Vacation rentals with a kayak in Branford

5* Branford Cottage with access to Owenego Club.

Quintessential coastal home in heart of Branford’s historic Indian Neck. Renovated in 2025, 4-bedroom, 2,000-sq-ft retreat blends 1920's charm w/modern comforts, & character of original fir hardwood floors throughout. It's 4 house's from the water, & access to Owenego Beach Club for guests. Walking distance to local fav's- Lenny's. Radici, Guacamloe's, & Lil Riggs. Modern amenities. Dog friendly under 50lb - $150 per dog per stay(max 2), undisclosed dogs incur add'l fine. See add'l guidelines.

Location · Value · Hospitality

Beach Bum Carriage House steps to beach w/kayaks

This charming early 1900’s carriage house is 250 yards from the beach, marinas, dock & a park! It has hardwood floors throughout and is about 1200 sq ft. It also has it's own backyard. The center of town which has lots of shops & restaurants is just a few minutes away... you could even walk it! The train station is 1 mile away & a Brewery is around the corner! New haven is only 10 minutes! You can't beat the location... or the house! We have a single & dbl kayak. ALSO ONLY 30 min from skiing!

Outdoor spaces · Location · Quiet

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

Location · Value · Solo travel

Walnut Beach Escape Fenced Oasis Yard

🌊 Steps from Walnut Beach & Silver Sands State Park, this guest-favorite coastal escape blends beach access, privacy & relaxed luxury. Enjoy a tropical-inspired backyard oasis with a cascading fish pond, multiple lounge areas & a seasonal palm tree—perfect after a day by the shore. Inside, unwind in a beautifully designed home with a gourmet kitchen & modern comforts. Just 90 minutes from NYC & 15 from New Haven, it’s an ideal retreat for beach days, nature lovers & laid-back coastal living.

Location · Outdoor spaces · Nearby

Sunny Daze

This dreamy houseboat rests gently at a family-owned marina, where time seems to slow and nature leans in close. Surrounded by peaceful river views, tall grasses, and birdsong, it’s a floating haven for those seeking calm and creativity. Whether you’re sipping coffee on the deck at sunrise or watching the moon ripple across the water, this riverside retreat invites you to drift, dream, and just be. Enjoy a fire or jump on a paddle board or kayak f or an adventure down the river it has it all!

Location · Outdoor spaces · Bathroom

Cheerful 3 Bedroom Cottage with Fire Place

We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.

Outdoor spaces · Location · Access

3 Bedroom Beach House with Hot Tub!

Enjoy breathtaking sunset views in our spacious beach house while dining or relaxing in the hot tub. Snuggle up in front of the fireplace while watching a movie on the frame TV. Wake up in the master suite to spectacular marsh views while listening to birds from the Audubon Society. Steps to a white sand beach, heated bathroom floors, luxury bathrobes, linens, and organic mattresses. 6-bikes for exploring. A true resort-like experience with a chef's kitchen making a home away from home.

Outdoor spaces · Location · Amenities

Ret's Coastal Cottage w/Private Association beach

A charming sun filled cottage, 500 ft (2 min walk) to a sandy inlet bay beach, nestled in the quaint Short Beach community of Branford. The cottage offers a large open floor plan, wood burning fireplace, all the space & coziness you need! Perfect place to relax but close enough to go out and experience all things New England has to offer. Explore Long Island Sound, on kayaks or biking, both provided, take walks or jog along the beautiful scenic area. Walking distance to 2 great restaurants.

Outdoor spaces · Location · Laundry

Mulberry Seaside Cottage

Enjoy direct water views any time of year in this cozy cottage. Relax on the generous porch swing, eat dinner overlooking the water, watch the sunset on the secret waterfront terrace, and stay active kayaking, biking, and swimming. The large backyard is great for yard games. In the cooler months, cozy up to the outdoor gas fire or inside with a book while watching a stunning winter sunset over the water. Minutes to the charming Guilford green, restaurants, Yale University and train station.

Location · Outdoor spaces · Amenities

Beautiful lakefront retreat just 15 mins to casino

Beautiful waterfront home with unobstructed views of Oxoboxo Lake! Quiet area yet just 30 minutes to Mystic. Upper level has 2 cozy bedrooms – one with a queen bed and one with 2 twin beds, a spacious living area with direct lake views, and a full bathroom. Lower level has a second mini kitchen with fridge, sink, microwave and table, large living room, bathroom, and doors leading directly onto the lakeside patio. Lower level has a twin size bed in living area for extra sleeping space.

Value · Location · Amenities

Steps to Beach • Hot Tub • Game Room • Water Views

Beautiful coastal beach house directly across from a private beach and tennis club with complimentary guest access. Backing up to a serene marsh with stunning views, this home offers a peaceful, upscale setting perfect for families and groups. Relax in the hot tub with outdoor TV, fire pit, and kayaks. Inside features 4 bedrooms, a workspace, and a new game room with a 100” TV, pool table, shuffleboard, and darts. Minutes from Branford’s town center, dining, and waterfront attractions.

Value · Outdoor spaces · Walkability

Hot Tub & Firepit•Sunsets & Beach Walk | Fireplace

Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family fun, it boasts stunning views and amenities. Relax in the hot tub, use bikes for local exploration, and enjoy evenings by the fire pit. Indoors, a fireplace adds warmth. Book now for a delightful getaway with views, memories, and the charm of Old Saybrook! Please note Our property is strictly an animal-free zone due to severe allergies persisting in the family.

Outdoor spaces · Value · Indoor spaces