Discover Your Perfect Waterbury Vacation Homes

Best Vacation Homes in Waterbury

Cabin
Map-icon
like-icon10.0
Exceptional
(43 Reviews)
3 Bedrooms 2 Baths 8 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£208/Night 7 Nights - £1,455
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 2 Guests 247.57 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
£104/Night 7 Nights - £725
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Hotel
Map-icon
like-icon9.4
Exceptional
(1006 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£113/Night 7 Nights - £790
Cabin
Map-icon
like-icon10.0
Exceptional
(26 Reviews)
2 Bedrooms 1 Bath 4 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£187/Night 7 Nights - £1,306
Cabin
Map-icon
like-icon9.6
Exceptional
(70 Reviews)
12 Bedrooms 9 Baths 20 Guests 252.35 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£155/Night 7 Nights - £1,085
Cabin
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
2 Bedrooms 2 Baths 6 Guests 1500 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£208/Night 7 Nights - £1,455
Cabin
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 4 Guests 500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£200/Night 7 Nights - £1,403
Apartment
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
1 Bedroom 1 Bath 3 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
£297/Night 7 Nights - £2,082

Waterbury Luxury Rentals

House
Map-icon
like-icon10.0
Exceptional
(117 Reviews)
5 Bedrooms 3 Baths 10 Guests 4000 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£839/Night 7 Nights - £5,871
House
Map-icon
4 Bedrooms 4 Baths 10 Guests 2900 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£713/Night 7 Nights - £4,988
Cabin
Map-icon
like-icon10.0
Exceptional
(231 Reviews)
5 Bedrooms 3 Baths 12 Guests 3200 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
£701/Night 7 Nights - £4,907
House
Map-icon
3 Bedrooms 3 Baths 8 Guests
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£667/Night 7 Nights - £4,671
Other
Map-icon
4 Bedrooms 1 Bath 8 Guests 3100 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£624/Night 7 Nights - £4,370
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 8 Guests 2800 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£537/Night 7 Nights - £3,761
House
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
4 Bedrooms 3 Baths 8 Guests 2500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£486/Night 7 Nights - £3,405
House
Map-icon
like-icon9.8
Exceptional
(14 Reviews)
4 Bedrooms 3 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£444/Night 7 Nights - £3,104

Waterbury Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
2 Bedrooms 2 Baths 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£268/Night 7 Nights - £1,877
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Hotel
Map-icon
like-icon8.8
Fabulous
(465 Reviews)
1 Bath 301.39 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
£168/Night 7 Nights - £1,177
Cabin
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
£338/Night 7 Nights - £2,364
Apartment
Map-icon
like-icon9.8
Exceptional
(20 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£110/Night 7 Nights - £767
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 10 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£300/Night 7 Nights - £2,103
New
House
Map-icon
3 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£260/Night 7 Nights - £1,820
Apartment
Map-icon
2 Bedrooms 1 Bath 4 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
£211/Night 7 Nights - £1,479
House
Map-icon
like-icon8.6
Fabulous
(49 Reviews)
3 Bedrooms 2 Baths 9 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£244/Night 7 Nights - £1,710

Waterbury Large Vacation Homes

Cabin
Map-icon
like-icon10.0
Exceptional
(8 Reviews)
4 Bedrooms 4 Baths 10 Guests 4000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£1,080/Night 7 Nights - £7,557
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House
Map-icon
like-icon9.2
Exceptional
(34 Reviews)
5 Bedrooms 4 Baths 14 Guests 1011.81 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
£192/Night 7 Nights - £1,341
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
4 Bedrooms 3 Baths 10 Guests 2500 ft²
  • Hot Tub
    Hot Tub
  • Ocean View
    Ocean View
More amenities
£858/Night 7 Nights - £6,006
Bed & Breakfast
Map-icon
like-icon9.0
Exceptional
(81 Reviews)
12 Bedrooms 10 Baths 30 Guests 285.24 ft²
  • Skiing
    Skiing
  • Fireplace/Heating
    Fireplace/Heating
More amenities
£133/Night 7 Nights - £930
House
Map-icon
like-icon5.0
Average
(15 Reviews)
3 Bedrooms 3 Baths 10 Guests 2600 ft²
  • Private Pool
    Private Pool
  • Spa
    Spa
More amenities
£115/Night 7 Nights - £804

Why Choose Rent By Owner for your Waterbury Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Waterbury

When should you plan your Vacation Rentals stay?

Choosing the ideal time to visit here can enhance your experience, allowing you to enjoy the region’s natural beauty and local events at their best throughout the year.

Peak Season Highlights

summer
Summer (June to August)

During this time, the area's warm weather and lush landscapes draw outdoor enthusiasts seeking scenic views and outdoor activities.

Average Temperature Daytime: 75-85°F - Nighttime: 55-65°F
autumn
Fall (September to October)

This season offers vibrant foliage and crisp air, making it an ideal period for enjoying the natural beauty of the region.

Average Temperature Daytime: 60-70°F - Nighttime: 40-50°F

Off-Season Highlights

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Winter (December to February)

During winter, the area transforms into a snowy retreat perfect for those looking to experience seasonal outdoor sports and serene landscapes.

Average Temperature Daytime: 20-30°F - Nighttime: 0-15°F
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Spring (March to May)

Spring brings milder weather and blooming nature, offering a quieter and more relaxed atmosphere for visitors seeking tranquility.

Average Temperature Daytime: 45-60°F - Nighttime: 30-40°F

Weekly Weather Forecast for Waterbury

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy access to a private outdoor patio or deck for relaxing and entertaining.
  • Take advantage of lush gardens or landscaped yards that surround your rental.
  • Make the most of exclusive outdoor grilling areas equipped with barbecue facilities.
  • Utilize outdoor fire pits for cozy evenings under the stars.
  • Benefit from available hiking trails or nature paths directly accessible from your property.
  • Relax in outdoor swimming pools or hot tubs often featured in this destination's rentals.
  • Explore nearby lakes or rivers for outdoor activities such as fishing, kayaking, or swimming.
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Family Activities

  • Ben & Jerry's Factory Tour: Discover the famous Vermont ice cream brand with an engaging behind-the-scenes tour, perfect for family fun and sweet memories.
  • Enjoy outdoor activities like picnicking, hiking, and swimming in this scenic park nestled near the region, offering a relaxing day for all ages.
  • Explore local shops, dine at family-friendly restaurants, and experience the charming ambiance of this historic mill complex in the heart of town.
  • Capture picturesque views at this iconic Vermont covered bridge, ideal for a family photo outing in the area's natural setting.
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Adult Activities

  • Ben & Jerry's Factory Tour: Discover how your favorite ice cream is made and enjoy sampling unique flavors right here in this renowned regional attraction.
  • The Waterbury Green: Relax and unwind in the charming town square, perfect for leisurely strolls, local events, and soaking up the authentic New England atmosphere.
  • : Engage in outdoor activities such as kayaking, fishing, or hiking along scenic trails surrounding this popular destination for nature lovers.
  • : Explore the region’s rich winter sports heritage through exhibits that celebrate the area's longstanding ski culture and history.

Waterbury Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Peak Seasons: Secure your vacation rentals early to ensure you access the best properties during popular times in this region.
  • Explore Local Dining Options: Take advantage of nearby eateries that showcase regional flavors, enhancing your stay here with authentic experiences.
  • Utilize Public Transportation: Make use of local transit options to easily navigate the area and discover hidden gems without the hassle of driving.
  • Engage with Nature: Embrace outdoor activities available nearby to fully enjoy the scenic beauty and peaceful environment of this destination.

Transportation Options

  • Waterbury Transportation Services: Local transportation options like shuttles and taxis provide convenient travel within the area, making it easy to reach your vacation rental or explore nearby attractions.
  • Vermont Transit Bus System: This public bus system offers affordable and reliable routes connecting Waterbury with other major towns and cities in the region for easy day trips.
  • Rental Car Agencies: Several rental car services are available in town, giving you the flexibility to discover the scenic region at your own pace during your stay.
  • Private Shuttle Services: Private shuttles can be arranged for comfortable transfers from nearby airports or stations directly to your vacation rental here, ensuring a smooth start to your visit.

Local Customs Options

  • Maple Syrup Tapping Season: Participating in the local tradition of syrup tapping offers a sweet glimpse into the area's agricultural heritage during late winter and early spring.
  • Farmers' Markets and Local Produce: Supporting regional farms at farmers' markets allows you to experience authentic Vermont produce and culinary customs here.
  • Respect for the Outdoors: Engaging in environmentally conscious practices is common, reflecting the community’s deep appreciation for its natural landscape.
  • Craftsmanship and Artisanal Goods: Appreciating locally made crafts and artisanal products provides insight into the region’s dedication to preserving traditional skills.

Frequently Asked Questions About Waterbury?

2. Which vacation homes in Waterbury are best for families?

If you are looking for a family-friendly vacation home in Waterbury, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Waterbury:

3. How many Rentbyowner vacation rentals are available in Waterbury?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 91 in the Waterbury area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Waterbury. 

4. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by property, so it is important to review the specific listing details or contact the host directly to understand the terms related to cancellations and refunds for your stay.

5. Are there any specific check-in and check-out times I should be aware of?

Check-in and check-out times are set by each property owner. You can find this information in the listing details or by reaching out to the host to ensure a smooth arrival and departure.

6. Does the rental property include amenities such as Wi-Fi, parking, or a full kitchen?

Amenities differ from one vacation rental to another. It’s best to review the property description or contact the owner directly to confirm what amenities are available during your stay.

7. Is there a minimum stay requirement for booking a vacation home here?

Minimum stay requirements vary depending on the individual property. Details are usually specified in the listing, so please check the specifics or inquire with the host before booking.

8. How do I secure my reservation for a vacation rental in this region?

Reservations are secured once you complete the booking process and follow the payment instructions provided. For any additional questions about securing your stay, you can contact the property owner or support team directly.

Waterbury Top Rated Vacation Rentals

star-icons-3
Hotel
Map-icon
like-icon9.4
Exceptional
(793 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Skiing
    Skiing
More amenities
£138/Night 7 Nights - £965
star-icons-3
Hotel
Map-icon
like-icon9.4
Exceptional
(380 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
£140/Night 7 Nights - £978
star-icons-3
Hotel
Map-icon
like-icon8.7
Fabulous
(150 Reviews)
9 Baths 374.34 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
£204/Night 7 Nights - £1,427
Cabin
Map-icon
like-icon10.0
Exceptional
(55 Reviews)
2 Bedrooms 1 Bath 5 Guests 1800 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
£218/Night 7 Nights - £1,527
House
Map-icon
like-icon5.0
Average
(31 Reviews)
4 Bedrooms 3 Baths 8 Guests 2700 ft²
  • Hot Tub
    Hot Tub
  • Pool
    Pool
More amenities
£297/Night 7 Nights - £2,076
House
Map-icon
3 Bedrooms 4 Baths 7 Guests 2800 ft²
  • Pool
    Pool
  • Ocean View
    Ocean View
More amenities
£438/Night 7 Nights - £3,065