Holiday houses in Middlesex County

Coastal Getaway

Welcome to your perfect getaway! Nestled in a picturesque coastal town in CT, this newly renovated gem offers a cozy and comfortable retreat with all the modern amenities you need for a memorable stay. Minutes away from sandy beaches where you can soak up the sun or take a leisurely stroll along the shore. The town is known for its dining options, with a variety of restaurants serving everything from fresh seafood to cozy bistros. Enjoy charming boutiques, apple picking & local farmers markets.

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”.

Amazing 2BR Riverfront Gem

Unwind at this happy getaway on the river. Comfy cozy with amazing views. Come experience the charm of New England in any season! The well-equipped, intimate kitchen overlooking the river is a pleasure for any cook. You will love our fairy-lit lawn, wishing well, and warm charming décor. Only minutes to groceries, coffee shops, beaches and amazing CT scenery. Other favorites include Chamard Vineyard, Shopping Outlets, Essex Steam Train, fantastic Restaurants with music, and lots more!

Family-Friendly Lakeside Cottage

Newly renovated lakeside cottage with stunning views. 2 bedrooms with king beds and a pull-out couch, 1.5 bathrooms - 30 second walk to the lake - Fully furnished and equipped - Private rock patio with picnic table and grill - Washer and dryer in unit - Desk for working from home - 2 Kayaks and 2 paddle boards are available for use - Short walk or drive to restaurants, and shops Perfect for romantic getaways, family vacations, or visiting family locally.

The Beach Nest-Lux Cottage Steps to the Beach

Come enjoy the cutest cottage on Shore Rd. Newly renovated. Just steps to the beach and minutes away from town and all of the CT shoreline attractions. This newly renovated cottage has all the modern amenities of today and all the old charm of yesterday. The cottage features water views, a fully equipped kitchen, washer/dryer, and dishwasher. The cottage sleeps up to 6 (1 queen,1 bunkbed, and 1 sleeper sofa)and has parking for 2 cars.

One Bedroom Apt-Cristys Madison

1 bedroom apt with king bed, 2 full bathrooms (1 w bathtub), full kitchen with keurig, living room and workspace. All couches pull out to beds (4 beds total). Free cable/Roku, WiFi and beach access. 1 minute walk from 2 beaches, and minutes from center of town, shopping and various weekly town events. Main building has a full restaurant with breakfast, lunch and dinner. Maid service not provided. Dog friendly - dog must be well behaved.

Private vacation home, close to beach

Welcome the our new Airbnb where serenity & style come together. Enjoy this charming, cozy home. Upon entering, you'll feel immediately relaxed & on vacation. This home is filled with natural sunlight light, large kitchen, stocked with with gourmet cookware & utensils. Outside you'll hear the babbling brook river, private large yard that offers outside patio deck for dining, entertaining or cuddling up by the fire pit.

Cozy Waterfront Retreat

Serene waterfront retreat! Direct waterfront property on Oyster River perfect for kayaking, fishing, paddle boarding or just soaking up the sun. This cozy cottage with views of stunning sunsets allows guests to relax and unwind. Minutes to local restaurants and shopping, walking/bicycling distance to the towns best beaches; close to outlets and casinos. Quaint, charming cottage with beach decor throughout.

The Blue Heron at Amston Lake

3 BEDROOM, quiet cottage near Amston Lake. 3 minute walk to private main beach. 1.5 bath with oversized shower stall. Sliding door leads to large, covered patio. Full, semi private large backyard. Hammock, bicycles, canoe, kayak, fire pit and grill provided. Ping pong table/dart board in basement. Close to Airline Trails, vineyards, breweries, casinos., state parks.