Holiday houses in Brookfield

4.92 out of 5 average rating, 36 reviews

Cottage 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

4.98 out of 5 average rating, 148 reviews

Home in Brookfield

Stay at Old Dorset Farm & create lifelong memories

This 1905 Historic Old Bakery is the perfect location to create lifelong memories while exploring quaint New England. Set on 4 acres, with a lake, trails and golden rolling hills just minutes away, you’ll enjoy all of New England's beauty. Hiking, kayaking, antiques shopping or gallery visiting... it can all be done right here. But you don't have to go anywhere. The two fireplaces invite you to just stay, relax and enjoy the complimentary bottle of Prosecco. Follow us on Insta: @Old_Dorset_Farm

4.83 out of 5 average rating, 23 reviews

Home in Brookfield

Lake Candlewood Retreat

Enjoy the beautiful Candlewood Lake in this newly furnished & renovated lake-side, two bedroom, one bath cottage with spectacular views! Centrally located within the highly sought-after Candlewood Shores private community, the cottage is just a short walk to the beach, playgrounds, volleyball court, baseball fields, basketball court & boat launch pad. Great seasonally for boating, kayaking, fishing, beach, fall foliage, ice skating and more. Home & Patio with BBQ faces west for gorgeous sunsets.

4.91 out of 5 average rating, 195 reviews

Guest suite in Watertown

Lrg Studio Apartment - walk to Taft

Welcome to my downstairs space! This clean open concept space is ready for your long term or overnight stay. This studio space is the lower level of a raised ranch house. I live upstairs with my dog and share laundry with airbnb guests. The space has a private entrance through the garage, private bath, and kitchen area in a quiet neighborhood. Walking distance to Taft and convenient to Rts 8 & 84. Off street pkg. Whether you are interested in two nights or two months, you are welcome here!

5 out of 5 average rating, 44 reviews

Barn in Roxbury

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.

5 out of 5 average rating, 17 reviews

Home in Bridgewater

Mid-Mod 2BR Cottage in CT Woods

Escape the city and come relax in this newly renovated, mid-century modern getaway in the Litchfield Hills. A well-appointed two bedroom, one full bath split-level cottage with a stylish living room and fully stocked kitchen serves as your home base to explore all the rural charms that New England has to offer. Farm fresh produce and lake dips in the summer, apple picking and hiking through fall foliage, winter skiing and spring flowers - every season in CT brings something new to enjoy.

4.97 out of 5 average rating, 75 reviews

Home in New Fairfield

Hilltop Retreat- Lakefront with Dock

Enjoy all that Candlewood Lake and Squantz Pond State Park have to offer in the comfort of our home. Come reconnect with love ones and relax in the serene surroundings. This waterfront property has a private dock, features 2 bedrooms, 2 full baths, and views from almost every room in the home, plenty of indoor and outdoor entertaining space and a wood burning fireplaces to keep toasty during chilly evenings. Toiletries, all linens are provided. Please read house rules before booking.

5 out of 5 average rating, 14 reviews

Home in Newtown

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.

4.98 out of 5 average rating, 96 reviews

Lakeview Estate - Chef's Kitchen - NYC Getaway

Stunning lake views from every angle! Gorgeous 3,200 square foot custom home with an open floor plan. Highlights include: * Chef's kitchen with Viking Range, Sub Zero Refrigerator, granite countertops & custom cabinets * Expansive 20x30 stone patio overlooking the lake with a fire-pit, speakers & outdoor lighting * 3 spacious bedrooms and 3 full bathrooms with double vanities, showers & separate bathtubs. * 5 SmartTVs including a 65" TV in the main living area

4.92 out of 5 average rating, 281 reviews

Apartment in Brookfield

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.

4.89 out of 5 average rating, 117 reviews

Cabin in Newtown

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.

4.88 out of 5 average rating, 147 reviews

Candlewood Lakefront Retreat

This beautiful custom-built lakefront house is located only 90 min from NYC. Surrounded by nature, it is serene and peaceful. This spacious and cozy home has panoramic views from the living room, office, and master. The owners have tastefully updated throughout. If you are looking for a truly unique and peaceful retreat on the lake, come have an al fresco morning coffee, or sunset dinner while sitting outside on the deck gazing at the rippling lake.

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Other great holiday rentals in Brookfield

5 out of 5 average rating, 8 reviews

Cabin in New Milford

Lakefront cabin with private dock on stunning cove

AlekseyRating, 5 stars9 months ago

We stayed here for 7 days with 2 small kids (2 and 4 years old) and wow was it amazing. The home is spacious and has everything we needed inside and outside the house. I could not have asked for anything else from the home and the dock was just so awesome to have, even caught 10+ fish right off the side. We rented a boat for a day from a marina and were able to come in and out of the backyard/house with no problems. I wish we could stay here for a whole month, but have to go back to real life!

5 out of 5 average rating, 3 reviews

Cozy in-law apartment.

JamesRating, 5 stars1 week ago

It was a great place as advertised. Matera was very responsive to any communication.

4.93 out of 5 average rating, 45 reviews

Guest suite in Bethel

Tranquil Getaway. Basement level 2 bedroom suite.

RickRating, 5 stars2 weeks ago

April is an excellent host!!! My wife and I had an excellent experience staying there and strongly recommend anyone traveling to that area to stay at April’s.

Guesthouse in Roxbury

4.75 out of 5 average rating, 4 reviews

Modern Country

Jennifer FlynnRating, 5 stars4 weeks ago

Stunning guesthouse in the rolling hills of NW CT. Well stocked, luxurious linens, privacy abounds with the comfort of friendly hosts. A perfect home away from home for regional exploring. Excellent hiking in the area, quaint shops, and farm to table dining. Recommend Hollister House Garden for self guided garden tours.

4.94 out of 5 average rating, 50 reviews

Lake Front Luxury

DavidRating, 5 stars2 weeks ago

We had such a lovely time here! The place was clean, cozy, and had everything we needed for a comfortable stay with family. It was the perfect spot to unwind and spend quality time together. The host was great — super helpful and responsive — and the whole experience was smooth from start to finish. We really enjoyed our stay and would definitely recommend it to others. Would love to come back again!

Home in New Fairfield

4.73 out of 5 average rating, 52 reviews

Lake-house Boat Dock, Kayaks, King Bed, Grill etc!

MarcRating, 5 stars2 weeks ago

Couldn’t have asked for more!! Space was clean and comfortable, check in was a breeze and the property was just what we wanted. Thank you for a nice relaxing get away.