Discover Your Perfect Stonington Vineyard Vacation Homes

Best Vacation Homes in Stonington Vineyard

10.0 (19 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
10.0 (16 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
10.0 (10 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

Why Choose Rent By Owner for your Stonington Vineyard 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 Stonington Vineyard

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here ensures you experience the region’s unique charm at its best, whether you're seeking a lively atmosphere or a peaceful retreat in this picturesque destination.

Peak Season Highlights

spring
Late Spring to Early Fall (May to September)

During this period, the region experiences warm weather and vibrant local events, making it an ideal time for exploring the countryside or relaxing at your vacation rental.

Average Temperature Daytime: 70-80°F - Nighttime: 55-65°F
spring
School Vacation Months (July to August)

This peak season attracts visitors looking to enjoy the pleasant summer weather and outdoor activities, offering the perfect backdrop for a memorable getaway in this scenic destination.

Average Temperature Daytime: 75-85°F - Nighttime: 60-70°F

Off-Season Highlights

image
Early Spring (March to April)

As the area transitions from winter to spring, quiet moments and lower rates provide a peaceful setting for those seeking solitude and mild weather at their vacation rentals.

Average Temperature Daytime: 50-60°F - Nighttime: 40-50°F
image
Late Fall to Winter (November to February)

The region becomes more tranquil during these months, with fewer visitors and cooler temperatures, offering a cozy ambiance for a relaxing stay in your vacation rental.

Average Temperature Daytime: 40-50°F - Nighttime: 30-40°F

Weekly Weather Forecast for Stonington Vineyard

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 seating areas perfect for relaxing and dining amidst scenic views of the area.
  • Make use of private patios or decks to unwind while taking in the fresh regional air.
  • Take advantage of well-maintained gardens or landscaped yards that enhance your outdoor experience.
  • Stay active with access to nearby walking trails or paths that showcase the region’s natural beauty.
  • Utilize barbecue grills available on-site for outdoor cooking and entertaining.
  • Benefit from parking facilities that conveniently accommodate your outdoor excursions around this destination.
  • Enjoy communal outdoor spaces designed for socializing and enjoying the peaceful surroundings of the region.
image
image

Family Activities

  • Stonington Harbor Park: Enjoy a family picnic and scenic views at this picturesque waterfront park in the area.
  • The Stonington Lighthouse Museum: Explore maritime history and climb to the top of the historic lighthouse for panoramic views of the coast.
  • Old Lighthouse Museum: Discover local maritime heritage and engage children with interactive exhibits within this charming museum.
  • Downtown Stonington: Stroll through the quaint streets, visit unique shops, and indulge in delicious local cuisine suitable for all ages.
image

Adult Activities

  • Wine Tasting Tours: Explore local vineyards and savor a variety of wines during guided tastings that highlight the area's renowned wine culture.
  • Golfing Experiences: Enjoy a round of golf at nearby courses offering scenic views and challenges tailored for all skill levels in this charming region.
  • Seaside Dining: Indulge in fresh seafood and regional cuisine at lakeside eateries that provide an authentic taste of the area’s culinary scene.
  • Historic Sightseeing: Visit historic landmarks and waterfront sites to immerse yourself in the rich heritage that defines this destination's character.

Stonington Vineyard Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Eateries: Take advantage of the area's renowned dining spots to enjoy authentic regional cuisine during your stay.
  • Visit Nearby Attractions: Discover the region's scenic spots and cultural landmarks to enrich your vacation experience here.
  • Plan Outdoor Activities: Engage in outdoor pursuits like boating or hiking to make the most of the natural beauty surrounding your accommodation.
  • Book in Advance: Secure your preferred vacation rentals early to ensure a seamless stay at this popular destination.

Transportation Options

  • Personal Vehicle: Having your own car offers the flexibility to explore the region at your own pace, with parking conveniently available near your preferred vacation rental.
  • Taxi and Rideshare Services: Options like local taxis or rideshare apps provide a quick and reliable way to travel around here without the need for parking or driving yourself.
  • Public Transportation: Local buses serve key routes, making it easy to access nearby points of interest and the town center from your Stonington accommodation.
  • Charter and Private Tours: Customized transportation services are available for guided explorations of the area’s scenic spots and cultural sites, ensuring a personalized experience during your stay.

Local Customs Options

  • Respect for Local Fishing Traditions: Engaging in or observing traditional fishing practices is highly valued and respected here, reflecting the area's deep-rooted maritime culture.
  • Celebrating Seasonal Festivals: Participating in seasonal community events and festivals offers a genuine connection to local customs and the region’s vibrant traditions.
  • Practicing Eco-Friendly Hospitality: Visitors are encouraged to adopt environmentally conscious behaviors that support the area's conservation efforts and natural beauty.
  • Respecting Historic Preservation: Appreciating and adhering to guidelines when visiting historic sites helps maintain the cultural integrity of this destination.

Frequently Asked Questions About Stonington Vineyard?

1. What are the top vacation rentals in Stonington Vineyard?

2. How many Rentbyowner vacation rentals are available in Stonington Vineyard?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 38 in the Stonington Vineyard 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 Stonington Vineyard. 

3. What is the cancellation policy for vacation rentals in Stonington Vineyard?

Cancellation policies vary depending on the property owner. You should review the specific rental listing for detailed information on cancellations, refunds, and potential fees before confirming your booking.

4. How do I confirm availability and secure my reservation in this region?

Availability can be checked directly through the listing page. Once you find a suitable property, follow the booking instructions provided, and contact the host if needed to ensure your dates are secured.

5. Are there any additional fees or deposits required when booking vacation rentals here?

Additional fees such as cleaning fees, security deposits, or service charges may apply. These details are typically listed during the booking process or included in the property's terms; reviewing these before finalizing your reservation is recommended.

6. What amenities can I expect at a vacation rental in this destination?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, parking, and outdoor spaces. To ensure the rental meets your needs, check the listing details for a comprehensive list of what is offered.

7. How close are vacation rentals here to local attractions and transportation options?

Most properties are situated conveniently near key points of interest and transportation services. Specific proximity details are available in each listing, allowing you to choose accommodations that best suit your plans.

Best Vacation Homes in Stonington Vineyard

10.0 (9 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
10.0 (4 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens