Best Vacation Homes in New Preston
Cottage
10.0(57 Reviews)
2 Bedrooms
1 Bath
6 Guests
1350 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
US $380/Night
7 Nights - US $2,657
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
1496.18 ft²
Spa- Fireplace/Heating
Pool
Parking
US $409/Night
7 Nights - US $2,863
US $1,700/Night
7 Nights - US $11,897
House
10.0(54 Reviews)
2 Bedrooms
1 Bath
4 Guests
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $279/Night
7 Nights - US $1,955
House
1.0(1 Review)
4 Bedrooms
3 Baths
8 Guests
3853.48 ft²
Hot Tub- Spa
- Fireplace/Heating
- Pool
US $1,426/Night
7 Nights - US $9,984
Cottage
10.0(28 Reviews)
2 Bedrooms
1 Bath
2 Guests
900 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $211/Night
7 Nights - US $1,480
Cottage
9.8(110 Reviews)
2 Bedrooms
2 Baths
4 Guests
1500 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly
US $314/Night
7 Nights - US $2,200
House
10.0(39 Reviews)
4 Bedrooms
4 Baths
12 Guests
5500 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $972/Night
7 Nights - US $6,802
New Preston Luxury Rentals
House
7 Bedrooms
8 Baths
19 Guests
3498.27 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
US $2,825/Night
7 Nights - US $19,775
House
10.0(17 Reviews)
5 Bedrooms
4 Baths
10 Guests
4000 ft²
Private Pool- Hot Tub
- Fireplace/Heating
- Pool
US $2,453/Night
7 Nights - US $17,173
House
9.4(10 Reviews)
5 Bedrooms
3 Baths
10 Guests
3850 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Spa
US $1,492/Night
7 Nights - US $10,443
House
10.0(2 Reviews)
5 Bedrooms
3 Baths
12 Guests
4000 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,423/Night
7 Nights - US $9,958
House
10.0(26 Reviews)
5 Bedrooms
2 Baths
12 Guests
1400 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $1,308/Night
7 Nights - US $9,157
House
10.0(7 Reviews)
3 Bedrooms
2 Baths
8 Guests
2276 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
US $1,289/Night
7 Nights - US $9,023
House
6 Bedrooms
4 Baths
10 Guests
3400 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
US $1,274/Night
7 Nights - US $8,918
House
9.4(3 Reviews)
3 Bedrooms
1 Bath
8 Guests
1200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $628/Night
7 Nights - US $4,399
New Preston Pet Friendly Vacation Rentals
Cottage
9.0(37 Reviews)
3 Bedrooms
2 Baths
6 Guests
1300 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $353/Night
7 Nights - US $2,474
House
3 Bedrooms
2 Baths
6 Guests
1302.43 ft²
- Spa
- Fireplace/Heating
- Pet Friendly
- Parking
US $236/Night
7 Nights - US $1,652
Cottage
1 Bedroom
1 Bath
- Fireplace/Heating
- Pet Friendly
- Kitchen
Air Conditioner
US $517/Night
7 Nights - US $3,618
Cabin
8.8(5 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $390/Night
7 Nights - US $2,728
House
10.0(9 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
Lake View
US $500/Night
7 Nights - US $3,500
Cottage
10.0(2 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $173/Night
7 Nights - US $1,208
House
10.0(19 Reviews)
5 Bedrooms
4 Baths
10 Guests
3399 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $1,413/Night
7 Nights - US $9,888
House
10.0(7 Reviews)
3 Bedrooms
3 Baths
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $711/Night
7 Nights - US $4,980
New Preston Large Vacation Homes
House
10.0(8 Reviews)
7 Bedrooms
7 Baths
100 Guests
3500 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Kitchen
US $3,178/Night
7 Nights - US $22,246
House
10.0(6 Reviews)
9 Bedrooms
6 Baths
19 Guests
7000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $3,940/Night
7 Nights - US $27,577
House
10.0(1 Review)
4 Bedrooms
3 Baths
12 Guests
3500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $677/Night
7 Nights - US $4,738
House
6 Bedrooms
5 Baths
12 Guests
7000 ft²
- Hot Tub
- Spa
- Fireplace/Heating
- Ocean View
US $780/Night
7 Nights - US $5,461
House
5 Bedrooms
7 Baths
10 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $709/Night
7 Nights - US $4,960
House
9.4(8 Reviews)
5 Bedrooms
3 Baths
10 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $320/Night
7 Nights - US $2,240
House
16 Bedrooms
16 Baths
33 Guests
11500 ft²
- Pet Friendly
- Kitchen
- Air Conditioner
Internet
US $5,473/Night
7 Nights - US $38,311
House
9 Bedrooms
8 Baths
18 Guests
11000 ft²
- Pet Friendly
- Kitchen
- Air Conditioner
- Internet
US $3,196/Night
7 Nights - US $22,372
Why Choose Rent By Owner for your New Preston 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 New Preston
When should you plan your Vacation Rentals stay?
Choosing the right time to visit this destination ensures you can enjoy its natural beauty and local charm at their best, making your stay in the area truly memorable.
Peak Season Highlights
Late Spring to Early Summer (May to June)
During this period, the area experiences warm weather and vibrant natural surroundings, making it an ideal time for outdoor activities and enjoying the scenic beauty of this destination.
Average Temperature Daytime: 70-80°F - Nighttime: 50-60°F
Early Fall (September to October)
The early fall months bring mild temperatures and colorful foliage, perfect for exploring the region's tranquil environment and avoiding the peak summer crowds.
Average Temperature Daytime: 65-75°F - Nighttime: 45-55°F
Off-Season Highlights
Winter (December to February)
The winter season offers a peaceful retreat with cooler temperatures, ideal if you prefer quieter surroundings and cozy accommodations here.
Average Temperature Daytime: 30-40°F - Nighttime: 15-25°F
Late Autumn (November)
As the leaves fall and temperatures drop, this is a quieter time to enjoy tranquility and solitude in the region's serene setting.
Average Temperature Daytime: 50-60°F - Nighttime: 35-45°F
Weekly Weather Forecast for New Preston
How to Book Your New Preston 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 New Preston
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 well-equipped patio or barbecue area, perfect for relaxing evenings in the region.
- Make use of expansive yards or gardens to unwind or engage in outdoor activities amid the natural beauty of this destination.
- Take advantage of private decks or balconies that offer scenic views and a peaceful setting within the area.
- Utilize outdoor fire pits or fireplaces to gather around during cooler evenings, enhancing your experience here.
- Benefit from access to well-maintained swimming pools or hot tubs designed for ultimate relaxation outdoors.
- Explore nearby walking trails or landscaped grounds ideal for outdoor recreation and enjoying the fresh air.
- Secure convenient parking spaces or garages to make exploring the region effortless during your stay.
Top Attractions Around New Preston
What attractions are nearby?
Within this charming destination, you can explore scenic outdoor activities, indulge in local dining experiences, or enjoy leisurely visits to nearby lakes and parks, all conveniently accessible from your chosen vacation rentals in the area.
Family Activities
- Lake Waramaug State Park: Enjoy a family picnic or a leisurely day of swimming and kayaking at this popular spot near your vacation rental in the area.
- Kettletown State Park: Explore hiking trails, go fishing, or have a relaxing outdoor adventure just a short drive from here.
- Housatonic River: Embark on a family-friendly tubing or fly-fishing experience along this scenic river that flows through the region.
- Local Farmers' Markets: Discover fresh produce, homemade treats, and local crafts, perfect for an enjoyable morning outing during your stay.
Adult Activities
- Exploring local art galleries: Dive into the region's vibrant art scene by visiting nearby galleries that showcase talented local artists and contemporary works.
- Enjoying outdoor recreation: Take advantage of scenic trails, parks, and lakes that provide opportunities for hiking, kayaking, or relaxing amidst nature.
- Visiting historical sites: Discover the area's rich history through well-preserved landmarks and museums that offer insightful exhibits about the region’s past.
- Sampling regional cuisine: Experience the flavors of the local culinary scene at cozy cafes and restaurants that highlight the region’s unique gastronomic offerings.
Other Places to Stay in New Preston, CT
Hopkins Vineyard
Lake Waramaug
Mount Tom State Park
New Preston Travel Tips
How Can You Make the Most of Your Stay?
- Explore local hidden gems: Take time to discover lesser-known spots around the area to experience authentic regional culture and scenery.
- Plan outdoor activities: Utilize the region's natural beauty by engaging in outdoor pursuits like hiking or scenic drives, making your stay more memorable.
- Communicate with hosts: Reach out to your vacation rental hosts for insider tips on the best local restaurants, attractions, and events happening during your visit.
- Stay flexible with your schedule: Allow room for spontaneous adventures, as this destination offers many surprises that can enhance your overall experience.
Transportation Options
- Connecticut Transit Bus Service: This regional bus network offers convenient transportation across the area, making it easy to explore local attractions and amenities.
- Private Car Services and Taxis: Available for personalized travel, these options provide quick and direct routes throughout the region surrounding your vacation rental in New Preston.
- Rental Car Agencies: Numerous providers are accessible here, giving you the flexibility to explore the scenic countryside and nearby towns at your own pace.
- Nearby airports: Hartford-Brainard Airport and Bradley International Airport serve the region, offering air travel options for visitors arriving from different parts of the country or internationally.
Local Customs Options
- Local Artisanal Markets: You can experience the region's craftsmanship by exploring artisanal markets that highlight local traditions and handmade goods.
- Seasonal Festivals: Participating in seasonal festivals here offers a glimpse into the area's cultural heritage and community spirit.
- Traditional Dining Etiquette: Respect for local dining customs, such as shared family-style meals, enhances your authentic experience in this destination.
- Historic Preservation Practices: Observing how residents maintain and celebrate historic sites provides insight into the area's dedication to its heritage.
New Preston Vacation Rental Frequently Asked Questions
1. What are the top vacation rentals in New Preston?
There are a lot of options in New Preston. If you plan on staying in the New Preston area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in New Preston:
- Lovely Cottage, Completely Remodeled Two Bedroom One Bath Can Accommodate Six.
- Private Annex/Former Artist Studio
- Modern Barn, NEW Luxurious Home
- Lake Waramaug Cottage
- The Lake House on Lake Waramaug
- Live the good life in this luxury Lake Waramaug retreat!
- Fabulous year round waterfront retreat on Lake Waramaug
- 2 Hrs NYC-Best Town, Shopping, Restaurants! HeatedPool, GasBBQ 4FPs, PoshPadsCT,
- Modern Escape w/Fire Pit, Near Lake Waramaug
- Las Flores Villa
2. Which vacation homes in New Preston are best for families?
If you are looking for a family-friendly vacation home in New 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 New Preston:
3. How many Rentbyowner vacation rentals are available in New Preston?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 47 in the New 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 New Preston.
4. What is the cancellation policy for vacation rentals in this region?
Cancellation policies vary depending on the property listing. It is recommended to review the specific terms and conditions outlined on the property page or contact the host directly for detailed information.
5. How do I confirm my booking for a vacation rental here?
To secure your stay, you need to complete the booking process through the listing platform, which typically involves submitting your details and payment. The property owner will then confirm your reservation, after which you will receive all relevant check-in instructions.
6. Are there any additional fees associated with staying in a vacation rental in this destination?
Additional fees such as cleaning, service charges, or local taxes are often specified on the listing page. It’s advisable to review these details carefully before confirming your reservation to ensure transparency.
7. What amenities should I expect in vacation rentals around here?
The amenities offered can differ between properties. Common features include Wi-Fi, kitchen facilities, parking, and outdoor spaces. For a comprehensive list, please refer to the individual property listing or contact the host directly.
8. Is it possible to modify or extend my stay once I’ve booked a vacation rental?
Modifications or extensions depend on the host’s policies and availability. To make adjustments, contact the property owner as early as possible to discuss your plans and confirm if changes can be accommodated.
New Preston Top Rated Vacation Rentals
House
10.0(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
1500 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Kitchen
US $290/Night
7 Nights - US $2,029
House
10.0(1 Review)
6 Bedrooms
4 Baths
10 Guests
3700 ft²
- Private Pool
- Hot Tub
- Spa
- Fireplace/Heating
US $1,504/Night
7 Nights - US $10,525
Cottage
3 Bedrooms
2 Baths
6 Guests
- Private Pool
- Fireplace/Heating
- Pool
- Pet Friendly
US $528/Night
7 Nights - US $3,695
