Discover the Perfect Fenwick Vacation Rentals for Your Connecticut Getaway
Discover Your Perfect Fenwick Vacation Homes
Best Vacation Homes in Fenwick
- Air Conditioner
- Parking
- TV
- Parking
- Security/Safety
- Guest Services
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Fenwick Luxury Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Security/Safety
- Sports/Activities
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- TV
Fenwick Pet Friendly Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- Pet Friendly
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Fenwick Large Vacation Homes
- Air Conditioner
- Parking
- TV
- Air Conditioner
- Parking
- View
- Parking
- TV
- View
- Parking
- TV
- View
- Air Conditioner
- Parking
- Pet Friendly
- Parking
- TV
- View
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pet Friendly
Why Choose Rent By Owner for your Fenwick Vacation Rental Homes?
What makes our Vacation Rentals special?
Best Times to Visit Fenwick
When should you plan your Vacation Rentals stay?
Choosing the optimal time to visit this destination can enhance your experience and help you make the most of your stay, especially when considering the best seasons for weather and local events here in Old Saybrook, Connecticut.
Peak Season Highlights
Summer (June to August)
During the summer months, this coastal destination experiences peak activity with warm weather and abundant sunshine, making it ideal for seaside relaxation and outdoor activities.
Fall (September to November)
The early fall offers pleasant weather and fewer crowds, providing a peaceful retreat while still enjoying the region's natural beauty and vibrant foliage.
Off-Season Highlights
Late Winter (January to February)
This time of year sees the quietest period with cooler temperatures, perfect for those seeking tranquility away from the busy tourist seasons in Connecticut's coastal area.
Early Spring (March to April)
As winter fades, the region begins to awaken, but fewer visitors visit during these months, offering a serene environment with mild weather and budding nature.
Weekly Weather Forecast for Fenwick
How to Book Your Fenwick Vacation Rental Home
What's our booking process?
Booking Steps
Search Properties
Select a Rental
Book Online
Explore and book the perfect rental in Fenwick
Common Vacation Rentals Amenities
What amenities can you expect?
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 soak up the scenic surroundings
- Relax by a private or community pool, perfect for warm days in this coastal region
- Take advantage of a spacious yard or garden ideal for outdoor activities and family gatherings
- Make the most of a screened porch or veranda to unwind while enjoying fresh ocean breezes
- Access to nearby beaches or private beach rights for sunbathing and swimming in the area’s waters
- Utilize outdoor grill facilities for barbecues during your stay in this coastal town
- Benefit from shaded areas or gazebos that provide refuge from the sun during outdoor adventures
Top Attractions Around Fenwick
What attractions are nearby?
Within this charming area, you can enjoy a variety of outdoor activities and local attractions that highlight the natural beauty of Old Saybrook County.

Family Activities
- Old Saybrook Main Street Attractions: Explore charming shops and boutique stores along the historic main street, perfect for family strolls and local dining experiences.
- Connecticut River Museum: Discover interactive exhibits and river cruises that offer educational fun and scenic views of the Connecticut River for all ages.
- Saybrook Point Park: Enjoy a relaxing day at this waterfront park with lush green spaces, playgrounds, and beautiful vistas ideal for family picnics and outdoor activities.
- Old Saybrook Beaches: Spend quality time at local beaches where you can swim, build sandcastles, and soak up the sun in a safe and friendly environment.
Adult Activities
- Old Saybrook's Essex Steam Train & Riverboat: Experience a scenic journey through the region’s natural beauty and historic sites aboard this beloved attraction, perfect for an engaging day trip.
- North Cove Boat Dock & Marina: Enjoy boat rentals or guided cruises to explore the local waterways, offering stunning views and a tranquil escape along the coastline.
- Saybrook Point Inn & Spa: Indulge in luxurious spa treatments and dine at waterfront restaurants that showcase fresh regional cuisine, ideal for relaxation and leisure.
- Old Saybrook Town Green & Cultural Events: Attend seasonal festivals, outdoor concerts, and cultural gatherings on the town green, immersing yourself in the area’s vibrant community life.
Fenwick Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Beaches: Take advantage of the pristine shoreline here to relax, swim, or enjoy water sports that make your stay truly memorable.
- Visit Nearby Nature Areas: Discover scenic spots and natural reserves in the region for peaceful walks, birdwatching, and outdoor adventures.
- Engage with Community Events: Check out local events and festivals to experience the area's vibrant culture and connect with residents during your visit.
- Plan Flexible Dining Experiences: Savor fresh seafood and regional cuisine at nearby eateries, ensuring you enjoy the flavors of this inviting destination.
Transportation Options
- Old Saybrook Station: This regional train station offers convenient rail connectivity for travelers exploring the surrounding area of Fenwick and beyond.
- Groton-New London Airport: Located within a short drive, this airport provides air travel options for those heading into or out of the region.
- Local Taxi Services: Reliable taxi providers operate throughout here, making short-distance transportation straightforward during your stay.
- Rental Car Agencies: Several rental agencies are available nearby, giving you the flexibility to explore at your own pace in this coastal destination.
Local Customs Options
- Respect for the Community’s Privacy: In this coastal region, it’s customary to honor local residents' privacy, especially during community gatherings and neighborhood strolls near the shoreline.
- Support for Local Arts and Crafts: Visitors often embrace the region's artistic traditions by purchasing handmade crafts or attending small local art shows that showcase Fenwick's creative spirit.
- Environmental Conservation Practices: The area encourages eco-friendly behaviors, such as responsible beach use and proper disposal of waste, to preserve its scenic beauty for future visitors.
- Celebrating Maritime Heritage: Engaging in or observing traditional maritime customs, like boat parades or coastal festivals, helps visitors connect with the region's rich nautical history.
Frequently Asked Questions About Fenwick?
1. What are the top vacation rentals in Fenwick?
There are a lot of options in Fenwick. If you plan on staying in the Fenwick area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Fenwick:
- Saybrook Point Cottage - Charming and Private
- Cottage on Historic Estate with Private Beach & Majestic Long Island Sound View.
- Summer Cottage with Water Views at Great Hammock Beach in Old Saybrook
- Family Friendly, Beach Themed Cottage - Chalker Beach
- Spacious And Luxurious Beach Home Steps From The Water
- adorable ranch in beach community
- Beach House steps to private beaches in sought after location!
- Great family home, fenced in back yard and Weber grill.
- 3 BR, 3.5 BA luxury Home sleeps 7 GreatViews, Wildlife. Academic Rental Possible
- Charming Old Saybrook Cottage < 1 Mi to Beach
2. Which vacation homes in Fenwick are best for families?
If you are looking for a family-friendly vacation home in Fenwick, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Fenwick:
3. How many Rentbyowner vacation rentals are available in Fenwick?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 128 in the Fenwick 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 Fenwick.
4. What is the cancellation policy for vacation rentals in Fenwick?
5. How do I ensure my booking is secure when reserving a vacation rental in Old Saybrook?
6. Are there any additional fees I should be aware of when booking a vacation rental here?
7. What amenities are commonly included in vacation rentals in this destination?
8. Whom should I contact if I need assistance during my stay?
Fenwick Top Rated Vacation Rentals
- Air Conditioner
- Parking
- Pet Friendly
- Air Conditioner
- Parking
- Pool
- Air Conditioner
- Parking
- Pool