
Places to stay near Hammonasset Beach State Park
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Top-rated holiday rentals near Hammonasset Beach State Park
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Modern Carriage House Near Beach - Deck + Fire Pit
Come stay on the closest property to Hammonasset Beach State Park in all of Madison! Just 1 mile and your feet are on 2 miles of white sandy beach to explore and enjoy. This fully renovated carriage house is nestled on a grassy 1.5-acre property near town. Enjoy your own private entrance, full kitchen, sunny deck, fire pit, and outdoor dining space. Located across from the Greenway Trail and close to shops, restaurants. Ideal for couples or small families looking for a relaxing coastal getaway!
4.98 out of 5 average rating, 125 reviews
Spacious Oceanfront Getaway with Spectacular Views
Perfect vacation getaway! Awaken to the sun rising over Long Island Sound! Panoramic waterfront views from 70 ft of windows spanning NY to RI. Quiet, private, updated home, NOT a cottage: >2200 sq ft, single level 3B/3B, + bonus lower-level walk-out/office. Master bed double shower/jacuzzi overlooking the water! Multiple oceanfront decks. 100 ft granite shoreline, short stroll to nearby sand beaches. Swim, fish, read a book, or watch the sailboats go by! (Not suitable for children/pets/events.)
4.99 out of 5 average rating, 149 reviews
Luxury cottage by the sea with hot tub and pool
We built this guest cottage to provide an ultimate luxury experience for people wanting to escape from hectic life!With incredible coastal views, this home is a haven of tranquility. It sits on a special stretch of the Connecticut coast, with spectacular bird and wild life-watching year-round. Enjoy great shopping in Guilford's boutiques around the historic town green. Watch the sun set over the water and relax in the hottub for some night time star gazing year round (pool open June-beg/mid Oct)
4.95 out of 5 average rating, 212 reviews
Charm + location. Walk to beach, town, & harbor.
We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.
4.94 out of 5 average rating, 310 reviews
Peaceful Riverfront Cottage w/Dock, Walk to Beach
This lovely Cottage sits directly on the Patchogue River with scenic views of the river and marshlands from every room and just a 1/4 mile walk or bike to the Beach. Private, but close to so much, it’s Perfect for a Romantic Getaway, or a long Vacation. Outside, you can enjoy the breeze from the Riverfront Deck, Sun Bathe, Crab or Fish on the Lower Dock, watch the Eagles fly by, or wander about the wooded property. Bring or rent a Kayak and paddle down the river right to the Long Island Sound.
4.86 out of 5 average rating, 234 reviews
A Beach House Gem
Beautiful beach cottage with a private beach. Sleeps up to 6 comfortably with two full beds and 1 queen in the master. with a beautiful balcony Full bath upstairs,1/2 off the kitchen entrance outside key on the key chain The main living area has a TV, air conditioning, and sliding doors to a deck. The updated kitchen has a dishwasher, microwave, cooktop, oven, and coffee maker. There are 2 parking spots in front of the garage The house is not winterized there are no bookings from Nov1
4.91 out of 5 average rating, 113 reviews
Waterside Beach Retreat
Beautiful New England period home steps from the beach on the Long Island Sound. Recently renovated from top to bottom with new kitchen and bathrooms, hardwood floors throughout. Idyllic location on quaint & quiet street. Hide away and relax or discover the many local attractions - water sports, fishing, winery, antique stores, scenic walks, premium outlet shopping are all on your doorstep. Ideally located off the I-95 halfway between NYC & Boston, both of which are a train ride away.
4.96 out of 5 average rating, 227 reviews
Amazing 2BR Riverfront Gem
Unwind at this happy getaway on the river. Extremely comfortable house with amazing views in a peaceful neighborhood. The well-equipped kitchen overlooking the river is a pleasure for any cook. You will love to see our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to beaches, groceries, coffee shops, hiking trails and amazing CT scenery at every turn! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants, music, and lots more.
4.92 out of 5 average rating, 191 reviews
The Gardener's Cottage Dog friendly/weekly/monthly
The Gardener's Cottage, less then a mile from the Long Island Sound, is a great alternative to the common hotel. Situated a stones throw from Hammonasset State Park and Beach, Clinton Outlets, and the Shore Line East train station. Near by you will find places to kayak, Chamard Wineries, Marinas and many quaint New England towns. The Cottage is fitted with it's own router coupled with an eating nook that can double as a work space. Pets are allowed. Self check-in
4.94 out of 5 average rating, 254 reviews
PRIVATE BEACH: ROYAL OCEANVIEW CASTLE @ CLINTON
INSTANT BOOK: Sept '26 - End Sept '27 SUMMER 2026: Sept **2027 Summer Available: June - End Sept** Steps away from CT Shoreline in back of beach house! Amazing Views - Waterfront Outdoor Deck w/ Seating (2nd week May - until Nov 6th) *certain holidays/summer excluded in booking minimums *discounts applied to nightly rate only *we can not combine multiple discounts, yet highest % will apply *if available, also apply 10% non-refundable booking option
4.93 out of 5 average rating, 145 reviews
Ideal Historic Home in Essex Village
Welcome to village life in the heart of Essex Village. This is the longest running and most visited vacation rental home on Main St in Essex, CT. Chosen as the best small town in America by Norman Crampton in his book, The 100 Best Small Towns in America. Essex also appears in 1000 Places to Visit Before You Die. Located on the Connecticut River, this friendly New England community has been welcoming travelers since before the American Revolution.
4.97 out of 5 average rating, 101 reviews
"Red House on the Knoll" at Indian Cove
Ecape to the charming beach community of Indian Cove in Guilford and unwind in this beautifully renovated 1920s coastal cottage. Full of character and warmth, this spacious retreat blends historic charm with modern comfort-featuring wood floors, high beam ceilings, and a stunning stone fireplace that creates the perfect cozy atmosphere year round.
4.99 out of 5 average rating, 179 reviewsPopular amenities for holiday rentals near Hammonasset Beach State Park
Apartment rentals with wifi

Waterfront Escape | Private Beach, Pool & Views
4.88 out of 5 average rating, 173 reviews
Beautiful Waterview Condo on the North Fork of LI
4.9 out of 5 average rating, 200 reviews
Beautiful condo on Long Islands Northfork
4.86 out of 5 average rating, 136 reviews
Sound Front Condominium
4.89 out of 5 average rating, 284 reviews
Entire place to yourself Cromwell/Middletown Line
4.93 out of 5 average rating, 201 reviews
Stunning, Spacious, Spotless. Close to Yale.
4.84 out of 5 average rating, 303 reviews
Greenport Getaway at Cliffside Condos
4.89 out of 5 average rating, 35 reviews
2 Bedrooms Condo-New Haven (Long Stay Discount)
4.79 out of 5 average rating, 57 reviewsFamily-friendly house rentals

Steps to Beach! *Cozy Cottage* Pet Friendly
4.93 out of 5 average rating, 107 reviews
Modern Farmhouse with Hot Tub in Old Lyme, CT
4.97 out of 5 average rating, 231 reviews
Beachfront Paradise
4.97 out of 5 average rating, 227 reviews
Spacious 5 BR Home near town
4.83 out of 5 average rating, 126 reviews
Steps to Beach • Hot Tub • Game Room • Water Views
4.99 out of 5 average rating, 113 reviews
Modern farmhouse w/ pool, beach, horses and winery
4.94 out of 5 average rating, 139 reviews
Best of both worlds!
4.92 out of 5 average rating, 119 reviews
Purple Button Factory Sleeps 8, Walk to Town Green
4.75 out of 5 average rating, 167 reviewsApartment rentals with air conditioning

Beautifully Furnished Apartment
4.88 out of 5 average rating, 109 reviews
Lovely Garden-Level Apartment in Heart of Town
4.93 out of 5 average rating, 177 reviews
Private apartment in the heart of Old Lyme village
4.98 out of 5 average rating, 120 reviews
Water front studio apartment with fireplace.
4.97 out of 5 average rating, 651 reviews
Charming Chester Retreat - Cottage
4.99 out of 5 average rating, 205 reviews
Chester Village 'Pied-à-terre' above art gallery
4.91 out of 5 average rating, 435 reviews
Luxurious 3BR Apartment w/ Parking & Gym
4.95 out of 5 average rating, 129 reviews
Apartment in New Haven
4.94 out of 5 average rating, 142 reviewsOther great holiday rentals near Hammonasset Beach State Park

Waterfront Bliss Tiny Home
4.96 out of 5 average rating, 185 reviews
Savor Ocean Sunsets at a Soothing Beachfront Haven
4.98 out of 5 average rating, 184 reviews
The Rising Tide Cottage
4.97 out of 5 average rating, 98 reviews
Charming Madison, CT Carriage House ocean rental
5.0 out of 5 average rating, 39 reviews
Perfect Cape Beach Cottage in Madison CT!
4.83 out of 5 average rating, 47 reviews
Cozy cottage near Clinton Marina on CT Shoreline
4.95 out of 5 average rating, 96 reviews
NEW Charming Coastal Bungalow steps from the Beach
5.0 out of 5 average rating, 15 reviews
Historic Coastal Home • Marsh Views • Pet-Friendly
5.0 out of 5 average rating, 17 reviewsDestinations to explore
- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- University of Connecticut
- Sunken Meadow State Park
- Soundview Beach
- Powder Ridge Mountain Park & Resort
- Compo Beach
- Wölffer Estate Vineyard
- Ocean Beach
- Sleeping Giant State Park
- Ski Sundown
- Sherwood Island State Park
- Meschutt Beach
- Orient Beach State Park
- Ditch Plains Beach
- Wesleyan University





