
Beachfront vacation rentals in Madison
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Madison
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

Private beach, fully updated house, on 2 acres.
Each the special magic that only the Hamptons offer—historic charm, a rural atmosphere, white sandy beaches and a relaxed lifestyle—while staying in this light-filled three-story cottage. Tucked away on a beautiful 2.2-acre wooded lot, this bayside oasis offers a tranquil retreat, with deer sightings, private beach access, stunning view and picture-perfect sunsets. A short drive to the beaches and town, quick trips to nearby shops, market stands, restaurants, museums and Jackson Pollack house.

Niantic River Beach Cottage | Waterviews
Kick back and relax in this quiet, stylish New England beach cottage with water views, a private neighborhood beach, an outdoor shower, and a sunny patio for coffee or evening wine. Just minutes from downtown Niantic, you’ll find beaches, cafés, bakeries, ice-cream stands, seafood, boutiques, boat launches, trails, outdoor concerts, and more—all within a short drive or bike ride. Perfect for a romantic getaway, a family weekend, or some quiet coastal downtime. See why guests love staying here!

True Ocean Front Vacationing - Groton/Mystic
Bright and airy contemporary beach house with breathtaking views of Long Island Sound. Conveniently located just 15 mins to Mystic/Stonington; 23 to Foxwoods/Mohegan Sun . Relax on the lower deck and drop a fishing line in the ocean as it greets the seawall at high tide. Or retreat to a private roof deck to enjoy your favorite beverage as you take in the most romantic time of the day, the golden hour featuring beautiful sunsets. Parking for 3-4 cars. We hope you enjoy this escape by the sea!

Beach Cottage by the Sea
Beautiful 1920's beach cottage with beach access just across the street. Enjoy the sea breeze, ocean views, and sound of the waves lapping in this quaint home with unique architecture. Ten minutes to downtown New Haven and Yale for great places to eat, museums, and nightlife. Public beach and playground nearby. Warm and welcoming community. Master bedroom has vaulted ceilings and deck with views of the sea. Central Air, Cable TV, outdoor grill, plenty of parking. Enjoy this lovely home!

PRIVATE BEACH: BEACHFRONTS & BALCONIES @ NIANTIC
INSTANT BOOK: Nov 2025 - Jan 2027 = All Dates Open Availability Christmas + New Years ALL SUMMER '2026: June + July + Aug Available Steps away from CT Shoreline in back of beach house Amazing Views - Waterfront Both Balcony (year round) & Boardwalk Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums *discount applied to nightly rate only *we can not combine multiple discounts, yet highest % applies *if available, apply 10% non-refundable booking option

“The Lighthouse” A Beach Cottage by the Sea!
Relax at this unique and tranquil getaway. Long Island Sound to the left, hiking trails to the right. Come kick your feet up at this quiet dead-end road. Enjoy all the modern amenities in this gem of a cottage community. Restaurants and nightlife are just a quick stroll away. Avoid roadside hotels and take a vacation for a night, week, or longer! Check in anytime and at your convenience!No keys to lose or to return! This property provides secure, keyless entry with an August Smart Lock!

Updated cottage "Beriozka" on Cedar Lake
Originally from Russia (hence the name “Beriozka” meaning Birch Tree) I live in Stamford CT. About 7-8 years ago I’ve discovered Chester/ Essex area and fell in love. I’ve been coming here during summer to enjoy river rides, during winter just to see snow on the ground of old towns and needless to say during fall – when all the beauty of nature unfolds. Then came an idea to have an own place here and when an opportunity came to buy this small cottage on Cedar Lake I’ve jumped on it.

Brand New Direct Lakefront - Panoramic Sunsets
Completely remodeled lakefront apartment offering sweeping views of Pattagansett Lake. Open floor plan, fully equipped kitchen and massive deck make for an ideal gathering place to catch up with family or friends. All three spacious bedrooms offer comfy queen memory foam mattresses, fresh linens and UHD smart TVs. Two full bathrooms, high speed internet and in-unit laundry. Picturesque natural setting yet close to town amenities, restaurants, beaches, casino and area attractions.

Waterfront Joshua Cove Cottage with private beach.
Beautiful architecturally designed 1 Bedroom + loft Cottage on Joshua Cove in Guilford. The sunsets are spectacular from your own private beach. Enjoy Fall Foliage, swimming, fishing, and some of the best Kayaking from this perfect setting. Minutes from the Guilford train station, restaurants, shopping, and historic town green. The property is just 15 minutes from New Haven, and the Yale campus. The Thimble Island cruise, and the Ct. river steam train/cruise are nearby as well.

Coastline View Studio
This sun drenched studio apartment is perfect for families, couples or friends looking to get away and discover Montauk! Located in Montauk's harbor district. This unit is perfectly located to experience all that Montauk has to offer... Sit back on the balcony and enjoy a glass of wine as the sun sets perfectly over Culloden Point. A short walk to the Harbor, the Dock, Gosmans, TTs, Salivars, Sunday Funday, La Fin, Viking Fleet (fishing, Whale watching & Ferry).

Thames River Cottage · Near Casinos + USCGA
4 MILES from MOHEGAN SUN! FREE EV LVL-2 Charging! Come relax at the cottage on the Thames River w/ direct river view and access, free Kayaks on site for use, spacious patio, firepit, gas grill, privet boat launch/dock. 10 min from CT College & USCGA, 20-25 min drive to Foxwoods, Mystic, Stonington, Vineyards, local breweries, New London Navy Base, Pfizer, GD (EB) & Mitchell. Cottage is located at the end of Point Breeze (Horton Cove side) with direct river access.

The Blue Heron at Amston Lake
3 BEDROOM Quiet Cottage: ~3 minute walk to the Main Beach at private Amston Lake. ~ Fully stocked open floor plan kitchen. Dining table seats 4 with additional seating on covered patio accessible by sliding door. ~Gas grill ~Large, private backyard with fire pit and hammock. ~Canoe and kayak available ~Adult bicycles (2) available upon request. ~Ping pong table, dart board in basement. ~ Close to Airline Trails, vineyards, breweries, casinos, and parks.
Popular amenities for Madison beachfront rentals
Pet-friendly beachfront home rentals

Charming 2BR Beach House, Overlooking the Water

Milford Beach House - Newer Construction!

Bohemian Beach Oasis- Private Beach

Beach Haven - waterfront, near Yale, sunsets

Charming Fairfield Beach 3BR Cottage By The Sea

Guilford Beach Cottage

Waterfront Cottage With Unforgettable Views

Coastal getaway with water views in every room
Beachfront home rentals with a pool

Endless Summer Studio Condo w Balcony Bayview

Beautiful Waterview Condo on the North Fork of LI

Coastal Escape w/ Pool - Near Niantic & Beaches

Montauk 4bd/3.5ba Ocean, pool spa & private beach.

North Fork Sound Front Home with Pool

Waterfront Autumn Escape in Wine Country: 2BR

3BR Adirondack Guest House on 36 Acre waterfront

Beachside Waterview 2Br Condo w/ Pool in Greenport
Private beachfront home rentals

Direct Waterfront Home Located on Private Beach

Duckling Crossing | Beach House on the Sand

Romantic Couples Retreat with Private Sandy Beach

Walnut Beach's Hidden Gem

Direct Shoreline Long Island Sound Waterfront

Little Gem Waterfront beach home/ cottage

Incredible 2 Bedroom Waterfront Cottage!

Cheerful 3 Bedroom Cottage with Fire Place
Quick stats about beachfront rentals in Madison
 - Total vacation rentals- Explore 10 vacation rentals in Madison 
 - Nightly prices starting at- Madison vacation rentals start at € 173 per night before taxes and fees 
 - Verified guest reviews- Over 390 verified reviews to help you choose 
 - Wi-Fi availability- 10 of Madison vacation rentals include wi-fi access 
 - Popular amenities for guests- Guests love Kitchen, Wifi, and Pool across Madison rentals 
 - 4.9 Average rating- Madison stays are highly rated by guests—averaging 4.9 out of 5! 
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- Yale University
- Foxwoods Resort Casino
- Charlestown Beach
- Fairfield Beach
- Southampton Beach
- Cooper's Beach, Southampton
- Ocean Beach Park
- Walnut Public Beach
- Rowayton Community Beach
- Shinnecock Hills Golf Club
- Blue Shutters Beach
- Groton Long Point Main Beach
- Cedar Beach
- Napeague Beach
- TPC River Highlands
- Brownstone Adventure Sports Park
- Woodmont Beach
- Silver Sands Beach
- Sunken Meadow State Park
- Jennings Beach
- Sandy Beach
- Wildemere Beach
- Ninigret Beach
- Amagansett Beach
