Vacation rentals in Watertown

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Top-rated vacation rentals in Watertown

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Guest favorite

Guesthouse in Southbury

4.93 out of 5 average rating, 266 reviews

Charming Guest Cottage with Modern Amenities

Private Guest House set on 5+ Acres, along with Historic Colonial Home. Bright and sunny and over looks pool and gardens (seasonal). Efficiency with Kitchen featuring 2 burner stove, Microwave, Under Counter Fridge/Freezer/Ice Maker, Dishwasher, Granite Counters. . Dining Area, Great Room w/ soaring ceilings, French Doors to private patio, hardwood floors. Loft with full-sized bed, and sofa can be a to Queen Size Sleeper. Full bath with extra-large shower. Dog friendly (approval needed).

Oct 3 – 10

$135 per night

Guest favorite

Guest suite in Watertown

5.0 out of 5 average rating, 47 reviews

Private King suite w/ separate entry-Walk to Taft!

Enjoy Litchfield County, CT! This renovated 1-bedroom guest suite in an 1859 historic home has a private entrance off a dedicated covered porch. Enter through the private stairway into the bedroom with a King size bed and comfortable foam mattress. French doors open into a living room with a pullout full size sofa bed and a Nespresso coffee maker. The renovated bath has marble floors and a glass door shower. Free parking for up to two cars in the drive and directly across the street from Taft.

Aug 6 – 13

$168 per night

Guest favorite

Guest suite in Watertown

4.91 out of 5 average rating, 162 reviews

Lrg Studio Apartment - walk to Taft

Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!

Sep 15 – 22

$62 per night

Guest favorite

Guest suite in Bethlehem

4.99 out of 5 average rating, 200 reviews

Breezy Crest private & restful w/antique charm

Escape to this charming and historic two-story 1841 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, and just 90 miles from NYC, you'll have easy access to shops, restaurants, and ski slopes.

Sep 6 – 13

$144 per night

Guest favorite

Apartment in Litchfield

4.98 out of 5 average rating, 118 reviews

Litchfield Hills Hideaway

Enjoy the Litchfield Hills from this newly renovated one bedroom apartment with private entrance. Amenities include full kitchen, living room, bedroom with queen bed, and full en suite bathroom. WiFi and cable TV included. All located less than 2 miles from historic Litchfield Center. Our property borders on the White Memorial Foundation nature preserve, with over 40 miles of hiking trails. Mohawk Mountain Ski area in Cornwall and Ski Sundown in New Hartford are only a short drive away.

Nov 22 – 29

$120 per night

Guest favorite

Vacation home in Torrington

4.97 out of 5 average rating, 132 reviews

Modern/Private Five ★ /Hotel quality stay/1 BR Apt

Enjoy the comfort and tranquility of this modern apt. A lovely space to relax after a busy day. This clean and bright apt offers a tranquil residential vibe alongside quick, easy access to the Torrington downtown areas, restaurants, stores and bars. It features an open-concept layout, a neutral color scheme, wood surfaces, tasteful furnishings and decor. Designed comfortably for your stay offering WiFi, Netflix, laundry, queen bed, well equipped kitchen, and clean fresh white bed sheets.

Dec 28 – Jan 4

$138 per night

Superhost

Home in Watertown

4.89 out of 5 average rating, 37 reviews

Tiny Home Away From Home - Complete Privacy, Peace

A tastefully decorated detached house; 1 br, 1 bath. Many happy guests, just check out my reviews. Clean, comfortable, and charming house with ultimate privacy. Nobody in the house to bother you. Queen size bed A sleeper sofa for an extra guest Large eat-in kitchen Walk in closet Living room with Roku TV, and super fast free Wi-Fi Keurig Coffee Machine: Free Keurig coffee pods or bring your favorite pods to feel right at home Free filtered coffee. 20% savings for 30+ days

Jun 1 – 8

$114 per night

Guest favorite

Home in Bristol

4.93 out of 5 average rating, 113 reviews

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.

Feb 25 – Mar 4

$123 per night

Guest favorite

Apartment in Brookfield

4.94 out of 5 average rating, 184 reviews

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

Jan 23 – 30

$104 per night

Guest favorite

Home in Bethlehem

4.97 out of 5 average rating, 260 reviews

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.

Mar 12 – 19

$232 per night

Guest favorite

Guest suite in Morris

4.99 out of 5 average rating, 340 reviews

Lakeside Private Guest Suite

Feel like you're in your own studio apartment in the spacious, bright lower level of our home! Walk out to your own private lounging/dining area. Separate entrance and parking space. Enjoy the serenity of Camp Columbia state park, as it is our extended backyard. Tip: The sunsets are beautiful! 2 hours from NYC, 30-45 minutes to local skiing and just 10 minutes to Washington Depot.

Mar 13 – 20

$82 per night

Guest favorite

Dome in Bethlehem

4.88 out of 5 average rating, 314 reviews

Geodesic Dome in the Wooods

A great daylight space nested on the edge of the woods. Be close to nature but also close to our house for modern convinces in our house. Please note this space is unplugged, it has no electricity, heat or air conditioning. There is a full bathrooms for your use in our basement, 125 feet away.

Nov 29 – Dec 6

$45 per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Watertown vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Watertown's top sights

Waterbury Hospital4 locals recommend

Uncommon Grill3 locals recommend

Marshalls4 locals recommend

Big Franks BBQ Grill3 locals recommend

Watertown Meat Center3 locals recommend

Roma Ristorante Italiano3 locals recommend

Other great vacation rentals in Watertown

Guest favorite

Apartment in Middlebury

4.98 out of 5 average rating, 64 reviews

Cozy Apartment with Water View of Brook

Mar 27 – Apr 3

$95 per night

Superhost

Guest suite in Watertown

5.0 out of 5 average rating, 4 reviews

Hidden Serenity at TuKasa - Pool & Billiards

Nov 30 – Dec 7

$146 per night

Guest favorite

Guest suite in Wolcott

5.0 out of 5 average rating, 14 reviews

Modern cozy, pet friendly

Sep 6 – 13

$108 per night

Guest favorite

Home in Watertown

5.0 out of 5 average rating, 8 reviews

Getaway near winery, distillery and state forest

Feb 7 – 14

$231 per night

Guest favorite

Guest suite in Plymouth

5.0 out of 5 average rating, 21 reviews

Secluded | Cozy | Nature

Sep 20 – 27

$86 per night

Guest favorite

Apartment in Waterbury

4.98 out of 5 average rating, 66 reviews

Everything you need! Apartment!

Feb 26 – Mar 5

$100 per night

Guest favorite

Loft in Woodbury

5.0 out of 5 average rating, 31 reviews

Country Loft

Mar 25 – Apr 1

$125 per night

Guest favorite

Cottage in Bethlehem

5.0 out of 5 average rating, 31 reviews

Cottage Getaway | Peaceful Setting | Pet Friendly

Jul 14 – 21

$227 per night

Show all

Quick stats about vacation rentals in Watertown

Total rentals
30 properties
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
1K reviews
Nightly prices starting at
$40 before taxes and fees

Frequently Asked Questions

What are the most popular amenities for House Rentals in Watertown?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Watertown have wifi?
Absolutely! We offer over 10 house rentals with wifi in Watertown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Watertown have free parking?
Absolutely! We offer over 10 house rentals with free parking in Watertown. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Watertown?
Watertown has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Where should I stay in Watertown?
Make yourself at home in Watertown by choosing from our most frequently booked neighborhoods. We have over 90 vacation rentals in Fairmount, and over 90 vacation rentals in Bunker Hill.
Are there pet-friendly vacation rentals in Watertown?
Four-legged friends are welcome in Watertown. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Watertown?
Yes! Work meets play with ease at over 20 vacation rentals in Watertown featuring dedicated workspaces. Stay connected and productive in your home away from home.
How much does it cost to stay in house rentals in Watertown?
Experience the best of Watertown with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Watertown have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Watertown. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Watertown have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Watertown. Enjoy a tailored experience with all the comforts you desire.

Vacation rentals in Watertown

Top-rated vacation rentals in Watertown

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Watertown vacation rentals

Stay near Watertown's top sights

Other great vacation rentals in Watertown

Apartment in Middlebury

Guest suite in Watertown

Guest suite in Wolcott

Home in Watertown

Guest suite in Plymouth

Apartment in Waterbury

Loft in Woodbury

Cottage in Bethlehem

Quick stats about vacation rentals in Watertown

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

What are the most popular amenities for House Rentals in Watertown?

Do house rentals in Watertown have wifi?

Do house rentals in Watertown have free parking?

Are there family-friendly vacation rentals in Watertown?

Where should I stay in Watertown?

Are there pet-friendly vacation rentals in Watertown?

Are there vacation rentals with a dedicated workspace in Watertown?

How much does it cost to stay in house rentals in Watertown?

Do house rentals in Watertown have a kitchen?

Do house rentals in Watertown have air conditioning?

Destinations to explore