Discover Your Perfect Preston Vacation Homes

Best Vacation Homes in Preston

House
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $706/Night 7 Nights - CA $4,942
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests 1001.04 ft²
  • Oceanfront
    Oceanfront
  • Pool
    Pool
More amenities
CA $213/Night 7 Nights - CA $1,489
star-icons-3
Bed & Breakfast
Map-icon
like-icon9.8
Exceptional
(99 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $304/Night 7 Nights - CA $2,128
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
CA $959/Night 7 Nights - CA $6,715
star-icons-4
House
Map-icon
like-icon8.8
Fabulous
(6 Reviews)
2 Bedrooms 1 Bath 7 Guests 1001.04 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
CA $418/Night 7 Nights - CA $2,926
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 7 Guests 1000 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $629/Night 7 Nights - CA $4,404
Condo
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
More amenities
CA $387/Night 7 Nights - CA $2,708
House
Map-icon
like-icon4.0
Average
(2 Reviews)
2 Bedrooms 1 Bath 6 Guests 400 ft²
  • Child Friendly
    Child Friendly
CA $291/Night 7 Nights - CA $2,037

Preston Luxury Rentals

House
Map-icon
like-icon9.4
Exceptional
(13 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
CA $958/Night 7 Nights - CA $6,706
House
Map-icon
4 Bedrooms 2 Baths 8 Guests 1282 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $779/Night 7 Nights - CA $5,456
House
Map-icon
like-icon8.6
Fabulous
(8 Reviews)
5 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pet Friendly
    Pet Friendly
More amenities
CA $744/Night 7 Nights - CA $5,210
Other
Map-icon
like-icon9.4
Exceptional
(23 Reviews)
4 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $675/Night 7 Nights - CA $4,725
House
Map-icon
like-icon9.8
Exceptional
(19 Reviews)
3 Bedrooms 1 Bath 9 Guests 1600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $590/Night 7 Nights - CA $4,127
House
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
4 Bedrooms 2 Baths 8 Guests 2600 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $545/Night 7 Nights - CA $3,815
House
Map-icon
4 Bedrooms 1 Bath 6 Guests 800 ft²
  • Air Conditioner
    Air Conditioner
  • Child Friendly
    Child Friendly
CA $425/Night 7 Nights - CA $2,976
star-icons-3
Apartment
Map-icon
3 Bedrooms 1 Bath 8 Guests 1097.92 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
CA $410/Night 7 Nights - CA $2,871

Preston Pet Friendly Vacation Rentals

Apartment
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $257/Night 7 Nights - CA $1,800
star-icons-3
House
Map-icon
2 Bedrooms 1 Bath 6 Guests 1097.92 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
CA $289/Night 7 Nights - CA $2,024
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
4 Bedrooms 2 Baths 8 Guests 2600 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $744/Night 7 Nights - CA $5,206
RV Rental
Map-icon
2 Bedrooms 1 Bath 6 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $355/Night 7 Nights - CA $2,487
Other
Map-icon
51 Bedrooms 5 Baths 30 Guests 473.61 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $313/Night 7 Nights - CA $2,190
House
Map-icon
like-icon9.8
Exceptional
(123 Reviews)
4 Bedrooms 2 Baths 12 Guests 3500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $1,015/Night 7 Nights - CA $7,107
House
Map-icon
like-icon9.0
Exceptional
(20 Reviews)
3 Bedrooms 1 Bath 7 Guests 1200 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $302/Night 7 Nights - CA $2,117
House
Map-icon
like-icon8.4
Excellent
(16 Reviews)
5 Bedrooms 3 Baths 10 Guests 2500 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $660/Night 7 Nights - CA $4,621

Preston Large Vacation Homes

Bed & Breakfast
Map-icon
5 Bedrooms 6 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $1,505/Night 7 Nights - CA $10,533
House
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
6 Bedrooms 2 Baths 12 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $556/Night 7 Nights - CA $3,892
Cabin
Map-icon
like-icon4.8
Average
(16 Reviews)
3 Bedrooms 2 Baths 14 Guests
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
CA $299/Night 7 Nights - CA $2,092

Why Choose Rent By Owner for your Preston 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 Preston

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you experience the region’s natural beauty and local charm at its best, helping you select the ideal season for your stay in Preston, Connecticut.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the area experiences pleasant weather ideal for outdoor activities and exploring the natural beauty of Connecticut. It's a popular time for visitors seeking warm days and blooming landscapes.

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

This season attracts travelers who enjoy mild temperatures and vibrant fall foliage. The region offers a picturesque setting perfect for outdoor adventures and scenic views.

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

Off-Season Highlights

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Winter (December to February)

Visiting during winter allows you to experience the serene landscape and off-season tranquility. It’s an ideal time for those looking for a quiet getaway and cozy accommodations.

Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
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Early Spring (March to April)

This shoulder season features cooler temperatures and fewer visitors. It provides a peaceful environment to enjoy the area's natural surroundings before the peak seasons arrive.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Preston

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 outdoor dining with a patio or picnic area to make the most of your stay in this scenic region.
  • Take advantage of a private backyard or garden space for relaxing or outdoor activities.
  • Make use of a fire pit or outdoor fireplace perfect for cozy evenings under the stars.
  • Experience the convenience of a spacious yard ideal for children’s play and outdoor sports.
  • Benefit from access to hiking trails or nature paths directly from your rental property.
  • Relax by a private or shared swimming pool, especially during warm summer months here.
  • Utilize outdoor recreational equipment such as kayaks, canoes, or paddleboards available on-site or nearby.
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Family Activities

  • Preston Town Park: Enjoy outdoor family fun with picnicking, playgrounds, and scenic walking trails in this central park of the region.
  • Naubuc Farm Preserve: Discover nature trails and wildlife viewing opportunities that make for an educational and relaxing day with children here.
  • Pachaug State Forest: Embark on family hikes and explore the lush woodlands, perfect for adventure seekers looking to connect with nature in the area.
  • Groton Submarine Force Museum: Step into maritime history with interactive exhibits and submarine tours that captivate the whole family during your stay in the region.
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Adult Activities

  • Preston Ridge Vineyard: Explore local wines and enjoy scenic views at this renowned Connecticut vineyard, perfect for a relaxing afternoon.
  • Pocotagantic State Forest: Embark on hiking or nature walks through the lush trails of this expansive state forest, offering a peaceful retreat in the region.
  • The Lantern Hill Farm and Inn: Experience farm-to-table dining and learn about sustainable agriculture at this charming Connecticut farmstead.
  • Preston Historical Society Museum: Discover the area's rich history and cultural heritage through engaging exhibits and preserved landmarks.

Preston Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Savor the authentic flavors of the region by trying local eateries and farm-to-table restaurants to make your stay more memorable.
  • Plan Outdoor Activities: Take advantage of the area's natural beauty with outdoor pursuits like hiking or fishing, enhancing your experience of this destination's scenic landscapes.
  • Visit Nearby Attractions: Discover the unique charm of the region by exploring nearby parks and historical sites that offer insights into the local culture and history.
  • Customize Your Stay: Choose from a variety of vacation rentals that suit your style and needs, ensuring a comfortable and personalized experience in here.

Transportation Options

  • Preston Transit Bus Service: This reliable bus service connects you to key destinations within the area, making it a convenient transportation choice for exploring here.
  • Connecticut Amtrak Station in New London: Located nearby, Amtrak provides comfortable rail travel options for those looking to access major cities across the region with ease.
  • Local Taxi and Ride-Sharing Services: Available throughout the area, these services offer flexible and quick transportation choices to reach your vacation rentals or local attractions.
  • Personal Vehicles and Car Rentals: Having access to a rental car allows you to explore the region at your own pace, especially if you plan to visit surrounding scenic spots and hidden gems.

Local Customs Options

  • Clambake Tradition: Participating in the area's popular clambakes offers a taste of local heritage and community spirit during your stay.
  • Farmers' Market Etiquette: Supporting local farmers by browsing the Preston farmers' market provides an authentic experience of regional produce and customs.
  • Historical Preservation Practices: Respect for historical sites and buildings reflects the region’s dedication to maintaining its cultural heritage throughout your visit.
  • Seasonal Festivals: Engaging in seasonal celebrations, such as fall festivals or summer fairs, allows you to immerse yourself in the lively local customs that define the area.

Frequently Asked Questions About Preston?

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2026 is over 51 in the Preston 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 Preston. 

4. What is the cancellation policy for vacation rentals in Preston, Connecticut?

The cancellation policy varies depending on the property listing. To understand the specific terms and any applicable fees, please review the cancellation details provided in the listing or contact the property owner directly.

5. How do I book a vacation rental in Preston, Connecticut, and what are the payment options?

You can reserve your preferred property by selecting your dates and completing the booking process online. Payment methods typically include credit card or other secure online payment options. For detailed instructions and available payment choices, refer to the listing or reach out to the host.

6. Are there any house rules or restrictions I should know before booking?

Yes, each vacation rental has its own set of house rules designed to ensure a pleasant stay for everyone. Please read the rules carefully on the listing page or contact the owner if you have questions about specific restrictions.

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

Many properties in this area have minimum stay policies that vary by listing. To find out specific requirements, check the property's details or contact the owner directly for clarification.

8. What amenities and features are typically included in vacation rentals in Preston, Connecticut?

Vacation rentals in this region often come with amenities such as Wi-Fi, fully equipped kitchens, outdoor spaces, and parking. To confirm the available features, review the property description or contact the owner for more information.

Preston Top Rated Vacation Rentals

star-icons-3
Hotel
Map-icon
like-icon9.0
Exceptional
(1707 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $202/Night 7 Nights - CA $1,414
star-icons-3
Hotel
Map-icon
like-icon8.7
Fabulous
(918 Reviews)
1 Bath 294.21 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
CA $265/Night 7 Nights - CA $1,856