Beachfront holiday rentals in Middlesex County

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Middlesex County

Pet-friendly beachfront home rentals

Guest favourite
Home in East Hampton
4.95 out of 5 average rating, 213 reviews

Rex- East Hampton Cottage- 5 stars

AlexandraRating, 5 stars3 days ago
Beautiful property. John is a great host and made us feel welcome. Loved the park and beach nearby. Our dogs had a blast. Wish we could have stayed longer and would love to come back.
Top guest favourite
Home in East Hampton
4.95 out of 5 average rating, 232 reviews

Private beach, fully updated house, on 2 acres.

TenleyRating, 5 stars3 weeks ago
The house was clean, well-decorated, had all the things we needed, and private, with a long wooded lot leading down to the bay. We women friends were totally comfortable there. When we couldn’t find the entrance to the driveway off the main road, she stayed on the phone & directed us until we found it. Excellent choice!
Top guest favourite
Home in Milford
5 out of 5 average rating, 104 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

HeidiRating, 5 stars6 days ago
We loved Laura and Dana’s Big Easy home by the beach. It was big and comfortable and every detail had been thought about to maximize our enjoyment. Drawers and closets and cabinets were all labeled so we didn’t have to search for anything or guess where anything was. Literally every need had been anticipated! Amazing. The beds and bedding and linens and towels were abundant and soft and comfortable. The kitchen amenities were awesome, from an air fryer, to a full set of bar tools and blender, to great appliances. The decor was happy and cheerful and creative and fun. There were so many places to sit and enjoy, both inside and out. Do not hesitate to choose this wonderful place for a visit of any length. You will love it!
Top guest favourite
Cottage in Fairfield
4.98 out of 5 average rating, 120 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

BriannaRating, 5 stars9 months ago
We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.
Guest favourite
Cottage in Milford
4.95 out of 5 average rating, 323 reviews

Spring Sale|CozyCottage|Walk to Beach|Pet-friendly

VictoriaRating, 5 stars2 days ago
Loved our stay at Cameron’s in Milford! Location is within walking distance to the ocean and there were bigger beaches+parks near by (driving distance). Not much other than the beach to do in Milford but we managed to have fun plenty of fun and made lots of memories with our dogs!
Guest favourite
Guest suite in Montauk
4.96 out of 5 average rating, 107 reviews

Twin Pond Ocean View Studio 3

GeorgeRating, 5 stars3 weeks ago
Great place to stay. Everything was as described. Great views, clean, easy walk to town and the beach. Recommend to anyone visiting Montauk.
Top guest favourite
Guest house in Fairfield
4.96 out of 5 average rating, 194 reviews

Southport, CT across from BEACH

ValRating, 5 stars1 week ago
Jeff’s place was a hidden gem. It was private, close to the beach and town and the home was safe, clean and well designed. Jeff was kind and super responsive. There is a reason this place is always booked. I highly recommend staying here and can’t wait to return!
Top guest favourite
Cottage in Old Saybrook
5 out of 5 average rating, 100 reviews

Cozy Waterfront Retreat

IrisneriRating, 5 stars1 month ago
Meghan's place is exactly as posted it is absolutely beautiful, cozy, comfortable and did I say beautiful? one of my favorite things to do was sit in front of the big windows and read. You have everything you can think of close, at least 4 to 6 minutes away. There are restaurants, super market and pharmacies. But if you are like me and also like to cook sometimes on vacation the kitchen was equipped with everything you need. Highly, highly recommend.

Beachfront home rentals with a pool

Top guest favourite
Home in Stratford
5 out of 5 average rating, 7 reviews

Akasa Ocean Front Oasis- Seasonal Pool, Grill

MariaRating, 5 stars1 month ago
Beautiful and spacious home. If you want to relax , this is the house to do it. Beautiful views. The house has was much larger than I expected which explained why the cleaning fee was higher than usual. Host was very nice and accommodating. The house was well supplied with amenities.
Superhost
Home in Milford
4.83 out of 5 average rating, 89 reviews

Spacious 4 bedroom, oasis with ocean views galore

JoetteRating, 5 stars3 weeks ago
Allana was very easy to work with. Always answered back quickly no matter the time. Open concept and everyone was able to be together. It was a rainy stay so had to be inside. No one minded. Nicely set up for games or conversations. Thank you so much!!
Superhost
Flat in Montauk
4.86 out of 5 average rating, 44 reviews

Montauk Ocean View One Bedroom

ScottRating, 5 stars3 days ago
Great spot for a few days in Montauk. Really close drive to town only about 15 walk into town. Great food cart on property open when the weather is good. Amazing ocean views from most rooms hard to find in the Hamptons.
Superhost
Villa in Guilford
4.91 out of 5 average rating, 11 reviews

Private Luxury Waterfront Home

VirginiaRating, 5 stars22 months ago
We had a wonderful time. The weather was perfect. The view of the water was everything and was accessible from nearly every room. The home was modern and easily accommodated our large group. Yet it was cozy and beautifully appointed with all the amenities you would ever want. It is ideal for children with every toy imaginable. There was a highchair and a pack and play for our toddler and child appropriate dishes. The kitchen was fully equipped and had 2 sinks, 2 dishwashers and 3 tables for dining. The beautiful pool and hot tub were in constant use. Mary is very thoughtful and assembled a ringed binder with important contacts and suggestions for dining, shopping and entertainment. Although there was no beach on the property there are nearby beaches. The towns of Guilford and (nearby) Madison are charming and well worth visiting. Mary was very accommodating and responded promptly to several inquiries.
Guest favourite
Flat in Montauk
4.86 out of 5 average rating, 111 reviews

Recharge at our Renovated ocean front unit

YoussoufRating, 5 stars8 months ago
Great place ideally located next to town and the view is amazing. highly recommend in particular for short term stay.
Guest favourite
Home in New London
4.89 out of 5 average rating, 133 reviews

Beauty and the Beach!

HeatherRating, 5 stars2 weeks ago
Lots of space to hang out. Beautifully remodeled. Loved the bits and pieces in the pantry. Had regular coffee pot as well as keurig. Well stocked kitchen to make our big breakfasts.
Guest favourite
Cottage in Montauk
4.9 out of 5 average rating, 296 reviews

Montauk Cottage 5

AngelRating, 5 stars5 days ago
Ron responded extremely quick to one of my requests. He also gave us some great restaurant recommendations of which we ended up going to. Overall smooth, enjoyable, and worry free stay.
Guest favourite
Apartment in Montauk
4.83 out of 5 average rating, 178 reviews

Coastline View Studio

AlexaRating, 5 stars3 weeks ago
Fantastic weekend spent in Montauk! Close to everything. Matthew was quick to respond to my questions before we arrived. Would defiantly book again!

Private beachfront home rentals

Top guest favourite
Flat in Branford
4.95 out of 5 average rating, 21 reviews

Stony Crk Studio ideal for trvl nurses…

CarolRating, 5 stars4 months ago
Great stay in Stony Creek Village with a view of Long Island Sound and short walk to the pier, Stony Creek Market (breakfast & lunch). I used the Library and went to services at the Stony Creek Congregational Church. Overall, a nice experience.
Superhost
Cottage in Vernon
4.92 out of 5 average rating, 53 reviews

Churchill Cottage

MarkRating, 5 stars7 months ago
Frederick and Kelly have a great little rustic cabin right on the lake. Peaceful, quiet (a tiny bit of road noise occasionally, but overall very quiet). Frederick is super helpful and friendly. Cabin was built around 75 years ago (original builder's son left a note in the log book!), so don't expect anything ultramodern.. just a nice unassuming rustic family cabin.
Guest favourite
Cottage in Westbrook
4.9 out of 5 average rating, 87 reviews

A Beach House Gem

JaimeRating, 5 stars7 months ago
We continue to visit Rose’s house for our yearly weekend girls getaway. It’s the perfect cozy beautiful place to catch up with friends and relax. Rose is an amazing host!
Guest favourite
Home in Old Saybrook
5 out of 5 average rating, 40 reviews

Romantic Couples Retreat with Private Sandy Beach

RajRating, 5 stars2 weeks ago
Fantastic cute spot in Old Saybrook. Key things for future guests to know - there is no A/C in the winter months so the air can get a bit stale / stuffy in the house. Plus there is no washing machine / dryer in the house, so defo bring enough clothes!
Top guest favourite
Home in Old Saybrook
5 out of 5 average rating, 16 reviews

Cornfield Point Beach House View

DonnaLynnRating, 5 stars5 months ago
Chloe's home was perfect for our stay as we wanted to be near my son in Old Saybrook. She was responsive and accommodating with my questions and needs always getting back to me right away. Check in was easy and I received emails all along the way which was helpful as I am a first time airbnb person. The home was immaculate with everything as it said it would be. I would definitely stay again and recommend this home.
Guest favourite
Home in Westbrook
4.96 out of 5 average rating, 48 reviews

Zion's Light Beach Cottage

JimRating, 5 stars5 months ago
We had a great stay at this cottage- it was a perfect size for our family and was extremely clean, warm and comfortable. We especially enjoyed the quick walk to the beach, and proximity to town. Hosts were very friendly and responsive but never intrusive. Would highly recommend.
Guest favourite
Cottage in Guilford
4.95 out of 5 average rating, 80 reviews

Direct Shoreline Long Island Sound Waterfront

ThomasRating, 5 stars9 months ago
Our visit was utilitarian. We needed accommodations for us, our grown children and grandchildren and a dog. But the site of the cottage, its charm, its comfort made us wish we were staying another week. James' thoughtfulness went beyond any other Airbnb hosts' that we've experienced. Everything we might need if we were staying 10 days was there, clean, labeled. Thank you, James.
Top guest favourite
Home in Old Saybrook
5 out of 5 average rating, 52 reviews

Great Hammock Getaway | Beaches, Views & Hot Tub

JoanaRating, 5 stars4 weeks ago
We spent a few days at this amazing place and absolutely loved it! The house is cozy, very clean, well-organized, and beautifully decorated – great taste in every detail. We especially enjoyed the hot tub and the fireplace – perfect spots to relax. The location is also excellent. The host provides bikes, and we used them to explore the nearby beaches and ride around the town. It was exactly the peaceful and relaxing break we needed from our busy routine. We would definitely come back! ♥️

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  4. Lower Connecticut River Valley Planning Region
  5. Middlesex County
  6. Beachfront rentals