Discover Your Perfect Preston Vacation Homes

Best Vacation Homes in Preston

10.0
Exceptional
(10 Reviews)
6 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R8,352/Night For 7 Nights R58,470
New
1001.04 ft² 7 Guests 2 Bedrooms 1 Bathroom
Free Cancellation House
  • Fireplace/Heating
  • Air Conditioner
  • Internet
R5,063/Night For 7 Nights R35,449
9.8
Exceptional
(94 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Bed & Breakfast
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R3,908/Night For 7 Nights R27,349
10.0
Exceptional
(4 Reviews)
8 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Air Conditioner
R11,620/Night For 7 Nights R81,339
New
1097.92 ft² 8 Guests 3 Bedrooms 1 Bathroom
Apartment
  • Pet Friendly
  • Kitchen
  • Parking
R4,968/Night For 7 Nights R34,775
10.0
Exceptional
(3 Reviews)
1000 ft² 7 Guests 2 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R7,620/Night For 7 Nights R53,350
4.0
Average
(2 Reviews)
400 ft² 6 Guests 2 Bedrooms 1 Bathroom
Pet Friendly House
  • Child Friendly
R3,215/Night For 7 Nights R22,516
New
400 ft² 6 Guests 2 Bedrooms 1 Bathroom
Pet Friendly House
  • Child Friendly
R3,680/Night For 7 Nights R25,766

Preston Luxury Rentals

9.4
Exceptional
(22 Reviews)
6 Guests 4 Bedrooms 2 Bathrooms
Family Friendly Other
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R13,634/Night For 7 Nights R95,434
9.4
Exceptional
(13 Reviews)
8 Guests 3 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
R11,329/Night For 7 Nights R79,301
8.4
Excellent
(7 Reviews)
12 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
R9,142/Night For 7 Nights R63,993
9.8
Exceptional
(19 Reviews)
1600 ft² 9 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R7,144/Night For 7 Nights R49,999
10.0
Exceptional
(11 Reviews)
2600 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R6,591/Night For 7 Nights R46,143
New
800 ft² 6 Guests 4 Bedrooms 1 Bathroom
House
  • Air Conditioner
  • Child Friendly
R5,151/Night For 7 Nights R36,055
8.8
Fabulous
(50 Reviews)
491.55 ft² 10 Bathrooms
Free Cancellation Hotel
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R4,546/Night For 7 Nights R31,828
5.0
Average
(2 Reviews)
300 ft² 6 Guests 3 Bedrooms 1 Bathroom
Pet Friendly House
  • Child Friendly
R4,048/Night For 7 Nights R28,342

Preston Pet Friendly Vacation Rentals

8.8
Fabulous
(16 Reviews)
1200 ft² 7 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,396/Night For 7 Nights R23,762
New
1097.92 ft² 6 Guests 2 Bedrooms 1 Bathroom
House
  • Pet Friendly
  • Kitchen
  • Parking
R3,503/Night For 7 Nights R24,520
10.0
Exceptional
(7 Reviews)
2600 ft² 8 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R9,010/Night For 7 Nights R63,067
New
6 Guests 2 Bedrooms 1 Bathroom
Family Friendly RV Rental
  • Hot Tub
  • Fireplace/Heating
  • Pool
R4,304/Night For 7 Nights R30,127
New
473.61 ft² 30 Guests 51 Bedrooms 5 Bathrooms
Free Cancellation Other
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
R3,789/Night For 7 Nights R26,524
9.8
Exceptional
(123 Reviews)
3500 ft² 12 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R12,298/Night For 7 Nights R86,088
8.4
Excellent
(16 Reviews)
2500 ft² 10 Guests 5 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R7,997/Night For 7 Nights R55,977
4.8
Average
(16 Reviews)
14 Guests 3 Bedrooms 2 Bathrooms
Family Friendly Cabin
  • Pet Friendly
  • Kitchen
  • Air Conditioner
R3,621/Night For 7 Nights R25,345

Preston Large Vacation Homes

New
10 Guests 5 Bedrooms 6 Bathrooms
Family Friendly Bed & Breakfast
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
R18,228/Night For 7 Nights R127,599
9.4
Exceptional
(3 Reviews)
12 Guests 6 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R6,736/Night For 7 Nights R47,153

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

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
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

image
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
image
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.
image
image

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.
image

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 45 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

9.0
Exceptional
(1686 Reviews)
1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R2,128/Night For 7 Nights R14,904
8.7
Fabulous
(920 Reviews)
294.21 ft² 1 Bathroom
Family Friendly Hotel
  • Private Pool
  • Hot Tub
  • Fireplace/Heating
R3,212/Night For 7 Nights R22,482