Vacation rentals in Watertown

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Watertown

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guesthouse in Southbury

4.93 out of 5 average rating, 265 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).

Apr 4 – 11

G$32,436 GYD 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!

Aug 17 – 24

G$15,054 GYD per night
Guest favorite

Guest suite in Bethlehem

4.99 out of 5 average rating, 193 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.

May 8 – 15

G$35,362 GYD per night

Popular amenities for Watertown vacation rentals

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, 61 reviews

Cozy Apartment with Water View of Brook

Nov 13 – 20

G$21,465 GYD per night
Guest favorite

Guest suite in Watertown

5.0 out of 5 average rating, 45 reviews

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

Sep 9 – 16

G$42,451 GYD per night
Guest favorite

Guest suite in Plymouth

5.0 out of 5 average rating, 20 reviews

Secluded | Cozy | Nature

Jul 4 – 11

G$20,626 GYD per night
Guest favorite

Apartment in Waterbury

4.98 out of 5 average rating, 64 reviews

Everything you need! Apartment!

Jan 14 – 21

G$23,334 GYD per night
Guest favorite

Guest suite in Wolcott

5.0 out of 5 average rating, 13 reviews

Modern cozy, pet friendly

Jun 5 – 12

G$30,554 GYD per night
Guest favorite

Apartment in Bethlehem

5.0 out of 5 average rating, 77 reviews

C&C Rush Haven Farm, A Sanctuary for All Life!

Oct 28 – Nov 4

G$29,670 GYD per night
Guest favorite

Apartment in Bristol

4.98 out of 5 average rating, 48 reviews

2 Bedroom Apartment Near Bristol Center

Mar 5 – 12

G$28,491 GYD per night
Guest favorite

Cottage in Bethlehem

5.0 out of 5 average rating, 27 reviews

Cottage Getaway | Peaceful Setting | Pet Friendly

Oct 25 – Nov 1

G$51,696 GYD per night
Guest favorite

Home in Waterbury

4.9 out of 5 average rating, 31 reviews

Come and enjoy the BURY's of CT!

May 31 – Jun 7

G$39,169 GYD per night
Guest favorite

Apartment in Litchfield

4.98 out of 5 average rating, 86 reviews

Artist's Garden Apartment

Aug 17 – 24

G$28,134 GYD per night
Guest favorite

Home in Watertown

5.0 out of 5 average rating, 14 reviews

Historic Litchfield County Home

Sep 19 – 26

G$105,079 GYD per night
Guest favorite

Home in Southbury

5.0 out of 5 average rating, 53 reviews

The Cottage at Cedar Spring Farm

May 31 – Jun 7

G$33,673 GYD per night

Quick stats about vacation rentals in Watertown

Total rentals

40 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

G$8,378 GYD 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 free parking, over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, 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 100 vacation rentals in Bunker Hill, and over 100 vacation rentals in Fairmount.

  • 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 $40 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.

Destinations to explore