Middlesex County

Boutique Hotels in Middlesex County

Boutique hotels in Middlesex County with stylish design and local charm

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Top Boutique Hotels in Middlesex County

Check out our pick of great boutique hotels for your travel
Most Booked
Lowest price
Closest to downtown
Highest Rated
99+
Hotels in Middlesex County
Featured facilities: Swimming Pool, Bar, Restaurant
Amazing
100 reviews
9.6/10
1 night
From €350
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19
Hotels in Middlesex County
Welcome to our stunning 4-bedroom, 2.5-bathroom lake house that boasts luxurious amenities and breathtaking views. This spacious and elegantly designed home is perfect for families or groups of friends looking to escape the hustle and bustle of everyday life and unwind in a tranquil lakeside setting.The chef's kitchen is a standout feature of the house, with top-of-the-line GE Profile appliances and quartz countertops with a stunning waterfall edge. Whether you're an experienced chef or just looking to whip up a quick meal, this kitchen has everything you need to create a culinary masterpiece.The open-plan living area is perfect for entertaining, with a cozy fireplace and comfortable seating for everyone to relax and enjoy the company. The expansive windows offer breathtaking views of the lake, creating a serene and peaceful atmosphere.With four bedrooms, there is plenty of space for everyone to spread out and get a good night's sleep. Each bedroom is beautifully decorated and features comfortable beds and high-quality linens to ensure a restful night's sleep. The master suite also features stunning lake views, providing the perfect place to wake up and start your day. For the safety and comfort of your little ones, we have provided a crib and baby gates in your room. We understand that traveling with children can be challenging, and we want to ensure that your stay with us is as stress-free as possible. The house is directly on the lake, giving you easy access to all the water activities you could want. Whether you're looking to swim, fish, or simply soak up the sun, you can do it all from the comfort of your own backyard.Overall, this lake house is the perfect combination of luxury and tranquility, making it the ideal vacation destination for anyone looking to relax and unwind in a beautiful setting.Close proximity to the following local wedding venues:Saint Clements Castle, Portland, CTThe Boat House, Glastonbury, CTThe Barns at Wesleyan, Middletown, CTThe Wadsworth Mansions, Middletown, CTThe Good Speed Opera House, East Haddam, CTAbout pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:Events allowed: family gatherings and birthday parties.Maximum event attendees: 10.
Outstanding
10/10
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82
Hotels in Middlesex County
Featured facilities: Bar, Restaurant
Very Good
59 reviews
8.3/10
1 night
From €239
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14
Hotels in Middlesex County
Welcome to your adorable beachside haven in Westbrook, CT! This quaint getaway is recently renovated and freshly painted to match its charming beach community. The coastal design exudes a bright and light ambiance that perfectly complements the salty beach setting. With two bedrooms featuring one queen beds and a single bed with trundle, it's a great spot for families or friends looking for a serene getaway. This is the rear unit of two, Do you have a larger group? Rent the front unit as well! After a day at the nearby beautiful beaches or enjoying the stunning views of the Long Island Sound, you can grill up a feast and dine al fresco in the sea breeze. The space is complete with modern amenities like a dishwasher and cleaning products for your convenience. Remote workers will appreciate the relaxing workspace with free internet and a TV. This is unit #2 in the back, for more space or larger space, consider renting the entire retreat or front unit. With both Middle Beach just a 5-minute walk away and Quotonset Beach a short 4-minute drive, you have the best of the coast at your doorstep. Parking is a breeze with your own private driveway. And for those traveling with larger groups, there's the option to rent both the front and rear units, ensuring plenty of space for everyone. Experience the charm of Westbrook and create unforgettable beachside memories in this lovely coastal escape.★HIGHLIGHTS★✔ Newly Renovated and Freshly Painted✔ Nearby Beach Access in as little as a 5 minute walk✔ 1 Queen-Sized Bed & a day bed with High-Quality Linens✔ Sparkling Clean Bathroom with Shower✔ Living Room TV, Free Wi-Fi & Laptop Friendly Workspaces ✔ Fully Equipped Kitchen with Modern Design & Appliances ✔ Necessary Cooking Accessories such as Microwave, Stove & Oven✔ Front Porch with Atlantic Ocean Views in the Distance ✔ Two Units Available for Rent for FamiliesAbout pets:Pets allowed: dogs (limit 2 total).Additional Pet Fee.About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Amazing
15 reviews
9.4/10
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53
Hotels in Middlesex County
Explore our Old Saybrook retreat on Great Hammock Rd, a cozy spot near the beach. Perfect for romance or family fun, it boasts stunning views and amenities. Relax in the hot tub, use bikes for local exploration, and enjoy evenings by the fire pit. Indoors, a fireplace adds warmth. Convenient to great dining and shopping, this home offers a mix of relaxation and excitement. Book now for a delightful getaway with views, memories, and the charm of Old Saybrook!Please note Our property is strictly an animal-free zone due to severe allergies persisting in the family.The Neighborhood:Welcome to the charming Great Hammock Rd neighborhood in Old Saybrook, CT! Nestled near the beach, this coastal community offers scenic beauty, a tight-knit atmosphere, and convenient access to amenities. Enjoy a blend of tranquility and recreation, with historic richness adding to the neighborhood's allure. Experience coastal living at its best in this welcoming community.Getting Around:Walking: The charm of this coastal community is best experienced on foot. Take a leisurely stroll to the nearby beach or explore the tree-lined streets for a delightful walk. To walk to the beaches take a right from the driveway, all the beaches are located on the right side of the road. Biking: Enjoy the scenic routes with provided bikes. Pedal your way through the neighborhood and soak in the coastal beauty. Local Transport: For longer journeys or nearby attractions, consider rideshare services or local transportation options. Convenient and accessible for your explorations.Parking in the Great Hammock Rd neighborhood is hassle-free: Designated Parking: Each property has designated parking areas. Please park only in the assigned spots to ensure a smooth flow of traffic.About pets:No pets allowed, service animals permitted.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:Maximum Occupancy: The maximum number of guests is set at 8. All guests must be on the reservation. We do not allow any visitors on our property..Damage and Missing Items: Report any damages or missing items immediately. Guests will be responsible for the full cost of repairs or replacements.,Park only in the Driveway. Don't go on neighbors' property or yard space and adhere to any local parking regulations. Only 4 cars allowed..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 21.About events:No events allowed.
Outstanding
5 reviews
10/10
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36
Hotels in Middlesex County
Welcome to Creamery Road Karczma! "Karczma" means "Inn" in Polish.Take it easy at this unique and tranquil getaway. Nestled along the CT River in the historic town of East Haddam. Features a 1850 historic home previously known as the Brooks Home and Paine House that hosts gardens & farm fresh eggs. Walk to the Gelston House for dinner and drinks and enjoy a show at the famous Goodspeed Opera House.The spaceWelcome to Creamery Road Karczma, your charming getaway in the heart of East Haddam Village. Our pet-friendly home is a perfect blend of historic charm and modern comfort, offering a relaxing atmosphere for all our guests.You will reside in an 1850's antique home with modern amenities. The home is 2 stories. The Kitchen, 1/2 bath, Living room & 1 bedroom is on the 1st floor. On the second floor you will find the full bath, 2 bedrooms & office with daybed and the 3 seasons sun porch.Nestled along the picturesque Connecticut River, our 1850s home has been recently updated to provide a cozy retreat while preserving its unique historical character. You can enjoy your morning coffee on the inviting front porch or savor dinner on the spacious back deck.We are within walking distance of the renowned Goodspeed Opera House and the delightful Gelston House, making it easy to explore local attractions. Take a leisurely stroll to the river and immerse yourself in the natural beauty of our surroundings.Whether you're here for a peaceful escape or to enjoy the vibrant local scene, Creamery Road Karczma welcomes you with open arms. Book your stay today and experience the perfect blend of history, comfort, and relaxation.My home is a true reflection of my eclectic tastes and cherished heritage. Every part of this home speaks to the things I love, and I hope you find it as special as I do. Enjoy your stay!Bedrooms:Upstairs:The Homestead Suite: 1 Queen BedWildflower Bedroom: 1 Trundle bed- Sleeps 2The Horseshoe Hideaway- 1 Single BedDownstairs:The River Room - 1 King BedPack and Play Upon RequestAbout pets:Pets allowed: cats less than 50 lbs per pet (limit 3 pets total).No pets on the furniture.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 18.About events:No events allowed.
Amazing
9.6/10
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40
Hotels in Middlesex County
Escape to this lovely house in picturesque Old Saybrook. With 3 bedrooms including a king, queen, and twin with trundle bed, guests will find comfort and space to unwind. Enjoy the enchanting, jetted bathtub in one of the 2 bathrooms. The family room offers a large screen Smart TV, and an additional cozy space with a sofa bed for extra guests. Large eat in kitchen with all the amenities. Living room with bar area for adult entertainment. comfortable outdoor living with front and rear seating areas, dining area, grill, fire pit and outdoor shower. Plenty of off-street parking. Private beaches and playgrounds all within walking distance. Everything needed for a day at the beach is included so just bring your suit and flipflops. Our place is fully equipped for both long or short stays to make your holiday one to remember. About pets:No pets allowed.About children:Children allowed: ages 0-17.About smoking:Smoking is not permitted.About events:No events allowed.
Amazing
6 reviews
9.6/10
Check Availability
26
Hotels in Middlesex County
Charming Coastal Retreat – Two-Unit Getaway Near the Beach!Experience the charm of Westbrook, CT, in this adorable coastal retreat, just a short stroll from the beach! Ideal for families and larger groups, this recently renovated two-unit home is designed for comfort, convenience, and relaxation. The light and bright coastal design creates the perfect setting for a serene getaway.With two fully equipped units, this rental includes:2 Kitchens – Fully stocked for all your cooking needs4 Bedrooms (5 Beds) – Cozy sleeping arrangements for everyone2 Bathrooms – Freshly updated and sparkling cleanFire Pit & Grill – Perfect for evening gatheringsTV & Wi-Fi – Stay entertained and connectedDriveway Parking for 3 Cars – No hassle parkingThe SpaceThis historic 1800s cottage has been beautifully updated while maintaining its New England charm. The bedrooms are located on the upper level, providing a cozy and private retreat after a day of beach adventures.Step onto the spacious front porch, where you can catch glimpses of the Long Island Sound while enjoying your morning coffee. After a sun-filled day at the beach, grill up a delicious meal and dine al fresco in the fresh sea breeze.Nearby Beaches & Attractions• Middle Beach – 5-minute walk• Quotonset Beach – 4-minute drive• Local restaurants, seafood spots, and unique boutique shops• Outdoor activities: Kayaking, fishing, bird-watching, beachcombing• Golf courses with stunning coastal views★ Highlights ★✔ Newly Renovated & Freshly Painted✔ Beach Access in Just Minutes✔ 2 Comfortable Queen Beds & Pull-Out Sofa with Premium Linens✔ Fully Equipped Kitchen with Modern Appliances✔ Spacious Front Porch with Ocean Views in the Distance✔ Fire Pit & Grill for Outdoor EnjoymentAbout pets:Pets allowed: less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 10:00 AM.About children:Children allowed: ages 0-17.Stairs in both Suites.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About events:No events allowed.
Amazing
2 reviews
9.4/10
Check Availability
35
Hotels in Middlesex County
Welcome to our home. The beach is just a minute or 2 away from the home. Truly magically sunrise. If you are on the back of the home you can see sunsets on the patio. It’s a very peaceful place. Our home has three bedrooms and two bath and an office. An amazing home to relax or to share with friends and family.About pets:Pets allowed: dogs less than 50 lbs per pet (limit one pet total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 23.About events:No events allowed.
Outstanding
10/10
Check Availability
17
Hotels in Middlesex County
Well-appointed waterfront home on the Connecticut shoreline. Home features its own private beach, uninterrupted views, freshly painted interior, central AC, excellent heating/propane fireplace, washer/dryer, propane gas grill. Charming in all seasons. Located among some of Connecticut's most charming towns (such as Essex, Chester, Mystic). House is well air conditioned in the summer months; and, nice and toasty in the cooler months. Wonderful local dining and shopping, small art galleries and all various sports (tennis, fall horseback riding, yoga...). This is a close-knit neighborhood where the neighbors respect one another. Ideal property for a tranquil family vacation. Area is very quiet from Labor Day to June, and more populated in June, July and August. Please note from June 15 to Labor Day, rental is by the week only (Saturday to Saturday).About pets:Pets allowed: dogs (limit 2 total).About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:This is a close knit quiet neighborhood. Ideal rental for a family seeking an elegant getaway; not suited for loud/big parties..About checkIn:Check in after 3:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
Outstanding
30 reviews
10/10
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See All Boutique Hotels in Middlesex County

Frequently Asked Questions

What are the best places to stay in Middlesex County?

Some of the best places to stay in Middlesex County are near popular attractions like Saybrook Point Marina, offering easy access to key sights and amenities.

What are the top hotels in Middlesex County near Saybrook Point Marina?

Some of the top hotels in Middlesex County near Saybrook Point Marina include Saybrook Point Resort & Marina (from €370), Quality Inn Old Saybrook - Westbrook (from €88) and Pier Blue Inn Old Saybrook - Essex (from €70), all offering easy access to Saybrook Point Marina, making them ideal for visitors looking to explore the area.

How to get good deals on hotels in Middlesex County?

To get the best hotel deals, try these Trip.com tips: 1. Log In Trip.com first and unlock member-only rates and Trip Coins (loyalty points). 2. Book Midweek: Sun–Thurs stays are much cheaper than weekends. 3. Set Price Alerts: Monitor price drops and rebook if needed. 4. Use “We Price Match” Policy: If you find a lower price elsewhere, Trip.com will refund the difference. 5. Avoid major holidays, conventions, and big events. 6. Check the Deals Page to see what promotions are available now on Trip.com.