )
Meadows At Whitney Ridge - Loft
1 2
farm , Haddam
The Loft at the Meadows is a self-catering apartment situated on a 14-acre property in Haddam, Connecticut, offering views of fields and a pond; precise distances to other Haddam attractions are not provided. This one-bedroom, one-bathroom apartment sleeps two guests and includes a kitchen, air conditioning, internet access, parking, and a garden, with occasional use of the land for horses permitted.
9.2 15 reviews
Connecticut
07/25 – 07/26
HK$2013/nightfor 1 night
The Sicilian
1 2
apartment , New Haven
This Edgewood flat is located 400 meters from Yale Medical and Chapel Street, providing easy access to New Haven's restaurants and cultural sites. This one-bedroom apartment, measuring 79 square meters and accommodating up to four guests, features a fully equipped kitchen, on-site parking, and fast WiFi.
10 190 reviews
Connecticut
07/28 – 07/30
HK$1450/nighttotal: HK$2900 (2 )
Historic Farmhouse By The River (Duplex)
1 2
gîte , Glastonbury
This charming gîte is situated in South Glastonbury, just a short walk from the Connecticut River and the centre of town. The property is highly rated by guests, receiving excellent scores for its cleanliness, location and overall experience. This renovated duplex offers a private and comfortable stay for up to two guests. The gîte is equipped with modern amenities, including a fully equipped kitchen, washer and dryer, and central heating and cooling, ensuring a pleasant and convenient stay.
9.8 94 reviews
Connecticut
06/25 – 06/28
HK$2179/nighttotal: HK$6537 (3 )
West Hill Outpost
1 2
cabin , New Hartford
The Outpost tiny home, near West Hill Lake in the Litchfield Hills, provides easy access to Brodie Park and is a 24km drive from Ski Sundown. This excellently rated, self-catering cottage sleeps two, features a Murphy bed, fenced patio with fire pit and gas grill, fast Wi-Fi, and a well-equipped kitchen including a fridge, freezer and microwave.
Connecticut
06/27 – 07/04
HK$1163/nighttotal: HK$8141 (7 )
Landing | Spectacular 1bd, Gym
1 2
apartment , New Haven
This furnished flat is located in Downtown New Haven, offering easy access to the Schubert Performing Arts Centre and Peabody Museum of Natural History, as well as being within 500 meters of Putnam Place Shopping Centre and Acme Mall. This 65 square meter residence, suitable for two guests, features in-unit laundry, a full kitchen, a dedicated workspace with fast WiFi, and on-site amenities including a fitness centre and lounge.
9.9 277 reviews
Connecticut
06/27 – 06/28
HK$1544/nightfor 1 night
The Carriage House
1 2
apartment , Tolland
This Tolland guest suite, a short 32-kilometre drive from Hartford and a 24-kilometre drive from the University of Connecticut, offers a secluded wooded location. The self-contained apartment features a queen bed, additional sleeping space for two, a full kitchen with fridge, freezer and microwave, laundry facilities, free Level 2 EV charging, and ample parking for guests.
10 2 reviews
Connecticut
06/30 – 07/28
HK$1474/nighttotal: HK$41272 (28 )
Private Apartment In Southbury 103
1 2
apartment , Southbury
This Southbury apartment, situated approximately 19-35km from attractions including the Flanders Nature Center, the Abbey of Regina Laudis, and Yale University, offers a peaceful retreat. The 79 square metre self-contained flat features one bedroom, one bathroom, sleeps three, and includes a fully equipped kitchen with dishwasher, in-unit laundry, Wi-Fi, and private parking.
Best family friendly Connecticut holiday rentals
Among the 11702 accommodations in Connecticut, here are the 4 best family friendly rentals
10 73 reviews
Connecticut
12/26 – 12/28
HK$32554/nighttotal: HK$65108 (2 )
Summer Estate Close To Ny, Nj, Ma W Heated Pool Sleeps 16+
1 15
apartment , Fairfield
This spacious apartment is situated on a secluded two-acre property in the countryside of Fairfield, Connecticut, offering peace and privacy away from the town centre. It has received excellent ratings for its location, cleanliness, and overall user experience. The apartment spans 465 square metres and comfortably accommodates up to 16 guests. It boasts a range of amenities including a private pool and pool house, a fitness centre with a Peloton bike and treadmill, and a fully equipped kitchen.
8.8 10 reviews
Connecticut
06/27 – 07/04
HK$7220/nighttotal: HK$50540 (7 )
Charming Colonial For Events! Perfect For Family Reunions And Group Getaways!
6 2
apartment , Bridgeport
This six-bedroom, four-bathroom house, situated in Bridgeport's Downtown South Historic District near Perry House, offers easy access to attractions such as Beardsley Zoo and the Bridgeport Bluefish Baseball Club (distances not specified). The 3,300 sq ft (approximately 307 sq m) property sleeps 8-12 guests and includes a modern master suite with a private terrace, a den, stainless steel appliances, off-street parking for six cars, and extensive outdoor space including a half-acre lawn.
10 201 reviews
Connecticut
07/19 – 08/19
HK$1718/nighttotal: HK$53258 (31 )
Skylight - Your Happy Place
1 1
apartment , New Haven
This two-bedroom apartment is located in the Prospect Hill neighbourhood of New Haven, a short walk from Albertus Magnus College and Yale University, and within two kilometres of Edgerton Park and East Rock Park. The apartment has received excellent ratings for its location, cleanliness, and overall experience. The 93 square metre apartment can comfortably accommodate up to five guests, and offers a range of features including a fully equipped kitchen, a balcony, and a garden. The apartment also provides free Wi-Fi, air conditioning, and parking, making it a convenient and comfortable base for exploring the city.
9.2 65 reviews
Connecticut
08/07 – 08/09
HK$7190/nighttotal: HK$14380 (2 )
The Newington Pool House - With Game Room
1 10
apartment , Newington
This charming house is situated in a peaceful neighbourhood in Newington, just 35 kilometres from the MGM Casino and 10 kilometres from downtown Hartford. The property has received excellent ratings for its location, cleanliness, and overall experience. The four-bedroom house can comfortably accommodate up to 10 guests. It features a modern kitchen, a spacious living room, and a large dining room. This Newington property also offers a private garden, a swimming pool, parking and a pet-friendly policy.
Top cities
Best pet friendly Connecticut holiday rentals
Among the 11702 accommodations in Connecticut, here are the 4 best pet friendly rentals
9.8 11 reviews
Connecticut
07/10 – 08/09
HK$909/nighttotal: HK$27270 (30 )
Stylish Studio! Parking/washr/dryer Included!
1 2
apartment , Bristol
This Bristol studio apartment, situated 0.4 kilometres from Bristol Royal Infirmary, offers convenient access to local amenities including shops and parks. The 74-square-metre self-contained apartment sleeps two guests and boasts a fully equipped kitchen with dishwasher, high-speed Wi-Fi (approx. 900mbps), on-site parking, and a laundry pick-up/drop-off service.
9.7 49 reviews
Connecticut
12/26 – 12/28
HK$17441/nighttotal: HK$34882 (2 )
Beautiful, Fun Lakefront Retreat -- Perfect For Family Reunions / Groups
7 15
apartment , Brookfield
This lakefront property in Brookfield is situated just a short distance from the town centre, making it easy to explore the charming shops and restaurants, as well as the nearby Brookfield Zoo. The house has received excellent ratings for its location, cleanliness, and overall experience, ensuring a comfortable and enjoyable stay. The seven-bedroom house offers ample space for families or groups of friends. Guests can enjoy a range of amenities, including a private heated pool, a well-equipped fitness centre, and an entertainment area with an arcade and home theatre.
8.8 3 reviews
Connecticut
07/19 – 08/19
HK$1645/nighttotal: HK$50995 (31 )
Modern King Suite Near Wooster Square And Yale
2 1
apartment , New Haven
This two-bedroom apartment in New Haven's desirable Wooster Square neighbourhood is conveniently located near Yale University, its museums (such as the Peabody Museum of Natural History), and within easy reach of several state parks. The 2-bedroom flat offers parking, a microwave, dishwasher, and air conditioning, sleeping up to 5 guests and is close to the Connecticut Children's Museum, making it ideal for families visiting New Haven.
9.0 2 reviews
Connecticut
07/10 – 08/09
HK$1308/nighttotal: HK$39240 (30 )
One Bedroom In United States Of America, New Haven
1 2
apartment , New Haven
This New Haven flat is located in the Dwight neighbourhood, a 7-minute walk from the Yale Art Gallery and the city centre, offering convenient access to Yale University. This 42 square metre dwelling features one bedroom and one bathroom, accommodating up to three guests with a queen-size bed and a fold-flat futon, and includes a kitchen with a fridge, microwave, and dishwasher, plus air conditioning and Wi-Fi.
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
9.8 21 reviews
Connecticut
06/27 – 07/04
HK$11940/nighttotal: HK$83580 (7 )
Best Town Roxbury, Restaurants - 1.5 Hrs Nyc! Poshpadsct 5br, Heatedpool, Gasbbq
1 9
apartment , Roxbury
This five-bedroom Roxbury, Connecticut country house is situated on a scenic dirt road, approximately 240km from New York City, near the Mayflower Inn & Spa and various restaurants. This 279-square-metre property boasts a chef's kitchen with Sub-Zero, Viking, and Bosch appliances, a heated pool, extensive grounds including a barn and stream, and sleeps up to 10 guests, offering optional maid service and catering.
Connecticut
07/24 – 08/02
HK$10550/nighttotal: HK$94950 (9 )
Blackwoods Old Country Home 5 Bedroom Home By Redawning
1 2
house , Woodbury
This Woodbury holiday home is situated within 5km of Glebe House Museum, The Gertrude Jekyll Garden, Hollow Park, and Pilgrim Mall Shopping Centre, offering easy access to local attractions and Southbury Dog Park. The five-bedroom property sleeps a large family or group, boasting a private garden, swimming pool, barbecue, free Wi-Fi, parking, and essential kitchen appliances including a fridge, washing machine and coffee maker.
Connecticut
08/20 – 08/22
HK$9247/nighttotal: HK$18494 (2 )
Elegant 3 Bedroom Modern Peaceful Home With Pool In Ct
4 6
apartment , Harwinton
This Harwinton holiday home offers a peaceful countryside retreat, situated a short distance from the Warner Theatre and the New England Carousel Museum, and within reach of family attractions such as the KidsPlay Museum and the Harry C. Barnes Memorial Nature Centre. This spacious 204 square metre residence accommodates up to nine guests with four bedrooms, two bathrooms (one featuring a bidet and soaking tub), a fully equipped kitchen with a microwave and dishwasher, air conditioning, Wi-Fi, and a private swimming pool, alongside access to outdoor pursuits like hiking and biking.
Connecticut
09/04 – 09/07
HK$1564/nighttotal: HK$4692 (3 )
Luxury Loft Pool Gym Free Parking Near Yale
1 4
apartment , Orange
This modern loft flat in Orange, CT, provides convenient access to New Haven, Yale area hospitals, and is situated within a quiet, safe community, located approximately 8 kilometres from Long Wharf Theatre and Woolsey Hall. This one-bedroom, one-bathroom apartment accommodates up to six guests and features a fully equipped kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a communal swimming pool, a terrace/balcony, and on-site parking.
Best Connecticut holiday rentals with parking
10 1 review
Connecticut
07/25 – 07/26
HK$1640/nightfor 1 night
Peaceful Private Stay In Shared Home Near Yale
1 2
apartment , New Haven
This West New Haven flat offers convenient access to Yale University, downtown New Haven, and local hospitals, all within minutes. This modern one-bedroom flat sleeps up to three guests and features a microwave, air conditioning, Wi-Fi, and private parking, with shared laundry facilities.
9.7 253 reviews
Connecticut
10/28 – 11/05
HK$1647/nighttotal: HK$13176 (8 )
Cozy Home In Short Beach Community
1 2
apartment , Branford
This apartment is situated in a central location in Branford, just a short walk from Farm River and Johnsons Beach, and a 5-minute drive (8 km) from the Branford Train Station, Stony Creek Brewery, and the town centre. It has consistently received excellent ratings for location, cleanliness, and overall user experience. The property offers two bedrooms, comfortably accommodating up to four guests, and boasts a range of amenities such as a fully equipped kitchen, laundry facilities, a garden, and off-street parking. Guests can enjoy river views, a cosy wrap-around porch, and easy access to local attractions, making it ideal for families or groups seeking a relaxing stay in Branford.
9.4 406 reviews
Connecticut
10/16 – 10/18
HK$1632/nighttotal: HK$3264 (2 )
1st Flr Apt Your Private Resort, Now Family-ized: 1 Br + Lr Suitable For 2 Kids
1 2
apartment , Shelton
This apartment in Shelton is conveniently located near the CT Sports Center, with over 80 restaurants within a 15-minute drive. It has received excellent ratings for user experience, location, and cleanliness. The self-catering property is spacious, with 58 square meters of floor area and a capacity for four guests. The apartment offers a range of amenities, including a swimming pool, jacuzzi, spa, and a private garden, perfect for enjoying the outdoors and relaxing.
9.9 50 reviews
Connecticut
08/07 – 08/09
HK$9910/nighttotal: HK$19820 (2 )
Mystic Group Getaway • Spacious & Central
1 10
apartment , Stonington
This Stonington duplex, near Mystic Seaport and the Delamar Mystic hotel, offers easy access to I-95 and is within walking distance of these attractions. Sleeping up to 10 guests, this spacious property comprises two fully equipped apartments, each with two bedrooms, a kitchen, living room, and laundry facilities, plus decks offering Mystic River views and ample off-street parking for six cars.
