
Holiday rentals in Southington
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Top-rated holiday rentals in Southington
Guests agree: these stays are highly rated for location, cleanliness and more.

Amazing views of the Brass City
East Mountain Views at its finest. This clean, 3-bedroom updated ranch is centrally located to highways and shopping centers. Walk out to the back deck and experience some of the best views of Waterbury including Fireworks from the back deck (July). Wi-Fi/cable, central AC/hot air, washer/dryer, and patio furniture/grill (seasonal) are included with the stay. Plenty of entertainment (board games, corn hole, foosball, air hockey) are provided. This house is truly relaxing and will feel like home.

#2 Milford Beach (across street) Charles Isle 2BR
Welcome to your perfect Milford beachfront escape! This beautifully furnished 2-bedroom, 1-bath 2nd floor unit sits directly across from the beach, with beautiful water views. Just 100 yards from Silver Sands State Park, you’ll have easy access to its beaches, nature trails, and famous boardwalk. This unit offers beach gear, private yard for sunset dining, and proximity to Milford’s lively downtown. Whether here for a romantic getaway or family retreat, this spot offers relaxation or adventure!

Guesthouse Farm Stay
Come stay with us on our historic working farm! Relax on the back deck and enjoy views of our 12-acre property and peaceful pastures. For a more hands-on experience, join us for a tour to get a closer look at life on the farm. Established in 1739, our farm has a rich history in agriculture and livestock. The cozy studio-style cottage features an open living space with combined bedroom, living, and dining area, along with a kitchenette and bathroom with a shower for your comfort and convenience.

Cozy & Private Studio Suite
Quiet and private in-law suite. Located close to the center of Cheshire, convenient to Route 10, I-691, and Route 15. Near to grocery stores, great restaurants, and shopping centers. 15 minute drive to Toyota Oakdale Theater, 20 minute drive to Lake Compounce Amusement and Water Park, and 30 minute drive to Yale University, Museums, and downtown New Haven. A slightly longer drive will take you to to the beautiful shoreline, Hammonasset Beach State Park, Foxwoods and Mohegan Sun Casinos!

Everything you need! Full Apartment!
Awesome bright 2nd floor apartment, has everything you need for your stay. Full Kitchen, Laundry and is in an very convenient and safe area. Walking distance to several restaurants and bars. Easy access to highway. Parking is available behind left garage, which may be available. Ask for details. Quiet area, On cul-de-sac. Wi-Fi, Netflix, Prime,Hulu FYI: I do occasionally host a card game in the garage below unit until 11:30 PM. My guests will not park in the driveway if I have guests.

Connecticut Chalet: Winter Nights by the Fire
Escape to a unique & stylish home perfectly tucked away in a picturesque New England town. Indulge in the privacy & serenity of this 5 acre wooded property and peaceful pond while being minutes from an abundance of restaurants, shops & entertainment. Enjoy the natural setting from the comfort of the glass enclosed sunroom with panoramic views of the property. This 3 bed, 2 bath home maintains it’s original 1960’s charm while boasting thoughtful modern touches and intentional functionality.

2 Bedroom Apartment Near Bristol Center
Ultra clean, 1st floor 890 squarefoot apartment. Offers 2 bedrooms, 1 full bathroom, New Samsung washer and dryer in the apartment. Recently everything renovated and updated. Private entrance, self check in (code will be sent prior to arrival). 2 free off street parking spaces available - more if needed. Walking distance to downtown Bristol. Less than 30 minutes to hartford, around 40 minutes from Bradley International Aeroport, 1 hour 50 minutes to New York, 1 hour 50 minutes from Boston

Stylish & Luxurious 3 BDR home with Play Station
Our newly renovated 3-bedroom home offers a comfortable and convenient stay. Perfectly located with easy access to the grocery stores, strip malls, hospitals, and parks, it's an ideal base for your trip. Our home comes with a 2-car garage, ample parking, pristine kitchen and bathrooms, mini coffee bar, cooking utensils, free WiFi, and a washer/dryer. Stay productive with our dedicated workspace and unwind in our spacious bedrooms. Book now for a home away from home experience!

Lakefront Cozy Oasis 2BR w/ Stunning Sunset Views
It’s the Lakefront Paradise you’ve been searching for: Escape to Cozy Oasis where peaceful waters meet modern comfort! Wake to stunning views, spend the day kayaking around the lake, and unwind with breathtaking sunsets from your private deck. This pet-friendly retreat offers high-speed WiFi for remote work, fully equipped kitchen for home-cooked meals, and cozy entertainment spaces. Perfect for romantic getaways or family adventures - your serene lakeside escape awaits!

Cozy Family Home - Kid & Pet Friendly
3 bedroom house on a quiet street. 5mins down the road from ESPN and Lake Compounce. Kid friendly. Pet friendly. Workspace available. 1 bedroom w/ king bed. 1 bedroom w/ queen bed. 1 bedroom w/ 2 twin beds. Fully finished basement with 60inch TV, kids toys and fitness equipment/stationary bike. Deck and below deck hang out space. Though we aren’t living here full time, it’s still the place we call home, and we will use it when it’s not booked. Long stays welcome.

Waterbury Cozy, Private In-Law Suite
Cozy and private 1 bedroom apartment/ In-law suite in the basement of a private house with a separate entrance and parking right in front! Guests have the entire space to themselves. Why check-in to a hotel when you can make yourself at home with complimentary parking, WiFi, toiletries, coffee and an Amazon Fire TV Stick. Come enjoy your stay in a beautiful, spacious, sparkling clean, and comfortable apartment in a safe neighborhood.

Spacious Cozy Guest Suite
This unique guest suite located in a newly constructed home offers over 600 sq ft of space. There is a private entrance in a quiet and safe location. Minutes from CCSU, UCONN Med Center, I-84, downtown, restaurants and shopping. West Hartford Center is only 10 minutes away. KITCHEN DOESN’T INCLUDED STOVE , fridge, microwave, fully stocked coffee bar. Smart TV, high speed internet and work space are perfect for remote work.
Popular amenities for Southington holiday rentals
Stay near Southington's top sights
Other great holiday rentals in Southington

Adorable Beach House on LI Sound

Spacious Lakeside Hideaway

Waterfront Beach Cottage in Connecticut

Cozy Private Lake Q Retreat

Modern cozy, pet friendly

Home away from home

Modern 5BR • 2 Bath Stay

Clinton's Hidden Secret, A Distillerie until 1926
When is the best time to visit Southington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $186 SGD | $212 SGD | $217 SGD | $219 SGD | $237 SGD | $255 SGD | $194 SGD | $222 SGD | $184 SGD | $218 SGD | $228 SGD | $226 SGD |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°C |
Frequently Asked Questions
Are there family-friendly vacation rentals in Southington?
Southington has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Southington?
Experience the best of Southington with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Southington?
Four-legged friends are welcome in Southington. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Southington?
Yes! Work meets play with ease at over 30 vacation rentals in Southington featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Southington have air conditioning?
Absolutely! We offer over 30 house rentals with air conditioning in Southington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Southington have a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Southington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Southington have wifi?
Absolutely! We offer over 30 house rentals with wifi in Southington. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Southington have free parking?
Absolutely! We offer over 30 house rentals with free parking in Southington. Enjoy a tailored experience with all the comforts you desire.
Quick stats about holiday rentals in Southington

Total holiday rentals
Explore 40 holiday rentals in Southington

Nightly prices starting at
Southington holiday rentals start at $39 SGD per night before taxes and fees

Verified guest reviews
Over 1,690 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Southington holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Southington rentals

4.8 Average rating
Southington stays are highly rated by guests – averaging 4.8 out of 5!
Destinations to explore
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- Yale University
- Foxwoods Resort Casino
- Six Flags New England
- Fairfield Beach
- Thunder Ridge Ski Area
- Ocean Beach Park
- Butternut Ski Area and Tubing Center
- Mohegan Sun
- Bash Bish Falls State Park
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Long Island Aquarium
- Taconic State Park
- Yale University Art Gallery
- Mount Southington Ski Area
- Ski Sundown
- Sherwood Island State Park
- Sleeping Giant State Park
- Compo Beach
- Orient Beach State Park
- Ocean Beach
- University of Connecticut




