Vacation rentals in Watertown

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Popular amenities for Watertown vacation rentals

Other great vacation rentals in Watertown

Superhost
A welcoming entryway features a light grey wall with a decorative mirror above a small, dark wooden table. A patterned area rug is situated on the floor, and natural light enters through the adjacent doorway, enhancing the open feel of the space.
Apartment in Watertown
4.91 out of 5 average rating, 32 reviews

Steele Brook Manor

ColetteRating, 5 stars4 weeks ago
Very quaint typical New England home. We absolutely loved it and will be returning on a regular basis next year as it’s very convenient for us with our daughter at the local boarding school. Clean, tidy, free of clutter and very comfy. Good delivery service available from local restaurants if you don’t feel like going out. We were exhausted after packing up our daughters dorm room and just wanted to stay in. It felt like a home away from home .
Superhost
A charming red barn with a triangular roof is softly illuminated at dusk, creating a welcoming entrance. Nearby, a car is parked in front, and the surrounding landscape features bare trees against a serene twilight sky.
Farm stay in Bethlehem
4.75 out of 5 average rating, 44 reviews

The Loft @ Sun One Organic Farm

WilliamRating, 5 stars4 weeks ago
This stay was nothing short of incredible. From the moment we arrived, we were blown away by the beauty and uniqueness of the property. The space is immaculately maintained, stylish, and comfortable, with every detail thoughtfully considered. The loft was a standout room—such a cool and unique design that added to the whole experience. Waking up to those stunning views each morning was a dream, and the peaceful, secluded atmosphere made it the perfect escape. The host was communicative, kind, and made everything seamless from start to finish. I can’t recommend this place enough. It exceeded all expectations and made for an unforgettable weekend. Will absolutely be returning to see the other units!
Top guest favorite
A serene outdoor pool area is surrounded by lush greenery and tall trees. Lounge chairs are positioned neatly along the pool deck, inviting relaxation. A small shed is visible in the background, adding convenience to the peaceful setting. The scene is well-lit, enhancing the tranquil atmosphere.
Guest suite in Watertown
4.97 out of 5 average rating, 35 reviews

Hidden Serenity at TuKasa - Pool & Billiards

AmraRating, 5 stars3 weeks ago
The host was so friendly! The place was extremely clean and very well decorated! We absolutely loved all the decorations especially all the cows :) the host responded so so quickly and was extremely helpful! We will definitely be coming back!!!
Top guest favorite
The exterior of a welcoming home is set among well-maintained lawns and landscaped greenery. A large front porch features seating options, while a lamppost adds charm to the entryway. Lush trees provide natural shade, creating a serene environment.
Guest suite in Plymouth
4.93 out of 5 average rating, 61 reviews

Secluded | Cozy | Nature

ChaiseRating, 5 stars1 month ago
Needed a place to stay for a wedding nearby. The space was really cute and located in a quiet neighborhood. Host was really kind and accommodating!
Superhost
A geometric ceramic planter on a windowsill holds a variety of green succulents and plants. Sunlight filters in through the nearby window, creating a serene indoor atmosphere, while the outdoor greenery is visible through the glass.
Home in Watertown
4.92 out of 5 average rating, 24 reviews

Historic Litchfield County Home

CarterRating, 5 stars1 month ago
Yverose was wonderful. We couldn't have asked for a better spot to host our weekend get together. The house was beautiful and so comfortable - perfect for 6 girlfriends. We would love to be back one day!!
Top guest favorite
The historic home features a two-story structure with white siding and black shutters. A covered porch is highlighted at the front, surrounded by lush greenery and blooming flowers, set against a clear blue sky. A grassy lawn offers open space in the foreground.
Guest suite in Watertown
5 out of 5 average rating, 74 reviews

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

JustinRating, 5 stars1 week ago
I've stayed here about 8 or 9 times and it's always been a perfect place to stay. Clean, neat, easy, friendly hosts, very nice place. I'm sure I'll be back.
Superhost
A bear is seen crossing a quiet, tree-lined road. Green foliage surrounds the area, and a stop sign stands nearby, indicating the presence of a residential or rural setting. Sunlight filters through the leaves, creating a soft illumination of the scene.
Home in Watertown
4.8 out of 5 average rating, 45 reviews

Cozy Cottage

SheilaRating, 5 stars2 days ago
Enjoyed our stay and appreciated all of the amenities that were offered. Loved waking to the sound of birds out back.
Guest favorite
A functional corner of the room includes a pack-and-play, a reclined baby seat, and a changing station. Soft lighting illuminates the area, complemented by wooden flooring that adds warmth to the space.
Apartment in Watertown
4.9 out of 5 average rating, 10 reviews

Taft School Watertown/Oakville

AlexRating, 5 stars1 week ago
Right from the beginning, Ana and Richard were extremely helpful. At first, we had booked using an old listing, and when we realized the mistake, they were proactive and accommodating, helping us get the rates and dates we had booked for. Check in was smooth, and Ana texted instructions and videos that made finding the house, the right door, and getting in extremely quick and helpful. Whenever we had questions about the house and policies, we got clear responses very quickly. The space itself was very quaint. The living room setup was cozy, the kitchen had everything needed for cooking, and there was some tea and welcome baskets with snacks that made you feel right at home. The two bedrooms were delightful and both had A/C units that kept the rooms nice and cool; the beds were very comfortable as well. The walk-in closet and additional storage space made it so nothing ever felt too crowded. The bathroom was very clean, and the provided towels were soft and smelled fresh.

Quick stats about vacation rentals in Watertown

  • Total rentals

    30 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 before taxes and fees

  • Total number of reviews

    1.2K reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

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 air conditioning, over 10 homes with free parking, over 10 homes with a kitchen, 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 Bunker Hill, and over 90 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 $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.

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