Holiday houses in Bristol

Haven Estates_: Cozy Barn, Hot Spa & heated Pool

Enjoy a peaceful countryside retreat at this charming Barndominium set on 6.5 private acres, accommodating up to 8 guests This spacious getaway features an 18' x 36' private pool with a hot spa and a solar-heated pool room for year-round relaxation. The Great Room offers open-concept living with comfortable seating, recreation space, and four sleeper sofas. The cozy bedroom includes a king-size bed, while the fully equipped chef’s kitchen boasts an oversized island & a stove with an air fryer.

Value · Family · View

Little Rock Woods Retreat

Escape from it all at our tranquil getaway in the woods. Wander the trails exploring nature on this 26 Acre wooded property, including 1000 ft of frontage along Little Rock Creek. Gather with family & friends for a BBQ on the large screened porch and adjoining deck, play bags or shoot hoops in the spacious yard or just enjoy watching the wildlife and listening to the owls hooting back & forth. With 2 kitchens and 2 laundry areas, smart TVs throughout this is the ideal spot for family gatherings

Value · Location · Condition

Private Pickleball Court, Seats for All, See Deer

Arrive under the trees, soak in the quiet, and watch deer while you sip a hot beverage from the coffee bar. At Deer Run Lodge, you get two fully equipped homes connected by a sunroom—space to gather when you want, and privacy when you need. Spend the day playing pickleball on the regulation court, grill on the deck, soak in 2 hot tubs, then end by the fire pit beneath the stars. Though it feels secluded, you’re minutes from restaurants, the Fox River, and less than 15 minutes from Raging Waves.

Value · Family · Hospitality

Enchanted Garden Treehouse (Amenity*)

Summer's here, the treehouse air conditioned and cozy, and the hot/cool tub ready! Relax in our luxurious, 420 friendly, very private, 4' deep cedar hot tub nestled in the evergreens, while the moon and stars swirl overhead, the waterfall tumbles into the koi pond, and the fire table and torches blaze. The stream makes this a wildlife refuge, with many birds, squirrels, rabbit & fox. Come experience the magic and make a special memory! See why Chgo Magazine rates us top 3 staycations in Chgo!

Family · Value · Outdoor spaces

River Access|GM Room| Firepit|King|W/D+Jacuzzi Tub

Welcome to Fox River Retreat, a 1,000 sq. ft. riverside oasis where relaxation meets recreation. Nestled in a quiet area, this serene getaway is perfect for family gatherings, couples getaway or fishing trips, offering endless opportunities to unwind and make lasting memories. ★ Large backyard with space to relax and play ★ Garage with pool table, arcade, mini putt, and 70" TV ★ Less than 1 mile to downtown Yorkville ★ 18 miles to Naperville ☆☆ Come experience the best of Yorkville with us!

Location · Family · Comfort

Evergreen Retreat

Welcome to our spacious and family-friendly retreat! Our home is designed for both kids and adults to relax, play, and make lasting memories. Inside, you’ll find cozy bedrooms for a peaceful night’s sleep, a fully equipped kitchen for cooking, and plenty of comfortable spaces to unwind. Step out the back door to a patio and yard perfect for grilling, gathering around the fire pit, or relaxing in the screened gazebo. A huge playground offers hours of fun for kids within easy view of parents.

Family · Location · TV

Luxury Meets Cozy

Experience the perfect blend of luxury and comfort at our premier ranch house, designed with sophistication and relaxation in mind. Recently renovated with an eye for detail, this exquisite property is ideal for both festive gatherings and intimate romantic escapes. Nestled amidst lush greenery, the house boasts a sprawling backyard that serves as the ultimate entertainment haven. Every element has been thoughtfully considered to ensure your stay is not only memorable but truly unparalleled.

Value · Location · Sleep quality

Penthouse In The Historic Hobbs

Experience luxury and historic charm at the Penthouse in the Historic Hobbs. Built in 1892, and restored in 2023, this new one bedroom corner unit offers a panoramic view of the Aurora skyline. Cook a delicious meal in the fully stocked kitchen. Dine at the bespoke table in the window bay under the iconic onion dome. Relax on the cozy sofa and enjoy a movie on the big screen TV. Rest in the plush king-sized bed. This urban retreat is near coffee, shopping, art and entertainment.

Location · Value · Kitchen

1 Bed w/ Full Kitchen A Mile From Downtown Oswego

Enjoy a stay within walking distance of 3 parks and about a mile from downtown Oswego and its quaint shopping area. Nestled in the middle of a great neighborhood, you'll feel safe and be able to enjoy a quick getaway or an extended stay on a comfy king-sized bed. If you're interested in visiting Chicago, we're close enough for day trips to the city (about 45 miles) but far enough to save some money. You'll definitely have a great time here!

Location · Family · Parks

“The remote retreat”

We have a cozy one bedroom apartment that is available on the top floor of the home and has its own independent and separate entrance! Comes with free parking on premises; recently renovated; neighborhood is safe and quiet. Shopping center with grocery store, laundry mat and restaurant is available within walking distance! We are only 5 minutes from the expressway I-88 and 10 minutes from Naperville and the outlet mall in Aurora!

Family · Location · Decor

Spacious 4BR Tudor with Patio near Downtown

Settle into a spacious four-bedroom Tudor on a half-acre wooded lot in South Naperville. With three full bathrooms, bright vaulted living spaces, a dedicated office, and generous indoor-outdoor gathering areas, the home offers plenty of room for groups of up to 10 guests. Downtown Naperville, the Riverwalk, restaurants, shopping, and the Metra station are approximately 10 minutes away by car.

Family · Location · Condition

Kaleidoscope: 4 BR, 2BA

Welcome to Kaleidoscope! Our beautifully updated four-bedroom, two-bathroom Airbnb offers a stylish and comfortable stay for families, groups, and travelers. Designed with an open-concept layout, the home features a spacious living room, dining area, cozy seating area, and a fully updated kitchen—all with brand-new, chic furnishings.

Family · Location · Comfort