Holiday rentals with beach access in Stratford

4.9 out of 5 average rating, 109 reviews

Home in Fairfield

Fairfield 2nd Fl–2 Rms | Exclusive Entry & Parking

ENTIRE 2nd FL for up to 2️⃣ adult guests ONLY 2️⃣ Rooms➕Skylit Full Bath Exclusive Driveway Parking spots➕Private Main Entrance, separate from full-time renters on 1st FL using back entries Heat & Cool: wall-mounted AC➕portable Dyson ➕ Central AC w/2 sensors - host adjustable remotely TV is Screen only, works with Bluetooth & Chromecast, NO Services Kitchenette: heat/store food (NO cooking), allows affordable stay in affluent Fairfield Town Professional Clean Service Host Assistance Virtually

4.95 out of 5 average rating, 161 reviews

The Boathouse, private downtown Harborside suite

The Boathouse is a detached one bedroom studio apartment situated behind our home in the heart of Historic downtown Milford. Through a private entrance you will discover a thoughtfully furnished bedroom (queen bed & pull out couch), dining room, full kitchen & bath. It is ideally suited for a couple/small family looking for a memorable beachtown getaway. Walk, rent bikes/kayaks, shop, dine, enjoy art, music, or a day at the beach… our quintessential New England seaside town is sure to charm you!

4.95 out of 5 average rating, 197 reviews

Guest suite in Fairfield

2 BRm Suite; Ktchn; Livng area; wash/dryr; Private

Fully accessorized, large (919 sq ft) beautiful suburban space with bedroom (queen); convertible Murphy bed (queen), in-room sitting area/large screen TV, kitchenette; 2nd room: bedroom (queen) with living space / large screen TV; private full bath; in-suite washer/dryer; private entry to suite (front door; up 1 flight of stairs). Includes light continental breakfast. Owners on property. Off street parking. Train station a mile away (NYC: 70 min). 2 miles to beach. Easy walk to Fairfield U.

4.94 out of 5 average rating, 157 reviews

Guest suite in Fairfield

Adorable private apt w/ W/D in lovely neighborhood

Enjoy a lovely experience at this centrally-located studio in-law apartment. It boasts a newly renovated kitchen and bath, king bed with brand new mattress, pull out full size sofa, ample closet space and more. The eat-in kitchen has all you need to feel right at home. The apartment is located adjacent to a nice residential house, but is fully private with your own front and back entrances. There are also no stairs, making it easily accessible. It’s located in a wonderful neighbor in Fairfield.

4.98 out of 5 average rating, 104 reviews

The Pond Mill Retreat w/ 2 Bdrms & Pool

Catch up on a little work or simply unwind. Everything is waiting for you in this cozy, yet functional space surrounded by a beautiful wooded area with pond. Your private entrance accommodations include a finished, walk-out lower-level apartment (~730 sq ft) containing thoughtfully appointed bedrooms, living room, kitchen, and full bathroom. Experience solitude while enjoying the convenience to Rt 15, I-95, & Boston Post Rd destinations. And if you require assistance, we live right upstairs.

4.95 out of 5 average rating, 102 reviews

Cottage in Milford

SILVER SANDS BEACH COTTAGE MILFORD NEAR YALE/TRAIN

Classic 1920s beach cottage perfect for your summer at the shore! It is tucked away on a quiet street, across from Silver Sands Beach Milford. This cozy cottage offers 2 bedrooms with bonus loft sleeping area. In one of CT's most desired shoreline locations, steps to the private beach & Silver Sands State Park boardwalk, walnut beach, ice cream and cafe. Close to downtown green which offers bars and restaurants, train to NYC and New Haven, Yacht Clubs and Yale. Beach Vacation. Pet Friendly!

4.95 out of 5 average rating, 231 reviews

Guest house in Mahopac

Lakeview Guesthouse with Sauna

Art and light filled spacious studio with panoramic views overlooking lake Mahopac perched on a steep hill. A short 5 min walk down the hill to swimming/paddleboarding/canoeing. Walkable to an on-the-lake restaurant/ dining/ takeout options + boba tea! Drivable to farm fresh food markets, restaurants and art museums. Cedar dry Sauna on property for use. Nearby towns and hikes include Fahenstock Park, Pound Ridge, Cold Spring, Beacon, Ridgefield, or walk up the hill to trails of Volz park!

4.96 out of 5 average rating, 222 reviews

Designer Beach Retreat on Exclusive Cedar Beach

Welcome to your own slice of heaven! Enjoy dinner in your Chef's kitchen while watching one of the most radiant sunsets you will ever see. Stunning views from the private rear deck or snuggled on the couch inside the living room. Wade into Long Island Sound with semi-private beach access 250 feet away. The property is 5 doors down from the CT Audubon Society, known for its epic views and wildlife watching. The sunrises & sunsets are beautiful! 15 minutes to Yale. We can't wait to host you!

5 out of 5 average rating, 104 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌴Steps from Walnut Beach, Silver Sands, dining, shops & more, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Explore the scenic coastline, build sandcastles, or enjoy a day of kite flying. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC & 15 from New Haven, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

4.99 out of 5 average rating, 124 reviews

Cottage in Milford

3 BD Cottage Walk 2 Beach + Tyde Venue w/ Fire Pit

Steps from Walnut Beach and Tyde Wedding Venue! Stay at this cozy 3-bedroom, 1-bath beach cottage in the heart of Walnut Beach. Perfect for family vacations, wedding guests, or Yale visitors, our modern farmhouse-style home features a full kitchen, a private backyard with a fire pit, and peaceful coastal vibes. Walk to the sand, celebrate at Tyde, enjoy coffee on the porch, and end the day by the fire. Comfort, style, and location — all in one unforgettable stay!

4.96 out of 5 average rating, 149 reviews

Home in Fairfield

Top Rated Gem | Fire Pit | Near Beach, FFU & SHU

Welcome to Fairfield Cottage, a cozy retreat that beautifully combines comfort and stylish design for you and your guests. With thoughtful decor and essential amenities, you'll feel right at home. Conveniently located just 90 minutes to NYC, you can easily visit attractions like the Norwalk Aquarium, Beardsley Zoo, and local farms. Unwind at nearby Jennings and Penfield beaches located just 3 miles away, or explore the charming village of Southport.

4.94 out of 5 average rating, 178 reviews

Home in Stratford

Cozy Colonial - Private Hot Tub & Entire House

The way Airbnb was meant to be, something special... a home away from home. No long rule book, just be respectful. Come and stay in this cozy colonial home centrally located in Stratford CT. Walk to the park, soak in the spa, sip tea, listen to music, play games, and relax. Less than 10 minutes from some of the best CT has to offer - beaches, shopping, restaurants, grocery, entertainment, hiking, train to NYC / Yale, and more.

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Popular amenities for rentals with beach access in Stratford

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Apartment rentals with beach access

4.9 out of 5 average rating, 10 reviews

Kicking off Summer, on the beach in Milford, CT!

MarkRating, 5 stars5 months ago

Great place; wonderful 2 bed place, clean, cosy and top end, one of the nicer places I've stayed. Alison was super easy to communicate with and the location was great for a Christmas break. Was very happy with everything!

4.99 out of 5 average rating, 147 reviews

Flat in Northport

Amazing one bdrm flat at the beach!

BethRating, 5 stars1 week ago

Jeannette was there to greet us and made sure we knew where everything was and that we had everything we needed. She even provided breakfast. Her place was immaculate. The location was amazing. She made our departure very easy. We are looking forward to staying there again. If you looking for a great place to stay, this is it.

4.9 out of 5 average rating, 230 reviews

Flat in Westport

Spacious Westport Apt surrounded by nature!

DavidRating, 5 stars5 days ago

Have stayed here multiple times. Very comfortable apartment and as described in listing. Private entrance and setting in nice walkable neighborhood. Johanna is very responsive and a wonderful host. Highly recommended.

4.92 out of 5 average rating, 180 reviews

Flat in East Shore

Tranquil Apartment with Waterview, Walk to Beach!

GretchenRating, 5 stars1 month ago

Thanks for a terrific stay! We had everything we needed and loved the water view from the deck!

Superhost

Flat in West Haven

4.92 out of 5 average rating, 202 reviews

Perfection! 2 Bedroom Apt. Friends or Family!

JoanneRating, 5 stars1 week ago

This was our second stay at JoAnn's place and everything worked out great. Her place is comfortable, clean and well located for our needs.

4.97 out of 5 average rating, 107 reviews

Flat in Branford

Ridgeview Suite at Stony Creek Depot

EmilyRating, 5 stars1 week ago

Barbara’s place reminded me of the way airbnbs used to be. It felt like home-away-from-home. The accommodations were high quality and clean, and there were even some tasty snacks! We loved our stay. Everything was as pictured. Stony Creek was wonderful, and we look forward to visiting again next year!

Superhost

Flat in Fairfield

4.89 out of 5 average rating, 71 reviews

Sunny & Spacious 2BD, 1BA WFH Apt-Huge Yard&Patio

MicheleRating, 5 stars3 weeks ago

We had a great weekend. Apartment was exactly as described and spotless.

4.97 out of 5 average rating, 63 reviews

Steps to the Beach. Lovely 2-Bedroom apt

Matthew JoelRating, 5 stars9 months ago

Solid stay. Very clean and as pictured/described. Seemed newly renovated. Steps from the beach. Hope to stay here again next year.

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House rentals with beach access

4.97 out of 5 average rating, 33 reviews

Home in Branford

Adorable Beach House on LI Sound

JordanRating, 5 stars2 weeks ago

Had an excellent stay at Eileen’s place. The house was extremely clean and perfect size for a couple. Beautiful view and surroundings. Only wish I had more time to explore the area. Would definitely stay here again if I return.

5 out of 5 average rating, 28 reviews

Bull Shark Bungalow-Walk to Beach, Pet Friendly

TeresaRating, 5 stars2 weeks ago

Steven’s place was fantastic! He was extremely responsive and flexible with both check-in and check-out, which was so helpful while traveling with kids. We stayed over Memorial Day weekend with our two small children and a dog, and his home was incredibly accommodating. The large backyard with a fire pit was perfect for making s’mores and spending evenings outside. The place was spotless - clean and tidy in every way. It was a wonderful stay for the whole family, and we’d happily come back again.

4.94 out of 5 average rating, 139 reviews

#2 Milford Beach (across street) Charles Isle 2BR

HarrietRating, 5 stars3 weeks ago

We had a very comfortable two-night stay at Unit #2. The space is light-filled and the water view from the living room is lovely. The apartment was spotlessly clean. The bowl of fruit Susana left for us was a nice welcome. We didn’t cook, but the kitchen is very well-stocked, with appliances and an ample supply of dish ware. We stayed in the bedroom with the queen bed and view. If you’re a person who needs a totally dark room to sleep, be advised there are Venetian blinds - they darken the space but do not block all light. Susana’s place is clean, simple, and comfortable. If you’re looking to be near the beach, it’s a great location. We were in the area for events in New Haven and found the 25 minute trip there very manageable. We took a long walk on the pedestrian-only path to Walnut Beach. Beautiful views. Highly recommend doing that

4.96 out of 5 average rating, 28 reviews

*5min wlk to beach & Tyde, pet friendly

Katherine MRating, 5 stars1 week ago

It’s a great place to stay with your family. The host is super friendly and responsive. I absolutely love the amenities and the attention given to. Only thing I wish the inside voice levels were reduce; every time we spoke, we were able to hear one another even though we were in different parts of the home. But, it’s a very good and safe neighborhood.

4.92 out of 5 average rating, 188 reviews

Home in Carmel Hamlet

Lux Bungalow on the Lake

Tara And DavidRating, 5 stars1 month ago

It was deceiving from outside but the place was beautiful. Small but spacious. My friend and I were there for a little writer’s retreat and it was perfect. Calm and peaceful. The surrounding area was beautiful too. The lake across the street was framed perfectly by the beautiful big windows. It was exactly what we were looking for, and we knew the home and area would be perfect during the warmer weather too.

5 out of 5 average rating, 89 reviews

HGTV renovation! Steps to shops & water | Firepit!

SandraRating, 5 stars1 week ago

Beautiful home close to ocean boardwalk. Lovely kitchen and yard.

4.9 out of 5 average rating, 112 reviews

Home in Rye

1956 House of the Year Award. Easy commute to NYC.

TinaRating, 5 stars4 days ago

A unique architectural home built 1955 that’s set on 2 plus acres surrounded by mature hardwoods. Set in a lovely neighborhood. Lots of interesting Art and Literature available to enjoy.I had wanted to stay on several visits but this location wasn’t available. I lucked out for 3 nights and so glad I had the opportunity to. I will definitely book again. Gloria was a responsive host. Instructions were clear and detailed. Lots of closet space in the 3 bedrooms and plenty space, multiple sitting areas. Thank you Gloria.