Holiday houses in Brookfield

Longview Lakehouse - 5 min walk to private beach

Welcome to Longview Lakehouse! We are located in a private lake community on Candlewood Lake in Brookfield, CT. Access to the lake, private beach, playground, basketball and volleyball courts! This cozy, newly updated home boasts 2 bedrooms, 1.5 bathrooms, a fully equipped kitchen with spacious living room & pellet stove, a dining area, and a finished walkout basement. We are also pet friendly! Wedding, Girls Getaway & Couples Retreat add-ons available :) Check us out on IG - @LongviewLakehouse

Bogus Hill Getaway · Quiet Woodland Retreat

Bogus Hill Getaway is a peaceful home in a quiet, wooded residential community near the lake, with partial lake views. Designed for guests who value comfort, privacy, and an unhurried pace. This is a calm retreat—not a party house. Pets may be considered with prior approval. The home offers an open living area with an electric fireplace and well equipped kitchen. Air conditioning is provided in the main living area, with fans in the bedrooms. Sleeps up to four guests. Extended stays welcome.

Fully Renovated Rural Barn

Newly renovated barn on a quiet rural road yet close to all the attractions of Southern Litchfield County. The light-filled barn has two large patio doors into a substantial living and entertaining area with a large sectional sofa-bed, a dining table for 10 and adjacent kitchen area with an island. There is a downstairs washroom. A large light-filled upstairs sleeping area has a king-size bed and a bathroom with shower. Outside is a patio dining area and parking in a dedicated driveway.

Cozy Apartment Centrally Located in Southbury

Keep it simple at this peaceful and centrally-located apartment. Recently renovated with all the essential amenities to make your stay just like home. Wi-Fi, washer, dryer, cooktop, fridge, oven, microwave, toaster, TV and Keurig are ready to make your stay pleasant. An outdoor porch is available for dining in warmer months. It includes one new queen bed plus sofa bed for one adult or two kids. Located just minutes from shopping and dining in downtown Southbury with easy access to i84

The Perch in the Purchase

Welcome to The Perch -- Brand new in 2025! Cozy, unique, and private 2nd-floor apartment in a peaceful, rural setting near 84. Nearby hiking trails, boutique shops, charming restaurants, and a local movie theater. Explore nearby Woodbury for antiques and the beautiful and peaceful location. Fully equipped with all you might need -- ideal for relaxing, remote work, or some time away. Safe & quiet -- perfect for short visits or extended stays. Discounts available for longer bookings.

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.

A nestled retreat on 15 acres

Kick back and relax in this calm, stylish space. Winter, Spring, Summer, or Fall, you’ll admire all of the beauty that surrounds you on this unique property. Private, yet close to everything. Enjoy morning coffee on the deck overlooking a backyard bursting with wildlife. You never know what beautiful creature you’ll see passing through the serene wetlands. A google-controlled electric fireplace will give you ambiance while on the couch relaxing or during movie night.

Peaceful apartment on 3.5 acres w/ Artist studio.

Welcome to our cozy apartment! This fully enclosed apartment is attached to our main house on a beautiful 3.5-acre property in Brookfield. Enjoy a kitchen, comfortable living and bedroom area, and a clean bathroom. Guests have access to a shared 32 ft, 10 ft deep pool, artist studio, pool table,, garden, fire space, and outdoor seating. We provide a guidebook for your convenience. Book now and experience a perfect blend of comfort, creativity, and relaxation.

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!

Custom industrial farmhouse Apt in Washington Dpt

Cozy and quiet one bedroom suite with a full kitchen. This space is on the 2nd floor over an attached garage with an entrance separate from the main house. It is newly constructed and has its own heat and AC, complete kitchen, full bath with shower and king sized bed. Just around the bend from Steep Rock Land Preserve and walking trails, and convenient to the center of town with galleries, restaurants and shops.

UNIQUE and GORGEOUS historic loft style rental

Beautifully bright third floor loft style space with private entry available for your enjoyment. Basic kitchen, laundry, and bath are located on the second floor. Due to the stairs in this unique space, it would be ideal for a single traveler or couple looking for a getaway. Walkable to historic Woodbury, minutes to amazing land trust hiking trails in Roxbury, and only 1.5 hours from NY City.

Escape to a Restored New England Antique Milk Barn

A Bucolic antique farm property in the Fairfield County countryside. Welcome to Connecticut country living at its best! Enjoy the gardens from your private patio, take a dip in the pool, read a book surrounded by fall foliage and retire to your very private suite and relax in the soaking tub. Please note the owners reside on the 4 acre property but give guests the utmost privacy.