Discover Your Perfect Kingston Vacation Homes

Kingston Luxury Rentals

Why Choose Rent By Owner for your Kingston 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 Kingston

When should you plan your Vacation Rentals stay?

Choosing the right time to visit ensures you experience the best of this destination, whether you're seeking peaceful off-peak seasons or lively periods in the area.

Peak Season Highlights

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Summer (June to August)

During the summer months, the region experiences warm and inviting weather, making it an ideal time for outdoor activities and exploring nearby attractions.

Average Temperature Daytime: around 80°F - Nighttime: around 65°F
autumn
Fall (September to November)

Early fall offers pleasant weather with the changing foliage providing a picturesque backdrop that attracts visitors seeking scenic beauty and outdoor excursions.

Average Temperature Daytime: around 70°F - Nighttime: around 50°F

Off-Season Highlights

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Winter (December to February)

The winter season tends to be quieter, with cooler temperatures perfect for those looking to enjoy a peaceful retreat and cozy accommodations.

Average Temperature Daytime: around 40°F - Nighttime: around 25°F
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Spring (March to May)

Spring arrivals bring mild weather and blooming scenery, offering a less crowded experience while still enjoying comfortable outdoor conditions.

Average Temperature Daytime: around 55°F - Nighttime: around 35°F

Weekly Weather Forecast for Kingston

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 private patio or deck, perfect for relaxing meals.
  • Take advantage of spacious yards for outdoor games and family activities.
  • Relax by a scenic outdoor fire pit, ideal for cozy evenings in the region.
  • Make use of well-maintained gardens or landscaped areas that enhance your stay.
  • Experience the convenience of an outdoor grill for barbecuing during your visit.
  • Discover peaceful walking paths or trails directly accessible from the property.
  • Benefit from easy access to nearby lakes, beaches, or waterfronts for outdoor recreation.
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Family Activities

  • Kingston Town Beach: Relax on the sandy shores and enjoy family picnics at this scenic beach along the coast.
  • Parker River Wildlife Refuge: Explore diverse ecosystems and discover local wildlife through easy trail walks suitable for all ages.
  • Kingston Historical Society Museum: Discover the area's rich history with engaging exhibits that offer educational fun for children and adults alike.
  • Wilderness Trail: Embark on family-friendly hikes through lush landscapes, perfect for outdoor adventures in this region.
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Adult Activities

  • Golfing at the Kingston Golf Course: Enjoy a relaxing round of golf on well-maintained fairways, perfect for both beginners and seasoned players in this scenic area.
  • Exploring the Maritime Museum: Dive into the region’s rich maritime history through engaging exhibits that highlight the area's coastal heritage and seafaring traditions.
  • Boating and Water Activities: Take advantage of nearby waterways for kayaking, sailing, or paddleboarding, offering an active way to experience the area's beautiful waterfronts.
  • Dining at Local Seafood Restaurants: Savor fresh, locally caught seafood at highly-rated restaurants that showcase the region's culinary delights, ideal for food lovers seeking authentic flavors.

Other Places to Stay in Kingston, MA

Kingston Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar to align your stay with festivals or community gatherings that showcase the region's culture and charm.
  • Explore Nearby Natural Attractions: Take advantage of the natural beauty surrounding your vacation rental by visiting local parks and outdoor scenic spots to enhance your experience here.
  • Discover Authentic Dining Options: Seek out highly-rated eateries within easy reach of your accommodation to enjoy regional flavors unique to this destination.
  • Utilize Local Transportation: Use available transit options or consider renting a vehicle to conveniently explore different parts of the region without hassle.

Transportation Options

  • Kingston Area Commuter Rail Station: This station offers convenient train service connecting to Boston, making it easy to explore the broader region from your vacation rental.
  • Local Bus Services: Regional bus routes provide budget-friendly transportation options within the area and to nearby destinations, ideal for exploring without a car.
  • Rental Car Services: Numerous rental agencies are available here, giving you the flexibility to explore the region at your own pace during your stay.
  • Taxi and Rideshare Services: Taxi services and rideshare apps like Uber and Lyft operate in the area, offering quick and reliable transportation options directly from your vacation rental.

Local Customs Options

  • Clam Chowder Tradition: You can enjoy the region's famous clam chowder, a staple in local dining that reflects Kingston's rich maritime heritage.
  • Celebration of Patriots' Day: Participating in Patriots’ Day observances here offers a glimpse into the area's historical pride and community spirit.
  • Seaside Fishermen’s Customs: Engaging with local fishing traditions gives you an authentic experience of how residents have historically relied on the sea for livelihood.
  • Community Harvest Festivals: Attending seasonal harvest festivals provides insight into the regional agricultural roots and warm neighborly customs.

Frequently Asked Questions About Kingston?

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

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

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 28 in the Kingston 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 Kingston. 

4. What is the cancellation policy for vacation rentals in Kingston, Massachusetts?

Cancellation policies vary by property, so it is important to review the specific terms listed on each property’s page. You can find detailed information about cancellations, including any applicable fees or deadlines, by reading the listing details or contacting the owner directly.

5. How do I confirm my booking at a vacation rental in Kingston, Massachusetts?

Once you select your preferred property, you'll receive instructions to complete the reservation through the booking platform. Confirmations are typically sent via email, and you may need to contact the owner for additional check-in details or special requests.

6. Are there any additional fees associated with staying at a vacation rental in this area?

Additional fees such as cleaning, service charges, or security deposits are usually specified within the listing. To understand all costs involved, review the fee section of the property listing or reach out to the owner for clarification.

7. What amenities should I expect in a vacation rental here?

Amenities offered vary depending on the property, but common features include Wi-Fi, parking, kitchen facilities, and outdoor spaces. For specific amenities, refer to the listing details or contact the owner to ensure the rental meets your needs.

8. Is there a minimum stay requirement for booking a vacation rental in this destination?

Minimum stay requirements differ by property and are typically noted on the listing. If you have specific dates in mind, review the availability and restrictions or contact the owner directly to confirm booking terms.