
Vacation rentals in Southington
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Top-rated vacation 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.

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.

Pond View Retreat I in Central CT
Comfortable 1 bedroom apt. Centrally located between Hartford and New Haven Near CCSU, UCONN Medical, HOCC, Hartford, Middletown. Perfect for extended stay. Business, nurses, snowbirds. We host short term if available close to requested dates. Separate one bedroom apts. 2nd floor. Washer/Dryer. See our 2nd listing Pond View Retreat II. Clean, safe location. Close to train station, banks, restaurants, grocery stores ,hwy. Relax and enjoy the four seasons over looking Paper Goods Pond!

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!

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.

Entire place to yourself Cromwell/Middletown Line
Welcome to Cromwell / Middletown line, open space condo has living room with smart TV, Wi-Fi and sofa bed connected with dining room with four seats, the kitchen is well stocked with all the amenities you need, 24 hours keyless access to the apartment, free parking. Washer / dryer unit on - site paid through a prepaid card. Condo is located near I 91 and Route 9 ramps and just minutes from shopping, restaurants and more, 5 min drive to Wesleyan University, Middlesex Hospital

Private Cozy Suite, 0 Fees, Pets Allowed, EV Plug
A private cozy suite for you! Better than a hotel or private room & less than an entire house. Pets welcome with no fees :) Generous discounts for medium- to long-term stays. Your guest suite includes newly furnished living room, apartment kitchenette, large bedroom with full bathroom. Despite many renovations, we kept the vintage & cozy charm. Separate Wifi for remote work. Less than 20 minutes to the airport and Hartford metro. No cost EV charger on site. No cleaning fees!

Quiet cottage w/chickens, gardens near Litchfield
Escape to this charming two-story suite, nestled in the quaint town of Bethlehem. The upstairs bedroom boasts original exposed beams and antique details, creating a cozy and inviting atmosphere. Wake up to the sunrise from the comfort of your bed and enjoy a warm fire in the backyard while listening to the peaceful sounds of nature. Conveniently located between Litchfield and Woodbury, under 30 min to Mohawk and just 90 miles from NYC, you'll have easy access to winter fun!

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.

Litchfield County Farmhouse with a Modern Twist
Litchfield County farmhouse (c.1890) with a modern studio addition and distinctive interiors that feature a number of mid-century modern furnishings. The owners are a writer and an architect who have built a truly unique home full of original art and a large book collection. The property itself is small but it is surrounded by 250 acres of farmed conservation land and a short walk will take you past some of the most scenic farms in Litchfield County.

Square6ix Stylish Guesthouse in Westville
Inviting, eclectic, and completely private, this single family stand-alone guest house is an intimate and engaging haven. A serene private guesthouse perfect for couples, creatives, and travelers. Stylishly decorated with modern amenities, this space is a cozy retreat just a short walk to Westville Village and Edgewood Park. Ideal for weekend getaways, local visitors, or professionals seeking a quiet base with fast WiFi and free parking.

Wintergreen Gardens Suite @ William Becroft House
LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, private entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. I am not responsible for wifi.
Popular amenities for Southington vacation rentals
Stay near Southington's top sights
Other great vacation rentals in Southington

1b1b unit in a split-level house

Cozy bedroom near the beach.

Peaceful room in quiet apartment - Near Wesleyan

The Cozy Creamery

Secluded | Cozy | Nature

KG Comfortable living.

Spacious room with private bathroom

Cozy Ski-Lakefront Retreat
When is the best time to visit Southington?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $198 CAD | $226 CAD | $231 CAD | $234 CAD | $253 CAD | $272 CAD | $206 CAD | $237 CAD | $196 CAD | $232 CAD | $243 CAD | $241 CAD |
| 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
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.
What are the most popular amenities for House Rentals in Southington?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with air conditioning, over 20 homes with a kitchen, over 30 homes with wifi, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there house rentals with a dedicated workspace in Southington?
Yes! Work meets play with ease at over 20 house rentals in Southington featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Southington have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Southington. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly house rentals in Southington?
Four-legged friends are welcome in Southington. Choose from more than 10 house rentals for guests traveling with pets.
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 wifi?
Absolutely! We offer over 30 house rentals with wifi in Southington. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly house rentals in Southington?
Southington has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.
Quick stats about vacation rentals in Southington

Total vacation rentals
Explore 40 vacation rentals in Southington

Nightly prices starting at
Southington vacation rentals start at $41 CAD per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
40 of Southington vacation 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!
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