
Family-friendly holiday rentals in Chail
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Chail

Total holiday rentals
Explore 30 holiday rentals in Chail

Nightly prices starting at
Chail holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 140 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
20 of Chail holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Chail rentals

4.6 Average rating
Chail stays receive an average rating of 4.6 out of 5 from guests
Top-rated family-friendly rentals in Chail
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

The Cloudberry, Cozy 2BHK radiator heated, Shimla
Note: As it’s snowing expect disruption in perfect conditions, road blockage, power and water. Please book only after confirming with our staff on the current conditions. - 30 mins from Shimla mall - Sloping wooden roof - High speed broadband - HOME STYLE FRESH FOOD available for delivery - New renovated bathrooms & kitchen - High end Kohler fittings - Huge balcony sitout - Bonfire - Manager for a hassle free trip - Everyday cleaning - Assistance with cabs, planning itenary, bike rentals etc
4.83 out of 5 average rating, 419 reviews
Private 5BR Sky Villa | Huge Terrace & Valley View
Wake up above the clouds, spend your day in cool mountain air, and end your evenings on one of the largest private terraces in Mashobra. ✔ One of the largest private terraces in the area ✔ Perfect for groups of 6–12 (family getaways & friends) ✔ 30 mins from Shimla, easy access ✔ Caretaker + home-style meals available ✔ Ideal for sunset evenings & late-night conversations ✔ Elevator | elderly friendly ✔ Private parking | 3 Cars This penthouse is one of the most booked large homes in the area
4.86 out of 5 average rating, 43 reviews
2 Bedroom Apartment | Bird Watchers Paradise
Wrapping the green mountains in a veil, the mist sang of sweeter days. When life was simpler and the beauty of nature closer to the heart... Hills, Cedar and pines in shades of greens, those that are clad in snow during the winters; balconies looking out to misty valleys that lay beneath… Don’t you want to flee to a place that feels like paradise? The twisting and turning roads of Shimla takes you to this Cozy home, away from the drudge of the routine . Located at 5 KM From the main city.
4.99 out of 5 average rating, 134 reviews
Glamo Home Cheog, Kufri, Shimla - Private Stay
Glamo Home Cheog is a private glamping dome set on its own terrace with some of the best views in Shimla. The entire space is exclusively yours when you book, offering complete privacy and comfort. Enjoy a private hot tub, a 150-inch projector for movie nights, pool table, a table tennis setup, and a bonfire area all for your personal use. The dome is located on an elevated terrace, so you can enjoy stunning mountain and valley views all around, while no one can see into your space.
5.0 out of 5 average rating, 126 reviews
Santila, Countryside Homestay, Kasauli Hills
" If you wish to master the art of doing nothing, this is the place for you" Conde Nast Traveller 2019 Set in the idyllic Himalayan countryside, Santila is an exclusive small homestay for a couple or a family of 4 (or less), who yearn for a vacation in a quiet, homely and joy-filled hillside cottage, tucked away amongst the pine-filled forests of Kasauli. Positioned along a kaccha village road, the cottage is blessed with a natural tranquility that is peaceful and revitalizing.
4.95 out of 5 average rating, 122 reviews
Nest-Luxe 2BHK | Hill Top | Café| Lift, Parking
Experience elevated living in this premium Hilltop 2BHK serviced apartment, offering breathtaking panoramic hill views and the perfect blend of tranquility and modern comfort. Designed for both relaxation and productivity, the space features fast Wi-Fi, and lift access. Enjoy fully equipped kitchen, or indulge in delicious meals from the rooftop restaurant with in-room service, all while soaking in the serene mountain ambiance. NEST is your private sanctuary for a memorable stay.
4.93 out of 5 average rating, 40 reviews
Jannatview Mashobra, A luxury Town House (3bhk)
The Jannat View , Mashobra central heated / Ac Duplex home - Not a stand alone property , it’s in a building top two Floors . House would independently be yours -8kms(25mins) from Shimla - check in after 2pm - Central heated /Air-conditioned rooms only. - huge attic on both the side - elevator from the parking - Wi-Fi ( fiber Airtel network) - kitchen with all the amenities and utensils - care taker on premises - cook on premises - luxury amenities
4.86 out of 5 average rating, 188 reviews
Auriga 3BHK Villa AC •Terrace•Bonfire•Family/Group
A perfect private getaway nestled in the peaceful hills of Kasauli. Auriga Villa offers a fully private 3BHK stay designed for families, friends, and small groups who want comfort, space, and a relaxing ambience villa in kasauli Guest ofer :- Open Terrace *Free Bonfire available* Pooltable,Gaming zone inside the villa table tennis, Carrom Open lawn for outdoor games, living room ,self kichan ,Guests can also order food from our in-house menu. We serve fresh, homely food.
4.92 out of 5 average rating, 91 reviews
Sunset Haven near Kasauli
A serene, spacious, and beautifully appointed family villa nestled in a safe, leafy neighbourhood along a charming and tranquil Himachal mountain lane. Designed for those seeking a peaceful weekend escape, the villa offers a perfect setting to unwind & spend quality time with loved ones—far from the noise & pace of city life. With high-speed 5G broadband, it’s also great for staying connected—work smoothly as you sip green tea and take in the stunning Mountain Views.
4.93 out of 5 average rating, 177 reviews
Apple Farm | 2 Traditional Wooden Room | Serene
Come visit us in our quaint little village called Cheog near Fagu , where time stops as clouds descend into our home every morning . Surrounded by apple orchard this place will surely mesmerize you with its beauty , Experience Local Himachali traditional cuisines , Get close to nature at our ideal retreat in one of Asia's densest forests , Relax and rejuvenate . Here the sunsets are almost spiritual. Good for couples, solo adventurers, families, big groups, and pets.
4.88 out of 5 average rating, 213 reviews
The Mirador 2BHK|Heated Jacuzzi | AC-HomestayDaddy
Located amidst nature, where wind is pine scented and chirping of birds feels like a melody. This beautiful home offers an elegant 2 Bedroom Space with Heated Jacuzzi, stylish decor and Modern Amenities. No home in the hills feels like one without being able to Ever Sit outside and embrace the marvelous beauty of Hills , a Heated Jacuzzi is the plus that makes the experience one of its Kind. Apartments are Air conditioned. Welcome Home away from Home!
5.0 out of 5 average rating, 11 reviews
"The Peak" -- 3 bedrooms
Located on the hill top with a 360 degree view along the Chial-Kufri road & close to the small village called "Koti". This place offers a stunning vista of rugged mountains, snow-clad peaks, verdant meadows and cedar forests. Its an exclusive holiday home placed & designed for complete amalgamation with nature. It can be an ideal place for family or group of friends looking for adventurous & off beat holidays.
4.92 out of 5 average rating, 64 reviewsPopular amenities for Chail family-friendly rentals
Family-friendly home rentals with a hot tub

The Downtown Loft near Ridge, by Kalawati Homes
4.86 out of 5 average rating, 197 reviews
Romantic Getaway Dome | Private Hot Tub | Glamoreo
4.99 out of 5 average rating, 68 reviews
The Hakushu Project : A Luxury A-Frame Cabin
4.9 out of 5 average rating, 52 reviews
Leeladhar TranquilIty, Luxury Stone Villa
5.0 out of 5 average rating, 7 reviews
Glamo home kasauli
4.92 out of 5 average rating, 24 reviews
Meena Bagh Shimla. A 4 BHK Cottage in Shimla.
4.82 out of 5 average rating, 17 reviews
Monga”S —Place 15 mins to the mall
5.0 out of 5 average rating, 4 reviews
The Bagh Kufri | Forest Stay + Bonfire
5.0 out of 5 average rating, 9 reviewsFamily- and pet-friendly home rentals

Pine Tree Villa Cozy & Luxury 2BHK Home in Shimla
4.95 out of 5 average rating, 111 reviews
HOP stay Shimla - Luxury 2BHK- Scenic Valley Views
4.84 out of 5 average rating, 141 reviews
Mountain top cottage Amazing views. 4-6 persons
4.91 out of 5 average rating, 54 reviews
Là Glen 2-Bedroom Suite
4.93 out of 5 average rating, 27 reviews
Entire 4 BHK | Mountain View | Rashmi Cottage
4.93 out of 5 average rating, 28 reviews
The View
4.94 out of 5 average rating, 16 reviews
360°Valley View 2BHK|Kasauli•Café•Pet|parking|24*7
4.97 out of 5 average rating, 30 reviews
Panoramic Duplex Retreat | Private Patio | 3BHK
4.89 out of 5 average rating, 18 reviewsFamily-friendly home rentals with a pool

Luxury Infinity Pool Villa | 2BR | AC | Genset
4.95 out of 5 average rating, 42 reviews
Summer wine | Villa with a pool
4.64 out of 5 average rating, 28 reviews
Luxury Pet-Friendly Apt w/ Clubhouse & Pool
4.95 out of 5 average rating, 20 reviews
Yug Homestay|5Bed room with pool
4.86 out of 5 average rating, 7 reviews
2BHK in Dharampur | WIFI | Pool Access |
4.91 out of 5 average rating, 23 reviews
9 bhk Escape W/ Views, Garden, & Outdoor Lounge
4.64 out of 5 average rating, 11 reviews
Infinity View Kasauli B&B with pool
4.75 out of 5 average rating, 8 reviews
Kasauli Cabin Villa - Pool and Live Barbeque
4.67 out of 5 average rating, 3 reviewsWhen is the best time to visit Chail?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $69 SGD | $70 SGD | $70 SGD | $74 SGD | $71 SGD | $69 SGD | $75 SGD | $70 SGD | $73 SGD | $73 SGD | $73 SGD | $71 SGD |
| Avg. temp | 7°C | 9°C | 12°C | 17°C | 20°C | 21°C | 20°C | 19°C | 19°C | 16°C | 13°C | 10°C |





