Discover Your Perfect Bridgewater Vacation Homes

Bridgewater Luxury Rentals

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Bridgewater Pet Friendly Vacation Rentals

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Bridgewater Large Vacation Homes

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8.5 (92 Reviews)
Bed & Breakfast
Homestead Inn
  • Air Conditioner
  • Parking
  • TV
View Availability
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Why Choose Rent By Owner for your Bridgewater 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 Bridgewater

When should you plan your Vacation Rentals stay?

Choosing the right time to visit ensures you experience all that this destination has to offer, whether you're seeking a lively season or a peaceful escape in the area.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you can enjoy pleasant weather and lush scenery, making it ideal for outdoor activities and exploring the region's natural beauty.

Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
autumn
Early Fall (September to October)

As the region transitions into fall, the vibrant foliage and comfortable temperatures create a charming atmosphere perfect for sightseeing and outdoor pursuits.

Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F

Off-Season Highlights

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Winter (December to February)

The colder months bring quieter streets and a peaceful ambiance, providing a cozy setting for those seeking solitude and winter relaxation.

Average Temperature Daytime: 30-40°F - Nighttime: 20-30°F
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Late Fall to Early Winter (November)

Before the holiday season, the area experiences fewer visitors, offering a tranquil environment to enjoy the tranquility of this destination.

Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F

Weekly Weather Forecast for Bridgewater

How to Book Your Bridgewater Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Bridgewater

More Top-Rated Vacation Rentals in Bridgewater Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 outdoor dining with a fully equipped patio or picnic area.
  • Take advantage of spacious yards ideal for family gatherings and outdoor activities.
  • Relax by a private or community swimming pool to unwind after exploring the region.
  • Explore scenic hiking trails and nature walks nearby, perfect for outdoor enthusiasts.
  • Make use of outdoor fire pits for cozy evenings under the stars.
  • Benefit from well-maintained gardens or landscaping that enhances your outdoor experience.
  • Utilize outdoor recreational amenities such as tennis courts, playgrounds, or sports fields when available.

Top Attractions Around Bridgewater

What attractions are nearby?

Within this charming destination, you can enjoy a variety of outdoor activities, explore scenic natural spots, and experience the peaceful ambiance that characterizes the region, making it an ideal choice for your stay in Bridgewater, Connecticut.

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Family Activities

  • Living Museum at the Connecticut Valley School of Woodworking: Explore this hands-on museum where your family can learn about woodworking techniques and even participate in creative workshops in the scenic region.
  • Lakeville Lake: Spend a day enjoying swimming, kayaking, or picnicking by the water at this peaceful lake near here, perfect for outdoor family fun.
  • The Village of New Preston: Discover charming shops, local eateries, and inviting parks that make for a delightful family outing in this picturesque part of town.
  • Housatonic River Activities: Experience tubing, fishing, or simply relaxing along the riverbanks, offering an ideal setting for family adventures close to this destination's vacation rentals.
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Adult Activities

  • Visit the Bridgewater Land Trust Trails: Explore scenic hiking and biking trails through protected landscapes that showcase the area's natural beauty and promote outdoor activity.
  • Discover Candlewood Lake: Engage in boating, fishing, or relaxing by the water at this popular destination known for its tranquil environment and recreational opportunities.
  • Experience the Lakeville Opera House: Enjoy live performances and cultural events that highlight the region’s vibrant arts scene in a charming historic venue.
  • Explore the nearby Litchfield Hills: Take day trips to scenic overlooks, boutique shops, and quaint towns that embody the region's rustic charm and outdoor pursuits.

Bridgewater Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the region's scenic parks and trails to enjoy the natural beauty that makes this area a perfect outdoor retreat.
  • Visit nearby cultural spots: Immerse yourself in the local heritage by discovering cultural landmarks and community events that highlight the area's unique charm.
  • Plan your stay around seasonal festivals: Schedule your visit during popular seasons to experience lively festivals and markets that showcase the region’s vibrant community spirit.
  • Choose centrally located vacation rentals: Select accommodations near key attractions and amenities to maximize your leisure time and convenience during your stay here.

Transportation Options

  • Bridgewater Train Station: This station offers convenient rail services connecting you to major cities in the region, making travel hassle-free during your stay.
  • Regional Bus Services: Local bus routes provide reliable transportation around here, allowing easy access to attractions and nearby towns.
  • Car Rentals: Renting a car is an excellent option for exploring the area at your own pace and reaching more remote destinations comfortably.
  • Taxi and Rideshare Services: Taxis and rideshare options such as Uber or Lyft are readily available for flexible and quick transportation within the region.

Local Customs Options

  • New England Hospitality: Experience the warmth and friendliness characteristic of this region, where locals often greet visitors with genuine kindness and open arms.
  • Traditional Clambakes: Indulge in the area's cherished culinary custom of clambakes, a communal event that brings people together to enjoy fresh seafood and local flavors.
  • Seasonal Festivals: Participate in local festivals that celebrate seasonal changes, such as fall foliage viewings and winter holiday traditions unique to the region.
  • Historical Respect: Appreciate the community’s reverence for its history, which is reflected in preserved architecture and community-led historical events that showcase here’s rich heritage.

Frequently Asked Questions About Bridgewater?

1. What are the top vacation rentals in Bridgewater?

There are a lot of options in Bridgewater. If you plan on staying in the Bridgewater area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bridgewater:

2. How many vacation rentals have private pools in Bridgewater?

There are 7 vacation rentals with private pools near Bridgewater. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Bridgewater are best for families?

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

4. How many Rentbyowner vacation rentals are available in Bridgewater?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 155 in the Bridgewater 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 Bridgewater. 

5. What is the cancellation policy for vacation rentals in Bridgewater, Connecticut?

Cancellation policies vary between properties. It’s important to review the specific listing details or contact the property owner directly to understand the terms and any potential fees associated with canceling your stay.

6. How do I find available dates and book a vacation rental here?

You can check the availability calendar on the listing page and proceed with the booking directly through the platform. For personalized assistance, reaching out to the property owner can also help confirm dates and answer any questions.

7. Are there any specific rules or restrictions I should be aware of before booking?

Yes, each property has its own set of house rules regarding occupancy limits, pet policies, smoking, and quiet hours. Reading the listing carefully or contacting the owner ensures your stay complies with all guidelines.

8. What amenities are typically included in vacation rentals around here?

Amenities vary by property but often include essentials like Wi-Fi, parking, kitchen facilities, and outdoor spaces. Review the listing details to see exactly what is offered for your selected rental.

9. Is it possible to modify or extend my reservation after booking?

Modifications and extensions depend on the property's policies and availability. Contact the host directly to discuss any changes you wish to make to your reservation.

Bridgewater Top Rated Vacation Rentals

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