Holiday rentals in Brooklyn

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Top-rated holiday rentals in Brooklyn

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite

The exterior of a bright red caboose is captured against a backdrop of tall trees. Sunlight filters through branches, highlighting the unique structure. A pathway of gravel leads to the entrance, which features steps and a small platform. The inviting colors complement the natural surroundings.

Guest house in Brooklyn

Historic Railroad Caboose - Unique CT Farm Escape

🚂 Authentic 1906 SOO-Line Caboose on our working CT horse farm! Queen Murphy bed + two bunks, WiFi, Roku, microwave, fridge, Keurig, deck, and cozy bathroom. Note: The historic 22" doorways limit accessibility. Explore nearby: Mashamoquet Brook trails, antique shops, wineries, and Putnam's arts district. Farm life starts early! Fall asleep to railroad dreams, wake to countryside serenity. Note: historic charm means cozy dimensions. Book today—before this experience leaves the station! 🌿

LocationValueBathroom

5.0 out of 5 average rating, 84 reviews

Top guest favourite

A brown wooden exterior with a blend of traditional and modern design elements is presented. The home features a two-car garage and a welcoming front porch adorned with potted plants. Large windows allow natural light to illuminate the interior.

Guest suite in Pomfret

Brookside Chalet

Not just a place to stay but a place where you will want to stay. - Dedicated parking space - Well-appointed full kitchen - Deck overlooking Mashamoquet Brook (our guests refer to it as the tree house:) The bed will be the highlight of your experience. This high quality queen is accessorized with a pillow top mattress, goose down and memory foam pillows and spa quality sheets and pillow cases. Location: - Five minute drive to Pomfret Prep. - Ten minute drive to main Street in Putnam.

ValueLocationIndoor spaces

4.98 out of 5 average rating, 117 reviews

Top guest favourite

The spacious main living area features wooden floors and high ceilings. Sunlight floods in through large windows, illuminating a comfortable sectional sofa and a dining table with white chairs. An open kitchen is visible in the background, enhancing the airy feel of the space.

Barn in Brooklyn

The Barn at Pondview

Reconnect with nature at this unforgettable escape. Enjoy pond views and incredible sunsets from the top patio deck. This property is on the 2nd & 3rd floors of the barn, so there are stairs. Also the "bedroom area" picture is a loft area with a trundle bed, (2 twin beds) - the room is open to the downstairs main living area. The game room has pool, shuffle and foosball tables, darts and a bar area. There is also a basketball court in the back yard. Inground pool in the summer.

LocationFamilyCleanliness

5.0 out of 5 average rating, 55 reviews

Top guest favourite

Tiny home in Mansfield

Handcrafted Timber Frame Cabin Retreat

Escape to the woods and slow things down at this beautifully handcrafted timber frame cabin, tucked away among towering trees and nature’s quiet. Built with exposed beams, natural wood, and timeless craftsmanship, this cabin blends rustic charm with modern comfort—perfect for a romantic getaway, creative retreat, or unplugged weekend escape. Whether you’re looking to reconnect, recharge, or simply enjoy the beauty of the forest, this timber frame cabin offers a warm and memorable escape.

LocationComfortIndoor spaces

5.0 out of 5 average rating, 37 reviews

Guest favourite

A serene lake view is presented, featuring a vibrant sunset reflecting on calm waters. Silhouetted trees frame the scene, while the sky transitions from warm oranges and pinks to deep purples. Kayaks are visible near the water's edge, illustrating a peaceful outdoor setting.

Home in Killingly

3 Bedroom Lake Font Home on Alexander's Lake

Escape to our cozy lake house, perfect for families and small groups looking to unwind and enjoy the outdoors. Enjoy the water with 4 kayaks, 2 paddleboards, a canoe, and a pedal boat—all available for your use. Explore the area on several bikes, or stay entertained by fishing or using a wide selection of indoor and outdoor games. Sleeps up to 8 guests with: 1 King bedroom; 1 Queen bedroom; a bedroom with double bunk beds (sleeps 4) and a Queen pull-out couch in the living area.

LocationFamilyView

4.94 out of 5 average rating, 62 reviews

Superhost

A living room is displayed with hardwood flooring and a circular braided rug. Furnishings include a sofa and two high-backed chairs near a large window that offers views of greenery. A coffee table is positioned centrally, with a faux fireplace and a television visible in the background.

Home in Putnam

Calm & Cozy House in a Quiet Corner

The perfect place to get away to enjoy a Best Kept Secret of New England. You will have access to the whole house during your stay. All on one level (ground floor). Enjoy the relaxing view of the field, red barn and Quinnebaug River while snuggling up with read a book. The country kitchen is complete with refrigerator, toaster, oven, microwave, and coffee maker. The best of Putnam Antique District, Entertainment, Dining, Nightlife and shopping a 4 minute drive away.

FamilyLocationRiver

4.78 out of 5 average rating, 282 reviews

Guest favourite

Home in Hampton

Wings & Wildflowers at the Glen

Relax with family or friends. Whether attending a wedding at one of the area's fabulous venues, visiting family or just looking for some peace and quiet in rural Connecticut, this is the place for you. Tucked away off the road with The Little River across the street, we are serenity and privacy. The wildflower meadow and plantings attract butterflies, dragonflies and hummingbirds. Trail Wood (Teale Sanctuary), Goodwin Forest and the Airline Trail are nearby.

FamilyValueDecor

4.93 out of 5 average rating, 30 reviews

Top guest favourite

A modern kitchen features white cabinetry and granite countertops, equipped with a refrigerator, microwave, and stove. A small dining table is set with white chairs, and a potted plant adds a fresh touch. Natural light enters through a nearby window.

Guest suite in Brooklyn

Affordable In-Law Apartment in Brooklyn, CT

This is a great in-law style apartment which was fully renovated in 2020. It can be booked for short stays or more lengthy visits to Northeast CT. The apartment is one minute from Scenic route 169 and Route 6. It is 30 minutes to UCONN and ECSU. We are close toThe Pomfret School/Rectory School. It is 35 mins to Mohegan Sun and Foxwoods. My place is rural and peaceful. It is good for couples, solo adventurers, business travelers, and families.

FamilyLocationComfort

4.94 out of 5 average rating, 238 reviews

Top guest favourite

A white, one-and-a-half-story home is featured, with a sloped roof and dark shutters. A wooden deck extends from the left side, while the front yard is open and grass-covered. Multiple windows provide natural light, contributing to the overall spacious appearance.

Home in Hampton

Connecticut Country Escape

Forget your worries in this spacious and serene space. Quiet country setting in Hampton, CT. set on almost 5 acres of land. Private walking trails and fishing pond (bring your own fishing gear). Feel one with nature but not far from the local attractions. Less than 3 miles to Wrights Mill and Stonehurst wedding venues. 25 minutes from UCONN and 30 minutes from the casinos. Close to the airline trail for off road biking, hiking and jogging.

FamilyLocationAccuracy

5.0 out of 5 average rating, 62 reviews

Guest favourite

Home in Woodstock

The McClellan Mansion

Resting on a sprawling estate in picturesque Woodstock, CT, this fully restored historic home blends timeless architecture with modern luxury, it offers grand spaces, cozy corners, a chef’s kitchen, spa baths, and manicured grounds. Pair with our poolside cottage for extra space and pool access. This Woodstock estate is more than a stay—it’s a destination. Pool is only included by booking the additional listing “Poolside Cottage”.

LocationFamilyAccuracy

4.97 out of 5 average rating, 32 reviews

Top guest favourite

A wide view of Alexanders Lake displays calm, blue waters surrounded by lush green and autumn-colored trees. The shoreline shows a mix of residential homes and natural areas, creating a serene and peaceful atmosphere. A clear blue sky complements the scenic landscape.

Home in Killingly

"The Getaway" at Alexanders Lake

Relax with the whole family at this peaceful, lakefront home. Located on the beautiful, clean Alexanders Lake, this home offers outdoor enjoyment with all the comforts of home. Sleeps 5 guests with 2 bedrooms and sleeper sofa. Full kitchen with all you need for cooking and entertaining. Work space available. Enjoy the views from screened porch. Multi decks for outdoor eating and enjoyment. Dock to water. Private parking.

FamilyLocationComfort

4.93 out of 5 average rating, 58 reviews

Guest favourite

A spacious barn is situated in a large field, surrounded by greenery. Its two-story structure features a combination of windows and a central door, offering access to the outdoors. Lush grass and various plant life contribute to the serene rural setting.

Guest house in Hampton

Spacious, unique barn with beautiful views.

Our barn is in a large field on lot next to our home. Our rental area is upstairs which offers beautiful views of our field and the visiting deer. The eclectic decor is accumulated from years of activism. Our guest room and bathroom are newly renovated. It is a quiet and peaceful area near two state parks. We operate a mail order business in the downstairs area but will not be working while guests are staying with us.

FamilyLocationNearby

4.95 out of 5 average rating, 176 reviews