Cottage holiday rentals in Middletown

Perfect spot for a quiet weekend getaway! We were able to go to Yale art museums for the day and then came back to check out the beaches. Definitely recommend the trip to Dockside Seafood and Grill in Branford for lobster pasta! The hot tub was also the best way to end the day with a peaceful beautiful view!! Would definitely go back again!

The Cottage at Blackberry River Inn was beautiful and exactly what we needed for the weekend. Breakfast was included and wonderful. This place is a gem and we will be back for sure.

Took a getaway to Martin's cottage for a long weekend and could not have been happier. It was immaculately clean and the hot tub was ab amazing way to relax. I look forward to being back.

Absolutely stunning views and peaceful vibes at this sweet cottage!!! Totally exceeded my expectations. Book now or you’ll regret it!!!

Great communication with host, beach within walking distance was so nice, overall good spot within 30 mins of mystic aquarium and Foxwoods casino

Lil Nauti was perfect for our family. The bedrooms were adequate, with very comfortable beds and plenty of pillows. The wardrobe space and drawers were great as we had a long stay with a lot of baggage! Jason has absolutely everything you could possibly want or need for a stay. The kitchen is really well equipped. Cute cottage and delightful private garden.

great time as always!

As advertised. Perfect location for what we needed. Perfect two people. Tighter for three. It got cramped with four. Saverio was an excellent host-very responsive. If anything was needed (toilet paper, garbage bags, etc) he was able to provide very quickly. The site is a hikers paradise with access to town trails from the property.

Cute and cozy home with lovely outdoor sitting area. Woke up to the sounds of the breeze and chirping birds! You can see the water from out the kitchen windows!

A very cute and wonderful place to stay! Cozy, clean, private, and incredibly close to the beach! Lisa was extraordinarily understanding about the check-out time and process, would LOVE to stay again! :)

It was so comfortable and peaceful. We had a great time exploring nearby beaches and hikes. We would definitely stay there again.

Jamie & Rose are the consummate hosts: clear communicators, friendly, helpful and supportive of their guests' (and their animals') experience. The cottage is New England cute on steroids, and super private. All was tip top, first rate for a country cottage experience. Thanks for making our experience so smooth and relaxing.

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!

Beautiful place to stay! Kitchen well supplied for cooks. Comfy, big couch. Sound of the river at night. Cute little town. Peace and quiet on the edge of the woods. Great for dogs and humans. Lucy is VERY responsive to any questions. HIGHLY recommended. My wife requested a return visit before we even left.

This cottage is wonderful. It is perfectly situated, right in town, with an easy walk to the beach, but it is also surrounded by woods and the river, making it feel peaceful and serene. The cottage is adorable, comfortable, and bigger than it looks. We had everything we needed. Robert was friendly, helpful, and very accommodating. We had a great stay here!

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.

Very nice lake house with great Autumn views

The cottage is on a beautiful lake and is very relaxing . The morning sunset on our second day was amazing. Perfect couples retreat or in our case girls weekend. Our host, Donna, was very responsive and provided extra goodies. The house was clean and comfortable. We visited Gillette’s Castle and downtown Chester had lunch at Market 37 . Unfortunately, we had rain and could not enjoy deck right on the water.

We had a wonderful time at Allison's place - the location was great and the property had fantastic amenities that made traveling as a family much easier. Allison was extremely responsive and helpful during our stay. We look forward to returning!

What a beautiful view! We had a great time despite the weather. The house was very comfortable and the location right on the lake is hard to beat.

I had a wonderful relaxing time in this charming, well-apportioned cottage. There is a beautiful view over the marsh to short beach and it’s a great spot to see local birds - herons, red-winged blackbirds, etc. A trolley line that’s been converted to a hiking trail runs through the marsh and makes for a great walk. Lots of other fun walks nearby. it’s very quiet and cozy but still just a quick 10 minute jaunt to New Haven The piano and turntable were neat features and the house was nicely maintained and decorated. You can tell the host is very attentive to detail and committed to keeping things pristine. He was also super friendly and responsive I would gladly return to this spot next time Im in the area and heartily recommend to anyone looking to relax and recharge

We could not have asked for a nicer place to stay~~~~clean, comfortable, woke up every morning hearing the bird’s singing. Felt like home. And Lori was a wonderful host! Thank you!

Our second time staying here. One of our very favorite AirBnBs in the world. Susan and Tripp cover every detail. Place is wonderfully decorated, comfortable and clean. We will be back!