Holiday rentals in Chester
Find and book unique accommodation on Airbnb
Quick stats about holiday rentals in Chester
Total holiday rentals
Explore 30 holiday rentals in Chester
Nightly prices starting at
Chester holiday rentals start at $89 SGD per night before taxes and fees
Verified guest reviews
Over 1,090 verified reviews to help you choose
Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 20 rentals that welcome pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
30 of Chester holiday rentals include wifi access
Popular amenities for guests
Guests love Gym, BBQ grill and Laptop-friendly workspace across Chester rentals
4.9 Average rating
Chester stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated holiday rentals in Chester
Guests agree: these stays are highly rated for location, cleanliness and more.
Home on Bailey Creek Golf Course
This beautiful charming 3 bedroom 2 bath newer home is located on Bailey Creek Golf Course. The home boasts an elegant wood cabin feel with all the modern amenities and comforts. Enjoy dining indoors or out on the large patio overlooking the 1st fairway and the clubhouse. Each bedroom sleeps two guests. Air mattress is available if desired. The spacious modern kitchen is ideal for cooking and dining and is open to the living area which boasts a grand view of the golf course through bay windows.
LocationFamilyIndoor spaces
Feather House Retreat
Set on a wide curve of a local creek, this home sits just minutes away from access to Lassen National Park and Lake Almanor. Bright and functional, cabin charm with modern amenities. Cook up your daily catch in the large kitchen, settle in by the creekside fire pit, or watch the snow fall while nesting by the roaring fire. Main level bedroom, bathroom, kitchen and living spaces, with two bedrooms, loft and bathroom on the second floor. Come make your memories at the Feather House Retreat!
ValueLocationView
J&L’s Backyard Hideout
Take it easy at this unique getaway. Adventure awaits nearby with Mt. Lassen National Park, minutes from the water at beautiful Lake Almanor, and also close to the Pacific Crest Trail. Eateries are within walking distance, just down the street. Full studio guest house. Amenities include kitchenette with small fridge, stove top, microwave, coffee maker, access to bbq, and your own outdoor patio/dining space with sun sails and solar lights. Private entrance, Wi-fi and streaming access.
LocationValueCondition
Cozy Boho Cottage
Our little cottage is just right for a couple, or single guest who wants a relaxing space for exploring Chester and surrounding areas. We have a full kitchen. The bathroom & shower is small. The bedroom has a queen sized bed, and a TV. The living room has a 50 inch TV. The main source of heat is a wood stove (wood is provided) we also have 2 portable heaters. The house is small and only 500 sq ft. It is located in the back, behind another house. Parking area is in front of the cottage.
ValueLocationCheck-in
Cozy Log Cabin on 3 acres by Lassen National Park
Relax in this newly built log cabin on over 3 private acres of land at an elevation of 4,300 ft. The 1350 square foot cabin has a large master loft with a large private bathroom and media area. The loft also has a balcony that gives you amazing views of the surrounding trees and is the perfect place to listen to birds and watch wildlife. The cabin is ideal for a couple, small family, best friends, or an individual looking for a personal retreat in the forest. Dogs are welcome!
FamilyValueDecor
Lake Alamanor Cozy A-Frame Cabin
Time to getaway to our newly renovated A-frame in the Lake Almanor Country Club! This cozy cabin features 2 bedrooms plus a loft making it the perfect spot for your family & friends. Here- you'll be a 5 minute drive to easy lake/dock and beach access and all the amenities the Country Club offers, golf, pickleball, tennis courts, restaurants & more! The adorable town of Chester is a 15 minute drive where you'll find shops, thrifting, cafes, restaurants and Timber House Brewery.
FamilyLocationHot tub
"Rejuvenate at Riversong Retreat"
Welcome to Riversong Retreat! Nested at the end of the road, in a quiet forest of Cedar and Pine, with some of the best fishing on Lake Almanor within walking distance of the house. The house is located in the little community of Hamilton Branch. The river flows right past the house into Lake Almanor. There is Four different levels of living space. The house is a short 30 mile drive to Lassen Volcano National Park. Take the hike to the top of a volcano for a great view.
LocationValueParking
Tiny Home Grey Cabin
Take a break and unCozy 400 sq. foot cabin located in the cute logging town of Westwood. Walking distance to local restaurants and a photo-op with the towns Ol' Paul Bunyan statue. Surrounded by adventure, and just minutes from Biz Johnson Trailhead, Hidden Lakes Trailhead, Lake Almanor, Eagle Lake, Lassen Volcanic National Park, and bunches more! We can comfortably accommodate large groups, we have multiple cabins located on our property. Check us out online!
ValueLocationIndoor spaces
Charming lake cabin near Lassen Volc National Park
Relax with the whole family at this peaceful place to stay. Completely renovated lake cabin located on the best fishing spot in Lake Almanor! Up the street from the boat ramp and fishing and tackle store a block away ! 35 min ride to Lassen National Volcanic Park. Great weekend getaway for fishing, boating, hiking, enjoying the great outdoors. 2 bedrooms with queen beds and new sleeper sofa. Beautiful back deck with fire table with view of river.
FamilyLocationAccess
Meyers Ranch Homestead Cabin - Hot Spring
Words and pictures don't do this place justice. This beautiful cabin, with pine interior and gorgeous views, has its own lawn and private patio. You will have access to our hot spring and swimming reservoir (the hot spring requires 4-wheel-drive in inclement weather.) The ranch is a great place for hiking, star gazing, relaxing at the water's edge or enjoying the country life. The perfect place to stay and unwind, or regroup for your next adventure.
FamilyValueComfort
The Brewhouse Retreat
The whole group will be comfortable in this spacious and unique space. Located in the heart of Chester a small town on the edge of Lake Almanor. Come and enjoy a truly unique experience and stay at the apartment above Waganupa Brewing. This unit is above a Tap Room and Brewery. This great space is located in what used to be a local antique store and the whole Airbnb has been designed to flow with the style of the era in which the building was built.
LocationFamilyWalkability
Dog Friendly Chester Cabin | Hot Tub & Game Room
Escape to our charming 2-story cabin, a family-friendly retreat with 6 distinct sleeping areas, comfortably accommodating large groups. Enjoy direct access to hiking & off-roading trails, nearby lake access, a fun game room, and a private hot tub. Nestled in a quiet neighborhood, it's perfect for adventure and relaxation. Features central AC, fireplace, and ample parking. Ideal for your next family getaway or group adventure.
LocationFamilyAccuracy
Popular amenities for Chester holiday rentals
Other great holiday rentals in Chester
Home in Lake Almanor West
ValueLocationQuiet
Indian Valley Cottage (Retreat)
LocationFamilyHospitality
Lake Almanor/Clear Creek Cabin Retreat
FamilyLocationCleanliness
Our Chester/ Almanor Retreat
ValueFamilyAccuracy
Lazy Bear Lodge
LocationCleanlinessWifi
Walkable 3 bedroom Chester House
LocationFamilyHospitality
Basecamp Almanor
LocationHikingDecor
NEW-WiFi- 1/2mi to Lake-Private Yd-Entire Home
LocationFamilySleep quality
When is the best time to visit Chester?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $222 SGD | $222 SGD | $222 SGD | $202 SGD | $214 SGD | $228 SGD | $237 SGD | $213 SGD | $222 SGD | $197 SGD | $222 SGD | $222 SGD |
| Avg. temp | 9°C | 10°C | 13°C | 15°C | 20°C | 25°C | 28°C | 27°C | 24°C | 18°C | 12°C | 8°C |
Frequently Asked Questions
What are the best places to stay in Chester?
Accommodations in Chester often include cabins, family homes, and vacation rentals set near lakes or within quiet residential areas. Many guests appreciate staying close to the main street for easy access to shops, dining, and local events.
What are the best things to do in Chester with kids?
Families frequently enjoy lakeside picnics, nature walks on gentle trails, and visits to parks with playgrounds. Local museums or seasonal festivals create interactive fun for children and adults alike.
What are some of the best things to do in Chester?
Explore the lake for kayaking or fishing, walk scenic forest trails, or browse local shops for regional crafts. The area is also known for its welcoming atmosphere and accessible outdoor activities.
How is the weather in Chester?
Chester has cool, wetter winters around 38–56°F (3–14°C), with the drier, warmer season peaking in July at 98°F (37°C). Summer is often popular for outdoor activities, while spring and fall bring milder conditions.
When is the best time to visit Chester?
Late spring through early fall is frequently suggested for warm weather and access to lakes and outdoor recreation. Those interested in quieter travel may appreciate the milder temperatures and changing colors in spring or autumn.
What are the best places to visit in Chester?
Visitors often head to the lake for water activities, discover forest parks, or stop by local museums highlighting the region’s history and nature. The main street is popular for browsing artisan shops and tasting local fare.
What are some hiking trails in Chester?
Many visitors explore lakeside paths, forested trails with gentle slopes, and routes leading through wildflower meadows near Chester. These hikes are appreciated for their natural scenery and frequent wildlife sightings.
What are some family activities we can do in Chester?
Families often explore lakeside trails, paddle or fish on the water, or enjoy outdoor picnics in community parks. Annual festivals and hands-on nature centers are also popular with visitors of all ages.
What are some of the best day trip ideas from Chester?
Consider exploring nearby mountain parks, lakes known for boating, or scenic byways for changing landscapes. Historic small towns around the region provide opportunities to learn about local culture and sample regional foods.
Are there any pet friendly accommodations available in Chester?
Chester has a variety of pet friendly stays, including cabins, cottages, and vacation homes. Many hosts are open to pets, and green spaces around town make it convenient for walks.
What are some local tips for visiting Chester?
Chester has a small-town atmosphere where local businesses are central to the experience, so try nearby bakeries or markets for homemade treats. Layered clothing is helpful, as temperatures can shift during the day, especially with changing seasons.
What is Chester known for?
Chester is known for its proximity to mountain lakes, forested landscapes, and a welcoming small-town spirit. Outdoor recreation, from boating to hiking, is central to the area’s appeal.
What are the best hidden gems to explore in Chester?
Small art galleries, locally run coffee shops, and peaceful lake viewpoints are often suggested as Chester’s quieter treasures. Exploring forest trails and lesser-known picnic spots lets you experience the area’s slower pace.
What are the best foods to try in Chester?
Local menus often feature trout, burgers, and homemade pies, reflecting Chester’s nearby lakes and farming traditions. Bakeries and diners are popular for breakfast classics and fresh pastries.
What should I bring for a trip to Chester?
Bring layers to adjust to temperatures that can range from cool mornings to warm afternoons, and consider sun protection for summer visits. Outdoor gear like hiking shoes, a reusable water bottle, and a camera suit adventures around Chester’s lakes and forests.
What is the nightlife in Chester like?
Chester’s nightlife has a casual feel, with local taverns, diners, and spots to relax with a drink or listen to live music. Evenings often center around friendly gatherings, outdoor patios, or seasonal community events.
What are the most popular events or festivals in Chester?
Chester’s calendar often includes community celebrations, summer festivals around the lake, and annual parades or craft fairs. Seasonal events like a Fourth of July parade and winter holiday gatherings are widely attended.
Are there family friendly vacation rentals in Chester?
Chester has a range of family friendly vacation rentals, with options like spacious cabins and homes near outdoor activities. Many host amenities like kitchens, yard space, and board games for children and families.