Condo vacation rentals in Middletown

4.9 out of 5 average rating, 50 reviews

The living area features two comfortable sofas, one in a blue fabric and the other in a light gray. A round coffee table with a small plant sits in the center. A wall-mounted television is visible, and a dining area can be seen in the background.

Condo in Hartford

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.

A light-filled living area features a cozy neutral sofa, accompanied by a matching armchair. A decorative coffee table sits in the center, and a Smart TV is mounted on the wall. Sliders lead to a private waterfront deck with seating, enhancing the space's openness.

4.85 out of 5 average rating, 155 reviews

2 BR Waterfront Autumn Escape in Wine Country

Overlooking the Long Island Sound, this oceanfront condo is the ultimate escape. Bask in the sun on a private beach or unwind on the waterfront deck with breathtaking views Minutes from the town center, you’ll find local farms, award-winning wineries, gourmet restaurants & charming shops ⚓️ Explore Greenport: A historic seaport with coastal charm & rich culture 🏖 Premium Amenities – Waterfront deck, private balcony, grills, pool, private beach & parking ⛴ Ferry Access to Shelter Island & CT

A comfortable living area features a gray sectional sofa with a chaise lounge, positioned across from a minimalist entertainment unit. Natural light filters through sliding glass doors that lead to a patio. A dining area is visible in the background, accompanied by bar stools.

4.98 out of 5 average rating, 301 reviews

Top Rated Villa located near Mohegan Sun & Mystic

Located on the Norwich Inn and Spa property, this Villa is a true one bedroom unit with access to two clubhouses (9am-10pm) which include a sauna, gym, hot tub, and saltwater pool access (seasonal). It is also located a few miles away from both Mohegan Sun Casino and Foxwoods Resort and Casino with many amazing restaurants to chose from in the area. If you are a fan of golf, we are located right on the back 9 of the Norwich Golf course! Lake of Isles golf course is also about 15 minutes away.

Two blue Adirondack chairs are positioned on a manicured lawn, facing a vibrant sunset over the ocean. The sky displays pink and orange hues as the sun sets on the horizon, creating a serene outdoor setting.

4.91 out of 5 average rating, 149 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

Relax in a pristine 2Br condo with ocean & pool views. Our remodeled apartment is part of high-end development nestled on LI Sound, just minutes from downtown Greenport. Sip a glass of wine while watching sunset, catch some rays on the beach or deep in the pool. 2 bedroom condo with ocean view, beach, and pool (seasonal) Comfortably sleeps 6 Private beach access year-around Pool (seasonal) Functional kitchenette 2 bathrooms, all toiletries Linens and towels are provided Smart TV AC/Heat

A living area features a comfortable sofa and two armchairs, arranged around a rustic coffee table. A fireplace is set into a stone mantel, and a large television is mounted on the wall. Sliding doors lead to a private balcony, allowing natural light to fill the space.

4.98 out of 5 average rating, 161 reviews

The Vacay Villa

The Vacay Villa, just minutes away from Mohegan Sun, Foxwoods and The Spa at Norwich Inn, offers so many amenities you won’t even have to leave the grounds. Private balcony, fireplace, two outdoor pools currently open, year-round access to luxurious hot tub and saunas, small workout room, laundry facilities, pub and upscale restaurant allow for a one-of-a-kind stay at an incredibly affordable price. Why spend hundreds to stay at the area casinos when you can stay in your own private villa?

A spacious bed is adorned with a plush, white comforter and decorative pillows, including one reading 'home.' A tray with refreshments and a poolside bag rests nearby. Soft lighting from bedside lamps enhances the room's calm ambiance, complemented by a framed landscape photograph on the wall.

4.99 out of 5 average rating, 209 reviews

Peaceful Oasis steps from Mohegan Sun

Feel at home at our contemporary yet cozy villa. A private and quiet space in the heart of the area's local attractions (walkable to Mohegan Sun/short drive to Foxwoods). Perfect for a fun-filled weekend or a simple and quiet getaway. Enjoy the scenic views of the surrounding golf course or indulge at the on-site renowned spa. Other noteworthy amenities include a year round opened clubhouse, sauna, and hot tub as well as two beautiful seasonally opened pools. This unit comfortably sleeps 4.

A light and airy living area features a spacious, cream-colored sofa adorned with soft pink and patterned cushions. Natural light filters through sheer curtains on the glass doors, while a potted palm provides a touch of greenery. A textured rug adds warmth and comfort to the space.

4.95 out of 5 average rating, 163 reviews

Near Casino-Heated Pool/Jacuzzi/Sauna- Onsite Spa

- Sleeps 4 (Queen bed & air mattress) -Heated towel/robe warmer, plush robes, microfiber hair wrap, makeup mirror -Coffee bar w/ french press, espresso machine, fresh coffee beans, flavored syrups, tea -Fully stocked kitchen w/ airfryer, baking essentials, toaster - Access to streaming services is provided (no cable TV) -Barware including cocktail shaker set, champagne flutes, margarita/wine/whiskey glasses -Complimentary toiletries & feminine oriented essentials -Indoor fireplace

4.82 out of 5 average rating, 135 reviews

A cozy living area features a grey sofa, complemented by a vibrant orange armchair. Colorful artwork adorns the wall above, enhanced by two stylish lamps casting warm light. A sleek coffee table sits between the seating, inviting relaxation and conversation.

Condo in New Britain

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.

A serene bedroom features a spacious bed adorned with white bedding and decorative pillows. Nightstands with lamps flank the bed, and a cozy couch with patterned cushions offers additional seating. Natural light filters through sheer curtains, enhancing the calming environment.

4.91 out of 5 average rating, 197 reviews

KINGbed-Casino-HotTub-Pool-Sauna-Massagechair-golf

4.94 out of 5 average rating, 172 reviews

The open living area is furnished with a dark sofa and light wooden accents. A round table with a beige tablecloth is paired with four chairs, while framed artwork adorns the walls. A colorful area rug adds a cozy touch, complemented by soft lighting from overhead fixtures.

Condo in Middletown

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

4.84 out of 5 average rating, 143 reviews

A well-appointed bedroom features a spacious bed with decorative pillows, complemented by a cozy armchair with a vibrant red cushion. Natural light fills the room through large windows adorned with blinds, while an elegant painting adorns the wall above the bed.

Condo in Fairfield

Cozy Condo by Fairfield U/SHU | Patio | Wshr/Dryr

Come stay in our clean and cozy condo located close to Fairfield University, great restaurants, local grocery stores, appliance centers, and other essential shops. Also includes: - Free Wi-Fi - Washer and dryer - Keurig with K-cups - Full kitchen with essentials - Smart Roku TVs with apps (Netflix, Hulu, etc.) - Fenced in/gated backyard - Outdoor patio set and grill - Free parking (4 car max) - Central heating and AC Perfect for those that need a temporary space!

The living area features a spacious dark gray couch, a light wooden coffee table, and a white dining table with woven chairs. Natural light filters through the window with plantation shutters, while decorative elements like a round mirror and wall art create a welcoming ambiance.

4.89 out of 5 average rating, 170 reviews

Beautiful Waterview Condo on the North Fork of LI

Waterview luxury suite accommodates up to 6 guests with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. This location is minutes from town as well as wineries and centrally located to the ferry which can take you to Shelter Island and the South Fork. The resort is well maintained with a pool , BBQ grills and private beach access as well as ample parking for guests.

Popular amenities for Middletown condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

A heated swimming pool is surrounded by lounge chairs and umbrellas, with multiple access steps leading into the inviting, clear blue water. In the background, a two-story building features private balconies overlooking the pool area.

4.94 out of 5 average rating, 17 reviews

Cliffside Resort Poolside Condo A204

The private room features a queen bed with neatly arranged linens and towels. A wall-mounted TV is positioned above a microwave and refrigerator, enhancing functionality. Natural light filters through a small window, complementing the simple, clean design of the space.

4.85 out of 5 average rating, 61 reviews

The Anchor at Soundview · Beach+Ocean+Sunrise

Condo in Milford

Setting Sun Waterfront Retreat on Hillside

A modern living area features a pair of dark sofas positioned around small wooden side tables. A flat-screen television is mounted above a white fireplace. Natural light enters through sliding glass doors, complemented by light curtains. A decorative round mirror adds depth to the space.

4.93 out of 5 average rating, 27 reviews

Newly Renovated Villa with King Bed at Norwich Spa

A bright bedroom features a queen memory foam bed with crisp linens. Multiple windows provide ample natural light and showcase a view of the surroundings. A 55" Roku TV is mounted on the wall, while a clothing rack is thoughtfully placed nearby.

4.79 out of 5 average rating, 53 reviews

Hatch at Soundview · Beach+OceanView+Sunrise

A heated pool is surrounded by a paved deck with multiple lounge chairs and umbrellas available for shade. The pool's clear blue water reflects the sunny sky, while a row of balconies from nearby condominiums overlooks the area.

Cliffside Resort Poolside Condo A205

The three-story building is presented with a light-colored exterior, showcasing various architectural features. A sign reading 'Purtill Ave' is visible in front, alongside parked vehicles. The surrounding area is open, with grassy patches and nearby residences, under a soft twilight sky.

4.97 out of 5 average rating, 30 reviews

The Bridge at Soundview · Beach+OceanView+Sunrise

A bright living room is showcased with wrap-around windows, offering panoramic views of the surrounding neighborhood. A modern coffee table sits at the center, accompanied by a comfortable couch. Natural light enters the space, creating a warm atmosphere, complemented by a potted plant.

4.84 out of 5 average rating, 61 reviews

Forecastle at Soundview · Beach+OceanView+Sunrise

Pet-friendly condo rentals

Condo in Litchfield County

A well-lit bedroom features a spacious bed covered in neutral bedding. A wooden dresser and a small nightstand with a lamp are positioned beside the bed. Natural light streams through a round window highlighting the warm wood floors.

4.93 out of 5 average rating, 29 reviews

Meadow View

4.94 out of 5 average rating, 17 reviews

A multi-story gray house is shown from the street, featuring a blend of modern and traditional architectural elements. Large windows line the front, with a porch accessible from the ground level. A well-maintained green lawn and several parked cars are visible in the driveway.

Condo in Hartford

Comfortable Relaxing Ideal Oasis

A spacious sleeping area features a large bed with a sleek headboard positioned against a light-colored wall. Two bedside tables are placed on either side of the bed, complemented by a dark wood dresser set against one wall. Natural light enters through partially covered windows.

Condo in Enfield

4.46 out of 5 average rating, 13 reviews

Entire house - 4 Bedroom-Enfield

A cozy bedroom is highlighted by a queen-size bed adorned with a vibrant yellow and black animal print blanket. Decorative pillows add a touch of character. A small workspace is positioned nearby, and natural light enters through a window, enhancing the welcoming atmosphere.

Condo in Dwight

4.74 out of 5 average rating, 103 reviews

Chateau Blanc Yale

The spacious living area is equipped with a comfortable sofa and a light-colored armchair. A large flat-screen television is positioned on a wooden console. Natural light fills the room, which features a neutral color palette and a textured area rug. A dining table with chairs is visible in the background.

Condo in Downtown Hartford

4.63 out of 5 average rating, 73 reviews

Stylish Downtown Hartford|Laundry|ConventionCenter

The exterior of a historic brick building is presented, showcasing a set of elegant wooden double doors at the entrance. A well-maintained staircase, flanked by decorative railings and lush greenery, leads to the door, enhancing the building's architectural charm.

Condo in Downtown New Haven

4.74 out of 5 average rating, 86 reviews

Brownstone Downtown New Haven | Central Yale

Condo rentals with a pool

A living area features three comfortable chairs with floral upholstery, arranged around a wooden coffee table. Natural light fills the space through multiple windows. A cozy area rug covers the floor, and a decorative gold side table adds an elegant touch.

4.83 out of 5 average rating, 154 reviews

Villa Flora @ Norwich Inn & Spa

A cozy living area features a dark sofa paired with two patterned armchairs. A wooden coffee table holds a vase with seasonal flowers. Light filters through partially opened windows, illuminating the space, while a fireplace adds a focal point to the room.

4.92 out of 5 average rating, 26 reviews

Spa Dreams

The main living area features a comfortable seating arrangement with patterned armchairs and a gray sectional sofa. A round coffee table sits in the center, complemented by dark poufs. Natural light enters through large windows, and a cozy fireplace adds warmth to the space.

4.98 out of 5 average rating, 44 reviews

Modern Loft Villa, 1 mile to Mohegan Sun

4.82 out of 5 average rating, 56 reviews

A clean and inviting bedroom features a spacious bed with neutral bedding, accent pillows, and soft bedside lighting. Built-in shelves are displayed with decorative items, and a window allows natural light to brighten the area, complemented by light curtains.

Condo in Farmington

Farmington -NEWLY UPDATED NEAR UCONN HC and WEHA

A clean, rectangular outdoor pool is framed by a white fence and surrounded by colorful hanging flower baskets. Lounge chairs line the poolside, inviting relaxation under a wooden trellis that casts dappled shadows across the deck.

4.95 out of 5 average rating, 42 reviews

Cozy Vacation Villa 5 minutes from Mohegan

A spacious seating area features a light-colored sectional sofa with decorative pillows. A coffee table holds magazines and a book, while natural light pours in through multiple windows. The fireplace is centrally located, surrounded by decorative items and wall art, creating a cozy ambiance.

4.8 out of 5 average rating, 55 reviews

Norwich spa retreat on golf course near casinos

The living room features a cozy arrangement with two vibrant yellow chairs facing a marble-top coffee table. A plush gray sofa provides seating, while large windows let in natural light. Decorative wall art and a faux plant add a touch of elegance to the space.

4.98 out of 5 average rating, 40 reviews

Mohegan Sun Escape-Hot Tub/Pool/Golf & Norwich Spa

A cozy living area features a spacious sectional sofa, accompanied by a coffee table and a wood-burning fireplace. Natural light enters through glass doors that lead to the outdoor space. A desk is provided for remote work, and decorative plants enhance the ambiance.