Condo holiday rentals in Middletown

Newly Renovated Clean Comfortable Relaxing Ideal

Beautifully, newly refurbished 2 Bedroom near downtown Hartford which is centrally located in Barry Square,10 mins away from Dunkin Donut Yard goat stadium 15 mins away from the blue back square, 19.9 miles or 32 minutes away from Bradley International Airport & Tweed New Haven located 36.9 miles or 49 minutes away, Waterbury Station 38 min drive 29.5 mi away, Hartford Convention center downtown, hospitals, Amtrak station, supermarkets restaurants and Bushnell park 4 min drive / 2.6 mi away.

Value · Location · Hospitality

Your Home Away From Home

Welcome to Your Home Away From Home! This charming 1-bedroom apartment with a queen sofa bed in the living room, is nestled in the historic and vibrant heart of Hartford, offering the perfect combination of comfort, convenience, and local charm. The apartment features a spacious bedroom with a cozy queen-sized bed, and tasteful decor. The inviting living area is perfect for relaxing after a day of exploring the city. fully equipped kitchen and dining area. Each room is furnished with a 55” TV.

Value · Family · Cleanliness

The Bridge at Soundview · Beach+OceanView+Sunrise

Welcome to The Bridge at Soundview Penthouse at Old Colony Beach! The ultimate getaway for a family seeking relaxation and outdoor adventures. This 3rd floor location is ideally situated with a direct water view, and you will have exclusive access to the entire floor with a private top floor observatory looking over the water. We feature 4 BR, 1.5 bath, a convenient kitchen, and a comfortable living room with a large - private outdoor seating areas. Walk 1 block south and you are at the beach!

Value · Location · Sleep quality

Designer 2BR in Wooster Sq • Walk to Yale & Pepe's

Wake up in New Haven's most beloved neighborhood. This thoughtfully designed 2BR/2BA condo sits in the heart of Wooster Square, steps from Frank Pepe's, Sally's Apizza, and the April cherry blossoms. Walk to Yale in 15 min, downtown in 10, State Street Station in 4, Union Station in 15. Inside: hotel-quality beds (king + queen), a queen sofa bed, a well-equipped kitchen, fast Wi-Fi, and self check-in. Ideal for two couples, a small family, or anyone visiting Yale or Yale New Haven Hospital.

Location · Family · Comfort

New Britain "Joy of Small Space" Condo

This condominium will give you a warm feeling of home away from home with a European flair. Its colorful kitchen dining area, the living room is warm and inviting , wood fire place, hand picked chairs/seating, wall to wall carpets . Queen Bed master bedroom, soothing and calming , other BR with under storage bed and additional comfortable foton lounging /bed. New washer dryer in the unit, latest in technology wood planks vinyl flooring , Bathroom is spacious with walking shower.

Location · Value · Comfort

Spacious Condo • Quick Drive to Everything

Welcome to our urban retreat! This spacious 3-bedroom condo offers a stylish and comfortable haven within 5 minutes of W. Hartford and Downtown Hartford. With ample space and modern amenities, it's perfect for friends, family and business travelers seeking a convenient and relaxing stay. Enjoy the convenience of a full kitchen and ensuite laundry, just 5 minutes away from the Convention Center and Stadium. For your comfort, we provide complimentary cleaning for longer-term stays.

Location · Family · TV

Chateau Blanc Yale

Discover the perfect short-term rental designed for comfort and convenience, just a stone's throw away from Yale University. Our highly-rated and guest-favorite studio is a warm and inviting retreat, offering a delightful blend of modern amenities and a prime location. Please note: We love your furry friends, so don't forget to add them into your reservation. There will be a small fee, so kindly inform us about your pets in advance, so we can be fully prepared for their arrival.

Value · Location · Cleanliness

Entire place to yourself Cromwell/Middletown Line

Welcome to Cromwell / Middletown line, open space condo has living room with smart TV, Wi-Fi and sofa bed connected with dining room with four seats, the kitchen is well stocked with all the amenities you need, 24 hours keyless access to the apartment, free parking. Washer / dryer unit on - site paid through a prepaid card. Condo is located near I 91 and Route 9 ramps and just minutes from shopping, restaurants and more, 5 min drive to Wesleyan University, Middlesex Hospital

Location · Family · Comfort

Modern Hartford Retreat | Free Parking + Wi-Fi

Enjoy a stylish and comfortable stay just minutes from Downtown Hartford. This private 1-bedroom, 1-bath apartment is perfect for up to 2 guests and features luxurious California King bed, fast Wi-Fi, Smart TV, a fully equipped kitchen, free parking, and self check-in. Ideal for business travelers, couples, or weekend getaways, you'll be close to restaurants, hospitals, entertainment, parks, and major highways . Located in an urban Hartford neighborhood

Location · Value · Solo travel

Pine Lake Townhouse

Amazing 3 bedroom townhouse by the lake. Close to shops, parks, highways. 20 minutes to Hartford, Donkin Donut baseball park, CT Science Center, Convention Center. Bristol- top 20 safest cities in CT.5 minutes away from ESPN and America’s oldest amusement park Lake Compounce, clock museum, skiing areas and much more. Only 45 minutes away from amazing shore line and beaches, Foxwood and Mohegan Sun Casinos and shopping outlets. Right on the bus line.

Family · Location · Heating

Bright Downtown Studio near Yale & East Rock!

Experience the best of New Haven in this sun-drenched, modern studio! Nestled in a charming historic brownstone, this cozy retreat is the ultimate home base for university visits or city adventures. Guests love the spotless interiors and the perfect location that puts top-tier dining and campus landmarks within easy reach. Please note this is a stair-access building with no elevator. Skip the uber and immerse yourself in the vibrant local energy!

Family · Value · Indoor spaces

Historic Estate Studio Loft

EASTWOOD ESTATES – THE LOFT SUITE IDEAL FOR: • Remote Workers & Digital Nomads • Short-Term Stays & Solo Retreats • Quiet, Low-Key Staycations *Note: Stair access required – not recommended for children or guests with mobility concerns FLOORPLAN & SLEEPING ARRANGEMENTS Compact, Elevated Living • 2 Full Beds (Main Level) • Pull-Out Sofa for Extra Guests • Cozy Upper Loft Nook • 1 Full Bathroom • Access via Single Interior Staircase

Location · Indoor spaces · Hospitality