Holiday rentals 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.

Location · Family · Check-in

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.

Location · Value · Hospitality

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

Location · Family · Sleep quality

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!

Location · Family · Outdoor spaces

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 · Value · Nearby

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!

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.

Family · Value · Comfort

3BR Retreat in a House 2Floor

Welcome to your peaceful 3BR retreat! Nested in a tranquil rural setting yet close to Raging Waves and Greater Chicago Area. This sun-filled 2nd floor unit offers Artsy Romantic style w nature views. Enjoy a private entrance, balcony overlooking a fruit garden, cozy kitchenette, elegant décor, workstations in every room! Perfect for work teams, couples, business. For your romantic mood we got 4 U Smart RGB Lights & Smart Lights & Music in the Bathroom. Breed Deeper, Rest Better, have Fun!

Family · Value · Decor

Dog Friendly Cozy North Naperville 3 BED/2 BA Home

Welcome to the Naperville Nest! Rare North Naperville opportunity to find a home suited for the whole family! Pets are more than welcome to enjoy the 1/2 acre fully fenced in yard. This is a a fully updated home minutes from Downtown Naperville, I-88 and many more exciting destinations in the Western Suburbs. You will feel at home whether you're inside or outside...each bedroom has it's own TV and the outdoor living includes natural gas firepit & grill/dining table...this home has it all!

Family · Location · Nearby

Retreat on Fox River w/ Stunning Views & Hot Tub!

Experience the ultimate riverfront getaway at this stunning home that sets the standard for luxury and elegance along the Fox River. The interior spans 6,300+ sq. ft. across 3 levels of impeccably designed space and features 7 bedrooms, 6 king-size beds, and 4.5 baths to comfortably accommodate up to 16 guests. Set on over 2 acres of wooded grounds, the estate features a long list of luxe amenities including a dock, hot tub, fire pit, 2 kitchens, entertainment room & parking for 10 cars.

Family · Value · Nearby

True: *NEW* Spacious 5BR-2BT! Fully Fenced Yard!

Welcome to your home away from home! This beautiful 5BR/2BT home offers plenty of room for families or groups to relax and unwind. Enjoy the open layout, comfortable furnishings, and a fully equipped kitchen perfect for home-cooked meals. Step outside to a beautifully landscaped backyard featuring a playset and plenty of space to enjoy the outdoors. Nestled in a peaceful Naperville neighborhood, you’ll be just a short drive from downtown shopping, dining, and family-friendly attractions.

Family · Location · Getting around

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.

Value · Location · Layout