House holiday rentals in Glastonbury

4.96 out of 5 average rating, 135 reviews

Home in Waterbury

Amazing views of the Brass City

East Mountain Views at its finest. This clean, 3-bedroom updated ranch is centrally located to highways and shopping centers. Walk out to the back deck and experience some of the best views of Waterbury including Fireworks from the back deck (July). Wi-Fi/cable, central AC/hot air, washer/dryer, and patio furniture/grill (seasonal) are included with the stay. Plenty of entertainment (board games, corn hole, foosball, air hockey) are provided. This house is truly relaxing and will feel like home.

4.91 out of 5 average rating, 112 reviews

A private outdoor area features a spacious swimming pool with a connected spa, surrounded by greenery. Two decorative lion statues flank the pool entrance. Lounge chairs and a gazebo provide additional relaxation options under a sunny sky dotted with clouds.

Home in Columbia

Breathtaking home with unforgettable views & pool!

This perfect peaceful and private home on 5 acres is great for unwinding & relaxing whether it is enjoying the day by the incredible pool/spa or star gazing at night. far from the noise and pollution of city life. You can spend a weekend or a week away from work life because you deserve it. Close to Foxwoods casino and Mohegan sun casino, super Walmart and other stores. please let us know before booking more than 4 people whether it is just for the day or night or both. no loud music no parties

4.93 out of 5 average rating, 286 reviews

A tranquil lake scene is captured at sunrise, featuring a wooden dock extending into the water. Soft pink and orange hues reflect on the lake's surface, complementing the surrounding greenery. Two Adirondack chairs sit near a fire pit, inviting relaxation by the scenic view.

Home in East Haddam

Romantic Getaway at The Lake!

Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.

A serene lakeside house is framed by lush greenery, with a wooden dock leading to the water. The porch, adorned with large windows, provides an inviting entrance. The structure features a classic design, complemented by natural surroundings, ideal for enjoying scenic views and outdoor activities.

4.86 out of 5 average rating, 139 reviews

Beautiful lakefront home, 4bed 2.5ba

Fully renovated, on 80ft of lake front. Perfect for summer water activities, stunning fall foliage and often ice skating in the winter! East-facing with stunning sunrises. Very well equipped kitchen, cosy sitting room with wood-burning stove, dining room for 8, and powder room. Large porch faces the lake, with a sitting area, and dining table for 8. Ground floor king-size master & bathroom, with stunning lake views. Upstairs, 3 queen bedrooms, all with lake views and ample closet space.

Large glass doors frame a serene view of the lake, with gentle waves reflecting the sky's colors. A coffee table with a decorative plant occupies the foreground, while outdoor seating is visible beyond the doorways, enhancing the connection between indoor and outdoor spaces.

4.88 out of 5 average rating, 110 reviews

Beautiful Lake House on Lake Pocotopaug

Enjoy a relaxing vacation in a beautiful, updated lakefront home on Lake Pocotopaug. Summer =grilling out, kayaking & paddle boarding with family & friends. A lakeside marina offers party boat rides & kayak rentals. Winter=relaxation by the cozy fireplace, games and ice skating when the lake freezes over. Projector Screen, Games, Books, AC, Heat, Outdoor Grill and a working fireplace. All year round, we'd love to have you at our home. which we love and use as a getaway from the city.

The exterior of a two-story lakeside home is framed by lush greenery and colorful flower beds. A stone path leads to the water's edge, where a wooden dock and steps offer direct access. The inviting porch features large windows and a deck, perfect for outdoor gatherings.

4.98 out of 5 average rating, 118 reviews

Lake Pocotopaug: 3 King + 2 Twin_Dock & Sunsets

Private lakefront home on Lake Pocotopaug with a fishing dock, kayaks, fire pit, and spectacular sunset views — perfect for family & friend getaways. Welcome to Lakeside Ferns, where you’ll enjoy direct waterfront access and private dock for swimming, fishing, kayaking, canoeing, and boating. Grill dinner, relax in the hammock by the water, and gather around the outdoor fire pit for s’mores under the stars. End each day with breathtaking sunsets over the lake — beautiful in every season.

5 out of 5 average rating, 205 reviews

An open-concept living space is illuminated by natural light, featuring a modern kitchen with a large marble island and bar seating. A cozy seating area is positioned nearby, with a view of a decorative sign reading 'Relax.' A spiral staircase leads to the upper loft.

Home in Preston

Lake Home w/Game Room 5 Min To Foxwoods & Mohegan

Relax and enjoy the breathtaking views of this new contemporary lake front home. Offering the best of New England, 5 min. from Foxwoods, 10 min. from Mohegan Sun, with multiple choices of hiking, boating, shopping and dining. Stunning 14' cathedral ceilings, fully equipped kitchen w/ granite counter tops, tiled shower w/ full amenities and a full game room. You can not get any closer to the water! This 1 Bdrm, w/ open low ceiling loft, sleeps 6, 1100 square ft. building completed in 2022.

4.99 out of 5 average rating, 146 reviews

An open-concept living space features light-colored wood flooring and a cozy seating area with a white couch and wooden coffee table. A small dining table is positioned nearby, while a stylish staircase leads to an upper level. A television is mounted on the wall, adding to the modern atmosphere.

Home in Haddam

Cozy Comforts!

Keep it simple at this peaceful and centrally-located place. Completely open concept and fully renovated. Country living yet just minutes to downtown Middletown and Wesleyan University. Come stay at our home away from home! We are about 20-25 min from the shoreline or travel in the other direction and you’ll be in our state’s capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You don’t want to miss this one!

4.95 out of 5 average rating, 748 reviews

A serene view of the Poquetanuck Bay is captured at dawn, showcasing a calm water surface reflecting pastel hues of pink and purple. Surrounding trees frame the scene, while homes on the opposite shore are silhouetted against the soft morning light.

Home in Preston

Entire House Magical Waterfront Getaway

4 MINUTES TO MOHEGAN SUN! Yet quiet and secluded! Waterfront home! Come relax in this well appointed home with breathtaking view of the Poquetanuck Bay! Enjoying the absolutely gorgeous view from the balcony or porch! Or simply relax, sit around, enjoy each other’s company! Smart TV grants you easy access to thousands of streaming apps! 25 minutes to Ocean Beach, Mystic seaport, Mystic aquariums, Submarine and Library Museum in Groton! 15 minutes away from Foxwood casino!

4.95 out of 5 average rating, 131 reviews

Home in Milford

Oceanfront Beach House w/ Private Hot Tub

Escape to this luxurious 4-bedroom, 2.5-bath oceanfront home on the stunning Long Island Sound. Enjoy direct beach access, a private hot tub, and a fully equipped patio with a gas grill and dining area. Perfect for families or groups, this retreat offers breathtaking views, a full kitchen, arcade games, and modern amenities. Located minutes from restaurants and shops, it’s ideal for relaxation or adventure. Book now for a perfect blend of comfort and coastal charm.

4.97 out of 5 average rating, 226 reviews

A serene riverside deck features two striped lounge chairs, positioned for optimal views of the Connecticut River. Lush greenery frames the scene, and flower pots add a touch of elegance. The wooden deck offers a natural and inviting space to relax by the water.

Home in Agawam

Sunrise on the Water's Edge - Riverside Bungalow

Cozy riverside bungalow celebrates panorama views of the peaceful Connecticut River. Multiple levels of outdoor living space, open-air and screened-in. Just minutes from all major points of interest in the Pioneer Valley - including Six Flags New England, MGM Casino Complex, Big E Fairgrounds, Basketball Hall of Fame, and the Greater Springfield Metro area. Only 20 minutes from Bradley International Airport (BDL) in Windsor Locks.

5 out of 5 average rating, 158 reviews

The view from the deck overlooks Coventry Lake, featuring a sandy beach and dock. Two lounge chairs are positioned on the grassy area, with water toys such as a canoe and stand-up paddleboard visible nearby. The sky is partly cloudy, enhancing the serene lakeside setting.

Home in Coventry Lake

Waterfront 10 min to Uconn - fire pit outdoor tv

🌊 Lakefront Amenities at Panorama 🏖 Direct Waterfront on Coventry Lake 🚤 Private Dock Access 🏝 45’ Private Sandy Beach 🔥 Gas Fire Pit (yard) 🔥 Gas Fire Table (deck) 📺 Outdoor TV for lakefront movie nights 🍔 Grill for cookouts 🛶 Canoe 🏄‍♀️ Stand-Up Paddleboard 🚲🌊 Hydrobikes ☀️ Open Floor Plan with Lake Views 📺 TVs in Every Bedroom ☕ Coffee Bar with Complimentary Nespresso Pods, Teas & Coffee 🧺 Laundry On-Site

Popular amenities for Glastonbury house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 76 reviews

The historic two-family home is bordered by lush greenery and blooming flowers. A white picket fence frames the vibrant garden, while the house features dark shutters and a welcoming front porch. A winding pathway leads to the entrance, inviting guests into the serene surroundings.

Home in East Hampton

Country getaway - pool, huge yard,

4.9 out of 5 average rating, 216 reviews

The exterior of a single-story home is presented, featuring a manicured lawn and a symmetrical facade. Solar panels are installed on the roof. Large windows are visible, providing natural light to the interior. A path leads to the front door, flanked by neatly trimmed shrubs.

Home in Montville

Hot Tub~Pool~GameRoom~FirePit~BBQ~King Bed~Casinos

4.93 out of 5 average rating, 202 reviews

A cozy living room features exposed wooden beams and warm wood-paneled walls. A stone fireplace is centrally located, with a basket of wood beside it. A rug with rich colors lays under a wooden table, surrounded by comfortable seating, inviting a relaxed atmosphere.

Home in Litchfield

Stunning Views, Bucolic Bliss in 1790s Farmhouse

4.9 out of 5 average rating, 121 reviews

A swim spa with dual zones is shown, featuring illuminated blue and red lights. The adjacent outdoor area includes a large screen displaying a sports event. Steam rises from the hot tub, creating a relaxing ambiance in the evening setting.

Home in Hamden

Sleeping Giant Stay/Swim Spa w/Tread/Tonal/Peleton

4.96 out of 5 average rating, 182 reviews

Home in Montville

Casino Stay & Play House w/Hot Tub, Game Room

4.97 out of 5 average rating, 153 reviews

An expansive aerial view reveals a private pool surrounded by lush green grass and trees. A small pond is visible nearby, with vibrant foliage framing the scene. Open fields stretch into the distance, highlighting the rural setting on the property.

Home in Windham

mid century ranch style house on farmland

4.81 out of 5 average rating, 224 reviews

A graceful three-story mansion is framed by lush greenery, featuring classic white siding and black shutters. The front porch is supported by elegant columns, and a large arched window is prominently displayed above the entrance, adding to the home's traditional charm.

Home in Norwich

Grand 9 BR Near Casinos

4.87 out of 5 average rating, 159 reviews

A spacious living room is highlighted by a unique whale wall art piece and a cozy seating arrangement. A comfortable gray sofa is paired with a nautical-themed chair. Large windows allow natural light to fill the room, creating a welcoming atmosphere.

Home in New London

Beauty and the Beach!

Weekly house rentals

4.97 out of 5 average rating, 77 reviews

A spacious beachfront property is showcased, featuring a well-maintained lawn and a patio area with outdoor seating. The ocean is visible in the background, providing serene water views. The home is characterized by its coastal architecture and nearby neighboring structures.

Home in Branford

Adorable Beach House on LI Sound

Superhost

A spacious living area features a large, L-shaped sectional sofa adorned with decorative pillows. A light-colored area rug complements the space, while natural light filters through the window. A dining area with wooden chairs is visible in the background, framed by an archway.

Home in East Hartford

4.92 out of 5 average rating, 13 reviews

Renovated Single Family Home

A tranquil lakeside view features the shimmering water reflecting the vibrant colors of a sunset. Wooden docks extend into the lake, framed by trees and vegetation. The scene conveys a sense of peacefulness and natural beauty, highlighting the serene atmosphere of the retreat.

5 out of 5 average rating, 14 reviews

Lakefront Retreat on Lake Pocotopaug

4.91 out of 5 average rating, 11 reviews

Home in South Windsor

Pet Friendly Cozy Home for Work/Leisure

5 out of 5 average rating, 7 reviews

Lovely, peaceful lakefront home.

5 out of 5 average rating, 17 reviews

Home in Mansfield

Boondocks Oasis On The River

4.97 out of 5 average rating, 66 reviews

A stone exterior corner of the home presents a covered porch with white railings. The adjacent grassy area leads to a serene river view, where trees surround the water's edge, reflecting the soft light of the sky.

Home in Windsor

Relax By The Water

5 out of 5 average rating, 58 reviews

Home in Lisbon

Historic Haskell House 1700s Get Away!

Private house rentals

4.96 out of 5 average rating, 80 reviews

The rustic exterior of the home is complemented by landscaped flower beds featuring pink blooms. A stone pathway leads to the entrance, with a lawn and shaded seating area visible in the background, including a patio set with an umbrella and a grill.

Home in Manchester

Perfect for a Family, 3BR, Near City and Colleges

Superhost

Home in West Hartford

4.85 out of 5 average rating, 82 reviews

Home away from home

5 out of 5 average rating, 76 reviews

The spacious living area features a large sectional sofa with plush cushions, arranged around a minimalist coffee table. A flat-screen TV is mounted on the wall above a stylish console. Natural light streams in through multiple windows, which are framed with light-colored treatments.

Home in Newington

Urban Luxury in Central CT w/ free RV parking

5 out of 5 average rating, 16 reviews

An aerial view of Quarry House showcases its Mid-Century Modern design surrounded by lush trees. The expansive wraparound deck with seating provides a space for relaxation, while the home's large windows reflect the evening light, seamlessly blending indoor and outdoor living.

Home in Haddam

Quarry House: Mid-Century Modern

4.96 out of 5 average rating, 48 reviews

A serene lakeside view is presented, featuring calm blue waters and lush green foliage along the shoreline. A fire pit surrounded by chairs is positioned in the foreground, while a wooden dock extends into the lake, enhancing the peaceful outdoor setting.

Home in Columbia

Lakeside Retreat

A view of Lake Pocotopaug, framed by lush greenery. A spacious deck extends towards the water, furnished with outdoor seating. A yellow inflatable sits on the dock, which is accessible for guests. The tranquil lake is surrounded by gentle hills in the background.

4.99 out of 5 average rating, 80 reviews

Lake Fun: PingPong, Pool Table, Slide, EV Charger

5 out of 5 average rating, 38 reviews

A spacious wooden deck features two comfortable Adirondack chairs facing the tranquil lake. Lush trees surround the area, providing shade and a natural setting, while the calm water glimmers through the foliage.

Home in Tolland

Lakefront Retreat at Porcupine Place