Best Vacation Homes in Bridgewater
House
10.0(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
2500 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Air Conditioner
US $518/Night
7 Nights - US $3,623
Bed & Breakfast
8.5(92 Reviews)
7 Bedrooms
7 Baths
21 Guests
325.99 ft²
Hot Tub- Balcony/Terrace
View
Breakfast
US $206/Night
7 Nights - US $1,441
Bed & Breakfast
9.2(200 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Parking- Air Conditioner
US $237/Night
7 Nights - US $1,657
Cabin
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $420/Night
7 Nights - US $2,939
House
8.0(1 Review)
2 Bedrooms
1 Bath
4 Guests
495.14 ft²
Oceanfront
Ocean View- View
- Pet Friendly
US $458/Night
7 Nights - US $3,204
Apartment
9.8(45 Reviews)
1 Bedroom
1 Bath
4 Guests
600 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $190/Night
7 Nights - US $1,331
Apartment
9.2(10 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Hot Tub
- Fireplace/Heating
- Kitchen
- Parking
US $288/Night
7 Nights - US $2,013
New
Apartment
1 Bedroom
1 Bath
5 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $213/Night
7 Nights - US $1,489
Bridgewater Luxury Rentals
House
10.0(13 Reviews)
7 Bedrooms
6 Baths
17 Guests
3650 ft²
- Hot Tub
- Ocean View
- Balcony/Terrace
- View
US $2,952/Night
7 Nights - US $20,662
House
10.0(20 Reviews)
4 Bedrooms
3 Baths
13 Guests
4400 ft²
Private Pool- Hot Tub
- Fireplace/Heating
Pool
US $2,616/Night
7 Nights - US $18,314
House
10.0(8 Reviews)
7 Bedrooms
5 Baths
20 Guests
69965 ft²
- Private Pool
- Hot Tub
Spa- Fireplace/Heating
US $2,285/Night
7 Nights - US $15,997
House
10.0(83 Reviews)
6 Bedrooms
3 Baths
12 Guests
6100 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $2,185/Night
7 Nights - US $15,297
House
10.0(19 Reviews)
7 Bedrooms
6 Baths
18 Guests
- Private Pool
- Hot Tub
- Fireplace/Heating
- Pool
US $2,185/Night
7 Nights - US $15,295
House
10.0(11 Reviews)
5 Bedrooms
5 Baths
12 Guests
6000 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $2,045/Night
7 Nights - US $14,318
House
10.0(11 Reviews)
5 Bedrooms
5 Baths
10 Guests
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
US $1,878/Night
7 Nights - US $13,148
Villa
10.0(3 Reviews)
5 Bedrooms
5 Baths
12 Guests
- Spa
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,768/Night
7 Nights - US $12,379
Bridgewater Pet Friendly Vacation Rentals
House
10.0(54 Reviews)
5 Bedrooms
3 Baths
15 Guests
2500 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $1,705/Night
7 Nights - US $11,938
House
6 Bedrooms
3 Baths
20 Guests
4703.83 ft²
- Hot Tub
- Balcony/Terrace
- Pet Friendly
- Parking
US $1,293/Night
7 Nights - US $9,049
House
10.0(23 Reviews)
3 Bedrooms
1 Bath
6 Guests
2000 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $976/Night
7 Nights - US $6,834
New
Villa
1 Bedroom
5 Baths
14 Guests
5005.22 ft²
Private Beach- Oceanfront
- Hot Tub
Skiing
US $1,584/Night
7 Nights - US $11,088
House
10.0(21 Reviews)
5 Bedrooms
3 Baths
12 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $1,073/Night
7 Nights - US $7,513
House
10.0(21 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $425/Night
7 Nights - US $2,972
House
10.0(12 Reviews)
6 Bedrooms
4 Baths
12 Guests
4298 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,373/Night
7 Nights - US $9,611
House
10.0(7 Reviews)
3 Bedrooms
3 Baths
8 Guests
1975 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $803/Night
7 Nights - US $5,624
Bridgewater Large Vacation Homes
House
10.0(9 Reviews)
4 Bedrooms
2 Baths
10 Guests
2700 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Kitchen
US $1,068/Night
7 Nights - US $7,478
Ski Chalet
6 Bedrooms
2 Baths
8 Guests
118.4 ft²
- Private Beach
- Oceanfront
- Fireplace/Heating
- Ocean View
US $476/Night
7 Nights - US $3,333
House
10.0(5 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $702/Night
7 Nights - US $4,911
House
10.0(2 Reviews)
5 Bedrooms
3 Baths
10 Guests
3000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,236/Night
7 Nights - US $8,653
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
10 Guests
2400 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $926/Night
7 Nights - US $6,481
House
9.8(7 Reviews)
6 Bedrooms
3 Baths
12 Guests
3800 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,378/Night
7 Nights - US $9,644
House
9.4(51 Reviews)
5 Bedrooms
4 Baths
12 Guests
3800 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $1,405/Night
7 Nights - US $9,832
House
9.4(9 Reviews)
4 Bedrooms
4 Baths
10 Guests
3100 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,204/Night
7 Nights - US $8,428
Why Choose Rent By Owner for your Bridgewater Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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
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
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
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
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
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.
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.
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.
Bridgewater Vacation Rental Frequently Asked Questions
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:
- Entertainers Dream, Candlewood Lake, Hot Tub,Disco,Theatre,Music studio.more!
- Candlewood Lake Retreat w Private Dock
- Candlewood Lakefront 3bd/2 bath house w/180 degree views!
- Make lifelong memories at this New England Quintessential Country Getaway
- Direct Lakefront Home on Lake Lillinonah with Elevator Access.
- Direct Waterfront on Candlewood Lake with/boat slip/hot tub & outdoor kitchen
- Candlewood Lake Front with Dock,Chef's Kitchen. Sleeps 12
- The Art House: 5-Acre, Private Getaway with Fireplace
- Candlewood Lake Perfection: Large and very private House, property and pool.
- Best Direct Lakefront Location on Candlewood
2. How many vacation rentals have private pools in Bridgewater?
There are 4 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 2026 is over 165 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
Cottage
10.0(19 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $380/Night
7 Nights - US $2,660
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
8 Guests
2400 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
US $1,533/Night
7 Nights - US $10,730
House
9.6(20 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $628/Night
7 Nights - US $4,397
House
10.0(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $198/Night
7 Nights - US $1,388
US $772/Night
7 Nights - US $5,406
House
10.0(4 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $652/Night
7 Nights - US $4,562
House
10.0(3 Reviews)
3 Bedrooms
3 Baths
8 Guests
1975 ft²
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $407/Night
7 Nights - US $2,849
House
10.0(1 Review)
5 Bedrooms
3 Baths
6 Guests
3000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Kitchen
US $588/Night
7 Nights - US $4,115
