
House holiday rentals in Watertown
Find and book unique houses on Airbnb
Top-rated house rentals in Watertown
Guests agree: these houses 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.
FamilyValueCondition
4.96 out of 5 average rating, 162 reviews
Charming Home in Litchfield County on a MAIN ROAD!
Conveniently located on a MAIN ROAD in the heart of Torrington, this cozy homestead makes for the perfect New England getaway - seasonal activities to endure such as: hiking, swimming, kayaking, apple/pumpkin picking, skiing/snowboarding, and breweries & wineries. Close to Torrington’s historic downtown district featuring the Warner Theater & Kidsplay Museum. Conveniently located between a convenience store and some of Torrington’s finest coffee right next door from the Batchy Brew coffee truck.
FamilyLocationGetting around
4.86 out of 5 average rating, 133 reviews
Your Perfectly Wonderful Woodbury Sanctuary!
Just 90 minutes from NYC, this Getaway is Perfect! Antiques, photographs, & sculptures fill this rambling, light-filled 2 story 4 bedroom 2.5 bath historic district home on Connecticut's Antique Trail. All 2,800 sq. ft of my home is at your disposal and 2 minutes from popular restaurants and diners. Your Host lives in the attached Artist Studio with its own access and parking. Stay here and you may agree with Reader’s Digest magazine that "Woodbury is Connecticut's Most Charming Small Town."
ValueFamilyLayout
4.99 out of 5 average rating, 147 reviews
Country living at it's finest
Cozy country home. Quiet and serene; a great place for a get away in Litchfield County Connecticut. An ideal location ,Torrington is about 2 1/2 hours from Boston and NYC and convenient to the Berkshires. Within driving distance to various outdoor activities and attractions including hiking trails, breweries, distillery, wineries, skiing, golf antique shopping, restaurants and variety of entertainment . The hosts are accessible for directions, assistance, or a fun history lesson of the area.
FamilyLocationOutdoor spaces
4.99 out of 5 average rating, 120 reviews
Come and enjoy the BURY's of CT!
Welcome to your home away from home! Nestled in a charming, safe, and quiet neighborhood, our cozy retreat offers the perfect blend of comfort and convenience. You'll love the tree-lined streets and peaceful atmosphere—a perfect place to relax after a day of exploring. Whether you're here for business or leisure, our home provides a warm and welcoming space in a delightfully cute corner of town. Enjoy all that CT has to offer from the rolling hills of Litchfield to the waters of the sound.
ValueLocationQuiet
4.95 out of 5 average rating, 106 reviews
Rustic - Modern - Hot Tub - Mohawk Mountain - BBQ
Enjoy the comfort of home with air conditioning, heating, dedicated workspace, TV, and Wi-Fi. Cook your meals in the fully-stocked kitchen with all the essentials. Pamper yourself in the private bathtub or shower with provided body soap, shampoo and conditioner. Relax in the hot tub or lounge in the backyard with an outdoor dining area, bbq, patio, and fire pit. 3 Min - Litchfield Town 4 Min - Arethusa Dairy farm 5 Min - White Memorial Conservation Center 16 Min - Mohawk Mountain Ski Area
LocationValueBack garden
4.81 out of 5 average rating, 459 reviews
Connecticut Chalet: Summer Retreat on 5 Acres
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.
ValueLocationCheckout
4.94 out of 5 average rating, 150 reviews
Charming and relaxing 4b farmhouse group getaway
We are thrilled to share our idyllic country home with you and hope you enjoy it as much as we do. Built in 1882, set on a hill with ample indoor and outdoor space (two kitchens!) overlooking the Housatonic River and the famous West Cornwall bridge, our fully stocked house is close to hiking, fishing, kayaking, skiing/snowboarding. Set in gorgeous Litchfield Hills near the Appalachian trail, wineries, breweries, farms, rivers and lakes, waterfalls, antiques, casual or fine dining
ValueLocationDecor
4.9 out of 5 average rating, 240 reviews
Charming 3BR Hill House *Remodeled* w/Arcade
The Lindan Hill House is a perfect AirBnb balance of luxury and value! Stay and play as you enjoy our 5 Star remodeled charming home in Terryville. This quaint and comfy home has everything you need to enjoy your stay including 3 BR with a King/Queen/2 Twin beds with premium bedding. The cozy remodeled basement is perfect for popcorn and movies, dinner and drinks at the bar, and has a game/arcade room with foosball, checkers/chess, and tons of board games! See below for a video tour.
FamilyLocationTV
4.95 out of 5 average rating, 137 reviews
Comfortable home away from home- near everything
Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.
FamilyLocationHospitality
4.99 out of 5 average rating, 148 reviews
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!
LocationFamilyLong stay
4.84 out of 5 average rating, 121 reviews
Storybook Cape...HOST & Co.
Step back in time in this classic 1930s Cape Cod home, nestled in the serene beauty of the Litchfield Hills. Just a five-minute drive from the charming Litchfield Green, you’ll find antique shops, cozy cafés, unique boutiques, and a picturesque town center perfect for unwinding. Outdoor lovers will appreciate the proximity to the trails and wildlife of White Memorial Foundation, the peaceful beauty of Topsmead State Forest, and winter adventures at Mohawk Mt. Ski Area.
LocationFamilyLaundry
4.98 out of 5 average rating, 258 reviewsPopular amenities for house rentals in Watertown
House rentals with a pool

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton
LocationFamilyCondition
4.88 out of 5 average rating, 130 reviews
Peaceful Light-Filled Guesthouse salt pool/sauna
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5.0 out of 5 average rating, 190 reviews
Northwest Connecticut Vacation House in Goshen
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5.0 out of 5 average rating, 20 reviews
Amazing Paradise, Seasonal Pool, BBQ, Pool Table.
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4.95 out of 5 average rating, 73 reviews
Secluded 14 Acre Litchfield County + Hot Tub
ValueFamilyHospitality
4.96 out of 5 average rating, 80 reviews
Designers Historic Connecticut Home
ValueLocationHospitality
5.0 out of 5 average rating, 21 reviews
Bluewater Lodge | Pool, Dock, Fire Pit
FamilyLocationCheckout
4.97 out of 5 average rating, 38 reviews
The Downtown Oasis – West Hartford
LocationFamilyAccuracy
5.0 out of 5 average rating, 9 reviewsWeekly house rentals

Hillside Grove
LocationFamilyView
4.96 out of 5 average rating, 105 reviews
Tucked-away Charming Forest Cabin w/ Private Brook
ValueFamilyPets
4.92 out of 5 average rating, 308 reviews
Carriage House on Smith Pond!
FamilyLocationKitchen
4.97 out of 5 average rating, 59 reviews
Peaceful 2BR Retreat Near Bristol & Waterbury
ValueFamilySleep quality
4.96 out of 5 average rating, 26 reviews
New England Charm!
LocationAccuracyNearby
5.0 out of 5 average rating, 20 reviews
Nature’s Nest: Cozy Woodland Escape for Friends
FamilyLocationQuiet
4.96 out of 5 average rating, 23 reviews
Lakefront Retreat | Private Dock | Sleeps 8
LocationFamilyOutdoor spaces
5.0 out of 5 average rating, 23 reviews
Beautiful bunker hill home with Gym and yard!
ValueLocationNearby
4.75 out of 5 average rating, 12 reviewsPrivate house rentals

Lakefront Getaway • Hot Tub, Decks, Fires & More
FamilyLocationNearby
5.0 out of 5 average rating, 27 reviews
Relaxing Lake House Retreat | Family Friendly
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4.9 out of 5 average rating, 29 reviews
The 1782 Darling Home on the Litchfield Green
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4.85 out of 5 average rating, 26 reviews
Peaceful 3BR Getaway
FamilyLocationQuiet
5.0 out of 5 average rating, 19 reviews
Spacious Country Comfort
LocationValueQuiet
5.0 out of 5 average rating, 71 reviews
Bantam Beauty: Surrounded By Nature!
LocationFamilyKitchen
5.0 out of 5 average rating, 65 reviews
Chic Colonial Charmer near Litchfield Green
ValueFamilyCondition
5.0 out of 5 average rating, 17 reviews
Clean & Quiet Home| Enclosed 3 Season Porch & Deck
FamilyLocationBreakfast
5.0 out of 5 average rating, 69 reviewsDestinations to explore
- Yale University
- Six Flags New England
- Fairfield Beach
- Thunder Ridge Ski Area
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- University of Connecticut
- Taconic State Park
- Sunken Meadow State Park
- Soundview Beach
- Kent Falls State Park
- Bash Bish Falls State Park
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Mohawk Mountain Ski Area
- Sleeping Giant State Park
- Millbrook Vineyards & Winery
- Sherwood Island State Park
- Ski Sundown
- Benmarl Winery
- Wesleyan University
- Naumkeag
- Poets' Walk Park





