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Vacation rentals in Chester

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Quick stats about vacation rentals in Chester

  • Total vacation rentals

    Explore 30 vacation rentals in Chester

  • Nightly prices starting at

    Chester vacation rentals start at R 1,131 ZAR per night before taxes and fees

  • Verified guest reviews

    Over 1,090 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Chester vacation rentals include wi-fi 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 vacation rentals in Chester

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
An open living space is featured with warm wood accents and soft lighting. A large dining table is set for gatherings, while a cozy seating area with a TV is positioned nearby. Sliding glass doors lead to an outdoor space, enhancing natural light.
Home in Chester
4.89 out of 5 average rating, 18 reviews

Home in Lake Almanor West

Looking for a charming mountain community nestled at the base of the majestic Sierra Nevada and Cascade mountain ranges? This beautifully remodeled 3-bedroom, 2-bathroom home in Lake Almanor West is 1/4 mile to Lake Almanor, known for its excellent fishing, boating, swimming, and serene kayaking experiences. Hike in Mt. Lassen National Park or bask in the views. During winter, enjoy sledding and playing in the snow. In the summer, enjoy golf and days on the water. Pickleball available all year!

LocationFamilyQuiet

Superhost
A spacious living area features a comfortable sectional sofa with accent pillows. A wall-mounted television is positioned above a modern electric fireplace. Natural light filters in through two windows, while decorative items and a clock enhance the inviting ambiance.
Cottage in Chester
4.75 out of 5 average rating, 57 reviews

The Riverfront

Come relax at Lake Almanor in the beautiful Sierra Nevada Mountains of Northern California. This cozy three bedroom, two bath house sits right on the river in the middle Chester. With the lake being less than a five minute drive and the river located directly in front of the house, there is no better place to get out of the heat. Bring your the family and enjoy your stay in a place where the swimming and fishing holes couldn’t get any closer. Hot summer or snowy winter. Your vacation is waiting!

ValueFamilyLaundry

Guest favorite
A charming home features a blend of stone and wood siding, complemented by a front porch. The driveway leads to a garage housing a vehicle. Surrounding pine trees add a natural touch, enhancing the welcoming exterior.
Home in Westwood
4.94 out of 5 average rating, 17 reviews

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.

LocationFamilyWalkability

Guest favorite
A wooden dock extends over calm, clear water, surrounded by lush greenery and distant mountains under a bright blue sky. A lounge chair is positioned on the right, providing a peaceful spot for relaxation.
Cabin in Chester
4.94 out of 5 average rating, 53 reviews

Splendid lakefront cabin w/ private dock and views

Welcome to Lake Almanor West! We hope you enjoy the beauty, peace and abundant fun available at the lake house. Lake Almanor is an aquatic paradise with water sports, fishing, beautiful nature trails, amazing mountain views and breathtaking sunsets from your deck or the beach. The home has its own dock, buoy and hot tub. You have access to a boat launch, 9 hole golf course, beach, recreation center, restaurant and sports courts at Lake Almanor West Country Club which is a short walk away.

FamilyLocationAir conditioning

Guest favorite
A compact kitchenette features white cabinetry and a granite countertop. Essential appliances include a microwave, stove top, and coffee maker. A small sink is positioned next to the door, with cooking utensils displayed nearby. A cozy welcome mat is placed at the entrance.
Guesthouse in Chester
4.84 out of 5 average rating, 31 reviews

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.

ValueLocationAccuracy

Guest favorite
Natural light streams through large glass doors, illuminating a wooden dining table adorned with a white sculpture and two decorative stones. In the background, a view of the lake and a deck with a grill is visible, enhancing the cozy cabin atmosphere.
Cabin in East Shore
4.82 out of 5 average rating, 116 reviews

Lake Front Cabin on Lake Almanor with Boat Dock

Upgraded cozy Lake Cabin, with full amenities. 3 bed, 2bath huge deck for BBQ's and on the Lake. This is your perfect get-away to be able to relax and enjoy nature. Great fishing off our backyard, lake and on creeks. All one story plenty of parking! Ping Pong table, board games and movies. Bring the water toys. This is the place where kids forget about their IPADS and phones. Boat Dock is removed from Nov 1st to April 1st do to winter/snow conditions. Sorry for the inconvenience

FamilyLocationComfort

Top guest favorite
A log cabin is surrounded by tall trees blanketed in snow, creating a serene winter scene. Large windows reveal a warm glow from inside, contrasting with the icy landscape. Softly fallen snow rests on the ground, enhancing the peaceful atmosphere of the setting.
Cabin in Shingletown
4.99 out of 5 average rating, 572 reviews

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!

ValueLocationHiking

Guest favorite
The spacious living and dining area features high A-frame ceilings and wooden beams. A comfortable leather sofa is positioned beside a small table with a plant. A dining table with black chairs is visible, along with large windows bringing in natural light.
Cabin in Lake Almanor Country Club
4.93 out of 5 average rating, 28 reviews

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.

LocationFamilyAir conditioning

Guest favorite
Cabin in Lake Almanor Country Club
4.91 out of 5 average rating, 70 reviews

Modern A-Frame~HotTub• Sauna•FirePit•Lake Access

Welcome to your Almanor retreat! Sleeping up to 10 guests, this family friendly home will ensure a comfortable space for you and your family. ☞Hot tub ☞Fire pit ☞Sauna ☞BBQ ☞2 Paddleboards/2 Kayaks ☞Game room ☞Telescope to stargaze ☞ Bailey Creek Golf Course, Lake Almanor Country Club, and Lake Almanor West Golf Course. ☞ lake access, beaches, playground, pickleball courts, bocce ball, hiking trails. ☞ Insta-Worthy mural ☞Parking for 6 cars plus turnaround for boat or RV

LocationValueIndoor spaces

Guest favorite
Home in Westwood
5.0 out of 5 average rating, 9 reviews

Lake Almanor Escape | Dock, Hot Tub, Cove, Pets OK

Lakeside lawn, swimmable cove, hot tub, kayaks, beach chairs, and a shared dock when lake levels allow — this is a proper Lake Almanor summer. Five bedrooms, two full kitchens, sleeps 10. Made for two families traveling together: cook simultaneously, spread out, and actually relax. Dogs welcome. The cove is calm and shallow, safe for kids. Bring your boat and tie to the buoy. Chester dining and Bailey Creek Golf are minutes away. Restaurants are within walking distance.

LocationFamilyLayout

Guest favorite
An aerial view presents a spacious property surrounded by tall evergreen trees. The main house reveals a multi-level design with a mix of wooden accents and light-colored siding. A gravel pathway leads up to the home, providing a natural and serene setting.
Home in East Shore
5.0 out of 5 average rating, 18 reviews

Casa De Gwynn

Bring the whole family and some friends to this beautiful, recently landscaped, and spacious LAKE FRONT property located on the East Shore of Lake Almanor. House comes with a dock that’s out seasonally, with buoys, good for two boats, all located on a levelbeach! This property has 3000+ square ft. 4 bedroom 3 full bath main home and a 2 bedroom 1 full bath apartment located above the garage all included! ******small fee for early check in or late check out******

LocationFamilyParking

Guest favorite
A cozy bedroom is featured with a spacious bed covered in white bedding. Natural light enters through a large window, framed by soft blue curtains. A comfortable chair is positioned beside the bed, set on a patterned area rug that adds texture to the warm wood floor.
Home in Chester
5.0 out of 5 average rating, 27 reviews

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.

LocationFamilyLong stay

Popular amenities for Chester vacation rentals

GymBBQ grillLaptop-friendly workspaceWifiAir conditioning

Other great vacation rentals in Chester

Guest favorite
Home in Westwood
5.0 out of 5 average rating, 15 reviews

Hamilton branch house

LocationFamilyNearby

Superhost
A clean and simple bedroom features a spacious bed dressed in a patterned coverlet. A wooden dresser stands against one wall, and a nightstand is positioned beside the bed. Natural light enters through the window, enhancing the calming space.
Tiny home in Chester
4.85 out of 5 average rating, 47 reviews

Budget Friendly Tiny Home

LocationValueAccess

Guest favorite
A rustic wooden cabin is surrounded by trees, featuring a covered porch with seating. Stacks of firewood are neatly arranged along the front, and a sunlit lawn stretches across the property, inviting relaxation in a tranquil outdoor setting.
Home in Westwood
5.0 out of 5 average rating, 16 reviews

Cozy creekfront cabin on private acre, Lake 6 mi

LocationFamilyAmenities

Guest favorite
A serene outdoor area features a gently flowing stream bordered by tall trees. Red chairs are positioned on the grass, inviting relaxation. Sunlight filters through the branches, creating dappled patterns on the ground, enhancing the peaceful ambiance of the natural surroundings.
Home in Westwood
4.92 out of 5 average rating, 37 reviews

Lake Almanor/Clear Creek Cabin Retreat

FamilyLocationBeach

Guest favorite
The family cabin is set amidst tall trees, featuring a well-maintained lawn in front. A stone wall delineates the yard, while a spacious deck extends from the house, offering a welcoming entry. The exterior showcases a blend of natural wood and siding.
Cabin in Lake Almanor Country Club
5.0 out of 5 average rating, 10 reviews

Cabin with filtered lake view.

FamilyLocationIndoor spaces

Guest favorite
The interior space features light wood flooring and white walls, creating a bright and airy atmosphere. A small console table with decorative elements is positioned against the wall, while a mirrored window frame adds character. A dining area is visible in the background.
Home in Chester
4.93 out of 5 average rating, 107 reviews

Our Chester/ Almanor Retreat

LocationValueDecor

Top guest favorite
Home in Chester
5.0 out of 5 average rating, 13 reviews

Lazy Bear Lodge

LocationDecorHospitality

Guest favorite
Home in Chester
4.94 out of 5 average rating, 16 reviews

Eagle Front Home

FamilyLocationWalkability

When is the best time to visit Chester?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR 2,828 ZARR 2,828 ZARR 2,828 ZARR 2,569 ZARR 2,731 ZARR 2,908 ZARR 3,022 ZARR 2,715 ZARR 2,828 ZARR 2,505 ZARR 2,828 ZARR 2,828 ZAR
Avg. temp9°C10°C13°C15°C20°C25°C28°C27°C24°C18°C12°C8°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.