Watertown holiday lettings

We found 202 holiday rentals — enter your dates for availability

Scroll through and select from holiday rentals in Watertown to find one that's perfect for your trip. Whether you’re staying in a holiday home with friends, family or even just your pets, you'll have the amenities that you expect and more, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

Holiday rentals with weekly discounts - Watertown

Showing deals for:6 Mar - 13 Mar

Image gallery for Nature & Luxury @Lavender Lake Est (Kosher optional)

Pool
10 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)

Nature & Luxury @Lavender Lake Est (Kosher optional)

Roxbury, CT

12% off
Price is £6,901
for 7 nights, 1 home
£986 per night
includes taxes & fees
Nature & Luxury @Lavender Lake Est (Kosher optional)

Find spaces that suit your style

The friendly area of Watertown awaits your stay

The parks and other outdoor surroundings create an inviting atmosphere in Watertown. This welcoming city has many special qualities. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Sightseeing in and around Watertown

Are you searching for things to do during your stay? Venture out of your cosy holiday rental and experience everything that makes Watertown a fun place to get away to. These are some of the major attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • The Christmas Shop (5.1 mi / 8.2 km)
  • Quassy Amusement Park (5.7 mi / 9.2 km)
  • Mount Southington Ski Area (10.1 mi / 16.3 km)
  • Lake Compounce (10.2 mi / 16.5 km)
  • Hawks Landing Country Club (13.8 mi / 22.3 km)
  • Hopkins Vineyard (13.9 mi / 22.4 km)

Exploring the natural features in Watertown

Whether you're looking for exciting outdoor activities or just want to take in the scenery, Watertown is a great place to get outside. Here are some of the area’s most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • Hollow Park (6.8 mi / 11 km)
  • Bantam Lake (8.6 mi / 13.9 km)
  • White Memorial Conservation Center (9.5 mi / 15.4 km)
  • Litchfield Town Green (10.4 mi / 16.8 km)
  • Steep Rock Preserve (10.7 mi / 17.3 km)
  • Beacon Falls Town Recreation Field (11.4 mi / 18.4 km)

Transport to and around Watertown

The nearest airport is in Oxford, CT (OXC-Waterbury - Oxford), located 8.9 mi (14.3 km) from the city centre. If you can't find a flight that works for your travel itinerary, you might consider flying into Danbury, CT (DXR-Danbury Municipal), which is 25 mi (40.2 km) away.

Frequently asked questions

What is the best area to stay in Watertown when booking a holiday rental?
When considering a holiday rental in Watertown, Connecticut, a popular area to stay is near the scenic Watertown Green. This charming neighbourhood not only offers a picturesque setting but also places you within a short distance of several local attractions. The Green itself is a lovely spot to relax and enjoy the outdoors, while nearby, the historic Watertown Library and the fascinating Mattatuck Museum provide cultural enrichment and insight into the region's heritage.

Another excellent option is the area around Oakville, which is known for its quaint, suburban feel. This neighbourhood features a selection of parks and recreational areas, making it ideal for families or those looking to enjoy the outdoors. You can easily access the beautiful Lake Quassapaug, superb for fishing and boating, as well as the popular Quassy Amusement Park, which offers a delightful day out for visitors of all ages.
How much does it cost to rent a holiday home in Watertown?
Prices for holiday rentals in Watertown vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Watertown to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Watertown holiday house rentals?
You can find great discounts on house rentals in Watertown on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What is the most popular type of holiday rental accomodation in Watertown?
In Watertown, a variety of holiday rental accommodations are available, including several apartments, holiday houses, and cottages. These rentals can be found in peaceful neighbourhoods, providing a homely atmosphere for visitors. Most apartments are equipped with kitchens, comfortable living areas, and modern amenities, great for those looking to enjoy a self-catering experience. The holiday houses typically offer more space, featuring multiple bedrooms and private outdoor areas for relaxation. Cottages, often situated in scenic spots, provide a quaint and charming option for travellers seeking a unique stay.
Are there any family house rentals in Watertown?
In Watertown, Connecticut, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. The homes often feature spacious living rooms, fully equipped kitchens for family meals, and outdoor areas for kids to play and explore. Many properties are situated in tranquil neighbourhoods, providing a safe environment for families.
Can I rent a holiday home with a pool or hot tub in Watertown?
In Watertown, Connecticut, there are several holiday homes available for rent that feature pools and hot tubs. This charming town offers a serene backdrop for travellers looking to relax and unwind. Many of the properties come equipped with private pools, hot tubs, outdoor seating areas, and fully equipped kitchens, great for enjoying meals at home or entertaining guests.
Can I find long-stay holiday rentals in Watertown?
A long-stay holiday rental in Watertown is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there pet-friendly house rentals in Watertown?
In Watertown, Connecticut, there are several pet-friendly house rentals available for travellers seeking a comfortable stay. Many of these properties offer amenities such as spacious backyards, fully equipped kitchens, and cosy living areas, making them ideal for families and groups travelling with pets.
Are there any remote work holiday rentals in Watertown?
In Watertown, Connecticut, there are several holiday rentals suitable for remote work. Many of these properties offer a range of amenities designed to support productivity, including high-speed Wi-Fi, dedicated desks, and comfortable office chairs, ensuring a conducive work environment. Travellers can expect spacious living areas that allow for flexibility between work and relaxation, often complemented by fully equipped kitchens for convenient meal preparation. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Watertown holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Watertown with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Watertown?
In Watertown, popular rental amenities include kitchens equipped with essential items such as cookware, dishware, and utensils, allowing guests to prepare their own meals. Many properties also feature coffee makers, microwaves, and refrigerators, making it convenient for travellers to enjoy home-cooked breakfasts or snacks during their stay.
When is the best time to visit Watertown for a holiday rental?
The best time to visit Watertown for a holiday rental is during the peak season from July to September. July stands out as the most popular month, offering visitors warm summer temperatures (averaging around 26°C) that create the great backdrop for outdoor activities. This vibrant period attracts families and travellers keen to explore the scenic beauty of the Connecticut countryside, enjoy local festivals, and take part in various recreational activities.

During these summer months, Watertown comes alive with events and activities. You can relish the lush parks and picturesque hiking trails, making it an ideal time for those who appreciate nature and outdoor adventures. The pleasant climate and abundant sunshine allow for comfortable sightseeing, whether you're visiting the historical sites or enjoying a leisurely stroll by the water.

For those seeking a more budget-friendly experience, consider planning your visit in December. While this month is quieter, it offers a unique charm with winter festivities and a chance to experience the local culture in a peaceful setting. It's an excellent time for cosy gatherings and enjoying the festive spirit, making it a delightful alternative for those who prefer a more relaxed atmosphere.
How early should I book a Watertown holiday rental?
Book your Watertown holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Watertown?
In Watertown, Connecticut, visitors can explore several interesting attractions that highlight the area's charm. The historical district features the Watertown Historical Society, where guests can learn about the town's rich history and heritage. Close by, the beautiful Echo Lake Park offers scenic views, walking trails, and picnic areas, making it a lovely spot for outdoor relaxation.
Can I change or cancel my Watertown home rental booking on Vrbo?
To find Watertown holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Watertown holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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