Vacation rentals in Monroe

Garden Level Suite with Beautiful Pool

Enjoy complete privacy and 900+ square feet of living space in the ground floor suite/apartment of our home. Complete with its own private entrance and personal garage - our ground floor suite is your own private domain. There is one king bed, one queen bed, and a comfy sectional couch. Enjoy a small kitchenette for simple cooking inside, and an alfresco BBQ for bigger cooking. There is plenty of living space inside and out! A new washer/dryer unit will take care of all the pool towels used!

Shelton's New England Nest: 2 bed EV, Shower, W/D

Discover your perfect Shelton getaway at the New England Nest! This stylish, modern home offers a spacious, airy setting ideal for families and professionals. Stay cool with central AC and enjoy gleaming new hardwood floors and a stunning, fully renovated kitchen. It’s a welcoming, child-friendly environment with room to relax. Enjoy ultimate convenience with in-unit laundry and a major bonus for travelers: a dedicated Universal EV charger on site for your comfortable and connected CT stay.

Cheerful 4 bedroom home with all the updates.

Welcome to Chestnut 4 minutes from The Waterview Have fun with the whole family at this updated and stylish place with access to the entire home. Sandy Hook is home to several shopping centers, fantastic restaurants a winery and many hiking trails close to the home. We are conveniently located 1.8 miles from The Waterview and 8 minutes to Sandy Hook Center. Changing art display featuring local artist throughout the home. Inquire about discounted longer stays to fit your needs.

Comfortable home away from home- near everything

Price includes Airbnb fees. Cozy, pet-friendly cottage in a peaceful setting just 70 miles from NYC and minutes from I-84 (Exit 8 or 9). This clean & comfortable retreat features 3 bedrooms (2 queens, 1 full), and pull-out couch. Portable A/C's in summer, and fireplace for cozy nights. The greenhouse adds plenty of natural light, the yard is perfect for kids, the front deck is great for morning coffee, and the gas grill great for cooking out. High-speed WiFi and 3 smart TVs.

Rustic farmhouse in the country, walk to village!

Charming 1830s country farmhouse in the heart of Sandy Hook village. This stylish home features original red oak floors and decorative brick fireplaces that add timeless character. Enjoy a walkable lifestyle with restaurants, coffee shops, bars, liquor stores, and everyday amenities just steps away. Rocky Glen State Park and a nearby Aquilla Nest and Mclaughlin vineyard offer scenic escapes just minutes from home. A perfect blend of historic charm and village convenience.

3 Acre Forest, 2 King Beds, Fireplace, BBQ & more

🛏️2 king, 2 twin, BBQ, fireplace, firepit, 1550 sqft entire house 🅿️🛜 Tucked away at the end of a quiet street, set on 3+ acres of lush wooded land, our home is the perfect blend of seclusion and convenience. With a forest as your backyard and RT34 one min away, you can easily balance your desire for nature and adventure with the need for easy travel and commuting, take a short hike into a forest (trails minutes away) and/or relax under the stars around a fire pit.

Sticks and Stones Farm - The Solar Cabin

Sticks and Stones Farm offers a rustic glamping experience! When you stay with us you'll get the adventure and fun of camping (no electricity, outdoor showers etc.) while still getting to lay your head on a soft pillow in a bed. You can treat your stay here as a chance to go inward or enjoy interacting with the different programs and events going on! If you want to be up to date on events or ask about weekday checkins you can message us directly.

Scandinavian designer 2 bed cabin in the woods

One of a kind designer cabin in the woods. This cabin was gut renovated in 2021 by an award winning design and architecture firm. No detail was spared. With floor to ceiling glass doors and panaromaic views of the woods you will be living in sanctuary. The only sound you will hear is a variety of birds signing and the trees swaying. Gorgeous views year round. We do not allow any photo shoots or filming at the cabin or on the property

Serenity Haven: A Modern Retreat

Discover the perfect blend of modern comfort and natural tranquility at our newly renovated guest house in Monroe, CT. Nestled in a peaceful, lush backyard with plenty of trees, complete with its own separate entrance, this space offers the ideal retreat. Enjoy morning coffee or evening relaxation on the expansive deck, with calming views of the greenery. Ideal for families, business travelers, or those seeking a serene retreat.

Charming 1875 Retreat - Walk to Village

Experience the best of Newtown in this 1875 historic estate (renovated 2025). A perfect family getaway, we are a 4-minute walk to Sandy Hook Village dining & shops. Unlike shared rentals, enjoy a private single-family home with soaring 9 ft ceilings, quiet Central A/C, and Wired Gigabit Internet. Cook in the large kitchen, relax on the patio, or sleep deeply on premium mattresses. Steps from the Pootatuck River trails!

Spacious Lakeside Hideaway

Welcome to our Lakeview Retreat. We're just steps from a quiet 130-acre spring-fed lake and 1.5 hours from midtown Manhattan. Enjoy stunning views, swimming, kayaking, and nature trails. Inside, relax in a cozy space with a well-equipped kitchen and comfy seating. No motorboats or jet skis—just peace, nature, and the perfect place to unwind, explore, or recharge. And we just added a dishwasher and a washer-dryer!

Cozy Cottage with Fire Pit, near Beach

Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities.