
Family-friendly holiday rentals in Hartford
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Hartford
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Bark Lake, Entire Home, Private Lake Frontage 50ft
A 1,700 sqft home with 3 bedrooms, 2 baths, sofa bed and couch, large outdoor deck, hot tub, grill, 50 feet of lake access. Enjoy the morning sunrise from the East and relax by the waterfront and watch the sunset on the West. Bring the family and enjoy some lake life where the days linger on longer. During the Summer months we have a pier available to fish off of. There are two fire pits, one by the lake and another tucked away near the house. You will love it here, it is very calm and relaxing.

Beautiful Oconomowoc Log Home on 5.7 acres
Beautiful fully furnished non smoking Cabin 5.7 acres wooded lot in Ashippun, 6mls/Erin hills, forge golf crse1mls, 2mls/deer track, 8mls lac labelle golf/wedding Great rm: 1couch & 1chair,stone fireplace 2 full bathrms,4 bedrms & 3 floors:upstairs, grnd,basement; recrm, kitchenette, bdrm , 2 couches, pool table. Balcony Office/futon couch, pullout leather couch,1 bed Mastr closet,2 pullout single matrices in bsmnt, Swing set,sandbox, tree house, 2 fire pits, Back deck,grill, patio furniture

Beautiful home on Okauchee Lake, WI
I have a beautiful home on a fun lake. It is just 25 mins from Milwaukee and 50 mins from Madison. There are several bars and restaurants on&off the water; you can either walk, drive or boat to. I have a boat slip available if you want to bring your own 18' or smaller boat. There is a fire-table on the patio for those quiet nights sitting out under the stars. Winter is spectacular here too. Nearby is the Nashotah Park, with a dog park and hiking trails. Lions park has an area for parties.

Local Landmark CF / Artisan Coffeehouse
Wake up to the aroma of fresh coffee, stroll downstairs for breakfast, then spend the afternoon hiking the Kettle Moraine before returning to a luxurious bed. The iconic Coffee Corner Bistro (Est 1999) is steps from the Wisconsin 9/11 Memorial & Eisenbahn Bike Trail, and is the "Gateway to the Kettle Moraine" Proudly recognized by the Fond du Lac Reporter Travel Section in its June 13, 2026 feature: "Top Airbnb Stays Near Fond du Lac" Google CBS 58 story on our historical Coffeehouse.

Lake Michigan Beach Home by Frank Lloyd Wright pro
Beautiful view and sand beach on Lake Michigan, completely private, surrounded by mature white pine trees and cedar trees. The spacious home is fully equipped with an "eat in" kitchen, dining room, and living room entertainment space, den with a see-through log-fired fireplace, screened-in porch to accommodate additional eating space, large outdoor deck with grill and fire pit. A canoe and a row boat are available for the boating enthusiast, with life jackets and other floating devices.

Nagawicka Woods-Beautiful Lake Country Ranch Home
Welcome to Nagawicka Woods, a beautiful home located in Delafield, WI in the heart of Lake Country. Minutes from lake access to: Nagawicka, Okauchee, Pewaukee, Pine, Namahbin & Oconomowoc Lakes. 2 blocks from St. John's NW Military Academy, 6 minutes from Rogers Memorial Hospital, half an hour from Milwaukee & one hour from Madison. This home sleeps 6 (a pack n play is available.) Ideal for couples, family, small groups or a girlfriends getaway. Set on a quiet 1.5 private acres.

hot tub and sauna on 5 private acres
Looking for a peaceful retreat? Experience 5 acres of tranquil, private woodland paradise. Cool nights are perfect for warming up in the hot tub or infrared sauna which overlook the meadow. Explore hiking trails and lakes that the scenic Kettle Moraine has to offer. Grill a delicious meal and later craft perfect s’mores by campfire as the crickets sing. Unwind at SoLu winery, just a minute down the road. Near Road America, Kettle Moraine State Forest, and Dundee. Your getaway awaits!

Scenic 4 Bedroom WI Lake Home - Newly Renovated!
Located just 30 mins west of Milwaukee lies this fabulous vacation lake home featuring 4 bedrooms, 2 full baths and unbelievable views of the lake throughout the home. Many popular restaurants and bars nearby, including “The Hideaway” right next door. Full lake and pier access, great for fishing and swimming. Nearby boat rental also available. 2 queen, 2 twin, and 1 king size bed along with two couches. The home has been recently renovated and feels like new. Free parking available.

Family friendly farmstay just outside Milwaukee
Thanks for your interest in staying with us at the farm! We are currently closed for renovations. We'll update the calendar when we can! The Inn at Paradise Farm is an 1847 log homestead in rural Wisconsin just a short drive from Milwaukee and close to many attractions, especially for nature lovers. Our very spacious private 4-room suite with private entrance is comfortable for couples, families, or business travelers. We are licensed and inspected. Paradise Farm welcomes all.

Garden Retreat in law Suite
Welcome to our in-law suite apartment featuring a full eat-in kitchen, living room, queen bed in large bedroom, walk in closet and full bathroom with walk-in shower. Our beautiful two acre yard has many areas to relax in, including a hammock and fire pit for the evenings. Twenty mins. to Erin Hills and Holy Hill and a half hour to most downtown Milwaukee attractions, as well as the RNC activities taking place this summer. Lots of city tips and suggestions for our guests.

Private 3 bedroom lake house
A beautiful spacious 3 bedroom with sofa bed (sleeps 9 guests) with lake access just steps away from the backyard. Includes washer and dryer, all cooking amenities and a grill, 3 TVs with cable (including Netflix and Disney+ capabilities), a two person canoe n 3 kayaks, hammock, board games, and books for leisure reading. Fish off the private peer. Light the bonfire in the fire pit (firewood included) by the patio onlooking the lake. Pets are allowed with a $200 pet fee.

Outdoor Sauna | 6-BRs | Kohler-Andrae
🏖️ Private Sandy Beach on Lake Michigan 🔥 Waterfront Fire Pit for Cozy Evenings 🧖♀️ New Lakeview Sauna 🪟 Open-Concept Living with Wall-to-Wall Lake Views 🛏️ 6 Bedrooms – Sleeps Large Groups Comfortably 🍳 Fully Equipped Kitchen & Spacious Dining Area ☀️ Expansive Deck for Coffee, Sun & Scenic Relaxation 🌲 Wooded, Tranquil Neighborhood Near Kohler-Andrae State Park 🚗 Minutes to Sheboygan, Kohler, & Road America 🔐 Private Home with Seamless Self Check-In
Popular amenities for Hartford family-friendly rentals
Family-friendly home rentals with a hot tub

Lake House Summer Getaway

Woltring Waters Waterfront Home + Hot Tub

The Little Gray House

The LODGE in Elkhart Lake. —-Hot Tub & Arcade—-

Red Lodge|Hot Tub, Game Room, Near Lake, Free Dog!

Beautiful Victorian in Historic District

The Hideaway: 8 Acre Resort

The Modern Cozy Spacious Corner
Family- and pet-friendly home rentals

Peaceful weekend or extended stay, full amenities

Black Squirrel Farmhouse - (Downtown Oconomowoc)

The Cozy Coop | Private Upstairs Retreat | Sleep 8

Cozy Lakefront Cottage With The Best View

Cambria Home with a View

Spacious Wauwatosa Home In Prime Location

Long Lake Chalet

Fun Lake Kosh Private Pier, Decks, Fire Pit, Grill
Family-friendly home rentals with a pool

*Family Retreat* *Indoor Pool* *Arcade*

Secluded Elkhart Retreat | Pool, Hot Tub & Sunset

Spacious Sailboat, “Kelly Day” sleeps 4

Rosie’s Eastside Garden Bungalow

Close to Lake with Great Ammenities & Breakfast!

Brewers Hill Gem w/hot tub & seasonal shared pool

The Dragonfly Loft

Vessel: Irish Mist V - 32' @ Reefpoint W1-3
Destinations to explore
- Chicago Holiday rentals
- Indianapolis Holiday rentals
- Detroit Holiday rentals
- Minneapolis Holiday rentals
- Milwaukee Holiday rentals
- Traverse City Holiday rentals
- Des Moines Holiday rentals
- Downtown Chicago Holiday rentals
- Saint Paul Holiday rentals
- Ann Arbor Holiday rentals
- Windsor Holiday rentals
- Grand Rapids Holiday rentals
- Kohler-Andrae State Park
- Alpine Valley Resort
- Baird Center
- Whistling Straits Golf Course
- American Family Field
- Lake Kegonsa State Park
- Milwaukee County Zoo
- Milwaukee Public Museum
- Marquette University
- Riverside Theater
- Bradford Beach
- Eaa Aviation Museum
- Fiserv Forum
- Blackwolf Run Golf Course
- Pabst Mansion
- Wisconsin State Fair Park
- Holy Hill National Shrine of Mary
- Mitchell Park Horticultural Conservatory
- South Shore Park
- Discovery World
- Betty Brinn Children's Museum
- Atwater Park
- Lake Park
- Little Switzerland Ski Area





